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

• ChemBase ID: 172567
• Molecular Formular: C13H20ClN3O4S2
• Molecular Mass: 381.8986
• Monoisotopic Mass: 381.05837582
• SMILES: c1(c(cc2c(c1)NC(NS2(=O)=O)C(C(CC)C)C)S(=O)(=O)N)Cl
• Canonical SMILES: CCC(C(C1Nc2cc(Cl)c(cc2S(=O)(=O)N1)S(=O)(=O)N)C)C
• InChI: InChI=1S/C13H20ClN3O4S2/c1-4-7(2)8(3)13-16-10-5-9(14)11(22(15,18)19)6-12(10)23(20,21)17-13/h5-8,13,16-17H,4H2,1-3H3,(H2,15,18,19)
• InChIKey: KJLLKLRVCJAFRY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-3-(3-methylpentan-2-yl)-1,1-dioxo-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: mebutizide
• Synonyms: 6-Chloro-3,4-dihydro-3-(1,2-dimethylbutyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide; 6-Chloro-3-(1,2-dimethylbutyl)-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide; Mebuthiazide; Mebutizid; Neoniagar; Mebutizide

Database IDs

• CAS Number: 3568-00-1
• PubChem SID: 164228477
• PubChem CID: 71652

CALCULATED PROPERTIES

• Acid pKa: 9.06234
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.9461625
• LogD (pH = 7.4): 1.9379256
• Log P: 1.9462682
• Molar Refractivity: 90.5877 cm^3
• Polarizability: 36.238937 Å^3
• Polar Surface Area: 118.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M202550

Mebutizide is a thiazide diuretic.

REFERENCES

• Madrid A.J. et al.: Rev. Clin. Esp., 114, 143 (1969)