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crotamiton
The amide resulting from the formal condensation of crotonic acid with N-ethyl-2-methylaniline. A colourless or pale yellow oily liquid, it is used in the treatment of pruritus (itching) by producing a counter-irritation: as it evaporates from the skin, it produces a cooling effect that diverts attention away from the itching. It has also been used as an acaricide in the treatment of scabies, though more effective drugs are usually preferred.


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05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888] > dermatologic drug [CHEBI:50177] > antipruritic drug [CHEBI:59683]
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05. Industrial Uses 
05. Industrial Uses
 pesticide [CHEBI:25944] (211) 
 acaricide [CHEBI:22153] (76) 
 scabicide [CHEBI:73333] (3) 
 crotamiton [CHEBI:31439] (1)
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 dermatologic drug [CHEBI:50177] (49) 
 antipruritic drug [CHEBI:59683] (18) 
 crotamiton [CHEBI:31439] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 amide [CHEBI:32988] (1863) 
 primary amide [CHEBI:33256] (1586) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 alpha,beta-unsaturated monocarboxylic acid amide [CHEBI:51750] (23) 
 enamide [CHEBI:51751] (20) 
 crotamiton [CHEBI:31439] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 alpha,beta-unsaturated monocarboxylic acid amide [CHEBI:51750] (23) 
 enamide [CHEBI:51751] (20) 
 crotamiton [CHEBI:31439] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 alpha,beta-unsaturated monocarboxylic acid amide [CHEBI:51750] (23) 
 enamide [CHEBI:51751] (20) 
 crotamiton [CHEBI:31439] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 alpha,beta-unsaturated monocarboxylic acid amide [CHEBI:51750] (23) 
 enamide [CHEBI:51751] (20) 
 crotamiton [CHEBI:31439] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organonitrogen compound [CHEBI:35352] (6705) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 alpha,beta-unsaturated monocarboxylic acid amide [CHEBI:51750] (23) 
 enamide [CHEBI:51751] (20) 
 crotamiton [CHEBI:31439] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 monocarboxylic acid amide [CHEBI:29347] (257) 
 alpha,beta-unsaturated monocarboxylic acid amide [CHEBI:51750] (23) 
 enamide [CHEBI:51751] (20) 
 crotamiton [CHEBI:31439] (1)
ChEBI Compound Accession Identifier  [CHEBI:31439]
ChEBI Compound Description  The amide resulting from the formal condensation of crotonic acid with N-ethyl-2-methylaniline. A colourless or pale yellow oily liquid, it is used in the treatment of pruritus (itching) by producing a counter-irritation: as it evaporates from the skin, it produces a cooling effect that diverts attention away from the itching. It has also been used as an acaricide in the treatment of scabies, though more effective drugs are usually preferred.
ChEBI Compound Identification Number  31439
ChEBI InChI Value  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
ChEBI InChIKey Value  DNTGGZPQPQTDQF-UHFFFAOYSA-N
ChEBI Compound Name  crotamiton
ChEBI SMILES Value  CCN(C(=O)C=CC)c1ccccc1C
ChEBI Substance ID  96079589
ChEBI URL  ChEBI:31439
ChemSpider ID  2780
Ontomatica Chemical Accession Key (OnChAKey)  DNTGGZPQPQTDQF_UHFFFAOYSA_N_000_000000
PubChem Compound ID  2883