butyl 3-(butylamino)-4-(2H5)phenoxy-5-sulfamoylbenzoate

• ChemBase ID: 163094
• Molecular Formular: C21H28N2O5S
• Molecular Mass: 420.52242
• Monoisotopic Mass: 420.17189301
• SMILES: c1(cc(c(c(c1)S(=O)(=O)N)Oc1ccccc1)NCCCC)C(=O)OCCCC
• Canonical SMILES: CCCCNc1cc(cc(c1Oc1ccccc1)S(=O)(=O)N)C(=O)OCCCC
• InChI: InChI=1S/C21H28N2O5S/c1-3-5-12-23-18-14-16(21(24)27-13-6-4-2)15-19(29(22,25)26)20(18)28-17-10-8-7-9-11-17/h7-11,14-15,23H,3-6,12-13H2,1-2H3,(H2,22,25,26)
• InChIKey: FUBXAOXPLXHBPG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: butyl 3-(butylamino)-4-(^2H₅)phenoxy-5-sulfamoylbenzoate
• IUPAC Traditional name: butyl 3-(butylamino)-4-(^2H₅)phenoxy-5-sulfamoylbenzoate
• Synonyms: 3-(Aminosulfonyl)-5-(butylamino)-4-phenoxybenzoic Acid-d5 Butyl Ester; 3-(Butylamino)-4-phenoxy-5-sulfamoylbenzoic Acid-d5 Butyl Ester; Bumetanide-d5 Butyl Ester

Database IDs

• PubChem SID: 162257229
• PubChem CID: 46780916

CALCULATED PROPERTIES

• Acid pKa: 9.280835
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.203335
• LogD (pH = 7.4): 4.1985884
• Log P: 4.203617
• Molar Refractivity: 114.423 cm^3
• Polarizability: 44.422318 Å^3
• Polar Surface Area: 107.72 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B689567

Intermediate in the preparation of labelled Bumetanide

REFERENCES

• Petzinger, E., et al.: Am. J. Physiol., 265, G942 (1993)