Benzyl benzoate

Benzyl benzoate
Clinical data
Trade namesAscabin, Ascabiol, Ascarbin, Tenutex, others
Other namesphenylmethyl ester, benzoic ester
ATC code
Identifiers
  • Benzyl benzoate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.004.003 Edit this at Wikidata
Chemical and physical data
FormulaC14H12O2
Molar mass212.248 g·mol−1
3D model (JSmol)
Density1.118 g/cm3 g/cm3
Melting point18 °C (64 °F)
Boiling point323 °C (613 °F)
Solubility in waterinsoluble mg/mL (20 °C)
  • O=C(OCc1ccccc1)c2ccccc2
  • InChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2 checkY
  • Key:SESFRYSPDFLNCH-UHFFFAOYSA-N

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]

  1. ^ a b c d e Knowles CO (1991). "22.4.2 Benzyl Benzoate". In Hayes WJ, Laws ER (eds.). Handbook of Pesticide Toxicology, Volume 3: Classes of Pesticides. Academic Press. pp. 1505–1508. ISBN 0123341639.
  2. ^ a b c d World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. p. 311. hdl:10665/44053. ISBN 9789241547659.
  3. ^ a b c British National Formulary: BNF 69 (69 ed.). British Medical Association. 2015. p. 836. ISBN 9780857111562.
  4. ^ Fahlbusch K, Hammerschmidt F, Panten J, Pickenhagen W, Schatkowski D, Bauer K, et al. (15 January 2003). "Flavors and Fragrances". Ullmann's Encyclopedia of Industrial Chemistry. Wiley. doi:10.1002/14356007.a11_141. ISBN 3527306730.
  5. ^ Bowman DD (2009). Georgis' Parasitology for Veterinarians. Elsevier Health Sciences. p. 262. ISBN 978-1416044123.
  6. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.