3-phenylthiophene-2-carboxylic acid

• ChemBase ID: 176662
• Molecular Formular: C11H8O2S
• Molecular Mass: 204.24502
• Monoisotopic Mass: 204.0245005
• SMILES: c1cc(c(s1)C(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)c1sccc1c1ccccc1
• InChI: InChI=1S/C11H8O2S/c12-11(13)10-9(6-7-14-10)8-4-2-1-3-5-8/h1-7H,(H,12,13)
• InChIKey: KWWGBNRBZMJKPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-phenylthiophene-2-carboxylic acid
• IUPAC Traditional name: 3-phenylthiophene-2-carboxylic acid
• Synonyms: 3-Phenyl-2-thiophenecarboxylic Acid; 3-Phenylthiophene-2-carboxylic Acid

Database IDs

• CAS Number: 10341-88-5
• MDL Number: MFCD06358640
• PubChem SID: 164232572
• PubChem CID: 2517625

CALCULATED PROPERTIES

• Acid pKa: 3.3042128
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.0120791
• LogD (pH = 7.4): -0.2342697
• Log P: 3.1909354
• Molar Refractivity: 55.3403 cm^3
• Polarizability: 22.271017 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol,
• Apperance: Yellow Solid
• Melting Point: 206 - 208°C
• Hydrophobicity(logP): 2.657

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - P337030

An intermediate in the preparation of PARP inhibitors.

REFERENCES

• Wu, W., et al.: J. Med. Chem., 48, 680 (2005)
• Sasikumar, T., et al.: Bioorg. Med. Chem. Lett., 16, 4543 (2005)