Clopidogrel supplier | CasNO.113665-84-2

Name
Clopidogrel
EINECS 601-269-2
CAS No. 113665-84-2
Article Data90
CAS DataBase
Density 1.317 g/cm³
Solubility
Melting Point
Formula C₁₆H₁₆ClNO₂S
Boiling Point 423.7 °C at 760 mmHg
Molecular Weight 321.828
Flash Point 210 °C
Transport Information
Appearance white powder
Safety 26-36
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Clopidogre;Thieno(3,2-c)pyridine-5(4H)-acetic acid, alpha-(2-chlorophenyl)-6,7-dihydro-, methyl ester, (S)-;methyl (2S)-2-(2-chlorophenyl)-2-(9-thia-4-azabicyclo[4.3.0]nona-7,10-dien-4-yl)acetate;Thieno[3,2-c]pyridine-5(4H)-acetic acid,R-(2-chlorophenyl)-6,7-dihydro-,methyl ester,(RS)-;Methyl (+)-(S)-alpha-(o-chlorophenyl)-6,7-dihydrothieno(3,2-c)pyridine-5(4H)-acetate;Clopidogrel (For R&D);
PSA 57.78000
LogP 3.61180

Synthetic route

: methyl-(S)-alpha-(2-chlorophenyl)-6,7-dihydro-thieno[3,2-c]pyridine-5(4H)-acetate camphor sulphonate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water Product distribution / selectivity;	100%
With sodium hydrogencarbonate In dichloromethane; water at 15 - 20℃; pH=7 - 8; Product distribution / selectivity;
With sodium hydrogencarbonate In chloroform; water for 2h;

: 120202-66-6
(S)-(+)-clopidogrel bisulfate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water at 15℃; for 0.333333h;	100%
With ammonia In hexane; water at 25 - 30℃; pH=7;	97.86%
With sodium carbonate In dichloromethane; water at 20℃; for 0.5h; Large scale;	92%

: 909279-85-2
clopidogrel camphorsulfonate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sodium carbonate In tert-butyl methyl ether; water at 20℃; for 0.5h; Solvent;	100%
With sodium hydrogencarbonate In dichloromethane; water at 25 - 30℃; for 0.166667h; Product distribution / selectivity;
With potassium carbonate In dichloromethane; water for 1h; pH=9; Product distribution / selectivity; cooling with cool salt water;

: clopidogrel camphorsulfonate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sodium carbonate In tert-butyl methyl ether; water for 0.5h; Solvent;	100%
With sodium hydrogencarbonate In acetone for 6h; Reflux;

: clopidogrel (1R)-(-)-camphor-10-sulfonate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane at 0 - 5℃; for 1h;	99.2%
With potassium carbonate In dichloromethane; water for 0.5h;	99%
With water; sodium hydrogencarbonate In dichloromethane at 0℃; Product distribution / selectivity;	96%

: (S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride

: 50-00-0
formaldehyd

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
at 40℃; for 4h; Darkness;	98%
With hydrogenchloride In water at 20 - 80℃; for 2h;	83.57%
Stage #1: (S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride; formaldehyd In water at 25 - 30℃; for 20 - 24h; Stage #2: With sodium carbonate In dichloromethane; water at 12 - 15℃; for 0.75 - 3.25h; pH=7.01 - 7.32; Product distribution / selectivity;

: C15H13ClO5S

: 28783-41-7
6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane at 25 - 40℃; for 24h; Temperature;	97.02%

: 144457-28-3
SR 26334

: 67-56-1
methanol

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
Stage #1: SR 26334 With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at -10 - 0℃; for 2.5h; Stage #2: methanol In dichloromethane at 0 - 20℃; for 2.5h;	96%
Stage #1: SR 26334; methanol With acetyl chloride Heating / reflux; Stage #2: With sodium hydroxide In water; ethyl acetate pH=7 - 8; Product distribution / selectivity;	91%
Stage #1: SR 26334; methanol With thionyl chloride at 70℃; for 6h; Stage #2: With sodium hydrogencarbonate In water pH=7; Product distribution / selectivity;	88%

: 67-56-1
methanol

: 144750-42-5
(S)-(+)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno-[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
Stage #1: (S)-(+)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno-[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at -10 - 0℃; for 2.5h; Stage #2: methanol In dichloromethane at 0 - 20℃; for 2.5h;	95%
Stage #1: methanol; (S)-(+)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno-[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride; sulfuric acid Heating / reflux; Stage #2: With sodium hydroxide In water; ethyl acetate pH=8; Product distribution / selectivity;
Stage #1: methanol; (S)-(+)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno-[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride; sulfuric acid Heating / reflux; Stage #2: With calcium hydroxide; sodium hydroxide In water pH=8; Product distribution / selectivity;

: (+) clopidogrel (-) camphor sulfate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane pH=8; Conversion of starting material;	95%
With potassium carbonate In dichloromethane; water pH=8; Conversion of starting material;

: 67-56-1
methanol

: 444728-11-4
2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridine-5(4H)-yl)acetonitrile

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide for 12h; Reflux;	95%

: clopidogrel besylate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water	95%

: 67-56-1
methanol

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
Stage #1: (S)-(+)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno-[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride With dmap; triethylamine; methyl chloroformate In ethyl acetate at 20 - 30℃; for 1h; Stage #2: methanol In ethyl acetate at 20℃; for 2h; Product distribution / selectivity;	92%
Stage #1: (S)-(+)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno-[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride With dmap; triethylamine; methyl chloroformate In dichloromethane at 20 - 30℃; for 1h; Stage #2: methanol In dichloromethane at 20℃; for 2h; Product distribution / selectivity;	90%
Stage #1: SR 26334 With triethylamine; methyl chloroformate In dichloromethane at 20 - 30℃; for 1h; Stage #2: methanol In dichloromethane at 20℃; for 2h; Product distribution / selectivity;	86%
Stage #1: C15H14ClNO2S*C19H22N2O With hydrogenchloride In water pH=4; Stage #2: methanol With thionyl chloride In water at 70℃; for 6h; Stage #3: With sodium hydrogencarbonate In water pH=7; Product distribution / selectivity;	60%

: 141109-20-8
methyl (S)-2-(2-chlorophenyl)-2-[2-(thien-2-yl)ethylamino]acetate

: 50-00-0
formaldehyd

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sulfuric acid In dichloromethane at 0 - 25℃;	91.4%
Stage #1: methyl (S)-2-(2-chlorophenyl)-2-[2-(thien-2-yl)ethylamino]acetate; formaldehyd In water at 60℃; for 0.333333 - 0.5h; Stage #2: With sodium hydrogencarbonate In dichloromethane; water pH=7 - 8; Product distribution / selectivity;	63%
Stage #1: methyl (S)-2-(2-chlorophenyl)-2-[2-(thien-2-yl)ethylamino]acetate; formaldehyd With sodium hydrogencarbonate; potassium iodide In 1,2-dichloro-ethane for 4h; Reflux; Stage #2: With hydrogenchloride In 1,2-dichloro-ethane; N,N-dimethyl-formamide at 30℃; Reflux;	50%

: 144457-28-3
SR 26334

: 77-78-1
dimethyl sulfate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 0 - 20℃; for 12h; Product distribution / selectivity;	89%

: 144457-28-3
SR 26334

: 74-88-4
methyl iodide

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 5h; Product distribution / selectivity;	88%

: 865187-82-2
2-(2-bromoethyl)-3-(bromomethyl)thiophene

: 213018-92-9
(S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 8.5h; Product distribution / selectivity; Heating / reflux;	88%
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol for 8.5h; Product distribution / selectivity; Heating / reflux;	85%
With potassium carbonate In acetonitrile for 8.5h; Product distribution / selectivity; Heating / reflux;	78%
With triethylamine In acetonitrile for 8.5h; Product distribution / selectivity; Heating / reflux;	41%

: 2-(2-chloroethyl)-3-chloromethylthiophene

: 213018-92-9
(S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 8.5h; Product distribution / selectivity; Heating / reflux;	85%

: 865187-86-6
6,7-dihydro-4H-thieno[3,2-c]pyran

: 213018-92-9
(S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
Stage #1: 6,7-dihydro-4H-thieno[3,2-c]pyran With dibromotriphenylphosphorane In acetonitrile for 24h; Heating / reflux; Stage #2: (S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt With N-ethyl-N,N-diisopropylamine In acetonitrile for 8.5h; Product distribution / selectivity; Heating / reflux;	81%

: 865187-81-1
2-(3-hydroxymethylthiophen-2-yl)ethanol

: 141109-14-0
methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; Bis(p-nitrophenyl) phosphate In toluene at 100℃; for 36h; Solvent; Time; Temperature; Sealed tube; Molecular sieve; Green chemistry;	80%

: 61380-07-2
2-(thiophen-2-yl)ethyl methanesulfonate

: 213018-92-9
(S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 8.5h; Product distribution / selectivity; Heating / reflux;	79%

: 67-56-1
methanol

: 444728-13-6
(+)-α-(4,5,6,7-tetrahydrothieno[3,2-c]-5-pyridyl)-α-2-chlorophenylacetamide

: 77-78-1
dimethyl sulfate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
Stage #1: methanol; dimethyl sulfate With sulfuric acid at 25 - 38℃; for 3h; Heating / reflux; Stage #2: (+)-α-(4,5,6,7-tetrahydrothieno[3,2-c]-5-pyridyl)-α-2-chlorophenylacetamide at 40 - 66℃; for 60h;	73%

...Expand

: (R)-2-(2-chlorophenyl)-2-(4-nitrobenzenesulfonyloxy)acetic acid methyl ester

: 28783-41-7
6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane; water for 2.5h; Reflux;	70%

: 40412-06-4
2-(2-thienyl)ethyl tosylate

: 213018-92-9
(S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 8.5h; Product distribution / selectivity; Heating / reflux;	58%

: 929250-04-4
sodium (S)-(2-chlorophenyl)-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-acetate

: 77-78-1
dimethyl sulfate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With PEG400; sodium hydrogencarbonate In water; butan-1-ol at 10 - 40℃; for 31h; pH=~ 10; Product distribution / selectivity;	51%
With sodium hydrogencarbonate; PEG 400 In water; butan-1-ol at 10 - 40℃; for 31h; pH=10; Product distribution / selectivity;	51%

: 929250-05-5
potassium (S)-(2-chlorophenyl)-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-acetate

: 77-78-1
dimethyl sulfate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With PEG400; sodium hydrogencarbonate In water; butan-1-ol at 10 - 40℃; for 31h; pH=~ 10; Product distribution / selectivity;	51%
With sodium hydrogencarbonate; PEG 400 In water; butan-1-ol at 10 - 40℃; for 31h; pH=10; Product distribution / selectivity;	51%

: 90055-47-3
methyl 2-chloro-2-(2-chlorophenyl)acetate

: 54903-50-3
4,5,6,7-tetrahydrothieno[3,2-c]pyridine

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 4h;	45%

: 144750-42-5
(S)-(+)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno-[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride

: 74-88-4
methyl iodide

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one Product distribution / selectivity;

: methyl α-5(4,5,6,7-tetrahydro(3,2-c)thieno pyridyl) (2-chlorophenyl)-acetate isopropylsulfate

: 113665-84-2
(S)-(+)-clopidogrel

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; toluene Purification / work up;

: 97-05-2
5-sulfosalicylic Acid

: 113665-84-2
(S)-(+)-clopidogrel

: 1010080-15-5
methyl (+)-(S)-α-(2-chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetate 5-sulfosalicylate

Conditions

Conditions	Yield
In methanol at 30℃; for 0.5h;	100%
In dichloromethane at 20℃; for 0.5 - 1h; Product distribution / selectivity; Heating / reflux;	100%

: 75-75-2
methanesulfonic acid

: 113665-84-2
(S)-(+)-clopidogrel

: clopidogrel mesylate

Conditions

Conditions	Yield
In methanol at 5 - 35℃; for 12h;	99.67%
In methanol for 36h; Heating / reflux;
In acetone for 2 - 10h; Heating / reflux;
In methanol for 2 - 10h; Heating / reflux;

: 113665-84-2
(S)-(+)-clopidogrel

: 120202-66-6
(S)-(+)-clopidogrel bisulfate

Conditions

Conditions	Yield
With sulfuric acid In ethyl acetate at -5 - 30℃; for 3h; Temperature; Solvent;	99%
With sulfuric acid In ethyl acetate at -5 - 30℃; for 3h; Temperature; Solvent; Concentration; Inert atmosphere;	99%
With polyethylene glycol-200; sulfuric acid; sodium hydrogencarbonate In acetone at -5 - 20℃; for 0.0833333 - 0.116667h; pH=8; Conversion of starting material;	96%

: 113665-84-2
(S)-(+)-clopidogrel

: clopidogrel hydrobromide

Conditions

Conditions	Yield
With hydrogen bromide In water; ethyl acetate at 10 - 15℃; for 1h; Product distribution / selectivity;	98%
With hydrogen bromide In tetrahydrofuran; water at 20℃; Product distribution / selectivity;	80%
With water; hydrogen bromide In dichloromethane; di-isopropyl ether; isopropyl alcohol at 20 - 27℃; for 3.66667h;	80%

: 113665-84-2
(S)-(+)-clopidogrel

: 120202-69-9
methyl (R)-2-(2-chlorophenyl)-2-(4,5,6,7-tetrahydrothieno[3,2-c]pyridin-5-yl)acetate

: 90055-48-4
clopidogrel

Conditions

Conditions	Yield
With potassium carbonate In methanol for 3h; Product distribution / selectivity; Heating / reflux;	96%
With sodium hydrogencarbonate In methanol for 3h; Product distribution / selectivity; Heating / reflux;	94%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol for 3h; Product distribution / selectivity; Heating / reflux;	92%

: 113665-84-2
(S)-(+)-clopidogrel

: C16H13(2)H3ClNO2S

Conditions

Conditions	Yield
With [(2)H6]acetone; tris(pentafluorophenyl)borate In toluene at 150℃; for 6h; Inert atmosphere;	94%

: 98-11-3
benzenesulfonic acid

: 113665-84-2
(S)-(+)-clopidogrel

: clopidogrel besylate

Conditions

Conditions	Yield
In water; acetone at 0 - 5℃; for 1h; Solvent; Time;	92.6%
In acetone for 2 - 10h; Heating / reflux;
In n-heptane at 20℃;

: 113665-84-2
(S)-(+)-clopidogrel

: 1227294-01-0
C15H16ClNOS

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 20h;	92%

: 3144-16-9
(1S)-10-camphorsulfonic acid

: 113665-84-2
(S)-(+)-clopidogrel

: (+)-clopidogrel camphorsulfonic acid

Conditions

Conditions	Yield
In ethyl acetate at 20℃; for 12h;	91%
In ethyl acetate at 0 - 20℃; for 4h; Product distribution / selectivity;
In acetone at 0 - 5℃; for 2h; Product distribution / selectivity; methyl (+)-(2-chlorophenyl)-(6,7-dihydro-4H-thieno[3,2-c]pyrid-5-yl)acetic acid (1S)-(+)-camphor-10-sulfonate;

: (1S)-(+)-10-camphorsulfonic acid

: 113665-84-2
(S)-(+)-clopidogrel

: clopidogrel camphorsulfonate

Conditions

Conditions	Yield
In ethyl acetate at 0 - 20℃; for 5h; Product distribution / selectivity;	90%
In di-isopropyl ether; acetone at 0 - 20℃; for 6h; Product distribution / selectivity;	88%
In butanone at 0 - 20℃; for 4.5h; Product distribution / selectivity;	86%
In 4-methyl-2-pentanone at 0 - 20℃; for 5h; Product distribution / selectivity;

: 113665-84-2
(S)-(+)-clopidogrel

: 1233025-55-2
(S)-clopidogrel hydrogen sulfate

Conditions

Conditions	Yield
With sulfuric acid In 1,2-dimethoxyethane at 0 - 5℃; for 12h;	90%
With sulfuric acid In ethanol; tert-butyl methyl ether at 0 - 5℃; for 10.5h;	90%
With sulfuric acid In acetone	82%

: 81-04-9
naphthalene-1,5-disulfonate

: 113665-84-2
(S)-(+)-clopidogrel

: clopidogrel 1,5-naphthalenedisulfonate

Conditions

Conditions	Yield
In water; acetone at 0 - 20℃; for 16.5h;	90%

: 81-04-9
naphthalene-1,5-disulfonate

: 113665-84-2
(S)-(+)-clopidogrel

: methyl (+)-(S)-α-(o-chlorophenyl)-6,7-dihydrothieno[3,2-a]pyridine-5(4H)acetate 1,5-naphthalenedisulfonate monohydrate

Conditions

Conditions	Yield
With water In acetone at 0 - 20℃; for 16.5h; Product distribution / selectivity;	90%
In 1,4-dioxane; ethanol

: 113665-84-2
(S)-(+)-clopidogrel

: methyl (+)-(S)-α-(2-chlorophenyl)-6,7-dihydrothieno[3,2-C]pyridine-5(4H)-acetate naphthalene-1,5-disulfonate

Conditions

Conditions	Yield
With naphthalene-1,5-disulfonate In water; acetone at 20℃; for 12.5h;	90%

: 81-04-9
naphthalene-1,5-disulfonate

: 113665-84-2
(S)-(+)-clopidogrel

: methyl (+)-(S)-α-(2-chlorophenyl)-6,7-dihydrothieno[3,2-C]pyridine-5(4H)-acetate naphthalene-1,5-disulfonate

Conditions

Conditions	Yield
In water; acetone at 0 - 20℃; for 16.5h;	90%

Clopidogrel Specification

1. Introduction of Clopidogrel
Clopidogrel is one kind of white crystalline powder. The IUPAC Name of it is methyl(2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate. Besides, it belongs to Cardiovascular;API;API's;Pharmaceutical intermediates. Its Classification Code is Hematologic Agents; Platelet Aggregation Inhibitors.

2. Properties of Clopidogrel
Physical properties about Clopidogrel are:
(1)Index of Refraction: 1.617; (2)Molar Refractivity: 85.48 cm³; (3)Molar Volume: 244.3 cm³; (4)Surface Tension: 52.7 dyne/cm; (5)Density: 1.317 g/cm³; (6)Flash Point: 210 °C; (7)Enthalpy of Vaporization: 67.81 kJ/mol; (8)Boiling Point: 423.7 °C at 760 mmHg; (9)Vapour Pressure of Clopidogrel: 2.19E-07 mmHg at 25 °C.

3. Structure Descriptors of Clopidogrel
(1)InChI: InChI=1S/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-/m0/s1
(2)InChIKey: InChIKey=GKTWGGQPFAXNFI-HNNXBMFYSA-N
(3)Smiles: N1([C@@H](c2c(cccc2)Cl)C(=O)OC)Cc2c(CC1)scc2

4. Safety information of Clopidogrel
Hazard Codes: Harmful Xn
Risk Statements: 22-36/37/38
R22: Harmful if swallowed
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing

5. Uses of Clopidogrel
Clopidogrel is an oral, thienopyridine class antiplatelet agent used to inhibit blood clots in coronary artery disease, peripheral vascular disease, and cerebrovascular disease. It is also used, along with aspirin, for the prevention of thrombosis after placement of intracoronary stent or as an alternative antiplatelet drug for patients who are intolerant to aspirin. The drug works by irreversibly inhibiting a receptor called P2Y12, an adenosine diphosphate (ADP) chemoreceptor on platelet cell membranes. Adverse effects include hemorrhage, severe neutropenia, and thrombotic thrombocytopenic purpura (TTP).

6. Production of Clopidogrel
Racemic 2-(2-chlorophenyl)-glycine (I) in the hydrogen chloride, esterified with methanol to obtain racemic 2-(2-chlorophenyl) glycine methyl ester (II), and then (+)-tartaric acid split to obtain (+)-(II). Then thiophene and 2-(2-bromo-ethyl)-thiazole in methyl acetate, dipotassium hydrogen phosphate exists under alkylation; or 2-[2-(phenyl-sulfonyloxy) ethyl] thiophene in acetic acid methyl ester in the presence of sodium bicarbonate under alkylation, to obtain the compound (III). Finally obtain a clopidogrel from cyclized with formic acid and formaldehyde.

Product Name

Clopidogrel

Synthetic route

Clopidogrel Specification

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