3-[(2H5)benzyl]-6-chloro-1,1-dioxo-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide

• ChemBase ID: 161561
• Molecular Formular: C14H14ClN3O4S2
• Molecular Mass: 387.86166
• Monoisotopic Mass: 387.01142562
• SMILES: c1c(c(cc2c1NC(NS2(=O)=O)Cc1ccccc1)S(=O)(=O)N)Cl
• Canonical SMILES: Clc1cc2NC(Cc3ccccc3)NS(=O)(=O)c2cc1S(=O)(=O)N
• InChI: InChI=1S/C14H14ClN3O4S2/c15-10-7-11-13(8-12(10)23(16,19)20)24(21,22)18-14(17-11)6-9-4-2-1-3-5-9/h1-5,7-8,14,17-18H,6H2,(H2,16,19,20)
• InChIKey: BWSSMIJUDVUASQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(^2H₅)benzyl]-6-chloro-1,1-dioxo-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• IUPAC Traditional name: 3-[(^2H₅)benzyl]-6-chloro-1,1-dioxo-3,4-dihydro-2H-1λ^6,2,4-benzothiadiazine-7-sulfonamide
• Synonyms: 6-Chloro-3,4-dihydro-3-(phenylmethyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide-d5; Benclortriazide-d5; Benzclortriazide-d5; Benzylhydrochlorothiazide-d5; NSC 263220-d5; Benzylhydrochlorothiazide-d5

Database IDs

• PubChem SID: 162255696
• PubChem CID: 45038279

CALCULATED PROPERTIES

• Acid pKa: 9.060551
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.4244859
• LogD (pH = 7.4): 1.4162129
• Log P: 1.4245923
• Molar Refractivity: 92.5157 cm^3
• Polarizability: 36.621914 Å^3
• Polar Surface Area: 118.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO
• Apperance: White to Off-White Solid
• Melting Point: 249-251°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B279022

Labelled Benzylhydrochlorothiazide, which is used as a diruetic and blood pressure-lowering reagent.

REFERENCES

• Varga, J., et al.: Mol. Immunol., 28, 641 (1991)