5-[1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-6H,7H-thieno[3,2-c]pyridin-5-ium bromide

• ChemBase ID: 164517
• Molecular Formular: C16H15BrClNO2S
• Molecular Mass: 400.7178
• Monoisotopic Mass: 398.96953941
• SMILES: c1ccc(c(c1)C([N+]1=Cc2c(CC1)scc2)C(=O)OC)Cl.[Br-]
• Canonical SMILES: COC(=O)C(c1ccccc1Cl)[N+]1=Cc2c(CC1)scc2.[Br-]
• InChI: InChI=1S/C16H15ClNO2S.BrH/c1-20-16(19)15(12-4-2-3-5-13(12)17)18-8-6-14-11(10-18)7-9-21-14;/h2-5,7,9-10,15H,6,8H2,1H3;1H/q+1;/p-1
• InChIKey: KEWLMQVQNGJIKW-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-6H,7H-thieno[3,2-c]pyridin-5-ium bromide
• IUPAC Traditional name: 5-[1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-6H,7H-thieno[3,2-c]pyridin-5-ium bromide
• Synonyms: 5-[1-(2-Chlorophenyl)-2-methoxy-2-oxoethyl]-6,7-dihydrothieno[3,2-c]pyridiniumBromide

Database IDs

• PubChem SID: 162258652
• PubChem CID: 71314783

CALCULATED PROPERTIES

• Acid pKa: 17.7571
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.52274084
• LogD (pH = 7.4): 0.52274084
• Log P: 0.52274084
• Molar Refractivity: 96.0337 cm^3
• Polarizability: 32.47327 Å^3
• Polar Surface Area: 29.31 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C378365

One of the unknown impurities generated during the accelerated stability storage of Clopidogrel bisulfate tablets. Clopidogrel impurity.

REFERENCES

• Gomez, Y., et al.: J. Pharm. Biomed. Anal., 34, 341 (2004)
• Ksycinska, H., et al.: J. Pharm. Biomed. Anal., 41, 533 (2004)