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

Details

Stereochemistry ACHIRAL
Molecular Formula C12H18N4O4
Molecular Weight 282.2957
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DUPRACETAM

SMILES

O=C(CN1CCCC1=O)NNC(=O)CN2CCCC2=O

InChI

InChIKey=YPUPYVWSTBYCBY-UHFFFAOYSA-N
InChI=1S/C12H18N4O4/c17-9(7-15-5-1-3-11(15)19)13-14-10(18)8-16-6-2-4-12(16)20/h1-8H2,(H,13,17)(H,14,18)

HIDE SMILES / InChI

Molecular Formula C12H18N4O4
Molecular Weight 282.2957
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Dupracetam is the piracetam derivative. It is amide type nootrope agent (cognition enhancer). Dupracetam was developed as central stimulant. Metabolite of dupracetam, 1-Methylhydantoin, was shown to be cytotoxic for renal proximal tubular cells.

Approval Year

PubMed

PubMed

TitleDatePubMed
[1-Methylhydantoin, an unexpected metabolite of the intelligence-affecting substance dupracetam (author's transl)].
1981 Aug
Facilitatory effects of piracetam on excitability of motor nerve terminals and neuromuscular transmission.
1987 Nov
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 17:48:30 GMT 2023
Edited
by admin
on Sat Dec 16 17:48:30 GMT 2023
Record UNII
BVM2UGN450
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DUPRACETAM
INN  
INN  
Official Name English
dupracetam [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1509
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
Code System Code Type Description
CAS
59776-90-8
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
SMS_ID
100000080479
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
FDA UNII
BVM2UGN450
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
INN
4334
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104359
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
MESH
C032068
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
EPA CompTox
DTXSID40975187
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
WIKIPEDIA
DUPRACETAM
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
EVMPD
SUB06429MIG
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
PUBCHEM
68793
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
ECHA (EC/EINECS)
261-927-6
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
NCI_THESAURUS
C65500
Created by admin on Sat Dec 16 17:48:30 GMT 2023 , Edited by admin on Sat Dec 16 17:48:30 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY