4-chloro-2-{[(2H3)furan-2-yl(2H2)methyl]amino}-5-sulfamoylbenzoic acid

• ChemBase ID: 169522
• Molecular Formular: C12H11ClN2O5S
• Molecular Mass: 330.74414
• Monoisotopic Mass: 330.00772014
• SMILES: c1ccc(o1)CNc1cc(c(cc1C(=O)O)S(=O)(=O)N)Cl
• Canonical SMILES: OC(=O)c1cc(c(cc1NCc1ccco1)Cl)S(=O)(=O)N
• InChI: InChI=1S/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16)17)4-11(9)21(14,18)19/h1-5,15H,6H2,(H,16,17)(H2,14,18,19)
• InChIKey: ZZUFCTLCJUWOSV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-2-{[(^2H₃)furan-2-yl(^2H₂)methyl]amino}-5-sulfamoylbenzoic acid
• IUPAC Traditional name: 4-chloro-2-{[(^2H₃)furan-2-yl(^2H₂)methyl]amino}-5-sulfamoylbenzoic acid
• Synonyms: 5-(Aminosulfonyl)-4-chloro-2-[(2-furanyl-methyl)amino]benzoic Acid-d5; 4-Chloro-N-furfuryl-5-sulfamoylanthranilic Acid-d5; 2-Furfurylamino-4-chloro-5-sulfamoylbenzoic Acid-d5; 4-Chloro-N-(2-furylmethyl)-5-sulfamoylanthranilic Acid-d5; Disal-d5; Discoid-d5; Disemide-d5; Diural-d5; Promedes-d5; Promide-d5; Radisemide-d5; Radonna-d5; Zafurida-d5; Furosemide-d5

Database IDs

• PubChem SID: 162263654
• PubChem CID: 45039317

CALCULATED PROPERTIES

• Acid pKa: 4.251508
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.47831637
• LogD (pH = 7.4): -1.250643
• Log P: 1.748402
• Molar Refractivity: 77.4742 cm^3
• Polarizability: 29.5244 Å^3
• Polar Surface Area: 122.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 190-195°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F865002

Labelled Furosemide (F865000). Furosemide inhibits ion co-transport in the kidney. Furosemide is used as a diuretic.

REFERENCES

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