- Product Name:
- methyl (2s)-2-(2-chlorophenyl)-2-(9-thia-4-azabicyclo[4.3.0]nona-7,10-dien-4-yl)acetate
- Methyl (+)-(S)-α-(o-chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetate
- (S)- α-(2-Chlorophenyl)-6，7-dihydrothieno[3，2-c]pyridine-5(4H)-acetic acidmethyl ester
- Clopidogrel Pellets
- C16 H16 Cl N O2 S
- Product Categories:
- Pharmaceutical intermediates
- Mol File:
Clopidogrel Chemical Properties
- D20 +51.52° (c = 1.61 in methanol)
- Boiling point:
- 423.7±45.0 °C(Predicted)
- 1.317±0.06 g/cm3(Predicted)
- storage temp.
- CAS DataBase Reference
- 113665-84-2(CAS DataBase Reference)
Clopidogrel Usage And Synthesis
Clopidogrel was launched in the US as a potent inhibitor of platelet aggregation for the preventive management of secondary ischemic events, including MI, stroke and vascular deaths. Clopidogrel can be synthesized in 4 steps (including an optical resolution to the S active enantiomer) from 2-(2- ch1orophenyl)-glycine, the key step being the cyclization to thienopyridine with formaldehyde and acetic acid. Clopidogrel belongs to the original chemical class of Ticlopidine, but shows fewer side effects (in particular, bone-marrowsuppressing effects) at the dosage generally used. Like Ticlopidine, it is an Adenosine diphosphate (ADP) antagonist acting at the purinergic P2y receptor. In in vivo experiments with rabbits, Clopidogrel shows a maximal antiaggregant effect at 20mg/kg po, reducing adhesion of platelets to the vascular subendothelium ; moreover, it reduces myointimal thickening occuring after endothelial injury of rat carotid artery. Clopigrel does not affect platelet aggregation in vitro ; actually, its in vivo activity is highly dependent on hepatic metabolism. The results of a CAPRIE trial (Clopidogrel versus Aspirin in patients at risk of ischemic events) demonstrated that Clopidogrel was well tolerated and more effective than aspirin.
anthelmintic, antiparasitic, antimite
Plavix (Sanofi Aventis);Plavix, Iscover.
Clopidogrel, methyl (+)-(S)-α-(2-chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetate sulfate (Plavix), is useful for the preventativemanagement of secondary ischemic events, including myocardialinfarction, stroke, and vascular deaths. It may beclassified as a thienopyridine because of its heterocyclicsystem. Several agents possessing this system have beenevaluated as potential antithrombotic agents. These agentshave a unique mechanism, in that they inhibit the purinergicreceptor located on platelets. Normally, nucleotides act asagonists on these receptors, which include the P2Y type.Two P2Y receptor subtypes (P2Y1 and P2Y2) found onplatelets, when stimulated by adenosine diphosphate (ADP),cause platelet aggregation.
Clopidogrel acts as an antagonistto the P2Y2 receptor. It is probably a prodrug that requiresmetabolic activation, because in vitro studies do not interferewith platelet aggregation. Although platelet aggregationis not normally seen in the first 8 to 11 days after administrationto a patient, the effect lasts for several days after thedrug therapy is discontinued. Unlike other thienopyridinescurrently used, clopidogrel does not seriously reduce thenumber of white cells in the blood, and therefore, routinemonitoring of the white blood cell count is not necessaryduring treatment.
Potentially hazardous interactions with other drugs
Antibacterials: antiplatelet effect possibly reduced by erythromycin.
Anticoagulants: enhanced anticoagulant effect with coumarins and phenindione; manufacturer advises to avoid with warfarin.
Heparin: increased risk of bleeding.
Antidepressants: antiplatelet effect possibly reduced by fluoxetine, fluvoxamine and moclobemide.
Anti-diabetics: avoid with repaglinide if possible due to increased repaglinide exposure.
Antiepileptics: antiplatelet effect possibly reduced by carbamazepine and oxcarbazepine.
Antifungals: antiplatelet effect possibly reduced by fluconazole, itraconazole, ketoconazole and voriconazole.
Antivirals: antiplatelet effect possibly reduced by etravirine.
Statins: concentration of rosuvastatin increased, maximum rosuvastatin dose is 20 mg.
Ulcer healing drugs: antiplatelet effect possibly reduced by cimetidine, lansoprazole, pantoprazole and rabeprazole; antiplatelet effect reduced by omeprazole and esomeprazole - avoid concomitant use if possible.
Clopidogrel is a prodrug and is extensively metabolised in
the liver, mainly to the inactive carboxylic acid derivative;
metabolism is mediated by cytochrome P450 isoenzymes
including CYP3A4 and CYP2B6, CYP1A2, CYP1A1,
and CYP2C19. The active metabolite appears to be a
Clopidogrel and its metabolites are excreted in urine and in faeces; about 50% of an oral dose is recovered from the urine and about 46% from the faeces.
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- Tribenuron methyl
- Methyl methoxyacetate
- METHYL Α-NAPHTHYLACETATE
- Methyl glycolate
- Methyl bromoacetate
- Methyl salicylate
- Clopidogrel Bisulfate
- Clopidogrel hydrogen sulfate,CLOPIDOGREL BISULPHATE,CLOPIDOGREL HYDROGEN SULPHATE,CLOPIDOGREL SULPHATE,CLOPIDOGREL BISULFATE
- Methyl cyanoacetate
- Methyl bromide