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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, (E)-

SMILES

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

InChI

InChIKey=DNTGGZPQPQTDQF-XBXARRHUSA-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
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.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
EURAX

Approved Use

For eradication of scabies (Sarcoptes scabiei) and for symptomatic treatment of pruritic skin.

Launch Date

-6.4661763E11
Palliative
EURAX

Approved Use

For eradication of scabies (Sarcoptes scabiei) and for symptomatic treatment of pruritic skin.

Launch Date

-6.491232E11
PubMed

PubMed

TitleDatePubMed
The use of N-ethyl-o-crotonotoluidide in the treatment of scabies and various pruritic dermatoses.
1949 Jul
The sensitizing capacity of crotamiton.
1988 May
Topical ivermectin versus crotamiton cream 10% for the treatment of scabies.
2014 Jul
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
CROTAMITON, (E)-
Common Name English
TRANS-CROTAMITON
Common Name English
2-BUTENAMIDE, N-ETHYL-N-(2-METHYLPHENYL)-, (E)-
Systematic Name English
2-BUTENAMIDE, N-ETHYL-N-(2-METHYLPHENYL)-, (2E)-
Systematic Name English
Code System Code Type Description
FDA UNII
2EEH27851Y
Created by admin on Fri Dec 15 15:28:47 UTC 2023 , Edited by admin on Fri Dec 15 15:28:47 UTC 2023
PRIMARY
CAS
124236-29-9
Created by admin on Fri Dec 15 15:28:47 UTC 2023 , Edited by admin on Fri Dec 15 15:28:47 UTC 2023
PRIMARY
PUBCHEM
688020
Created by admin on Fri Dec 15 15:28:47 UTC 2023 , Edited by admin on Fri Dec 15 15:28:47 UTC 2023
PRIMARY