5-formylthiophene-2-carboxylic acid

• ChemBase ID: 91409
• Molecular Formular: C6H4O3S
• Molecular Mass: 156.15916
• Monoisotopic Mass: 155.98811499
• SMILES: s1c(ccc1C=O)C(=O)O
• Canonical SMILES: O=Cc1ccc(s1)C(=O)O
• InChI: InChI=1S/C6H4O3S/c7-3-4-1-2-5(10-4)6(8)9/h1-3H,(H,8,9)
• InChIKey: VFEAMMGYJFFXKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-formylthiophene-2-carboxylic acid
• IUPAC Traditional name: 5-formylthiophene-2-carboxylic acid
• Synonyms: 5-Carboxythiophene-2-carboxaldehyde; 2-Carboxy-5-formylthiophene; 5-Formyl-2-thenoic acid; 5-Formylthiophene-2-carboxylic acid; 5-Formyl-2-thiophenecarboxylic Acid; 5-Formylthiophene-2-carboxylic Acid; 5-Formylthenoic Acid; 5-Formyl-2-thiophenecarboxylic acid

Database IDs

• CAS Number: 4565-31-5
• MDL Number: MFCD00191437
• PubChem SID: 162078108
• PubChem CID: 818882

CALCULATED PROPERTIES

• Acid pKa: 3.3031156
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.79124606
• LogD (pH = 7.4): -2.0367873
• Log P: 1.3886518
• Molar Refractivity: 36.5722 cm^3
• Polarizability: 13.397134 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 169(dec.)°C

Safety Information

• Storage Warning: Irritant/Keep Cold

DETAILS

Toronto Research Chemicals - F701050

A thiophene derivative as immunomodulating agents useful in the treatment of autoimmune diseases.

REFERENCES

• Branford, S., et al.: Blood, 99, 3472 (2002)
• Remiszewski, S., et al.: J. Med. Chem., 46, 4609 (2002)
• Sasakawa, Y., et al.: Biochem. Pharmacol., 69, 603 (2002)