5-methoxy-2-sulfanylbenzoic acid

• ChemBase ID: 172771
• Molecular Formular: C8H8O3S
• Molecular Mass: 184.21232
• Monoisotopic Mass: 184.01941512
• SMILES: c1cc(cc(c1S)C(=O)O)OC
• Canonical SMILES: COc1ccc(c(c1)C(=O)O)S
• InChI: InChI=1S/C8H8O3S/c1-11-5-2-3-7(12)6(4-5)8(9)10/h2-4,12H,1H3,(H,9,10)
• InChIKey: XGRXETKKISMBSZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methoxy-2-sulfanylbenzoic acid
• IUPAC Traditional name: 5-methoxy-2-sulfanylbenzoic acid
• Synonyms: 6-Mercapto-m-anisic Acid; 5-Methoxythiosalicylic Acid; NSC 372684; 2-Mercapto-5-methoxybenzoic Acid

Database IDs

• CAS Number: 16807-37-7
• PubChem SID: 164228681
• PubChem CID: 341152

CALCULATED PROPERTIES

• Acid pKa: 3.0888312
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.92196536
• LogD (pH = 7.4): -2.9737365
• Log P: 1.5663646
• Molar Refractivity: 47.7872 cm^3
• Polarizability: 18.244507 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M253460

A benzothiophene having antiallergic activity.

REFERENCES

• Showalter, H.D., et al.: J. Med. Chem., 31, 1527 (1988)
• Sugiyama, H., et al.: Chem. Pharm. Bull., 55, 613 (1988)