4-chloro-N-[2-(2H3)methyl-2,3-dihydro-1H-indol-1-yl]-3-sulfamoylbenzamide

• ChemBase ID: 171581
• Molecular Formular: C16H16ClN3O3S
• Molecular Mass: 365.83454
• Monoisotopic Mass: 365.06009007
• SMILES: c1ccc2c(c1)CC(N2NC(=O)c1ccc(c(c1)S(=O)(=O)N)Cl)C
• Canonical SMILES: CC1Cc2c(N1NC(=O)c1ccc(c(c1)S(=O)(=O)N)Cl)cccc2
• InChI: InChI=1S/C16H16ClN3O3S/c1-10-8-11-4-2-3-5-14(11)20(10)19-16(21)12-6-7-13(17)15(9-12)24(18,22)23/h2-7,9-10H,8H2,1H3,(H,19,21)(H2,18,22,23)
• InChIKey: NDDAHWYSQHTHNT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-N-[2-(^2H₃)methyl-2,3-dihydro-1H-indol-1-yl]-3-sulfamoylbenzamide
• IUPAC Traditional name: 4-chloro-N-[2-(^2H₃)methyl-2,3-dihydroindol-1-yl]-3-sulfamoylbenzamide
• Synonyms: 3-(Aminosulfonyl)-4-chloro-N-[2,3-dihydro-2-(methyl-d3)-1H-indol-1-yl]benzamide; (+/-)-4-Chloro-N-[2-(methyl-d3)-1-indolinyl]-3-sulfamoylbenzamide; Arifon-d3; Bajaten-d3; Damide-d3; Flubest-d3; Fludex-d3; Idamide-d3; Noranat-d3; Veroxil-d3; Tandix-d3; Tertensif-d3; rac Indapamide-d3

Database IDs

• PubChem SID: 164227491
• PubChem CID: 46781949

CALCULATED PROPERTIES

• Acid pKa: 8.852269
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.6393716
• LogD (pH = 7.4): 2.6262233
• Log P: 2.6395442
• Molar Refractivity: 103.3134 cm^3
• Polarizability: 35.849228 Å^3
• Polar Surface Area: 92.5 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 127-129°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - I500102

Labelled Indapamide. Used as an antihypertensive. Diuretic.

REFERENCES

• Leary, et al.: Curr. Ther. Res., 15, 571 (1973)
• Kyncl, J., et al.: Arzneim.-Forsch., 25, 1491 (1973)
• DiFeo, T.J., et al.: Anal. Profiles Drug Subs. Excip., 23, 229 (1973)