5,6-dichloro-1,1-dioxo-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

• ChemBase ID: 164304
• Molecular Formular: C7H7Cl2N3O4S2
• Molecular Mass: 332.18418
• Monoisotopic Mass: 330.92550308
• SMILES: c1c(c(c(c2c1S(=O)(=O)NCN2)Cl)Cl)S(=O)(=O)N
• Canonical SMILES: Clc1c(Cl)c2NCNS(=O)(=O)c2cc1S(=O)(=O)N
• InChI: InChI=1S/C7H7Cl2N3O4S2/c8-5-3(17(10,13)14)1-4-7(6(5)9)11-2-12-18(4,15)16/h1,11-12H,2H2,(H2,10,13,14)
• InChIKey: BSNKBIJVLZUERH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-dichloro-1,1-dioxo-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: 5,6-dichloro-1,1-dioxo-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• Synonyms: 5,6-Dichloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide; 5-Chloro Hydrochlorothiazide

Database IDs

• CAS Number: 5233-42-1
• PubChem SID: 162258439
• PubChem CID: 6432522

CALCULATED PROPERTIES

• Acid pKa: 8.912776
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.028277155
• LogD (pH = 7.4): 0.01664604
• Log P: 0.0284269
• Molar Refractivity: 67.9144 cm^3
• Polarizability: 27.36687 Å^3
• Polar Surface Area: 118.36 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 293-295°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C366550

Hydrochlorothiazide derivative. Diuretic agent.

REFERENCES

• Mayer, S.E., et al.: J. Pharmacol. Exp. Therap., 134, 18 (1961)