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

Details

Stereochemistry ACHIRAL
Molecular Formula C13H16N2O2
Molecular Weight 232.2783
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIRMAGREL

SMILES

OC(=O)CCCCCC1=CC=CC2=CN=CN12

InChI

InChIKey=LIFOFTJHFFTNRV-UHFFFAOYSA-N
InChI=1S/C13H16N2O2/c16-13(17)8-3-1-2-5-11-6-4-7-12-9-14-10-15(11)12/h4,6-7,9-10H,1-3,5,8H2,(H,16,17)

HIDE SMILES / InChI
Pirmagrel is the selective thromboxane synthetase inhibitor. The compound was well tolerated by all subjects without evidence of any adverse reactions. Serum thromboxane B2 levels (the stable metabolic product of thromboxane A2) were significantly reduced after administration of the compound, with the maximal effect of a 99 per cent reduction occurring at 0.5 and 1 hour after administration. Bleeding times showed a slight increase 2 hours after administration of the compound. Pirmagrel was able to completely prevent the increase in serum thromboxane B2 following allergen challenge in asthmatic patients; while it caused a very small reduction in the early response to allergen, there was no effect on the late response or on airway hyperresponsiveness. Pirmagrel was developed for the treatment of ischemic heart disorders and thrombosis. However, this development was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Long-term renal preservation and prevention of acute tubular necrosis by inhibition of arachidonate metabolism.
1993 Aug
Suppression of S-antigen-induced experimental autoimmune uveoretinitis in Lewis rats by oral administration with CGS-13080, a thromboxane synthetase inhibitor.
1993 Nov
Peroxide-cyclooxygenase interactions in postasphyxial changes in retinal and choroidal hemodynamics.
1995 Jun
Analysis of eicosanoid mediation of the renal functional effects of hyperchloremia.
1997 Jul
Effects of hypoxia on regulation of prostanoid production in decidual endothelial cells in normal and preeclamptic pregnancy.
2000 Mar-Apr
Critical role of endothelial nitric oxide synthase and cyclooxygenase in response of rabbit basilar artery to serotonin.
2002 Sep
Name Type Language
PIRMAGREL
INN   MART.   USAN  
INN   USAN  
Official Name English
pirmagrel [INN]
Common Name English
PIRMAGREL [MART.]
Common Name English
PIRMAGREL [USAN]
Common Name English
Imidazo[1,5-a]pyridine-5-hexanoic acid
Systematic Name English
CGS-13080
Code English
CGS 13080
Code English
Classification Tree Code System Code
NCI_THESAURUS C1327
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
NCI_THESAURUS C574
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
Code System Code Type Description
FDA UNII
9J5H2VA91V
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
PRIMARY
EVMPD
SUB09924MIG
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
PRIMARY
EPA CompTox
DTXSID80234982
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104615
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
PRIMARY
PUBCHEM
55390
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
PRIMARY
NCI_THESAURUS
C96933
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
PRIMARY
USAN
W-46
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
PRIMARY
CAS
85691-74-3
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
PRIMARY
INN
5691
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
PRIMARY
SMS_ID
100000081673
Created by admin on Fri Dec 15 15:26:15 GMT 2023 , Edited by admin on Fri Dec 15 15:26:15 GMT 2023
PRIMARY