1,1-dioxo-6-(trifluoromethyl)-3,4-dihydro(3-13C,3,3-2H2)-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

• ChemBase ID: 170049
• Molecular Formular: C8H8F3N3O4S2
• Molecular Mass: 332.28468444
• Monoisotopic Mass: 331.99418725
• SMILES: c1c(c(cc2c1S(=O)(=O)N[13CH2]N2)C(F)(F)F)S(=O)(=O)N
• Canonical SMILES: FC(c1cc2N[13CH2]NS(=O)(=O)c2cc1S(=O)(=O)N)(F)F
• InChI: InChI=1S/C8H8F3N3O4S2/c9-8(10,11)4-1-5-7(2-6(4)19(12,15)16)20(17,18)14-3-13-5/h1-2,13-14H,3H2,(H2,12,15,16)/i3+1
• InChIKey: DMDGGSIALPNSEE-LBPDFUHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1-dioxo-6-(trifluoromethyl)-3,4-dihydro(3-^1^3C,3,3-^2H₂)-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: 1,1-dioxo-6-(trifluoromethyl)-2,4-dihydro(3-^1^3C,3,3-^2H₂)-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• Synonyms: Diucardin-13CD2; Elodrine-13CD2; Finuret-13CD2; Flutizide-13CD2; Glomerulin-13CD2; Hydroflumethiazide-13CD2; 3,4-Dihydro-6-(trifluoromethyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide-13CD2 1,1-Dioxide; Bristab-13CD2; Bristurin-13CD2; Dihydroflumethiazide-13CD2

Database IDs

• CAS Number: 1189877-11-9
• PubChem SID: 164225959
• PubChem CID: 46781711

CALCULATED PROPERTIES

• Acid pKa: 9.0659685
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.30191863
• LogD (pH = 7.4): -0.31005037
• Log P: -0.30181396
• Molar Refractivity: 64.2785 cm^3
• Polarizability: 24.830345 Å^3
• Polar Surface Area: 118.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: >246°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H714632

Labelled Hydroflumethiazide. Antihypertensive; diuretic.

REFERENCES

• Piala, J.J., et al.: J. Pharmacol. Exp. Ther., 134, 273 (1961)
• Orzech, C.E., et al.: Anal. Profiles Drug Subs., 7, 297 (1961)