N-{5-[(5-acetamido-1,3,4-thiadiazole-2-sulfonamido)sulfonyl]-1,3,4-thiadiazol-2-yl}acetamide

• ChemBase ID: 162139
• Molecular Formular: C8H9N7O6S4
• Molecular Mass: 427.46036
• Monoisotopic Mass: 426.94971504
• SMILES: n1nc(sc1NC(=O)C)S(=O)(=O)NS(=O)(=O)c1nnc(s1)NC(=O)C
• Canonical SMILES: CC(=O)Nc1nnc(s1)S(=O)(=O)NS(=O)(=O)c1nnc(s1)NC(=O)C
• InChI: InChI=1S/C8H9N7O6S4/c1-3(16)9-5-11-13-7(22-5)24(18,19)15-25(20,21)8-14-12-6(23-8)10-4(2)17/h15H,1-2H3,(H,9,11,16)(H,10,12,17)
• InChIKey: IFHVLEPJWVZZBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{5-[(5-acetamido-1,3,4-thiadiazole-2-sulfonamido)sulfonyl]-1,3,4-thiadiazol-2-yl}acetamide
• IUPAC Traditional name: N-[5-(5-acetamido-1,3,4-thiadiazole-2-sulfonamidosulfonyl)-1,3,4-thiadiazol-2-yl]acetamide
• Synonyms: N,N'-[Iminobis(sulfonyl-1,3,4-thiadiazole-5,2-diyl)]bisacetamide; Bis[5-(acetylamino)-1,3,4-thiadiazole-2-sulfonyl]amine

Database IDs

• CAS Number: 80495-47-2
• PubChem SID: 162256274
• PubChem CID: 71314018

CALCULATED PROPERTIES

• Acid pKa: 0.65867776
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -0.1519988
• LogD (pH = 7.4): -0.15306807
• Log P: -1.0600373
• Molar Refractivity: 89.8134 cm^3
• Polarizability: 33.827545 Å^3
• Polar Surface Area: 190.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B400160

Bis[5-(acetylamino)-1,3,4-thiadiazole-2-sulfonyl]amine is an impurity of Acetazolamide (A161500).

REFERENCES

• Srinivasu, P. et al.: J. Pharmac. Biomed. Anal., 52, 142 (2010)
• Sarbu, C. et al.: Farmacia, 29, 105 (2010)