BENZYL BENZOATE

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. 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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;  Le benzoate de benzyle;  benzoate de benzyle; Benzoate De Benzyle; Le Benzoate de benzyle; 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; Le benzoate de benzyle;  benzoate de benzyle; Benzoate De Benzyle; Le Benzoate de benzyle; 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; Le benzoate de benzyle;  benzoate de benzyle; Benzoate De Benzyle; Le Benzoate de benzyle
 

Benzyl benzoate

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Benzyl benzoate
Benzyl benzoate structure.svg
Benzyl benzoate ball-and-stick.png
Clinical data
Trade names    Ascabin, Ascabiol, Ascarbin, Tenutex, others
Other names    benzoic acid phenylmethyl ester, benzy alcohol benzoic ester
ATC code    
P03AX01 (WHO) QP53AX11 (WHO)
Identifiers
IUPAC name[show]
CAS Number    
120-51-4
PubChem CID    
2345
DrugBank    
DB02775
ChemSpider    
13856959
UNII    
N863NB338G
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
Density    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[show]
InChI[show]
Benzyl benzoate is an organic compound which is used as 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] It is also present in Balsam of Peru, Tolu balsam, and in a number of flowers.[4]

Side effects may include irritation of the skin.[2] It is not recommended in children.[3] It is also used in other animals; however, it is considered toxic to cats.[1] How it works is unclear.[5]

Benzyl benzoate was first studied medically in 1918.[1] It is on the World Health Organization's List of Essential Medicines.[6] Benzyl benzoate is sold under the brand name Scabanca among others and is available as a generic medication.[1][3] It is not available for medical use in the United States.[1]

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][4]

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.
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.

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.

DrugBank

Benzyl benzoate
IDENTIFICATION
Name
Benzyl benzoate
Accession Number
DB00676
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.

Type
Small Molecule
Groups
Approved
Structure
Thumb
Weight
Average: 212.2439
Monoisotopic: 212.083729628
Chemical Formula
C14H12O2