5-[(2-chlorophenyl)methyl]-2H,4H,5H,6H,7H,7aH-thieno[3,2-c]pyridin-2-one

• ChemBase ID: 176058
• Molecular Formular: C14H14ClNOS
• Molecular Mass: 279.78506
• Monoisotopic Mass: 279.04846275
• SMILES: c1ccc(c(c1)CN1CCC2C(=CC(=O)S2)C1)Cl
• Canonical SMILES: O=C1C=C2C(S1)CCN(C2)Cc1ccccc1Cl
• InChI: InChI=1S/C14H14ClNOS/c15-12-4-2-1-3-10(12)8-16-6-5-13-11(9-16)7-14(17)18-13/h1-4,7,13H,5-6,8-9H2
• InChIKey: DJZQIXWGIZIETJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2-chlorophenyl)methyl]-2H,4H,5H,6H,7H,7aH-thieno[3,2-c]pyridin-2-one
• IUPAC Traditional name: 5-[(2-chlorophenyl)methyl]-4H,6H,7H,7aH-thieno[3,2-c]pyridin-2-one
• Synonyms: 5-[(2-Chlorophenyl)methyl]-5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one; PCR 3787; 2-Oxo Ticlopidine

Database IDs

• CAS Number: 83427-51-4
• PubChem SID: 164231968
• PubChem CID: 134227

CALCULATED PROPERTIES

• Acid pKa: 8.375663
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.8357728
• LogD (pH = 7.4): 2.857925
• Log P: 2.8027258
• Molar Refractivity: 77.409 cm^3
• Polarizability: 29.926012 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 162-164°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - O864400

Thiolactone metabolite of Ticlopidine (T438325); Ticlopidene metabolite M2.

REFERENCES

• Ha-Duong, N., et al.: Biochem., 40, 12112 (2001)
• Nishiya, Y., et al.: Drug Metab. Disposition, 37, 589 (2001)
• Dansette, P., et al.: Chem. Res. Toxicol., 22, 369 (2001)
• Talakad, J.C., et al.: Drug Metab. Disposition, 39, 539 (2011)