5-amino-1,3,4-thiadiazole-2-sulfonamide

• ChemBase ID: 160501
• Molecular Formular: C2H4N4O2S2
• Molecular Mass: 180.20876
• Monoisotopic Mass: 179.97756739
• SMILES: n1c(sc(n1)S(=O)(=O)N)N
• Canonical SMILES: Nc1nnc(s1)S(=O)(=O)N
• InChI: InChI=1S/C2H4N4O2S2/c3-1-5-6-2(9-1)10(4,7)8/h(H2,3,5)(H2,4,7,8)
• InChIKey: VGMVBPQOACUDRU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-1,3,4-thiadiazole-2-sulfonamide
• IUPAC Traditional name: 2-NH2-1,3,4-thiadiazole-SO2NH2
• Synonyms: 2-Amino-1,3,4-thiadazole-5-sulfonamide; L 5343; NSC 22979; Tio-urasin; 5-Amino-1,3,4-thiadiazole-2-sulfonamide

Database IDs

• CAS Number: 14949-00-9
• PubChem SID: 162254636
• PubChem CID: 84724

CALCULATED PROPERTIES

• Acid pKa: 7.5900273
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.1092166
• LogD (pH = 7.4): -1.2915784
• Log P: -1.1061033
• Molar Refractivity: 37.1941 cm^3
• Polarizability: 14.056599 Å^3
• Polar Surface Area: 111.96 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 188-190°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A630360

Acetazolamide intermediate.

REFERENCES

• Carta, F., et al.: Bioorg. Med. Chem. Lett., 19, 6649 (2009)
• Joseph, P., et al.: J. Med. Chem., 53, 2277 (2009)
• Srinivasu, P., et al.: J. Pharm. Biomed. Anal., 52, 142 (2009)