6-chloro-3-(2-methylpropyl)-1,1-dioxo-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

• ChemBase ID: 163128
• 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-methylpropyl)-1,1-dioxo-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: butizide
• Synonyms: 6-Chloro-3,4-dihydro-3-(2-methylpropyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide; Butizid; Butizide; Eunephran; Isobutylhydrochlorothiazide; Modenol; Thiabutazide; Buthiazide

Database IDs

• CAS Number: 2043-38-1
• PubChem SID: 162257263
• PubChem CID: 16274

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: 32.59715 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: 214-217°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B690035

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)