methyl 2-(2-chlorophenyl)-2-{2-oxo-2H,4H,5H,6H,7H,7aH-thieno[3,2-c]pyridin-5-yl}acetate hydrochloride

• ChemBase ID: 176083
• Molecular Formular: C16H17Cl2NO3S
• Molecular Mass: 374.28208
• Monoisotopic Mass: 373.03061977
• SMILES: C1C2=CC(=O)SC2CCN1C(c1c(cccc1)Cl)C(=O)OC.Cl
• Canonical SMILES: COC(=O)C(c1ccccc1Cl)N1CCC2C(=CC(=O)S2)C1.Cl
• InChI: InChI=1S/C16H16ClNO3S.ClH/c1-21-16(20)15(11-4-2-3-5-12(11)17)18-7-6-13-10(9-18)8-14(19)22-13;/h2-5,8,13,15H,6-7,9H2,1H3;1H
• InChIKey: KCFLQPXPVKZERK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(2-chlorophenyl)-2-{2-oxo-2H,4H,5H,6H,7H,7aH-thieno[3,2-c]pyridin-5-yl}acetate hydrochloride
• IUPAC Traditional name: methyl 2-(2-chlorophenyl)-2-{2-oxo-4H,6H,7H,7aH-thieno[3,2-c]pyridin-5-yl}acetate hydrochloride
• Synonyms: α-(2-Chlorophenyl)-2,6,7,7a-tetrahydro-2-oxo-thieno[3,2-c]pyridine-5(4H)-acetic Acid Methyl Ester Hydrochloride; 2-Oxo Clopidogrel Hydrochloride(Mixture of Diastereomers)

Database IDs

• CAS Number: 109904-27-0
• PubChem SID: 164231993
• PubChem CID: 46782651

CALCULATED PROPERTIES

• Acid pKa: 8.283737
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.8244262
• LogD (pH = 7.4): 2.8131926
• Log P: 2.8675792
• Molar Refractivity: 88.008 cm^3
• Polarizability: 34.401318 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: Pale Yellow to Pale Brown Solid
• Melting Point: 133-135°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O869990

The essential intermediate metabolite from which the active metabolite of Clopidogel is formed.

REFERENCES

• Feliste, R., et al.: Thromb. Res., 48, 403 (1987)
• Savi, P., et al.: Biochem. Pharmacol., 44, 527 (1987)
• Herbert, J., et al.: Cardiovasc Drug. Rev., 11, 180 (1987)
• Sugidachi, A., et al.: B. J. Pharmacol., 132, 47 (2001)