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Benzyl Benzoate

Catalog No. DB00676 Name DrugBank
CAS Number 120-51-4 Website http://www.ualberta.ca/
M. F. C14H12O2 Telephone (780) 492-3111
M. W. 212.24388 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 558

SYNONYMS

IUPAC name
benzyl benzoate
IUPAC Traditional name
benzyl benzoate
Brand Name
Scobenol
Vanzoate
Venzonate
Benzyl alcohol benzoic ester
Ascabiol
Benylate
Benzoic acid benzyl ester
Benzoic acid, benzyl ester
Benzyl ester
Benzylester kyseliny benzoove
Colebenz
Novoscabin
Scabagen
Scabanca
Scabide
Ascabin
Benzoic acid, phenylmethyl ester
Benzyl benzenecarboxylate
Benzyl benzoate 99+ %
Benzyl phenylformate
Benzylets
Peruscabin
Scabiozon
Scabitox
Venzoate

DATABASE IDS

PubChem SID 46508023
CAS Number 120-51-4
PubChem CID 2345

PROPERTIES

Hydrophobicity(logP) 3.7
Solubility 15.4 mg/L

DETAILS

Description (English)
Item Information
Drug Groups approved
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.
Indication Used to kill lice and the mites responsible for the skin condition scabies.
Pharmacology 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.
Toxicity Oral, rabbit: LD50 = 1680 mg/kg; Skin, rabbit: LD50 = 4000 mg/kg. Symptoms of overdose include blister formation, crusting, itching, oozing, reddening, or scaling of skin; difficulty in urinating (dribbling); jerking movements; sudden loss of consciousness.
Affected Organisms
Sarcoptes scabiei
Biotransformation 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.
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.
References
Bachewar NP, Thawani VR, Mali SN, Gharpure KJ, Shingade VP, Dakhale GN: Comparison of safety, efficacy, and cost effectiveness of benzyl benzoate, permethrin, and ivermectin in patients of scabies. Indian J Pharmacol. 2009 Feb;41(1):9-14. [Pubmed]
Buffet M, Dupin N: Current treatments for scabies. Fundam Clin Pharmacol. 2003 Apr;17(2):217-25. [Pubmed]
External Links
Wikipedia
Drugs.com

REFERENCES

  • Buffet M, Dupin N: Current treatments for scabies. Fundam Clin Pharmacol. 2003 Apr;17(2):217-25. Pubmed
  • Bachewar NP, Thawani VR, Mali SN, Gharpure KJ, Shingade VP, Dakhale GN: Comparison of safety, efficacy, and cost effectiveness of benzyl benzoate, permethrin, and ivermectin in patients of scabies. Indian J Pharmacol. 2009 Feb;41(1):9-14. Pubmed