120202-71-3

Basic information

• Product Name: CLOPIDOGREL RELATED COMPOUND C (20 MG) (METHYL (-)-(R)-(O-CHLOROPHENYL)-6,7-DIHYDROTHIE-NO[3,2-C]PYRIDINE-5(4H)-ACETATE, HYDROGEN SUL- FATE)
• Synonyms: (R)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate sulfate;(R)-Methyl (2-chlorophenyl)(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate hydrogensulfate;Clopidogrel Impurity C;Clopidogrel Impurity III;Clopidogrel EP impurity-C (USP RC C);-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H);acetate sulfate;CLOPIDOGREL RELATED COMPOUND C (20 MG) (METHYL (-)-(R)-(O-CHLOROPHENYL)-6,7-DIHYDROTHIE-NO[3,2-C]PYRIDINE-5(4H)-ACETATE, HYDROGEN SUL- FATE)
• CAS NO: 120202-71-3
• Molecular Formula: C16H18ClNO6S2
• Molecular Weight: 419.90022
• Product Categories: Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 120202-71-3.mol
• Article Data: 86

Chemical Properties

• Melting Point: 47-49°C
• Boiling Point: 423.7 °C at 760 mmHg
• Flash Point: 210 °C
• Appearance: /
• Vapor Pressure: 2.19E-07mmHg at 25°C
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Stability: Very Hygroscopic
• CAS DataBase Reference: CLOPIDOGREL RELATED COMPOUND C (20 MG) (METHYL (-)-(R)-(O-CHLOROPHENYL)-6,7-DIHYDROTHIE-NO[3,2-C]PYRIDINE-5(4H)-ACETATE, HYDROGEN SUL- FATE)(CAS DataBase Reference)
• NIST Chemistry Reference: CLOPIDOGREL RELATED COMPOUND C (20 MG) (METHYL (-)-(R)-(O-CHLOROPHENYL)-6,7-DIHYDROTHIE-NO[3,2-C]PYRIDINE-5(4H)-ACETATE, HYDROGEN SUL- FATE)(120202-71-3)
• EPA Substance Registry System: CLOPIDOGREL RELATED COMPOUND C (20 MG) (METHYL (-)-(R)-(O-CHLOROPHENYL)-6,7-DIHYDROTHIE-NO[3,2-C]PYRIDINE-5(4H)-ACETATE, HYDROGEN SUL- FATE)(120202-71-3)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-41
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8 / PGIII
• Hazardous Substances Data: 120202-71-3(Hazardous Substances Data)

Usage

Description

CLOPIDOGREL RELATED COMPOUND C (20 MG) (METHYL (-)-(R)-(O-CHLOROPHENYL)-6,7-DIHYDROTHIE-NO[3,2-C]PYRIDINE-5(4H)-ACETATE, HYDROGEN SULFATE) is an off-white solid with antithrombotic properties.

Uses

Used in Pharmaceutical Industry:
CLOPIDOGREL RELATED COMPOUND C (20 MG) (METHYL (-)-(R)-(O-CHLOROPHENYL)-6,7-DIHYDROTHIE-NO[3,2-C]PYRIDINE-5(4H)-ACETATE, HYDROGEN SULFATE) is used as an antithrombotic agent for preventing blood clot formation and reducing the risk of heart attack, stroke, and other thrombotic events in patients with certain medical conditions.

InChI:InChI=1/C16H16ClNO2S.H2O4S/c1-20-16(19)15(12-4-2-3-5-13(12)17)18-8-6-14-11(10-18)7-9-21-14;1-5(2,3)4/h2-5,7,9,15H,6,8,10H2,1H3;(H2,1,2,3,4)/t15-;/m1./s1

Upstream product

• 113665-84-2 (S)-(+)-clopidogrel 
• 90055-48-4 clopidogrel 
• 120202-71-3 clopidogrel hydrogen sulfate 
• 120202-69-9 methyl (R)-2-(2-chlorophenyl)-2-(4,5,6,7-tetrahydrothieno[3,2-c]pyridin-5-yl)acetate 
• 1233025-55-2 (S)-clopidogrel hydrogen sulfate 
• 141109-18-4 (S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride 
• 50-00-0 formaldehyd 
• 7664-93-9 sulfuric acid 
• 909279-85-2 clopidogrel camphorsulfonate 
• 40412-06-4 2-(2-thienyl)ethyl tosylate 
• 141109-14-0 methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate 
• 54903-50-3 4,5,6,7-tetrahydrothieno[3,2-c]pyridine 
• 1198409-05-0 (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl 2-bromo-2-(2-chlorophenyl)acetate 
• 1198409-07-2 (1R)-1-methyl-2-oxo-2-tetrahydro-1H-pyrrolylethyl (2S)-α-5-(4,5,6,7-tetrahydro[3,2-c]thienopyridyl)-2-chlorophenylacetate 

Downstream Products

• 90055-48-4 clopidogrel 
• 1373492-22-8 5-(2-chloro-1-(2-chlorophenyl)ethyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine 
• 1373492-23-9 2-((2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)ethyl)malonic acid diethyl ester 
• 1373491-72-5 4-(2-chlorophenyl)-4-(6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl)butyric acid ethyl ester 
• 1373491-51-0 4-(2-chlorophenyl)-4-(6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl)butan-1-ol 
• 1326217-43-9 (S)-methyl 2-(2-bromo-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)-2-(2-chlorophenyl)acetate 

Relevant articles and documents

Similarity of solid state structures of R- and S-isomers of clopidogrel hydrogensulphate salt

The present study showed, that the crystal structures of R-isomer and the polymorphic form 1 of clopidrogrel hydrogensulphate S-isomer are very similar.

Preparation method of clopidogrel hydrogen sulfate intermediate

The present invention relates to a preparation method of a clopidogrel hydrogen sulfate intermediate. (+)-2-chlorophenylglycine methyl ester and alpha-thiopheneethanol p-toluenesulfonate are adopted as raw materials, a reaction solvent and an acid-binding agent are added for a condensation reaction, the condensation reaction process is divided into a first stage and a second stage, and when 60-95% of the condensation reaction is completed, first-stage reaction is completed; after the first-stage reaction is completed, firstly part of the reaction solvent is removed, and then second-stage reaction is carried out; and after the second-stage reaction is completed, a target product is obtained, namely the clopidogrel hydrogen sulfate intermediate. After the first-stage reaction is completed, part of the reaction solvent is removed firstly, and then the second-stage reaction is continued, so that the concentration of the reaction material can be increased in the later stage of the condensation reaction, the use amount of the reaction solvent is reduced, and racemization and side reaction in the reaction process are effectively inhibited, thereby improving the chiral purity of the product, increasing the yield, reducing the use of auxiliary materials greatly, and reducing the production cost.

Preparation method of clopidogrel hydrogen sulfate and intermediate N-(2-thiopheneethyl) methyleneimine of clopidogrel hydrogen sulfate

The invention discloses a preparation method of clopidogrel hydrogen sulfate and an intermediate N-(2-thiophene ethyl) methyleneamine of the clopidogrel hydrogen sulfate. The synthesis method of the intermediate comprises the step of carrying out an Eschweiler-Clarke methylation reaction by taking 2-thiophene ethylamine and paraformaldehyde as raw materials to obtain the N-(2-thiophene ethyl) methyleneamine. The invention also provides a method for preparing clopidogrel hydrogen sulfate. According to the synthesis method provided by the invention, the required solid product (N-(2-thiopheneethyl) methyleneimine) is synthesized in one step, the synthesis method is simple, the qualified solid compound is directly obtained, the time and the raw material cost are saved, the storage and the transportation are convenient, the purity is good, the yield is high, and the synthesis method is suitable for industrial production.