(2-ethylpyridin-4-yl)(sulfinylidene)methanamine

• ChemBase ID: 168296
• Molecular Formular: C8H10N2OS
• Molecular Mass: 182.2428
• Monoisotopic Mass: 182.05138395
• SMILES: c1cnc(cc1C(=S=O)N)CC
• Canonical SMILES: O=S=C(c1ccnc(c1)CC)N
• InChI: InChI=1S/C8H10N2OS/c1-2-7-5-6(3-4-10-7)8(9)12-11/h3-5H,2,9H2,1H3
• InChIKey: QDQQNGZRIJPDGA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-ethylpyridin-4-yl)(sulfinylidene)methanamine
• IUPAC Traditional name: (2-ethylpyridin-4-yl)(sulfinylidene)methanamine
• Synonyms: 2-Ethyl-4-pyridinecarbothioamide S-Oxide; 2-Ethylthioisonicotinamide S-Oxide; Ethionamide-S-oxide; Ethionamide Sulfoxide

Database IDs

• CAS Number: 536-28-7
• PubChem SID: 162262428
• PubChem CID: 71316501

CALCULATED PROPERTIES

• Acid pKa: 7.532283
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.7534983
• LogD (pH = 7.4): 0.57750875
• Log P: 0.7991
• Molar Refractivity: 47.9537 cm^3
• Polarizability: 19.259996 Å^3
• Polar Surface Area: 55.98 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 138-140°C

Safety Information

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

DETAILS

Toronto Research Chemicals - E890423

The major metabolite of Ethionamide.

REFERENCES

• Liang, X., et al.: Bacteriology, 183, 843 (1998)
• Rivera-Marrero, C., et al.: Microb. Pathog., 25, 307 (1998)
• Baulard, A., et al.: J. Biol. Chem., 275, 28326 (1998)
• Cole, S., et al.: Nature, 409, 1007 (1998)