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Clopidogrel

Clopidogrel Structure
CAS No.
113665-84-2
Chemical Name:
Clopidogrel
Synonyms
methyl (2s)-2-(2-chlorophenyl)-2-(9-thia-4-azabicyclo[4.3.0]nona-7,10-dien-4-yl)acetate;CLOPIDOGREL;Chlopidogrel;ClopidogrelHcl;Clopidogrel–d4;(S)-Clopidogrel;Clopidogrel API;Clopidogrel-13C3;Clopidogrel Pellets;Clopidogrel Free base
CBNumber:
CB3341209
Molecular Formula:
C16H16ClNO2S
Molecular Weight:
321.82
MOL File:
113665-84-2.mol
MSDS File:
SDS
Modify Date:
2024/8/19 17:35:41

Clopidogrel Properties

alpha D20 +51.52° (c = 1.61 in methanol)
Boiling point 423.7±45.0 °C(Predicted)
Density 1.317±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: 50mg/ml in DMSO
form Oil
pka 4.56±0.20(Predicted)
color Colorless to light yellow
InChI InChI=1/C16H16ClNO2S/c1-20-16(19)15(12-4-2-3-5-13(12)17)18-8-6-14-11(10-18)7-9-21-14/h2-5,7,9,15H,6,8,10H2,1H3/t15-/s3
InChIKey GKTWGGQPFAXNFI-UJHUVDBMNA-N
SMILES [C@@H](C1C=CC=CC=1Cl)(N1CCC2SC=CC=2C1)C(=O)OC |&1:0,r|
CAS DataBase Reference 113665-84-2(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36

Clopidogrel Chemical Properties,Uses,Production

Description

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.

Uses

anthelmintic, antiparasitic, antimite

General Description

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.

Clinical Use

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.

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Clopidogrel Spectrum

CLOPIDOGREL ClopidogrelHydrobromide ClopidogrelHydrogenSulfateBase ClopidogrelHcl 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 Methyl (2S)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetate Clopidogrel-13C3 Clopidogrel-d4 (RaceMic) D-(+)-Methyl-alpha-(4,5,6,7-tetrahydro-thieno[3,2-c]Pyridyl)(2chlorophenyl)acetate (S)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate Chlopidogrel (S)-alpha-(2-Chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetate hydrogen sulfate Clopidrogel Carboxylic Acid Clopidogrel BaseMethyl-α-(2-Chlorophenyl)-6,7-Dihyd rothieno 3,2-c Pyridine-5(4H)-Acetate, Sulfate(1 1) Clopidogrel hydrogen sulfide salts Clopidogrel Free base Clopidogrel EP impurity-C (USP RC C) Su Clopidogrel EP Impurity C ( Su) CLOPIDOGREL BISULPHATE FORM 1 (S)-Clopidogrel Clopidogrel–d4 Methyl (2S)-(o-chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetate Clopidogrel for system suitability CRS Thieno[3,2-c]pyridine-5(4H)-acetic acid, α-(2-chlorophenyl)-6,7-dihydro-, methyl ester, (αS)- Clopidogrel USP/EP/BP methyl (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate ClopidogrelQ: What is Clopidogrel Q: What is the CAS Number of Clopidogrel Q: What is the storage condition of Clopidogrel Clopidogrel R-IsomerQ: What is Clopidogrel R-Isomer Q: What is the CAS Number of Clopidogrel R-Isomer Clopidogrel 13CD3Q: What is Clopidogrel 13CD3 Q: What is the CAS Number of Clopidogrel 13CD3 methyl (2s)-2-(2-chlorophenyl)-2-(9-thia-4-azabicyclo[4.3.0]nona-7,10-dien-4-yl)acetate Clopidogrel API 113665-84-2 65-84-2 C16H16ClNO2S REVOLUTION Pharmaceutical intermediates API's API Cardiovascular