6-chloro-1,1-dioxo-3-{[(2,2,2-trifluoroethyl)sulfanyl]methyl}-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

• ChemBase ID: 168105
• Molecular Formular: C10H11ClF3N3O4S3
• Molecular Mass: 425.8552496
• Monoisotopic Mass: 424.95523119
• SMILES: c1(c(cc2c(c1)NC(NS2(=O)=O)CSCC(F)(F)F)S(=O)(=O)N)Cl
• Canonical SMILES: Clc1cc2NC(CSCC(F)(F)F)NS(=O)(=O)c2cc1S(=O)(=O)N
• InChI: InChI=1S/C10H11ClF3N3O4S3/c11-5-1-6-8(2-7(5)23(15,18)19)24(20,21)17-9(16-6)3-22-4-10(12,13)14/h1-2,9,16-17H,3-4H2,(H2,15,18,19)
• InChIKey: RINBGYCKMGDWPY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-1,1-dioxo-3-{[(2,2,2-trifluoroethyl)sulfanyl]methyl}-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: epithiazide
• Synonyms: 6-Chloro-3,4-dihydro-3-[[(2,2,2-trifluoroethyl)thio]methyl]-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide; 6-Chloro-3,4-dihydro-7-sulfamoyl-3-(2,2,2-trifluoroethylthiomethyl)-2H-1,2,4-benzothiadiazine 1,1-Dioxide; Epithiazide; Epitizid; Flurese; NSC 108164; P-2105; Thiaver; Epitizide

Database IDs

• CAS Number: 1764-85-8
• PubChem SID: 162262237
• PubChem CID: 15671

CALCULATED PROPERTIES

• Acid pKa: 9.051277
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.88077104
• LogD (pH = 7.4): 0.8723093
• Log P: 0.88087976
• Molar Refractivity: 85.6241 cm^3
• Polarizability: 33.471867 Å^3
• Polar Surface Area: 118.36 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E588825

Epitizide is a diuretic agent.

REFERENCES

• Pilsbury, V., et al.: J. Pharm. Pharmacol., 18, 713 (1966)
• Tisdall, P., et al.: Clin. Chem., 26, 702 (1966)