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Details

Stereochemistry ACHIRAL
Molecular Formula C13H17NO
Molecular Weight 203.2802
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CROTAMITON, (Z)-

SMILES

CCN(C(=O)\C=C/C)C1=CC=CC=C1C

InChI

InChIKey=DNTGGZPQPQTDQF-YWEYNIOJSA-N
InChI=1S/C13H17NO/c1-4-8-13(15)14(5-2)12-10-7-6-9-11(12)3/h4,6-10H,5H2,1-3H3/b8-4-

HIDE SMILES / InChI

Molecular Formula C13H17NO
Molecular Weight 203.2802
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Crotamiton is a scabicidal and antipruritic agent available as a cream or lotion for topical use. The drug was approved by FDA for the treatment of scabies and pruritic skin. Crotamiton is a mixture of the cis and trans isomers of N-ethyl-N-(o-methylphenyl)-2butenamide. Although the activity of crotamiton was shown both in vitro and in vivo, the mechanism of its action is still unknown.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
EURAX
Palliative
EURAX

Cmax

ValueDoseCo-administeredAnalytePopulation
24.5 ng/mL
500 mg single, topical
CROTAMITON plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
344 ng × h/mL
500 mg single, topical
CROTAMITON plasma
Homo sapiens

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
RG5JA2O40Z
Record Status Validated (UNII)
Record Version