2,4-bis[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid

• ChemBase ID: 166165
• Molecular Formular: C17H17N3O6S
• Molecular Mass: 391.39838
• Monoisotopic Mass: 391.08380628
• SMILES: c1ccc(o1)CNc1cc(c(cc1C(=O)O)S(=O)(=O)N)NCc1ccco1
• Canonical SMILES: OC(=O)c1cc(c(cc1NCc1ccco1)NCc1ccco1)S(=O)(=O)N
• InChI: InChI=1S/C17H17N3O6S/c18-27(23,24)16-7-13(17(21)22)14(19-9-11-3-1-5-25-11)8-15(16)20-10-12-4-2-6-26-12/h1-8,19-20H,9-10H2,(H,21,22)(H2,18,23,24)
• InChIKey: NQRLIXFNJZQNKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,4-bis[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid
• IUPAC Traditional name: 2,4-bis[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid
• Synonyms: 5-(Aminosulfonyl)-2,4-bis[(2-furanylmethyl)amino]benzoic Acid; 2,4-Bis(furfurylamino)-5-sulfamoylbenzoic Acid; Furosemide EP Impurity D; 4-Deschloro-4-(2-furanylmethyl)amino Furosemide

Database IDs

• CAS Number: 5046-19-5
• PubChem SID: 162260298
• PubChem CID: 46853818

CALCULATED PROPERTIES

• Acid pKa: 4.8670506
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.678534
• LogD (pH = 7.4): -1.0907036
• Log P: 1.4018552
• Molar Refractivity: 99.8667 cm^3
• Polarizability: 36.96676 Å^3
• Polar Surface Area: 147.8 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288880

A Furosemide (F865000) Impurity.

REFERENCES

• Goldenthal, E.I.: Toxicol. Appl. Pharmacol., 18, 185 (1971)
• Benet, L.Z.: J. Pharmacokinet. Biopharm., 7, 1 (1979)