3-(butylamino)-4-(2H5)phenoxy-5-sulfamoylbenzoic acid

• ChemBase ID: 163090
• Molecular Formular: C17H20N2O5S
• Molecular Mass: 364.4161
• Monoisotopic Mass: 364.10929275
• SMILES: c1(cc(c(c(c1)S(=O)(=O)N)Oc1ccccc1)NCCCC)C(=O)O
• Canonical SMILES: CCCCNc1cc(cc(c1Oc1ccccc1)S(=O)(=O)N)C(=O)O
• InChI: InChI=1S/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25(18,22)23)16(14)24-13-7-5-4-6-8-13/h4-8,10-11,19H,2-3,9H2,1H3,(H,20,21)(H2,18,22,23)
• InChIKey: MAEIEVLCKWDQJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(butylamino)-4-(^2H₅)phenoxy-5-sulfamoylbenzoic acid
• IUPAC Traditional name: 3-(butylamino)-4-(^2H₅)phenoxy-5-sulfamoylbenzoic acid
• Synonyms: Burinex-d5; Fordiuran-d5; Lixil-d5; Lunetoron-d5; PF 1593-d5; Ro 10-6338-d5; Bumetanide-d5; 3-(Aminosulfonyl)-5-[(butyl-d5)amino]-4-phenoxy-benzoic Acid; 3-[(Butyl-d5)amino]-4-phenoxy-5-sulfamoylbenzoic Acid; Bufenox-d5; Bumex-d5

Database IDs

• PubChem SID: 162257225
• PubChem CID: 46780915

CALCULATED PROPERTIES

• Acid pKa: 4.6927853
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.6518241
• LogD (pH = 7.4): -0.1262592
• Log P: 2.4234617
• Molar Refractivity: 95.7803 cm^3
• Polarizability: 36.83489 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 234-236°C

Safety Information

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

DETAILS

Toronto Research Chemicals - B689552

Bumetanide is a diuretic.

REFERENCES

• Ward, A., et al.: Drugs, 28, 426 (1984)
• Gradeen, C.Y, et al.: J. Anal. Toxicol., 14, 123 (1984)
• Tata, P.N.V., et al.: Anal. Profiles Drug Subs. Excip., 22, 107 (1984)