2-chloro-5-[1-hydroxy-3-oxo-2,3-dihydro(4,5,6,7-2H4)-1H-isoindol-1-yl]benzene-1-sulfonamide

• ChemBase ID: 164713
• Molecular Formular: C14H11ClN2O4S
• Molecular Mass: 338.76614
• Monoisotopic Mass: 338.01280552
• SMILES: c1ccc2c(c1)C(=O)NC2(c1ccc(c(c1)S(=O)(=O)N)Cl)O
• Canonical SMILES: O=C1NC(c2c1cccc2)(O)c1ccc(c(c1)S(=O)(=O)N)Cl
• InChI: InChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)
• InChIKey: JIVPVXMEBJLZRO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-5-[1-hydroxy-3-oxo-2,3-dihydro(4,5,6,7-^2H₄)-1H-isoindol-1-yl]benzene-1-sulfonamide
• IUPAC Traditional name: 2-chloro-5-[1-hydroxy-3-oxo(4,5,6,7-^2H₄)-2H-isoindol-1-yl]benzenesulfonamide
• Synonyms: 2-Chloro-5-(2,3-dihydro-1-hydroxy-3-oxo-1H-isoindol-1-yl)-benzenesulfonamide-d4; 3-Hydroxy-3-[4-chloro-3-sulfamylphenyl]phthalimidine-d4; Chlorthalidon-d4; Chlorthalidone-d4; Hygroton-d4; Igroton-d4; Phthalamudine-d4; Zambesil-d4; NSC 69200-d4; Chlorthalidone-d4

Database IDs

• PubChem SID: 162258848
• PubChem CID: 71314848

CALCULATED PROPERTIES

• Acid pKa: 8.579576
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.6031008
• LogD (pH = 7.4): 1.5784703
• Log P: 1.6034211
• Molar Refractivity: 81.3005 cm^3
• Polarizability: 31.7778 Å^3
• Polar Surface Area: 109.49 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C427502

Labelled Chlorthalidone. Chlorthalidone is used as a diuretic; antihypertensive.

REFERENCES

• Beisenherz, et al.: Arch. Int. Pharmacodyn. Ther., 161, 76 (1966)
• Zsoter, et al.: J. Pharmacol. Exp. Ther., 180, 723 (1966)
• Singer, J.M., et al.: Anal. Profiles Drug Subs., 14, 1 (1966)