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

Details

Stereochemistry RACEMIC
Molecular Formula C13H24N2O2
Molecular Weight 240.3419
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CROPROPAMIDE

SMILES

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

InChI

InChIKey=CYZWCBZIBJLKCV-RMKNXTFCSA-N
InChI=1S/C13H24N2O2/c1-6-9-12(16)15(10-7-2)11(8-3)13(17)14(4)5/h6,9,11H,7-8,10H2,1-5H3/b9-6+

HIDE SMILES / InChI

Molecular Formula C13H24N2O2
Molecular Weight 240.3419
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 1
Optical Activity ( + / - )

Cropropamide 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 the performance of athletes.

Approval Year

PubMed

PubMed

TitleDatePubMed
Parallel analysis of stimulants in saliva and urine by gas chromatography/mass spectrometry: perspectives for "in competition" anti-doping analysis.
2008 Jan 14
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:42:12 GMT 2023
Edited
by admin
on Fri Dec 15 17:42:12 GMT 2023
Record UNII
W8TYE9V9BX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CROPROPAMIDE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
CROPROPAMIDE [MART.]
Common Name English
N-(1-(DIMETHYLCARBAMOYL)PROPYL)-N-PROPYLCROTONAMIDE
Systematic Name English
cropropamide [INN]
Common Name English
CROPROPAMIDE [MI]
Common Name English
Cropropamide [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C345
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
Code System Code Type Description
INN
306
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
MESH
C015089
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
FDA UNII
W8TYE9V9BX
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
CAS
3544-46-5
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
PUBCHEM
5369258
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
CAS
633-47-6
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
NCI_THESAURUS
C81396
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
EPA CompTox
DTXSID601016511
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106529
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
EVMPD
SUB06827MIG
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
MERCK INDEX
m3852
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY Merck Index
SMS_ID
100000083741
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
DRUG CENTRAL
743
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
ECHA (EC/EINECS)
211-193-8
Created by admin on Fri Dec 15 17:42:12 GMT 2023 , Edited by admin on Fri Dec 15 17:42:12 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY