CAS 135046-48-9|CAS 120202-66-6|Clopidogrel bisulfate|clopidogrel; sulfuric acid|Iscover|Myogrel|Plavix|Clopidogrel Hemisulfate|sulfuric acid methyl (2S)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2...

General Information

Structure

Molecular Formula

C₁₆H₁₈ClNO₆S₂

Molecular Mass

419.90022

Exact Mass

419.02640698

Charge

InChI

InChI=1S/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-;/m0./s1

InChIKey

FDEODCTUSIWGLK-RSAXXLAASA-N

Canonic Smiles

OS(=O)(=O)O.COC(=O)[C@H](c1ccccc1Cl)N1CCc2c(C1)ccs2

Isomeric Smiles

C1CN(Cc2c1scc2)[C@@H](c1c(cccc1)Cl)C(=O)OC.S(=O)(=O)(O)O

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

3.875259

LogD (pH = 7.4)

4.029398

Log P

4.031764

Molar Refractivity

84.927

Polarizability

32.98264

Polar Surface Area

29.54

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

PlavixClopidogrel HemisulfateClopidogrel bisulfateMyogrelIscoverS-(+)-Clopidogrel Hydrogen SulfateClopidogrel Bisulphate(S)-(+)-Methyl 2-(2-Chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate Hydrogen Sulfate(S)-(+)-Clopidogrel hydrogensulfateSR 25990Csulfuric acid methyl (2S)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetateClopidogrel Bisulfate(S)-(+)-Clopidogrel bisulfate(S)-(+)-Methyl 2-(4,5,6,7-tetrahydrothieno[3,2-c]pyridin-5-yl)-2-(2-chlorophenyl)acetate hydrogensulfateStroka(S)-methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate sulfate

IUPAC name

sulfuric acid methyl (2S)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetate

IUPAC Traditional name

clopidogrel; sulfuric acid

Names and Identifiers

Registration numbers

MDL Number

MFCD00876395

CAS Number

135046-48-9120202-66-6

PubChem CID

115366

PubChem SID

162049214

Registration numbers

Properties

Pharmacology Properties

Target

P450

Physical Property

Apperance

white to tan powder

Off-White Solid

Optical Rotation

[α]/D +54 to +70°, c = 0.5 in methanol

Solubility

DMSO: ≥20 mg/mL (warmed)

Methanol

Water

Melting Point

174-176°C (Transition), >210°C (dec.)

4.208

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S1415

Research Area: Cardiovascular Disease
Biological Activity:
Clopidogrel (Plavix) is an oral, thienopyridine class antiplatelet agent used to inhibit blood clots in coronary artery disease, peripheral vascular disease, and cerebrovascular disease. Clopidogrel works by irreversibly inhibiting a receptor called P2Y12, an adenosine diphosphate ADP chemoreceptor. [1]

Sigma Aldrich

SML0004

Biochem/physiol Actions
(S)-(+)-Clopidogrel hydrogen sulfate is an antithrombotic antiplatelet agent. It specifically and irreversibly inhibits the Purinoceptor P2Y12 subtype which inhibits ADP-induced platelet aggregation. (S)-(+)-Clopidogrel hydrogen sulfate is the active isomer.

TRC

C587250

Used as an antithrombotic.

Molecule Details

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Clopidogrel

• Mills, D.C.B., et al.: Arterioscler. Thromb., 12, 430 (1992)

• Feuerstein, G., et al.: Exp. Opin. Invest. Drugs, 4, 425 (1995)

References

Bioactivity