6-chloro-2-(2H3)methyl-1,1-dioxo-3-{[(2,2,2-trifluoroethyl)sulfanyl]methyl}-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

• ChemBase ID: 176835
• Molecular Formular: C11H13ClF3N3O4S3
• Molecular Mass: 439.8818296
• Monoisotopic Mass: 438.97088125
• SMILES: c1(c(cc2c(c1)NC(N(S2(=O)=O)C)CSCC(F)(F)F)S(=O)(=O)N)Cl
• Canonical SMILES: CN1C(CSCC(F)(F)F)Nc2c(S1(=O)=O)cc(c(c2)Cl)S(=O)(=O)N
• InChI: InChI=1S/C11H13ClF3N3O4S3/c1-18-10(4-23-5-11(13,14)15)17-7-2-6(12)8(24(16,19)20)3-9(7)25(18,21)22/h2-3,10,17H,4-5H2,1H3,(H2,16,19,20)
• InChIKey: CYLWJCABXYDINA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-2-(^2H₃)methyl-1,1-dioxo-3-{[(2,2,2-trifluoroethyl)sulfanyl]methyl}-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: 6-chloro-2-(^2H₃)methyl-1,1-dioxo-3-{[(2,2,2-trifluoroethyl)sulfanyl]methyl}-3,4-dihydro-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• Synonyms: 6-Chloro-3,4-dihydro-2-(methyl-d3)-3-[[2,2,2-trifluoroethyl)thio]methyl]-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide; (±)-Nephril-d3; (±)-Polythiazide-d3; 6-Chloro-3,4-dihydro-2-(methyl-d3)-7-sulfamoyl-3-(2,2,2-trifluoroethylthiomethyl)-2H-1,2,4-benzothiadiazine 1,1-Dioxide; Drenusil-d3; NSC 108161-d3; Nephril-d3; P 2525-d3; Renese-d3; Polythiazide-d3

Database IDs

• PubChem SID: 164232745
• PubChem CID: 71751724

CALCULATED PROPERTIES

• Acid pKa: 9.308278
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.1044953
• LogD (pH = 7.4): 1.0997803
• Log P: 1.1045558
• Molar Refractivity: 90.5208 cm^3
• Polarizability: 35.26072 Å^3
• Polar Surface Area: 109.57 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P689412

Labelled Polythiazide. Polythiazide is a thiazide diuretic. Polythiazide is used in the treatment of hypertension as well as nephrotic syndrome, cirrhosis of the liver, and nutritional edema.

REFERENCES

• Kaur, J. et al.: J. Ind. Med. Assoc., 48, 13, (1967)
• Lund-Johansen, P.: Acta Med. Scand., 187, 509 (1967)
• O'Brien, E.T. et al.: Br. Heart J., 34, 1042 (1967)