4-chloro-N-(5-methoxy-2-methyl-2,3-dihydro-1H-indol-1-yl)-3-sulfamoylbenzamide

• ChemBase ID: 170670
• Molecular Formular: C17H18ClN3O4S
• Molecular Mass: 395.86052
• Monoisotopic Mass: 395.07065475
• SMILES: c1(ccc2c(c1)CC(N2NC(=O)c1ccc(c(c1)S(=O)(=O)N)Cl)C)OC
• Canonical SMILES: COc1ccc2c(c1)CC(N2NC(=O)c1ccc(c(c1)S(=O)(=O)N)Cl)C
• InChI: InChI=1S/C17H18ClN3O4S/c1-10-7-12-8-13(25-2)4-6-15(12)21(10)20-17(22)11-3-5-14(18)16(9-11)26(19,23)24/h3-6,8-10H,7H2,1-2H3,(H,20,22)(H2,19,23,24)
• InChIKey: PHHIYQIOHDPMDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-N-(5-methoxy-2-methyl-2,3-dihydro-1H-indol-1-yl)-3-sulfamoylbenzamide
• IUPAC Traditional name: 4-chloro-N-(5-methoxy-2-methyl-2,3-dihydroindol-1-yl)-3-sulfamoylbenzamide
• Synonyms: 3-(Aminosulfonyl)-4-chloro-N-(2,3-dihydro-5-methoxy-2-methyl-1H-indol-1-yl)benzamide; 5-Hydroxy Indapamide Methyl Ether

Database IDs

• PubChem SID: 164226580
• PubChem CID: 71749079

CALCULATED PROPERTIES

• Acid pKa: 8.852188
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.4816947
• LogD (pH = 7.4): 2.4685495
• Log P: 2.481873
• Molar Refractivity: 109.7766 cm^3
• Polarizability: 38.395733 Å^3
• Polar Surface Area: 101.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Fomamide; Dimethyl Sulfoxide; Hot CH2Cl2/MeOH/EtOAc (1:1:1 ratio)
• Apperance: Off-White Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H943455

5-Hydroxy Indapamide (H943450) derivative. A major metabolite of Indapamide, and possesses similar antihypertensive and diuretic properties.

REFERENCES

• Slater, T., et al.: Biochem. J., 222, 1 (1984)
• Josephson, R., et al.: J. Biol. Chem., 266, 2354 (1984)
• Del Rio, M., et al.: Eur. J. Pharm., 250, 133 (1984)
• Calder, J., et al.: Eur. J. Pharma., 256, 185 (1984)