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
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)
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.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Antioxidants condition pleiotropic vascular responses to exogenous H(2)O(2): role of modulation of vascular TP receptors and the heme oxygenase system. | 2013-02-10 |
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| Modulation of prostacyclin and thromboxane secretion by cytotrophoblasts from normal and pre-eclamptic human pregnancies. | 2002-10-04 |
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| Critical role of endothelial nitric oxide synthase and cyclooxygenase in response of rabbit basilar artery to serotonin. | 2002-09 |
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| Effects of ethanol and arachidonic acid pathway inhibitors on the effectiveness of gastric mucosa cytoprotection. | 2001 |
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| Effects of hypoxia on regulation of prostanoid production in decidual endothelial cells in normal and preeclamptic pregnancy. | 2000-04-29 |
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| Thromboxane A2 contributes to the enhanced tubuloglomerular feedback activity in young SHR. | 1999-05 |
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| Endothelial dysfunction in the aorta of transgenic rats harboring the mouse Ren-2 gene. | 1999 |
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| The influence of certain arachidonic acid pathway inhibitors on central nervous system catecholamine level in rats administered with ethanol. | 1998 |
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| Autacoids mediate coronary vasoconstriction induced by nitric oxide synthesis inhibition. | 1997-11 |
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| Analysis of eicosanoid mediation of the renal functional effects of hyperchloremia. | 1997-07 |
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| Endothelial vasoconstrictor prostanoids modulate contractions to acetylcholine and ANG II in Ren-2 rats. | 1997-01 |
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| Peroxide-cyclooxygenase interactions in postasphyxial changes in retinal and choroidal hemodynamics. | 1995-06 |
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| Increased thromboxane-mediated contractions of retinal vessels of newborn pigs to peroxides. | 1995-02 |
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| Long-term renal preservation and prevention of acute tubular necrosis by inhibition of arachidonate metabolism. | 1995 |
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| 1986: Pharmacological, hematological, and physiological effects of a new thromboxane synthetase inhibitor (CGS-13080) during cardiopulmonary bypass in dogs. Updated in 1994. | 1994-03 |
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| Differential antagonism of airway contractile responses to prostaglandin (PG)D2 and 9 alpha, 11 beta-PGF2 by atropine, SK&F 88046 and SQ 29,548 in the guinea pig. | 1994-01 |
|
| Chronic thromboxane synthase inhibition with CGS 12970 in human cyclosporine nephrotoxicity. | 1993-12 |
|
| Endothelial dysfunction augments myogenic arteriolar constriction in hypertension. | 1993-12 |
|
| Suppression of S-antigen-induced experimental autoimmune uveoretinitis in Lewis rats by oral administration with CGS-13080, a thromboxane synthetase inhibitor. | 1993-11 |
|
| Long-term renal preservation and prevention of acute tubular necrosis by inhibition of arachidonate metabolism. | 1993-08 |
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NCI_THESAURUS |
C1327
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NCI_THESAURUS |
C574
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9J5H2VA91V
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SUB09924MIG
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DTXSID80234982
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CHEMBL2104615
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55390
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C96933
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W-46
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85691-74-3
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5691
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100000081673
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ACTIVE MOIETY