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

• ChemBase ID: 170040
• Molecular Formular: C7H8ClN3O4S2
• Molecular Mass: 298.73177484
• Monoisotopic Mass: 297.96783027
• SMILES: c1c(c(cc2c1S(=O)(=O)N[13CH2]N2)Cl)S(=O)(=O)N
• Canonical SMILES: Clc1cc2N[13CH2]NS(=O)(=O)c2cc1S(=O)(=O)N
• InChI: InChI=1S/C7H8ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-2,10-11H,3H2,(H2,9,12,13)/i3+1
• InChIKey: JZUFKLXOESDKRF-LBPDFUHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-1,1-dioxo-3,4-dihydro(3-^1^3C,3,3-^2H₂)-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: 6-chloro-1,1-dioxo-2,4-dihydro(3-^1^3C,3,3-^2H₂)-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• Synonyms: 6-Chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-13C,d2-7-sulfonamide 1,1-Dioxide; Aquarius-13C,d2; Bremil-13C,d2; Cidrex-13C,d2; Dihydrochlorothiazide-13C,d2; Dichlotride-13C,d2; Diurizid-13C,d2; Drenol-13C,d2; Hidrochlortiazid-13C,d2; Hydrex-13C,d2; Oretic-13C,d2; Pantemon-13C,d2; Thiuretic-13C,d2; Hydrochlorothiazide-13C,d2

Database IDs

• PubChem SID: 164225950
• PubChem CID: 45039394

CALCULATED PROPERTIES

• Acid pKa: 9.087113
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.57571745
• LogD (pH = 7.4): -0.5834805
• Log P: -0.5756178
• Molar Refractivity: 63.1096 cm^3
• Polarizability: 25.347252 Å^3
• Polar Surface Area: 118.36 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 253-255°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H714562

Labelled Hydrochlorothiazide (H714560). Hydrochlorothiazide is a carbonic anhydrase inhibitor as a diuretic.

REFERENCES

• Piala, J.J., et al.: J. Pharmacol. Exp. Ther., 134, 273 (1961)
• Deppeler, H.P., et al.: Anal. Profiles Drug Subs., 10, 405 (1961)