3-sulfanylpyridine-2-carboxylic acid hydrochloride

• ChemBase ID: 172785
• Molecular Formular: C6H6ClNO2S
• Molecular Mass: 191.63534
• Monoisotopic Mass: 190.98077712
• SMILES: c1cc(c(nc1)C(=O)O)S.Cl
• Canonical SMILES: OC(=O)c1ncccc1S.Cl
• InChI: InChI=1S/C6H5NO2S.ClH/c8-6(9)5-4(10)2-1-3-7-5;/h1-3,10H,(H,8,9);1H
• InChIKey: DYGYEUUVNLEHJP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-sulfanylpyridine-2-carboxylic acid hydrochloride
• IUPAC Traditional name: 3-sulfanylpyridine-2-carboxylic acid hydrochloride
• Synonyms: 3-Mercapto-2-pyridinecarboxylic Acid Hydrochloride; 3-Mercaptopicolinic Acid Hydrochloride

Database IDs

• CAS Number: 320386-54-7
• PubChem SID: 164228695
• PubChem CID: 24721311

CALCULATED PROPERTIES

• Acid pKa: 0.7192691
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.3291459
• LogD (pH = 7.4): -3.4466515
• Log P: -0.5513326
• Molar Refractivity: 38.7951 cm^3
• Polarizability: 14.854217 Å^3
• Polar Surface Area: 50.19 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol; Water
• Apperance: Light Yellow Solid
• Melting Point: >180°C dec.

Safety Information

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

DETAILS

Toronto Research Chemicals - M257000

A potent inhibitor of gluconeogenesis.

REFERENCES

• Blank, B., et al.: J. Med. Chem., 17, 1065 (1974)
• Memoli, K.A., Tetrahedron Letters, 37, 21, 3617 (1996)