U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C12H22N2O2
Molecular Weight 226.3153
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CROTETAMIDE

SMILES

CCC(N(CC)C(=O)\C=C\C)C(=O)N(C)C

InChI

InChIKey=LSAMUAYPDHUBQD-RMKNXTFCSA-N
InChI=1S/C12H22N2O2/c1-6-9-11(15)14(8-3)10(7-2)12(16)13(4)5/h6,9-10H,7-8H2,1-5H3/b9-6+

HIDE SMILES / InChI

Molecular Formula C12H22N2O2
Molecular Weight 226.3153
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 1
Optical Activity ( + / - )

Crotetamide, is the main component of the drug Prethcamide, which is a respiratory stimulant to produce arousal from drug-induced depression. Prethcamide produces a marked increase in ventilation, primarily as a result of increased tidal volume, with minimal increases in respiratory rate. Prethcamide is marketed for parenteral and oral administration to humans in several European and South American countries but is not approved by the U.S. Food and Drug Administration for use in either human or veterinary medicine in the United States. Prethcamide is banned by several sports governing bodies, including the International Olympic Committee and the International Amateur Athletic Federation, because of its potential to stimulate performance of athletes.

Approval Year

PubMed

PubMed

TitleDatePubMed
Amyotrophic lateral sclerosis in an Italian professional soccer player.
2006 Jun
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:56:10 GMT 2023
Edited
by admin
on Sat Dec 16 17:56:10 GMT 2023
Record UNII
642I97LB5B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CROTETAMIDE
INN   MART.   WHO-DD  
INN  
Official Name English
crotetamide [INN]
Common Name English
Crotetamide [WHO-DD]
Common Name English
N-(1-(DIMETHYLCARBAMOYL)PROPYL)-N-ETHYLCROTONAMIDE
Systematic Name English
CROTETHAMIDE
MI  
Common Name English
2-BUTENAMIDE, N-(1-((DIMETHYLAMINO)CARBONYL)PROPYL)-N-ETHYL-, (E)-
Systematic Name English
CROTETAMIDE [MART.]
Common Name English
CROTONAMIDE, N-(1-(DIMETHYLCARBAMOYL)PROPYL)-N-ETHYL-, (E)-
Systematic Name English
CROTETHAMIDE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C241
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID60891471
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
DRUG CENTRAL
745
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
CAS
604-64-8
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
PUBCHEM
5368010
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
FDA UNII
642I97LB5B
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
CAS
6168-76-9
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
INN
308
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
EVMPD
SUB06829MIG
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
ECHA (EC/EINECS)
228-208-9
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104177
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
NCI_THESAURUS
C81383
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
MESH
C015090
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
MERCK INDEX
m3856
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY Merck Index
SMS_ID
100000083742
Created by admin on Sat Dec 16 17:56:10 GMT 2023 , Edited by admin on Sat Dec 16 17:56:10 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY