2-hydroxy-N-(5-nitro-1,3-thiazol-2-yl)(2H4)benzamide

• ChemBase ID: 178681
• Molecular Formular: C10H7N3O4S
• Molecular Mass: 265.24528
• Monoisotopic Mass: 265.01572672
• SMILES: c1c(c(ccc1)O)C(=O)Nc1sc(cn1)[N+](=O)[O-]
• Canonical SMILES: O=C(c1ccccc1O)Nc1ncc(s1)[N+](=O)[O-]
• InChI: InChI=1S/C10H7N3O4S/c14-7-4-2-1-3-6(7)9(15)12-10-11-5-8(18-10)13(16)17/h1-5,14H,(H,11,12,15)
• InChIKey: FDTZUTSGGSRHQF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-N-(5-nitro-1,3-thiazol-2-yl)(^2H₄)benzamide
• IUPAC Traditional name: 2-hydroxy-N-(5-nitro-1,3-thiazol-2-yl)(^2H₄)benzamide
• Synonyms: 2-Hydroxy-N-(5-nitro-2-thiazolyl)benzamide-d4; NSC 697856-d4; TIZ-d4; Desacetylnitazoxanide-d4; Tizoxanide-d4

Database IDs

• PubChem SID: 164234591
• PubChem CID: 71752591

CALCULATED PROPERTIES

• Acid pKa: 7.8067274
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.2084844
• LogD (pH = 7.4): 2.0683281
• Log P: 2.2105882
• Molar Refractivity: 64.7387 cm^3
• Polarizability: 23.454115 Å^3
• Polar Surface Area: 108.04 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T450102

A labelled metabolite of Nitazoxanide (N490100); a potent inhibitor of hepatitis B virus and hepatitis C virus. Kills Mycobacterium tuberculosis.

REFERENCES

• Allen, M., et al.: Hepatology, 27, 1670 (1998)
• Blight, K., et al.: Science, 290, 1972 (1998)
• Blight, K., et al.: J. Virol., 77, 3181 (1998)
• Courcambeck, J., et al.: Antivir Ther., 11, 847 (1998)
• Hoffman, P., et al.: Antimicrob. Agents Chemother., 51,