N-[2,6-bis(2H3)methylphenyl]-4-chloro-2-hydroxy-5-sulfamoylbenzamide

• ChemBase ID: 179603
• Molecular Formular: C15H15ClN2O4S
• Molecular Mass: 354.8086
• Monoisotopic Mass: 354.04410565
• SMILES: c1cc(c(c(c1)C)NC(=O)c1c(cc(c(c1)S(=O)(=O)N)Cl)O)C
• Canonical SMILES: O=C(c1cc(c(cc1O)Cl)S(=O)(=O)N)Nc1c(C)cccc1C
• InChI: InChI=1S/C15H15ClN2O4S/c1-8-4-3-5-9(2)14(8)18-15(20)10-6-13(23(17,21)22)11(16)7-12(10)19/h3-7,19H,1-2H3,(H,18,20)(H2,17,21,22)
• InChIKey: MTZBBNMLMNBNJL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2,6-bis(^2H₃)methylphenyl]-4-chloro-2-hydroxy-5-sulfamoylbenzamide
• IUPAC Traditional name: N-[2,6-bis(^2H₃)methylphenyl]-4-chloro-2-hydroxy-5-sulfamoylbenzamide
• Synonyms: 5-(Aminosulfonyl)-4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-benzamide-d6; 4-Chloro-5-sulfamoyl-2',6'-salicyloxylidide-d6; Aquaphor-d6; Chronexan-d6; Diurex-d6; Lumitens-d6; Xipamide-d6

Database IDs

• CAS Number: 1330262-09-3
• PubChem SID: 164235513
• PubChem CID: 71753002

CALCULATED PROPERTIES

• Acid pKa: 6.172297
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.9156187
• LogD (pH = 7.4): 1.8089261
• Log P: 2.9984834
• Molar Refractivity: 90.6175 cm^3
• Polarizability: 34.482124 Å^3
• Polar Surface Area: 109.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: >246°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - X745152

A labelled diuretic and antihypertensive.

REFERENCES

• Wagieh, N., et al.: Drug Test. Anal., 2, 113 (2010)
• Prado-Prado, F., et al.: Bioorg. Med. Chem., 18, 2225 (2010)
• Dresen, S., et al.: Anal. Bioanal. Chem., 396, 2425 (2010)