N-[(2E)-3-(2H3)methyl-5-sulfamoyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene]acetamide

• ChemBase ID: 172588
• Molecular Formular: C5H8N4O3S2
• Molecular Mass: 236.27202
• Monoisotopic Mass: 236.00378214
• SMILES: n1c(s/c(=N/C(=O)C)/n1C)S(=O)(=O)N
• Canonical SMILES: CC(=O)/N=c\1/sc(nn1C)S(=O)(=O)N
• InChI: InChI=1S/C5H8N4O3S2/c1-3(10)7-4-9(2)8-5(13-4)14(6,11)12/h1-2H3,(H2,6,11,12)/b7-4+
• InChIKey: FLOSMHQXBMRNHR-QPJJXVBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2E)-3-(^2H₃)methyl-5-sulfamoyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene]acetamide
• IUPAC Traditional name: N-[(2E)-3-(^2H₃)methyl-5-sulfamoyl-1,3,4-thiadiazol-2-ylidene]acetamide
• Synonyms: N-[5-(aminosulfonyl)-3-(methyl-d3)-1,3,4-thiadiazol-2(3H)-ylidene]acetamide; 5-Acetylimino-4-(methyl-d3)-Δ2-1,3,4-thiadiazoline-2-sulfonamide; L 584601-d3; N-[4-(Methyl-d3)-2-sulfamoyl-Δ2-1,3,4-thiadiazolin-5-ylidene]acetamide; Methenamide-d3; Neptazane-d3; Neptazaneat-d3; Methazolamide-d3

Database IDs

• PubChem SID: 164228498
• PubChem CID: 71749929

CALCULATED PROPERTIES

• Acid pKa: 10.058322
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.59344375
• LogD (pH = 7.4): -0.59427714
• Log P: -0.59343314
• Molar Refractivity: 51.2971 cm^3
• Polarizability: 20.541039 Å^3
• Polar Surface Area: 105.19 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M226022

Labelled Methazolamide, a carbonic anhydrase inhibitor. Methazolamide is used in the treatment of glaucoma.

REFERENCES

• Iyer, G.R. et al.: J. Pharmac. Biomed. Anal., 16, 1021 (1998)
• Maren, T. H. et al.: Invest. Ophthamol. Vis. Sci., 16, 730 (1998)