BENZYL BENZOATE

 

Formül: C6H5CH2OOCC6H5

INCI: Benzil benzoat

CAS No: 120-51-4

EINECS No .: 204-402-9

Benzil benzoat, benzoik asidin benzil alkol ile biçimsel olarak yoğunlaştırılmasıyla elde edilen bir benzoat esteridir. Polyalthia cinsinin bitki türlerinden izole edilmiştir. Bir scabicide, bir akarisit ve bir bitki metaboliti olarak rol oynar.

Bir benzil ester ve bir benzoat esterdir. Benzoik asitten türemiştir.

Üretim

Benzil benzoat endüstriyel olarak sodyum benzoatın bir baz varlığında benzil alkol ile reaksiyonu veya metil benzoat ve benzil alkolün karşılıklı esterlenmesi yoluyla üretilir.

Toluen oksidasyonu ile benzoik asit sentezinin bir yan ürünüdür. Katalizör olarak sodyum benzilatla (sodyum ve benzil alkolden üretilen) benzaldehit kullanılarak Tishchenko reaksiyonu ile de sentezlenebilir.

UYGULAMALAR: Benzil Benzoat ilaçların sentezinde (özellikle skabisit olarak antispazmodik ilaçlarda ve pedikülozu tedavi etmek için) kullanılır.

Benzil benzoat kokuda uygulama bulur. Ön fiksaj ajanı olarak kullanılır. Benzil benzoatın kendisi aktif bir koku bileşeni değildir.

Ana bileşenlerin kararlılığını ve koku özelliklerini geliştirir. Mitisit olarak ve gıda alanında kullanılır.Benzil benzoat polimerler ve selüloz için plastikleştirici olarak kullanılır.

Benzil benzoat, ilaç ve böcek kovucu olarak kullanılan organik bir bileşiktir. İlaç olarak uyuz ve biti tedavi etmek için kullanılır.

Uyuz için, permetrin veya malathion tipik olarak tercih edilir. Cilde losyon olarak sürülür. Tipik olarak iki ila üç uygulama gereklidir.

Peru Balsamı, Tolu balsamı ve bir dizi çiçekte de bulunur.

Yan etkiler ciltte tahriş olabilir. Çocuklarda tavsiye edilmez. Diğer hayvanlarda da kullanılır; ancak kediler için zehirli olduğu düşünülmektedir. Nasıl çalıştığı belli değil.

Benzil benzoat ilk olarak 1918'de tıbbi olarak incelenmiştir. Dünya Sağlık Örgütü'nün Temel İlaçlar Listesi'nde yer almaktadır. Benzil benzoat, diğerleri arasında Scabanca markası altında satılmaktadır ve jenerik bir ilaç olarak mevcuttur.

Amerika Birleşik Devletleri'nde tıbbi kullanım için mevcut değildir.

Diğer isimler: benzoik asit fenilmetil ester, benzil alkol benzoik ester; CAS Numarası: 120-51-4

Tıbbi

Benzil benzoat, insan uyuzları için etkili ve ucuz bir topikal tedavidir. Vazodilatatör ve spazmolitik etkileri vardır ve birçok astım ve boğmaca ilacında bulunur.

Hipogonadizmi tedavi etmek için bazı testosteron replasman ilaçlarında (Nebido gibi) eksipiyan olarak da kullanılır.

Benzil benzoat, veterinerlik hastanelerinde topikal bir akarisit, kabuk öldürücü ve pedikülisit olarak kullanılır.

Tıbbi olmayan

Benzil benzoat, chiggers, keneler ve sivrisinekler için bir kovucu olarak kullanılır. Parfüm endüstrisinde boya taşıyıcı, selüloz türevleri için çözücü, plastikleştirici ve sabitleyici olarak da kullanılır.

Yan etkiler

Benzil benzoat, laboratuvar hayvanlarında düşük akut toksisiteye sahiptir. Hızla benzoik asit ve benzil alkole hidrolize olur. Benzil alkol daha sonra benzoik aside metabolize edilir.

Benzoik asit konjugatları (hippurik asit ve benzoik asidin glukuronidi) idrarda hızla elimine edilir.

Benzil benzoat, laboratuar hayvanlarına yüksek dozlarda verildiğinde aşırı uyarılma, koordinasyon kaybı, ataksi, konvülsiyonlar ve solunum felcine neden olabilir.

Benzil benzoat, topikal bir skabisit olarak kullanıldığında cildi tahriş edebilir. Doz aşımı kabarcıklara neden olabilir ve kurdeşen veya alerjik reaksiyon olarak kızarıklık meydana gelebilir.

Bazı testosteron replasman enjekte edilebilir ilaçlarda bir eksipiyan olarak, benzil benzoat, Avustralya'daki bir vakada anafilaksi nedeni olarak rapor edilmiştir.

Bayer, bu raporu sağlık uzmanlarına yönelik bilgilere dahil etmekte ve hekimlerin bu tür preparatlara karşı "ciddi alerjik reaksiyon potansiyelinin farkında olmaları" gerektiğini önermektedir.

Avustralya'da, Terapötik Ürünler İdaresi için advers ilaç reaksiyonları raporlarını değerlendiren ADRAC raporları, 2011'den beri anafilaksi vakasından bu yana birçok alerjik sorun raporunu göstermektedir.

Kimya

C6H5CH2O2CC6H5 formülüne sahip organik bir bileşiktir. Benzil alkol ve benzoik asidin esteridir. Viskoz bir sıvı veya katı pullar oluşturur ve zayıf, tatlı balzamik bir kokuya sahiptir.

Birkaç çiçekte (örn. Sümbül, sümbül) oluşur ve Peru Balsamı ve Tolu balzamının bir bileşenidir.

Benzil benzoat

Moleküler Formül: C14H12O2

Ortalama kütle: 212.244 Da

CAS NUMARASI. 120-51-4

BENZİL BENZOAT

EINECS NO.:204-402-9

FORMÜL: C6H5CO2CH2C6H5

MOL WT: 212,25

H.S. KODU: 2916.31

 

TOKSİSİTE: Oral sıçan LD50: 1700 mg / kg

SENONİMLER: Benzoik asit fenilmetil ester; Benylate; Ascabin, Scabagen; Vanzoate; Benzyl Phenylformate; Benzil Benzen Karboksilat; Benzil Alkol Benzoik Ester; Ascabiol; Benzoik Asit Benzil Ester; Benzoato De Bencilo;

FİZİKSEL VE ​​KİMYASAL ÖZELLİKLER

FİZİKSEL DURUM: Sıcaklığa bağlı olarak renksiz yağlı sıvı veya broşürler

ERİTME NOKTASI: 17 C

KAYNATMA NOKTASI: 323 C

SPESİFİK AĞIRLIK: 1.118 - 1.122

SUDA ÇÖZÜNÜRLÜK: Çözünmez

KARARLILIK: Sıradan koşullar altında kararlı

UYGULAMALAR: Benzil Benzoat ilaçların sentezinde (özellikle skabisit olarak antispazmodik ilaçlarda ve pedikülozu tedavi etmek için) kullanılır.

Benzil benzoat kokuda uygulama bulur. Ön fiksaj ajanı olarak kullanılır. Benzil benzoatın kendisi aktif bir koku bileşeni değildir.

Ana bileşenlerin kararlılığını ve koku özelliklerini geliştirir. Mitisit olarak ve gıda alanında kullanılır. Ayrıca polimerler ve selüloz için plastikleştirici olarak kullanılır.

CAS No. 120-51-4

Lezzet / Koku Notları: Neredeyse kokusuz

TİPİK ÖZELLİKLER

Deney USP / EP (titrasyon):% 99.0-100.5 fenil metil benzoat; FCC (GC): minimum% 99.0

Koku: Neredeyse kokusuz

Renk: Renksiz

Görünüm: Berrak sıvı

Parlama Noktası: 148 ° C (298 ° F)

Kırılma İndeksi (20 ° C): 1.568 - 1.570

Yoğunluk (20 ° C) (g / ml): 1.118 - 1.122

Özgül Ağırlık (25 ° C): 1.116 - 1.120

Katılaşma Noktası: 18 - 21 ° C (64 - 70 ° F)

Asit Değeri (mgKOH / g): 1.0 maksimum

BENZYL BENZOATE

120-51-4

Ascabiol

Benzoic acid, phenylmethyl ester

Benzoic acid benzyl ester

Benzyl phenylformate

Phenylmethyl benzoate

Benzoic acid, benzyl ester

Benzylets

Benzyl benzenecarboxylate

benzylbenzoate

Antiscabiosum

Benzyl alcohol benzoic ester

Peruscabina

Spasmodin

Venzonate

Benzylis benzoas

Benzylum benzoicum

Benzylester kyseliny benzoove

Benzoesaeurebenzylester

BENZOIC ACID PHENYLMETHYLESTER

Caswell No. 082

Benzylbenzenecarboxylate

EINECS 204-402-9

Benzylester kyseliny benzoove [Czech]

Benzyl benzoate, 99+%

Venzoate

BZM

CAS-120-51-4

benzylbenzoat

Benzyl benzoate [USP:JAN]

Benzyl benzoate [USAN:JAN]

Benzyl Benzoate.

benzoic acid benzyl

BENZYL BENZOATE BP98

BENZOIC ACID,BENZYL ESTER

Benzyl benzoate, >=99%, FCC, FG

Benzyl benzoate, for synthesis, 99.0%

Benzyl benzoate, natural, >=99%, FCC, FG

Benzoic acid-benzyl ester 

Benzoic acid benzyl ester; Benzoic acid phenylmethyl ester

Bensüülbensoaat (et)

bentsyylibentsoaatti (fi)

benzil benzoat (sl)

benzil-benzoat (hr)

benzil-benzoát (hu)

benzilbenzenkarboksilatas (benzilbenzoatas) (lt)

benzilbenzoāts (lv)

benzile benzoato (it)

benzoat de benzil (ro)

benzoate de benzyle (fr)

benzoato de bencilo (es)

benzoato de benzilo (pt)

benzoesan benzylu (pl)

benzyl-benzoát (cs)

benzyl-benzoát (sk)

benzylbenzoaat (nl)

benzylbenzoat (da)

Benzylbenzoat (de)

benzylbenzoat (no)

benzylbenzoat (sv)

benżoat tal-benżil (mt)

βενζοϊκό βενζύλιο (el)

бензил бензоат (bg)

CAS names

Benzoic acid, phenylmethyl ester

IUPAC names

Benzil-benzoát

benzoic acid phenyl methyl ester

Benzoic acid, benzylester

BENZOIC ACID, PHENYL METHYL ESTER

Benzoic acid, phenylmethyl ester

Registration dossier

benzyl benxoate

BENZYL BENZOATE

Benzyl benzoate; Phenylmethyl benzoate

benzyl-2-methyl-hydroxybutyrate dehydrogenase

benzylbenzoate

phenylmethyl benzoate

120-51-4 [RN]

204-402-9 [EINECS]

2049280 [Beilstein]

2138

Benzoate de benzyle [French] [ACD/IUPAC Name]

benzoic acid benzyl ester

benzoic acid, benzyl ester

Benzoic acid, phenylmethyl ester [ACD/Index Name]

Benzyl benzoate [ACD/IUPAC Name] [Wiki]

Benzylbenzoat [German]

Benzyl-benzoat [German] [ACD/IUPAC Name]

Benzylis benzoas

DG4200000

MFCD00003075 [MDL number]

N863NB338G

phenylmethyl benzoate

[120-51-4]

347840-01-1 [RN]

352431-26-6 [RN]

4-09-00-00307 (Beilstein Handbook Reference) [Beilstein]

613-62-7 [RN]

Acarilbial

Acarilbial (Trade name)

Acaril-S

Acaril-S (Trade name)

Acaril-S; Acarilbial; Acarsan; Acil; Antiscabiosum; Antiscabiosum für Kinder; Ascabiol; Ascalol; B.B. Lotion; BE BO; Benzalcor; Benzilbenzoat; Benzogal; Benzotal; Bezo; Finsarna; Gensarna; Miticocan; Novoscabin; Opele; Pharcobenzyl; Sanasar; Saniscabis; Scabicon; Scabiex; Scabin; Scabisol; Scabitox; Tekoce; Zilaben

Acarobenzyl

Acarobenzyl; Benylate; Benzevan; Benzoate de benzyle; Benzoes??urebenzylester; Benzoic acid phenylmethylester; Benzoic acid, benzyl ester; Benzoic acid, phenylmethyl ester; Benzyl benzoat; Benzylis benzoas; Phenylmethyl benzoate

Acarobenzyl; Benzevan; Benzoate de benzyle; Benzoesäurebenzylester; Benzyl benzoat; Benzylis benzoas; Phenylmethyl benzoate; Spasmodine

Acarsan

Acarsan (Trade name)

Acil

Acil (Trade name)

Antiscabiosum

Antiscabiosum (Trade name)

Antiscabiosum für Kinder

Antiscabiosum für Kinder (Trade name)

Ascabin

Ascabiol

Ascabiol (Trade name)

Ascalol

Ascalol (Trade name)

B.B. Lotion

B.B. Lotion (Trade name)

BE BO

BE BO (Trade name)

Benylate [Trade name]

Benylate (TN)

Benzalcor

Benzalcor (Trade name)

Benzevan

Benzilbenzoat

Benzilbenzoat (Trade name)

Benzoate de benzyle [ACD/IUPAC Name]

Benzoes??urebenzylester

Benzoesaeurebenzylester

Benzoesäurebenzylester

Benzogal

Benzogal (Trade name)

benzoic acid phenylmethyl ester

BENZOIC ACID PHENYLMETHYLESTER

BENZOIC ACID,BENZYL ESTER

Benzoic acid-benzyl ester

Benzotal (Trade name)

Benzyl 2-naphthyl ether

Benzyl alcohol benzoic ester

Benzyl benzenecarboxylate

Benzyl benzoat

Benzyl benzoate (JP15/USP) [USP]

Benzyl benzoate (natural)

Benzyl benzoate [USAN:JAN]

benzyl benzoate 99%

BENZYL BENZOATE BP98

benzyl benzoate, 99+%

Benzyl benzoate, BP, Ph. Eur. grade

Benzyl benzoate, USP grade

Benzyl Benzoate-d12

Benzyl phenylformate

Benzylbenzenecarboxylate

benzylbenzoate

benzyl-benzoate

Benzyl-d5 Benzoate

Benzylester kyseliny benzoove

Benzylester kyseliny benzoove [Czech]

Benzylets

Benzylum benzoicum

Bezo

Bezo (Trade name)

BZM

Colebenz

EINECS 204-402-9

Finsarna

Finsarna (Trade name)

Gensarna

Gensarna (Trade name)

Mange Treatment

Miticocan

Miticocan (Trade name)

Novoscabin

Novoscabin (Trade name)

Opele

Opele (Trade name)

Peruscabin

Peruscabina

Pharcobenzyl

Pharcobenzyl (Trade name)

Pharmakon1600-01503002

Sanasar

Sanasar (Trade name)

Saniscabis

Saniscabis (Trade name)

Scabagen

Scabanca

Scabicon

Scabicon (Trade name)

Scabide

Scabiex

Scabiex (Trade name)

Scabin

Scabin (Trade name)

Scabiozon

Scabisol

Scabisol (Trade name)

Scabitox

Scabitox (Trade name)

SCOBENOL

SMR000471875

Spasmodin

Spasmodine

SPECTRUM1503002

Spectrum5_001128

ST5406335

Tekoce

Tekoce (Trade name)

Vanzoate

Venzoate

Venzonate

WLN: RVO1R

Zilaben

安息香酸ベンジル [Japanese]

Formula: C6H5CH2OOCC6H5

INCI: Benzyl benzoate

CAS No.: 120-51-4

EINECS No.: 204-402-9

Benzyl benzoate is a benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol. It has been isolated from the plant species of the genus Polyalthia. It has a role as a scabicide, an acaricide and a plant metabolite. 

It is a benzyl ester and a benzoate ester. It derives from a benzoic acid.

Benzyl benzoate is an organic compound which is used as a medication and insect repellent. As a medication it is used to treat scabies and lice.

For scabies either permethrin or malathion is typically preferred. It is applied to the skin as a lotion. Typically two to three applications are needed.

It is also present in Balsam of Peru, Tolu balsam, and in a number of flowers.

Side effects may include irritation of the skin. It is not recommended in children. It is also used in other animals; however, it is considered toxic to cats. How it works is unclear.

Benzyl benzoate was first studied medically in 1918. It is on the World Health Organization's List of Essential Medicines. Benzyl benzoate is sold under the brand name Scabanca among others and is available as a generic medication.

It is not available for medical use in the United States.

Other names: benzoic acid phenylmethyl ester, benzy alcohol benzoic ester;CAS Number:120-51-4

Medical

Benzyl benzoate is an effective and inexpensive topical treatment for human scabies. It has vasodilating and spasmolytic effects and is present in many asthma and whooping cough drugs.

It is also used as an excipient in some testosterone-replacement medications (like Nebido) for treating hypogonadism.

Benzyl benzoate is used as a topical acaricide, scabicide, and pediculicide in veterinary hospitals.

Non-medical

Benzyl benzoate is used as a repellent for chiggers, ticks, and mosquitoes. It is also used as a dye carrier, solvent for cellulose derivatives, plasticizer, and fixative in the perfume industry.

Side effects

Benzyl benzoate has low acute toxicity in laboratory animals. It is rapidly hydrolyzed to benzoic acid and benzyl alcohol. Benzyl alcohol is subsequently metabolized to benzoic acid. 

The conjugates of benzoic acid (hippuric acid and the glucuronide of benzoic acid) are rapidly eliminated in urine.

When given in large doses to laboratory animals, benzyl benzoate can cause hyperexcitation, loss of coordination, ataxia, convulsions, and respiratory paralysis.

Benzyl benzoate can be a skin irritant when used as a topical scabicide. Overdose can result in blistering and hives or a rash can occur as an allergic reaction.

As an excipient in some testosterone-replacement injectable medications, benzyl benzoate has been reported as a cause of anaphylaxis in a case in Australia. 

Bayer includes this report in information for health professionals and recommends that physicians "should be aware of the potential for serious allergic reactions" to preparations of this type.

In Australia, reports to ADRAC, which evaluates reports of adverse drug reactions for the Therapeutic Goods Administration, show several reports of allergic issues since the anaphylaxis case from 2011.

Chemistry

It is an organic compound with the formula C6H5CH2O2CC6H5. It is the ester of benzyl alcohol and benzoic acid. It forms either a viscous liquid or solid flakes and has a weak, sweet-balsamic odor. 

It occurs in a number of blossoms (e. g. tuberose, hyacinth) and is a component of Balsam of Peru and Tolu balsam.

Production

Benzyl benzoate is produced industrially by the reaction of sodium benzoate with benzyl alcohol in the presence of a base, or by transesterification of methyl benzoate and benzyl alcohol.

It is a byproduct of benzoic acid synthesis by toluene oxidation. It can also be synthesized by the Tishchenko reaction, using benzaldehyde with sodium benzylate (generated from sodium and benzyl alcohol) as catalyst.

Benzyl benzoate 

Molecular Formula: C14H12O2

Average mass: 212.244 Da

CAS NO. 120-51-4

BENZYL BENZOATE

EINECS NO.:204-402-9

FORMULA: C6H5CO2CH2C6H5

MOL WT: 212.25

H.S. CODE: 2916.31

 

TOXICITY: Oral rat LD50: 1700 mg/kg

SYNONYMS: Benzoic acid phenylmethyl ester; Benylate; Ascabin;Scabagen; Vanzoate; Benzyl Phenylformate; Benzyl Benzene Carboxylate; Benzyl Alcohol Benzoic Ester; Ascabiol; Benzoic Acid Benzyl Ester; Benzoato De Bencilo;

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE: Colourless oily liquid or leaflets depending on temperature

MELTING POINT: 17 C

BOILING POINT:323 C

SPECIFIC GRAVITY: 1.118 - 1.122

SOLUBILITY IN WATER:Insoluble

STABILITY: Stable under ordinary conditions

APPLICATIONS :Benzyl Benzoate is used for the synthesis of drugs (especially for antispasmodic drugs as a scabicides and to treat pediculosis). 

Benzyl benzoate finds application in fragrance. It is used in pre-fixing agent. Benzyl benzoate itself is not an active fragrance ingredient.

It improves the stability and odor characteristics of the main ingredients. It is used as a miticide and in food field. It is also used as a plasticizer for polymers and cellulose.

CAS No. 120-51-4

Flavor/Fragrance Notes:Nearly odorless

TYPICAL PROPERTIES

Assay USP/EP (titration): 99.0-100.5% of phenyl methyl benzoate; FCC (GC): 99.0% minimum

Odor:Nearly odorless

Color: Colorless

Appearance: Clear liquid

Flash Point: 148°C (298°F)

Refractive Index (20°C): 1.568 – 1.570

Density (20°C) (g/ml):1.118 – 1.122

Specific Gravity (25°C):1.116 – 1.120

Solidification Point:18 – 21°C (64 – 70°F)

Acid Value (mgKOH/g):1.0 maximum

 

SYNONYMS: Benzyl Benzoate; benzyl benzoate; benzylbenzoate; benzyl benzoat; benzil benzoat; benzilbenzoat; banzil benzoat; banzilbenzoat; bensil bensoat; bensilbensoat; benzylbenzoat; bensil benzoat; bensilbenzoat; Benzylbenzoate; Benzyl Benzoat; Benzil Benzoat; Benzilbenzoat; Bensil Bensoat; Bensilbensoat; Benzylbenzoat; Bensil Benzoat; Bensilbenzoat; BENZYL BENZOATE; BENZYLBENZOATE; BENZYL BENZOAT; BENSİLBENZOAT; BENSİL BENZOAT; BENSİL BENSOAT; BENSİLBENSOAT; Acaril; Acarosan; Ansar; Antiscabiosum; Ascabiol; Benzanil; Benzemul; benzyl benzoate; Benzylbenzoaat Smeersel FNA; Novoscabin; BENZYL BENZOATE; 120-51-4; Ascabiol; Benylate; Novoscabin; Benzoic acid, phenylmethyl ester; Scabitox; Scobenol; Ascabin; Benzyl phenylformate; Benzoic acid, benzyl ester; Phenylmethyl benzoate; Benzoic acid benzyl ester; Benzylets; Colebenz; Peruscabin; Scabagen; Scabanca; Scabiozon; Vanzoate; Scabide; Benzyl benzenecarboxylate; benzylbenzoate; Antiscabiosum; Benzylis benzoas; Benzyl alcohol benzoic ester; Peruscabina; Spasmodin; Venzonate; Benzylum benzoicum; Benzylester kyseliny benzoove; Benzoesaeurebenzylester; Caswell No. 082; Benzylbenzenecarboxylate; Venzoate; FEMA Number 2138; Benzyl benzoate (natural); NSC 8081; UNII-N863NB338G; FEMA No. 2138HSDB 208; BENZOIC ACID PHENYLMETHYLESTER; EINECS 204-402-9; Benzylester kyseliny benzoove [Czech]; EPA Pesticide Chemical Code 009501; BRN 2049280; CHEMBL1239; AI3-00523; CHEBI:41237; SESFRYSPDFLNCH-UHFFFAOYSA-N; MFCD00003075; SBB058609; NCGC00094981-03; DSSTox_CID_9153; DSSTox_RID_78686; DSSTox_GSID_29153; Q-200696; Benzyl benzoate, analytical standard; Benzoate de benzyle; BZM; CAS-120-51-4; SMR000471875; benzylbenzoat; Benzyl benzoate [USP:JAN]; Acarobenzyl; Benzevan; Benzyl benzoate [USAN:JAN]; Benzyl benzoat; Benzoic acid phenylmethyl ester; Benzyl ester; 1dzm; Benylate (TN); benzoic acid benzyl; Benzoesaurebenzylester; Spectrum_001240; Spectrum2_000532; Spectrum3_001757; Spectrum4_000773; Spectrum5_001128; Benzyl benzoate 99+ %; ACMC-1C8AP; WLN: RVO1R; D0G1VX; Benzyl benzoate, >=99%; AC1L1DH0; SCHEMBL3038; BENZYL BENZOATE BP98; BSPBio_003494; KBioGR_001186; KBioSS_001720; 4-09-00-00307 (Beilstein Handbook Reference); KSC174Q0R; MLS001066412; MLS001336003; MLS001336004; DivK1c_000204; SPECTRUM1503002; SPBio_000543; Benzyl benzoate (JP17/USP); AC1Q661C; ZINC1021; DTXSID8029153; BENZOIC ACID,BENZYL ESTER; Benzyl benzoate, 99% 250g; CTK0H4808; HMS500K06, KBio1_000204; KBio2_001720; KBio2_004288; KBio2_006856; KBio3_002714; KS-00000UHX; NSC8081; MolPort-001-740-297; NINDS_000204; HMS1921P16; HMS2092F20; HMS2269D24; N863NB338G; Pharmakon1600-01503002; HY-B0935; NSC-8081; Tox21_111372; Tox21_201337; Tox21_303418; ANW-17509; BDBM50134035; CCG-39578; NSC758204; s4599; AKOS003495939; Benzyl benzoate, >=99%, FCC, FG; Tox21_111372_1; CHM0028580; DB00676; FCH2703790; LS-2573; MCULE-4369643785; NSC-758204; RL00855; RTR-003391; IDI1_000204; Benzyl benzoate, for synthesis, 99.0%; NCGC00094981-01; NCGC00094981-02; NCGC00094981-04; NCGC00094981-05; NCGC00094981-07i NCGC00257502-01; NCGC00258889-01; AC-17033; AN-22825; CC-24472; KB-75431; OR011551; ZB000222; SBI-0051748.P002; Benzoic acid-benzyl ester (Benzyl benzoate); DB-041563; TR-003391; B0064; FT-0622708 ST50406335; Benzyl benzoate, natural, >=99%, FCC, FG; Benzyl benzoate, ReagentPlus(R), >=99.0%; Benzyl benzoate, SAJ first grade, >=98.0%; Benzyl benzoate, tested according to Ph.Eur.; A19449; Benzyl benzoate, SAJ special grade, >=99.0%; C12537; D01138; AB00052298_07; Benzyl benzoate, Vetec(TM) reagent grade, 98%; Benzyl benzoate, meets USP testing specifications; C-24290; SR-01000763773; I14-6951; SR-01000763773-2; Benzoic acid-benzyl ester 5000 ng/microl in n-Hexane; Benzoic acid benzyl ester; Benzoic acid phenylmethyl ester; Benzyl benzoate, certified reference material, TraceCERT(R); Benzyl benzoate, United States Pharmacopeia (USP) Reference Standard; Benzyl benzoate, Pharmaceutical Secondary Standard; Certified Reference Material; InChI=1/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H; Benzyl Benzoate; Acaril; Acarosan; Ansar; Antiscabiosum; Ascabiol; Benzanil; Benzemul; benzyl benzoate; Benzylbenzoaat Smeersel FNA; Novoscabin; BENZYL BENZOATE; 120-51-4; Ascabiol; Benylate; Novoscabin; Benzoic acid, phenylmethyl ester; Scabitox; Scobenol; Ascabin; Benzyl phenylformate; Benzoic acid, benzyl ester; Phenylmethyl benzoate; Benzoic acid benzyl ester; Benzylets; Colebenz; Peruscabin; Scabagen; Scabanca; Scabiozon; Vanzoate; Scabide; Benzyl benzenecarboxylate; benzylbenzoate; Antiscabiosum; Benzylis benzoas; Benzyl alcohol benzoic ester; Peruscabina; Spasmodin; Venzonate; Benzylum benzoicum; Benzylester kyseliny benzoove; Benzoesaeurebenzylester; Caswell No. 082; Benzylbenzenecarboxylate; Venzoate; FEMA Number 2138; Benzyl benzoate (natural); NSC 8081; UNII-N863NB338G; FEMA No. 2138HSDB 208; BENZOIC ACID PHENYLMETHYLESTER; EINECS 204-402-9; Benzylester kyseliny benzoove [Czech]; EPA Pesticide Chemical Code 009501; BRN 2049280; CHEMBL1239; AI3-00523; CHEBI:41237; SESFRYSPDFLNCH-UHFFFAOYSA-N; MFCD00003075; SBB058609; NCGC00094981-03; DSSTox_CID_9153; DSSTox_RID_78686; DSSTox_GSID_29153; Q-200696; Benzyl benzoate, analytical standard; Benzoate de benzyle; BZM; CAS-120-51-4; SMR000471875; benzylbenzoat; Benzyl benzoate [USP:JAN]; Acarobenzyl; Benzevan; Benzyl benzoate [USAN:JAN]; Benzyl benzoat; Benzoic acid phenylmethyl ester; Benzyl ester; 1dzm; Benylate (TN); benzoic acid benzyl; Benzoesaurebenzylester; Spectrum_001240; Spectrum2_000532; Spectrum3_001757; Spectrum4_000773; Spectrum5_001128; Benzyl benzoate 99+ %; ACMC-1C8AP; WLN: RVO1R; D0G1VX; Benzyl benzoate, >=99%; AC1L1DH0; SCHEMBL3038; BENZYL BENZOATE BP98; BSPBio_003494; KBioGR_001186; KBioSS_001720; 4-09-00-00307 (Beilstein Handbook Reference); KSC174Q0R; MLS001066412; MLS001336003; MLS001336004; DivK1c_000204; SPECTRUM1503002; SPBio_000543; Benzyl benzoate (JP17/USP); AC1Q661C; ZINC1021; DTXSID8029153; BENZOIC ACID,BENZYL ESTER; Benzyl benzoate, 99% 250g; CTK0H4808; HMS500K06, KBio1_000204; KBio2_001720; KBio2_004288; KBio2_006856; KBio3_002714; KS-00000UHX; NSC8081; MolPort-001-740-297; NINDS_000204; HMS1921P16; HMS2092F20; HMS2269D24; N863NB338G; Pharmakon1600-01503002; HY-B0935; NSC-8081; Tox21_111372; Tox21_201337; Tox21_303418; ANW-17509; BDBM50134035; CCG-39578; NSC758204; s4599; AKOS003495939; Benzyl benzoate, >=99%, FCC, FG; Tox21_111372_1; CHM0028580; DB00676; FCH2703790; LS-2573; MCULE-4369643785; NSC-758204; RL00855; RTR-003391; IDI1_000204; Benzyl benzoate, for synthesis, 99.0%; NCGC00094981-01; NCGC00094981-02; NCGC00094981-04; NCGC00094981-05; NCGC00094981-07i NCGC00257502-01; NCGC00258889-01; AC-17033; AN-22825; CC-24472; KB-75431; OR011551; ZB000222; SBI-0051748.P002; Benzoic acid-benzyl ester (Benzyl benzoate); DB-041563; TR-003391; B0064; FT-0622708 ST50406335; Benzyl benzoate, natural, >=99%, FCC, FG; Benzyl benzoate, ReagentPlus(R), >=99.0%; Benzyl benzoate, SAJ first grade, >=98.0%; Benzyl benzoate, tested according to Ph.Eur.; A19449; Benzyl benzoate, SAJ special grade, >=99.0%; C12537; D01138; AB00052298_07; Benzyl benzoate, Vetec(TM) reagent grade, 98%; Benzyl benzoate, meets USP testing specifications; C-24290; SR-01000763773; I14-6951; SR-01000763773-2; Benzoic acid-benzyl ester 5000 ng/microl in n-Hexane; Benzoic acid benzyl ester; Benzoic acid phenylmethyl ester; Benzyl benzoate, certified reference material, TraceCERT(R); Benzyl benzoate, United States Pharmacopeia (USP) Reference Standard; Benzyl benzoate, Pharmaceutical Secondary Standard; Certified Reference Material; InChI=1/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H; 120-51-4 [RN]; 204-402-9 [EINECS]; Benzoate de benzyle [French] [ACD/IUPAC Name]; benzoic acid benzyl ester; benzoic acid, benzyl ester; Benzoic acid, phenylmethyl ester [ACD/Index Name]; Benzyl benzoate [ACD/IUPAC Name] [Wiki]; Benzylbenzoat [German]; Benzyl-benzoat [German] [ACD/IUPAC Name]; N863NB338G; phenylmethyl benzoate; [120-51-4]; 2049280 [Beilstein]; 347840-01-1 [RN]; 352431-26-6 [RN]; 4-09-00-00307; (Beilstein Handbook Reference) [Beilstein]; 613-62-7 [RN]; Acarilbial; Acarilbial (Trade name); Acaril-S; Acaril-S (Trade name); Acaril-S; Acarilbial; Acarsan; Acil; Antiscabiosum; Antiscabiosum für Kinder; Ascabiol; Ascalol; B.B. Lotion; BE BO; Benzalcor; Benzilbenzoat; Benzogal; Benzotal; Bezo; Finsarna; Gensarna; Miticocan; Novoscabin; Opele; Pharcobenzyl; Sanasar; Saniscabis; Scabicon; Scabiex; Scabin; Scabisol; Scabitox; Tekoce; Zilaben; Acarobenzyl; Acarobenzyl; Benylate; Benzevan; Benzoate de benzyle; Benzoes??urebenzylester; Benzoic acid phenylmethylester; Benzoic acid, benzyl ester; Benzoic acid, phenylmethyl ester; Benzyl benzoat; Benzylis benzoas; Phenylmethyl benzoate; Acarobenzyl; Benzevan; Benzoate de benzyle; Benzoesäurebenzylester; Benzyl benzoat; Benzylis benzoas; Phenylmethyl benzoate; Spasmodine; Acarsan; Acarsan (Trade name) Acil; Acil (Trade name); Antiscabiosum; Antiscabiosum (Trade name); Antiscabiosum für Kinder; Antiscabiosum für Kinder (Trade name); Ascabin; Ascabiol; Ascabiol (Trade name); Ascalol, Ascalol (Trade name); B.B. Lotion; B.B. Lotion (Trade name)BE BO; BE BO (Trade name); Benylate [Trade name]; Benylate (TN); Benzalcor; Benzalcor (Trade name); Benzevan; Benzilbenzoat; Benzilbenzoat (Trade name); Benzoate de benzyle [ACD/IUPAC Name]; Benzoesaeurebenzylester; Benzoesäurebenzylester; Benzogal; Benzogal (Trade name); benzoic acid phenylmethyl ester; BENZOIC ACID; PHENYLMETHYLESTER; BENZOIC ACID,BENZYL ESTER; Benzoic acid-benzyl ester (Benzyl benzoate); Benzoic acid-benzyl ester 100 ng/?l in Methanol; Benzoic acid-benzyl ester 100 ng/µl in Methanol; Benzoic acid-benzyl ester 5000 ng/?l in n-Hexane; Benzoic acid-benzyl ester 5000 ng/µl in n-Hexane; Benzotal; Benzotal (Trade name); Benzyl 2-naphthyl ether; Benzyl alcohol benzoic ester; Benzyl benzenecarboxylate; Benzyl benzoat; Benzyl benzoate (JP15/USP) [USP]; Benzyl benzoate (natural); Benzyl benzoate [USAN:JAN]; BENZYL BENZOATE BP98; Benzyl Benzoate-d12; Benzyl phenylformate; Benzylbenzenecarboxylate; benzylbenzoate; benzyl-benzoate; Benzyl-d5 Benzoate; Benzylester kyseliny benzoove; Benzylester kyseliny benzoove [Czech]; Benzylets; Benzylis benzoas; Benzylum benzoicum; Bezo; Bezo (Trade name); BSPBio_003494; BZM; CHEBI:41237; Colebenz; DG4200000; EINECS 204-402-9; Finsarna; Finsarna (Trade name); Gensarna; Gensarna (Trade name); IDI1_000204; InChI=1/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H; Mange Treatment; MFCD00003075 [MDL number]; Miticocan; Miticocan (Trade name); MLS001066412; NCGC00094981-01; NCGC00094981-02; NCGC00094981-03; Novoscabin; Novoscabin (Trade name); Opele; Opele (Trade name); Peruscabin; Peruscabina; Pharcobenzyl; Pharcobenzyl (Trade name); Pharmakon1600-01503002; Sanasar; Sanasar (Trade name); Saniscabis; Saniscabis (Trade name); Scabagen; Scabanca; Scabicon; Scabicon (Trade name); Scabide; Scabiex; Scabiex (Trade name); Scabin; Scabin (Trade name); Scabiozon; Scabisol; Scabisol (Trade name); Scabitox; Scabitox (Trade name); SCOBENOL; SMR000471875; Spasmodin; Spasmodine; SPECTRUM1503002; Spectrum5_001128; ST5406335; Tekoce; Tekoce (Trade name); UNII:N863NB338G; UNII-N863NB338G; Vanzoate; Venzoate; Venzonate; WLN: RVO1R; Zilaben; ???????? [Japanese]; BENZİL BENZOAT; BENZIL BENZOAT; BENZİL BENZOAT; BENZYL BENZOAT; BENZİL BENZOT; BENZİL BENZAT; BENZIL BENZIL; BEZIL BENZOAT; benzil benzoat; benzıl benzoat; benzıl benzoat; benzyl benzoat; benzyl ; benzoat; benzoate; benzyl benzoate; benzyl benzoat; benzil benzoat; benzıl benzoat; SESFRYSPDFLNCH-UHFFFAOYSA-N; Benzoic acid benzyl ester; antiscabiosum : ascabin : ascabiol : benylate : benzoic acid benzyl ester : benzoic acid phenyl methyl ester : benzyl alcohol benzoic ester : benzyl benzene carboxylate : benzyl phenyl formate : benzylets : colebenz : novoscabin : peruscabin : phenyl methyl benzoate : phenylmethyl benzoate : scabanca : vanzoate : venzonate : Aceto : Benzyl Benzoate : Advanced Biotech : benzyl benzoate 99pc min. natural; Benzyl 3-bromopropyl ether; Zylate;Scabide;ASCABIN;Benylate;Colebenz;Scabagen;Scabanca;Scabitox;Scobenol;Vanzoate; BENZYL BENZOATE; 120-51-4; Ascabiol; Benylate; Novoscabin; Benzoic acid benzyl ester; Benzoic acid, phenylmethyl ester; Ascabin; Scabitox; Scobenol; Benzyl phenylformate; Phenylmethyl benzoate; Benzoic acid, benzyl ester; Benzylets; Colebenz; Peruscabin; Scabagen; Scabanca; Scabiozon; Vanzoate; Scabide; Benzyl benzenecarboxylate; benzylbenzoate; Antiscabiosum; Benzylis benzoas; Benzyl alcohol benzoic ester; Peruscabina; Spasmodin; Venzonate; Benzylum benzoicum; Benzylester kyseliny benzoove; Benzoesaeurebenzylester; BENZOIC ACID PHENYLMETHYLESTER; Caswell No. 082; Benzylbenzenecarboxylate; Venzoate; FEMA Number 2138; Benzyl benzoate (natural); NSC 8081; UNII-N863NB338G; FEMA No. 2138; HSDB 208; EINECS 204-402-9; MFCD00003075; Benzylester kyseliny benzoove [Czech]; EPA Pesticide Chemical Code 009501; BRN 2049280; CHEMBL1239; AI3-00523; CHEBI:41237; SESFRYSPDFLNCH-UHFFFAOYSA-N; N863NB338G; NCGC00094981-03; Benzyl benzoate, 99+%; DSSTox_CID_9153; DSSTox_RID_78686; DSSTox_GSID_29153; Benzyl benzoate, analytical standard; Benzoate de benzyle; BZM; CAS-120-51-4; SMR000471875benzylbenzoat; Benzyl benzoate [USP:JAN]; Acarobenzyl; Benzevan; benzyl-benzoate; Benzyl benzoate [USAN:JAN]; Benzyl benzoat; Benzoic acid phenylmethyl ester; Benzyl ester; 1dzm; Benylate (TN); Benzoesaurebenzylester; Spectrum_001240; Benzoic acid-benzyl ester; Spectrum2_000532; Spectrum3_001757; Spectrum4_000773; Spectrum5_001128; Benzyl benzoate 99+ %; ACMC-1C8AP; WLN: RVO1R; Benzyl benzoate, >=99%; EC 204-402-9; AC1L1DH0; SCHEMBL3038; BENZYL BENZOATE BP98; BSPBio_003494; KBioGR_001186; KBioSS_001720; 4-09-00-00307 (Beilstein Handbook Reference); KSC174Q0R; MLS001066412; MLS001336003; MLS001336004; DivK1c_000204; SPECTRUM1503002; SPBio_000543; Benzyl benzoate (JP17/USP); AC1Q661C; ZINC1021; DTXSID8029153; BENZOIC ACID,BENZYL ESTER; CTK0H4808; HMS500K06; KBio1_000204; KBio2_001720; KBio2_004288; KBio2_006856; KBio3_002714; KS-00000UHX; NSC8081; NINDS_000204; HMS1921P16; HMS2092F20; HMS2269D24; Pharmakon1600-01503002; HY-B0935; NSC-8081; Tox21_111372; Tox21_201337; Tox21_303418; ANW-17509; BDBM50134035; CCG-39578; NSC758204; s4599; SBB058609; STL183088; AKOS003495939; Benzyl benzoate, >=99%, FCC, FG; Tox21_111372_1; DB00676; LS-2573; MCULE-4369643785; NSC-758204; RL00855; RTR-003391; IDI1_000204; Benzyl benzoate, for synthesis, 99.0%; NCGC00094981-01; NCGC00094981-02; NCGC00094981-04; NCGC00094981-05; NCGC00094981-07; NCGC00257502-01; NCGC00258889-01; AC-17033; AK308304; AN-22825; ZB000222; SBI-0051748.P002; DB-041563; TR-003391; B0064; FT-0622708; ST50406335; Benzyl benzoate, natural, >=99%, FCC, FG; Benzyl benzoate, ReagentPlus(R), >=99.0%; Benzyl benzoate, SAJ first grade, >=98.0%; Benzyl benzoate, tested according to Ph.Eur.; A14577; A19449; Benzyl benzoate, SAJ special grade, >=99.0%; C12537; D01138; AB00052298_07; Benzyl benzoate, Vetec(TM) reagent grade, 98%; Benzyl benzoate, meets USP testing specifications; SR-01000763773; Benzoic acid-benzyl ester 5000 microg/mL in Hexane; I14-6951; Q-200696; SR-01000763773-2; BRD-K52072429-001-06-1; Benzoic acid benzyl ester; Benzoic acid phenylmethyl ester; Benzyl benzoate, certified reference material, TraceCERT(R); Benzyl benzoate, United States Pharmacopeia (USP) Reference Standard; Benzyl benzoate,benzyl alcohol;phenylmethanol;benzenemethanol;100-51-6;phenylcarbinol;benzylic alcohol;Phenyl Methanol;Caswell No. 081F;.alpha.-Toluenol;Benzyl alcohol (natural);Alcool benzilico [DCIT];Itch-X;C6H5CH2OH;CHEMBL720;D05OIS;BENZYL ALCOHOL, ACS;EC 202-859-9;AC1L18SY;MolPort-001-783-216;HMS3264B16;Pharmakon1600-01502555;ZINC895302;Benzyl alcohol, analytical standard;Benzyl alcohol, AR, >=99.5%;HY-B0892;NSC-8044;Benzyl alcohol, anhydrous, 99.8%;Tox21_111172;Tox21_202447;Tox21_300044;BBL011938;LS-307;MFCD00004599;NSC760098;s4600;SBB058558;STL163453;Benzyl alcohol, >=99%, FCC, FG;AKOS000119907;AS04466;Benzyl alcohol, natural, >=98%, FG;BENZYL ALCOHOL, U.S.P./N.F.;CCG-213843;DB06770;LS41488;MCULE-6011707909;NSC-760098;RP18893;RTR-033774;NCGC00091865-02;NCGC00091865-03;NCGC00091865-04;NCGC00254154-01;NCGC00259996-01;1336-27-2;AJ-24171;BC222892;Benzyl alcohol, ACS reagent, >=99.0%;Benzyl alcohol, ReagentPlus(R), >=99%;Benzyl alcohol, USP, 98.0-100.5%;I765;SC-47293;ZB015017;KB-200532;TR-033774;B2378;Benzyl alcohol, tested according to Ph.Eur.;E1519;FT-0622812;ST24048908;ST51028320;Benzyl alcohol, p.a., ACS reagent, 99.0%;Benzyl alcohol, SAJ first grade, >=98.5%;3983-EP2269992A1;3983-EP2270004A1;3983-EP2270005A1;3983-EP2270011A1;3983-EP2270505A1;3983-EP2272516A2

Pharmaceutical Secondary Standard; Certified Reference Material Drugs and Supplement Benzyl Benzoate (Topical Route)Print Description and Brand Names Before Using Proper Use Precautions Side Effects Products and services The Mayo Clinic Diet: What is your weight-loss goal? 5-10 lbs, 11-25 lbs, or 25+ lbs Free E-newsletter Subscribe to Housecall Our general interest e-newsletter keeps you up to date on a wide variety of health topics. Sign up now Proper Use Benzyl benzoate usually comes with patient directions. Read them carefully before using this medicine. Use this medicine only as directed. Do not use more of it and do not use it more often than recommended on the label. To do so may increase the chance of absorption through the skin and the chance of side effects. Keep this medicine away from the eyes and other mucous membranes, such as the inside of the nose, because it may cause irritation . If you accidentally get some in your eyes, flush them thoroughly with water at once. Do not use benzyl benzoate on open wounds, such as cuts or sores on the skin or scalp. To do so may increase the amount of absorption, which may increase the chance of side effects. Your sexual partner or partners, especially, and all members of your household may need to be treated also, since the infestation may spread to persons in close contact. If these persons have not been examined for infestation or if you have any questions about this, check with your doctor. To use this medicine for lice: If your hair has any cream, lotion, ointment, or oil-based product on it, shampoo, rinse, and dry your hair and scalp well before applying benzyl benzoate. Apply enough medicine to thoroughly wet the dry hair and scalp or skin. Allow the medicine to remain on the affected areas for 24 hours. Then, thoroughly wash the affected areas with warm water and soap or regular shampoo. Rinse thoroughly and dry with a clean towel. After rinsing and drying, use a fine-toothed comb (less than 0.3 mm between the teeth) to remove any remaining nits (eggs) or nit shells from your hair, or, if you have fine hair, you may use a tweezer or your fingernails to pick nits out. To use this medicine for scabies: If your skin has any cream, lotion, ointment, or oil on it, wash, rinse, and dry your skin well before applying benzyl benzoate. If you take a bath or shower before using benzyl benzoate, dry the skin well before applying the medicine. Apply enough medicine to cover the entire skin surface from the neck down, including the soles of your feet, and rub in well. Allow the medicine to remain on the body for 24 hours. Then, thoroughly wash the body with warm water and soap. Rinse thoroughly and dry with a clean towel. Immediately after using benzyl benzoate, wash your hands to remove any medicine that may be on them. Treatment may need to be repeated for severe infestation. Dosing The dose of this medicine will be different for different patients. Follow your doctor's orders or the directions on the label. The following information includes only the average doses of this medicine. If your dose is different, do not change it unless your doctor tells you to do so. The amount of medicine that you take depends on the strength of the medicine. Also, the number of doses you take each day, the time allowed between doses, and the length of time you take the medicine depend on the medical problem for which you are using the medicine. For topical dosage form (emulsion): For lice infestation: Adults-Use just one time. For severe cases, treatment may be repeated two or three times after twenty-four hours. Children- For infants: Use mixed with three parts of water, just one time. For older children: Use mixed with an equal quantity of water, just one time. For scabies infestation: Adults-Use just one time. For severe cases, treatment may be repeated after twenty-four hours one time anytime within five days. Children- For infants: Use mixed with three parts of water, just one time. For older children: Use mixed with an equal quantity of water, just one time. Storage Store the medicine in a closed container at room temperature, away from heat, moisture, and direct light. Keep from freezing. Keep out of the reach of children. Do not keep outdated medicine or medicine no longer needed. Before Using Precautions Portions of this document last updated: Feb. 01, 2019 Copyright © 2019 IBM Watson Health. All rights reserved. Information is for End User's use only and may not be sold, redistributed or otherwise used for commercial purposes. Benzyl benzoate From Wikipedia, the free encyclopedia Jump to navigationJump to search benzoate Benzyl benzoate structure.svg Benzyl benzoate ball-and-stick.png Clinical data Trade names Ascabin, Ascabiol, Ascarbin, Tenutex, others Synonyms benzoic acid phenylmethyl ester, benzy alcohol benzoic ester ATC code P03AX01 (WHO) QP53AX11 (WHO) Identifiers CAS Number 120-51-4 PubChem CID 2345 DrugBank DB02775 ChemSpider 13856959 UNII KEGG D01138 ChEBI CHEBI:41237 ChEMBL ChEMBL1239 CompTox Dashboard (EPA) DTXSID8029153 Edit this at Wikidata ECHA InfoCard 100.004.003 Edit this at Wikidata Chemical and physical data Formula C14H12O2 Molar mass 212.248 g·mol-1 3D model (JSmol) Interactive image 1.118 g/cm3 g/cm3 Melting point 18 °C (64 °F) Boiling point 323 °C (613 °F) Solubility in water insoluble mg/mL (20 °C) SMILES InChI Benzyl benzoate (BnBzO), sold under the brand name Scabanca among others, is a medication and insect repellent.[1] As a medication it is used to treat scabies and lice.[2] For scabies either permethrin or malathion is typically preferred.[3] It is applied to the skin as a lotion.[2] Typically two to three applications are needed.[2] Side effects may include irritation of the skin.[2] It is not recommended in children.[3] It is also used in other animals; however, is toxic to cats.[1] How it works is unclear.[4] Benzyl benzoate was first studied medically in 1918.[1] It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system.[5] Benzyl benzoate is available as a generic medication.[3] The wholesale cost in the developing world is about US$0.21-0.53 per 100 mL.[6] It is not available for medical use in the United States.[1] In the United Kingdom it costs the NHS about £2.50 for 500 mL.[3]

Contents

1 Uses

1.1 Medical

1.2 Non-medical

2 Side effects

3 Chemistry

4 Production

5 References

Uses

Medical

Benzyl benzoate is an effective and inexpensive topical treatment for human scabies.[7] It has vasodilating and spasmolytic effects and is present in many asthma and whooping cough drugs.[8] It is also used as an excipient in some testosterone-replacement medications (like Nebido) for treating hypogonadism.[9] Benzyl benzoate is used as a topical acaricide, scabicide, and pediculicide in veterinary hospitals.[10] Non-medical Benzyl benzoate is used as a repellent for chiggers, ticks, and mosquitoes.[10] It is also used as a dye carrier, solvent for cellulose derivatives, plasticizer, and fixative in the perfume industry.[11] Side effects Benzyl benzoate has low acute toxicity in laboratory animals. It is rapidly hydrolyzed to benzoic acid and benzyl alcohol. Benzyl alcohol is subsequently metabolized to benzoic acid. The conjugates of benzoic acid (hippuric acid and the glucuronide of benzoic acid) are rapidly eliminated in urine.[1] When given in large doses to laboratory animals, benzyl benzoate can cause hyperexcitation, loss of coordination, ataxia, convulsions, and respiratory paralysis.[10] Benzyl benzoate can be a skin irritant when used as a topical scabicide.[7] Overdose can result in blistering and hives or a rash can occur as an allergic reaction.[12][13] As an excipient in some testosterone-replacement injectable medications, benzyl benzoate has been reported as a cause of anaphylaxis in a case in Australia.[14] Bayer includes this report in information for health professionals and recommends that physicians "should be aware of the potential for serious allergic reactions" to preparations of this type.[9] In Australia, reports to ADRAC, which evaluates reports of adverse drug reactions for the Therapeutic Goods Administration, show several reports of allergic issues since the anaphylaxis case from 2011.

Chemistry It is an organic compound with the formula C6H5CH2O2CC6H5. It is the ester of benzyl alcohol and benzoic acid. It forms either a viscous liquid or solid flakes and has a weak, sweet-balsamic odor. It occurs in a number of blossoms (e. g. tuberose, hyacinth) and is a component of Balsam of Peru and Tolu balsam.[11][15] 

Production Benzyl benzoate is produced industrially by the reaction of sodium benzoate with benzyl alcohol in the presence of a base, or by transesterification of methyl benzoate and benzyl alcohol.[8] It is a byproduct of benzoic acid synthesis by toluene oxidation.[11] It can also be synthesized by the Tishchenko reaction, using benzaldehyde with sodium benzylate (generated from sodium and benzyl alcohol) as catalyst:[16][17]

The Tishchenko reaction: benzaldehyde reacts to benzyl benzoate, the catalyst is generated in situ from sodium and benzyl alcohol

Benzyl benzoate# Organophosphate Malathion Other/ungrouped DimethiconeQuassiatoluidine (Crotamiton) #WHO-EM‡Withdrawn from marketClinical trials: †Phase III§Never to phas COMPOUND SUMMARY Benzyl benzoate PubChem CID: 2345 : Benzyl benzoate_small.png Benzyl benzoate_3D_Structure.png Find Similar Structures Chemical Safety: Irritant Environmental Hazard Laboratory Chemical Safety Summary (LCSS) Datasheet Molecular Formula: C14H12O2 Chemical Names: BENZYL BENZOATE 120-51-4 Ascabiol Benylate NovoscabinMore... Molecular Weight: 212.24 g/mol Dates: Modify: 2019-09-14 Create: 2005-03-25 Benzyl benzoate is a benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol. It has been isolated from the plant species of the genus Polyalthia. It has a role as a scabicide, an acaricide and a plant metabolite. It is a benzyl ester and a benzoate ester. It derives from a benzoic acid.

Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties. from DrugBank Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties. from Human Metabolome Database (HMDB) 1Structures HelpNew Window 1.12D Structure HelpNew Window Find Similar Structures Get Image DownloadChemical Structure Depiction Benzyl benzoate.png COMPOUND SUMMARY Benzyl benzoate PubChem CID: 2345 Structure: Benzyl benzoate_small.png Benzyl benzoate_3D_Structure.png Find Similar Structures Chemical Safety: Irritant Environmental Hazard Laboratory Chemical Safety Summary (LCSS) Datasheet Molecular Formula: C14H12O2 Chemical Names: BENZYL BENZOATE 120-51-4 Ascabiol Benylate Novoscabin More... Molecular Weight: 212.24 g/mol Dates: Modify: 2019-09-14 Create: 2005-03-25

COMPOUND SUMMARY

Benzyl benzoate

PubChem CID: 2345

Structure: 

Benzyl benzoate_small.png

Benzyl benzoate_3D_Structure.png

Find Similar Structures

Chemical Safety: 

Irritant Environmental Hazard

Benzyl benzoate is a benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol. It has been isolated from the plant species of the genus Polyalthia. It has a role as a scabicide, an acaricide and a plant metabolite. It is a benzyl ester and a benzoate ester. It derives from a benzoic acid. from ChEBI Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties. from DrugBank Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties. from Human Metabolome Database (HMDB) 1Structures HelpNew Window 1.12D Structure HelpNew Window Similar Structures Get Image Download Chemical Structure Depiction Benzyl benzoate.png Full screen in Zoom out from PubChem 1.23D Conformer HelpNew Window Get Image Download Interactive Chemical Structure Model Ball and Stick Sticks Wire-Frame Space-Filling Show Hydrogens Animate Full screen Zoom in Zoom out rom PubChem 1.3Crystal Structures HelpNew Window PDBe Ligand Code BZM PDBe Structure Code 1DZM PDBe Conformer More Actions Menu Interactive Chemical Structure Model Ball and StickSticksWire-FrameSpace-Filling Show Hydrogens Animate Full screen Zoom in Zoom out from Protein Data Bank in Europe (PDBe) 2Names and Identifiers HelpNew Window 2.1Computed Descriptors HelpNew Window 2.1.1IUPAC Name HelpNew Window benzyl benzoate from PubChem 2.1.2InChI HelpNew Window InChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2 from PubChem 2.1.3InChI Key HelpNew Window SESFRYSPDFLNCH-UHFFFAOYSA-N from PubChem 2.1.4Canonical SMILES HelpNew Window C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2 from PubChem

2.2Molecular Formula HelpNew Window

C14H12O2 from ILO International Chemical Safety Cards (ICSC); PubChem 2.3Other Identifiers HelpNew Window 2.3.1CAS HelpNew Window 120-51-4 from ChemIDplus; DrugBank; DTP/NCI; EPA Chemicals under the TSCA; EPA DSSTox; European Chemicals Agency (ECHA); HSDB; Human Metabolome Database (HMDB); ILO International Chemical Safety Cards (ICSC); The National Institute for Occupational Safety and Health (NIOSH) 2.3.2European Community (EC) Number HelpNew Window 204-402-9 from European Chemicals Agency (ECHA) 2.3.3FEMA Number HelpNew Window 2138 from Flavor and Extract Manufacturers Association (FEMA) 2.3.4ICSC Number HelpNew Window 0390 from ILO International Chemical Safety Cards (ICSC) 2.3.5NSC Number HelpNew Window 758204 from DTP/NCI 8081 from DTP/NCI 2.3.6RTECS Number HelpNew Window DG4200000 from The National Institute for Occupational Safety and Health (NIOSH) 2.3.7UNII HelpNew Window N863NB338G from FDA/SPL Indexing Data 2.3.8Wikipedia HelpNew Window Benzyl benzoate rom Wikipedia 2.4Synonyms HelpNew Window 2.4.1MeSH Entry Terms HelpNew Window Acaril Acarosan Ansar Antiscabiosum Ascabiol Benzanil Benzemul benzyl benzoate Benzylbenzoaat Smeersel FNA Novoscabin from MeSH 2.4.2Depositor-Supplied Synonyms HelpNew Window BENZYL BENZOATE 120-51-4 Ascabiol Benylate Novoscabin Benzoic acid benzyl ester Benzoic acid, phenylmethyl ester Ascabin Scabitox Scobenol Benzyl phenylformate Phenylmethyl benzoate Benzoic acid, benzyl ester Benzylets Colebenz Peruscabin Scabagen Scabanca Scabiozon Vanzoate Scabide Benzyl benzenecarboxylate benzylbenzoate Antiscabiosum Benzylis benzoas Benzyl alcohol benzoic ester Peruscabina Spasmodin VenzonateBenzylum benzoicum Benzylester kyseliny benzoove Benzoesaeurebenzylester

BENZOIC ACID PHENYLMETHYLESTER

Isotope Atom Count 0 Defined Atom Stereocenter Count 0 Undefined Atom Stereocenter Count 0 Defined Bond Stereocenter Count 0 Undefined Bond Stereocenter Count 0 Covalently-Bonded Unit Count 1 Compound Is Canonicalized Yes from PubChem 3.2Experimental Properties HelpNew Window 3.2.1Physical Description HelpNew Window Liquid; OtherSolid from EPA Chemicals under the TSCA Solid from Human Metabolome Database (HMDB) COLOURLESS LIQUID OR WHITE SOLID WITH CHARACTERISTIC ODOUR. from ILO International Chemical Safety Cards (ICSC) 3.2.2Color/Form HelpNew Window Leaflets or oily liquid O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 199 from HSDB Water-white liquid Larranaga, M.D., Lewis, R.J. Sr., Lewis, R.A.; Hawley's Condensed Chemical Dictionary 16th Edition. John Wiley & Sons, Inc. Hoboken, NJ 2016., p. 159 from HSDB Colorless, oily liquid Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 12th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2012., p. V2: 474 from HSDB Clear, colorless liquid , A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1179 from HSDB 3.2.3Odor HelpNew Window Light, balsamic odor reminiscent of almond Burdock, G.A. (ed.). Fenaroli's Handbook of Flavor Ingredients. 6th ed.Boca Raton, FL 2010, p. 145 from HSDB Faint, pleasant, aromatic odor O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 199 from HSDB 3.2.4Taste HelpNew Window Sharp burning taste , M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 199from HSDB 3.2.5Boiling Point HelpNew Window 323.5 °C PhysProp from DrugBank 323.5°C from EPA DSSTox 321.3 deg C Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-44 from HSDB 324 °C from ILO International Chemical Safety Cards (ICSC) 3.2.6Melting Point HelpNew Window 21 °C PhysProp from DrugBank 21.0°C from EPA DSSTox 19 deg C Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-44 HSDB 21°C from Human Metabolome Database (HMDB) 21 °C from ILO International Chemical Safety Cards (ICSC) 3.2.7Flash Point HelpNew Window 158 deg C (316 deg F) - closed cup Sigma-Aldrich; Safety Data Sheet for Benzyl benzoate. Product Number: B6630, Version 4.12 (Revision Date 06/20/2017). Available from, as of December 18, 2018: http://www.sigmaaldrich.com/safety-center.html from HSDB 298 deg F (148 deg C) - closed cup National Fire Protection Association; Fire Protection Guide to Hazardous Materials. 14TH Edition, Quincy, MA 2010, p. 325-18 from HSDB 148 °C from ILO International Chemical Safety Cards (ICSC) 3.2.8Solubility HelpNew Window 15.4 mg/L from DrugBank In water, 25 mg/L at 25 deg C (est)

Benzyl benzoate should not be applied to acutely inflamed skin or raw, weeping surfaces. If primary irritation or hypersensitivity occurs, treatment should be discontinued and the drug removed with soap and water.

Comments No safety concern at current levels of intake when used as a flavouring agent. The 1996 group ADI of 0-5 mg/kg bw for benzoic acid, the benzoate salts (calcium, potassium and sodium), benzaldehyde, benzyl acetate, benzyl alcohol and benzyl benzoate, expressed as benzoic acid equivalents, was maintained at the fifty-seventh meeting (2001).

Report TRS 909-JECFA 57/73

from FAO/WHO Food Additive Evaluations (JECFA)

9Agrochemical Information HelpNew Window

9.1Agrochemical Category HelpNew Window

Miticide

from USGS Columbia Environmental Research Center

10Pharmacology and Biochemistry HelpNew Window

10.1Pharmacology HelpNew Window

Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties.

from DrugBank

10.2MeSH Pharmacological Classification HelpNew Window

Insecticides

Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics. (See all compounds classified as Insecticides.) from MeSH 10.3ATC Code HelpNew Window P - Antiparasitic products, insecticides and repellents P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents P03A - Ectoparasiticides, incl. scabicides P03AX - Other ectoparasiticides, incl. scabicides P03AX01 - Benzyl benzoate from WHO ATC 10.4Absorption, Distribution and Excretion New Window Absorption No data are available on percutaneous absorption of benzyl benzoate. Some older studies have suggested some percutaneous absorption, however the amount was not quantified. from DrugBank

The maternal and fetal toxicity of benzyl benzoate, commonly used as antiparasitic insecticide, was evaluated in pregnant rats after a daily oral dose of 25 and 100 mg/kg. Biochemical, histopathological, and morphological examinations were performed. Dams were observed for maternal body weights and food and water consumption and subjected to caesarean section on (GD) 20. Maternal and fetal liver, kidney, heart, brain, and placenta were examined histopathologically under light microscope. Maternal and fetal liver and placenta were stained immunohistochemically for vascular endothelial growth factor (VEGF). Morphometric analysis of fetal body lengths, placental measurements, and fetal skeletal stainings was performed. Statistically significant alterations in biochemical parameters and placental and skeletal measurements were determined in treatment groups. In addition to histopathological changes, considerable differences were observed in the immunolocalization of VEGF in treatment groups. These results demonstrated that benzyl benzoate and its metabolites can transport to the placenta and eventually enter the fetuses.

PMID:21922633 Kockaya EA, Kilic A et al; Environ Toxicol 29 (1): 40-53 (2014) from HSDB The percutaneous absorption of benzyl benzoate measured in vivo in human and monkey studies. With the application sites occluded, 54% of the applied dose penetrated human skin in 24 hr compared with 69% absorption in the monkey skin. PMID:2379896 Bronaugh RL et al; Food Chem Toxicol 28 (5): 369-74 (1990) from HSDB 10.5Metabolism/Metabolites HelpNew Window Rapidly hydrolyzed to benzoic acid and benzyl alcohol, which is further oxidized to benzoic acid. The benzoic acid is conjugated with glycine to form hippuric acid. from DrugBank Converted to hippuric acid in vivo. Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. II-203 from HSDB 10.6Mechanism of Action HelpNew Window Benzyl benzoate exerts toxic effects on the nervous system of the parasite, resulting in its death. It is also toxic to mite ova, though its exact mechanism of action is unknown. In vitro, benzyl benzoate has been found to kill the Sarcoptes mite within 5 minutes. from DrugBank 10.7Human Metabolite Information HelpNew Window 10.7.1Metabolite Description HelpNew Window Description Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties.