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Details

Stereochemistry ACHIRAL
Molecular Formula C14H12O2
Molecular Weight 212.2439
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Benzyl benzoate

SMILES

O=C(OCC1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=SESFRYSPDFLNCH-UHFFFAOYSA-N
InChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2

HIDE SMILES / InChI

Molecular Formula C14H12O2
Molecular Weight 212.2439
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Benzyl benzoate 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. It is on the World Health Organization's List of Essential Medicines, a list of the most important medication needed in a basic health system. 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. 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.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
BRIGHTENING DYNAMICS TRAVELING KIT JAFRA
Curative
BENZYL BENZOATE
Curative
BENZYL BENZOATE

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
30 mL of the lotion usually is sufficient for one application in adults and 20 mL usually is sufficient in children. The patient should bathe 24–48 hours after the last application to remove the drug.
Route of Administration: Topical
In Vitro Use Guide
no mites were alive after 3 h exposure to 25% benzyl benzoate (Ascabiol)
Substance Class Chemical
Record UNII
N863NB338G
Record Status Validated (UNII)
Record Version