6-chloro-3-[2-(2H3)methyl(2H6)propyl]-1,1-dioxo-3,4-dihydro(3-2H)-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

• ChemBase ID: 163129
• Molecular Formular: C11H16ClN3O4S2
• Molecular Mass: 353.84544
• Monoisotopic Mass: 353.02707569
• SMILES: c1(c(cc2c(c1)NC(NS2(=O)=O)CC(C)C)S(=O)(=O)N)Cl
• Canonical SMILES: CC(CC1Nc2cc(Cl)c(cc2S(=O)(=O)N1)S(=O)(=O)N)C
• InChI: InChI=1S/C11H16ClN3O4S2/c1-6(2)3-11-14-8-4-7(12)9(20(13,16)17)5-10(8)21(18,19)15-11/h4-6,11,14-15H,3H2,1-2H3,(H2,13,16,17)
• InChIKey: HGBFRHCDYZJRAO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-3-[2-(^2H₃)methyl(^2H₆)propyl]-1,1-dioxo-3,4-dihydro(3-^2H)-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: 6-chloro-3-[2-(^2H₃)methyl(^2H₆)propyl]-1,1-dioxo-2,4-dihydro(3-^2H)-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• Synonyms: 6-Chloro-3,4-dihydro-3-(2-methylpropyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide-d10 1,1-Dioxide; Butizid-d10; Butizide-d10; Eunephran-d10; Isobutylhydrochlorothiazide-d10; Modenol-d10; Thiabutazide-d10; Buthiazide-d10 (Major)

Database IDs

• PubChem SID: 162257264
• PubChem CID: 71314322

CALCULATED PROPERTIES

• Acid pKa: 9.066414
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.0222713
• LogD (pH = 7.4): 1.0141155
• Log P: 1.022376
• Molar Refractivity: 81.5703 cm^3
• Polarizability: 32.597492 Å^3
• Polar Surface Area: 118.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 219-220°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B690037

A labelled diuretic and antihypertensive.

REFERENCES

• Fuster, D., et al.: Endocrinol., 139, 3849 (1998)
• Selvaag, E., et al.: Photodermatol., Photoimmunol., Photomed., 18, 90 (1998)
• Beyer, J., et al.: Ther. Drug Monitor., 27, 509 (1998)