2-amino-4-chloro-5-sulfamoylbenzoic acid

• ChemBase ID: 177686
• Molecular Formular: C7H7ClN2O4S
• Molecular Mass: 250.65948
• Monoisotopic Mass: 249.98150539
• SMILES: c1(c(cc(c(c1)C(=O)O)N)Cl)S(=O)(=O)N
• Canonical SMILES: OC(=O)c1cc(c(cc1N)Cl)S(=O)(=O)N
• InChI: InChI=1S/C7H7ClN2O4S/c8-4-2-5(9)3(7(11)12)1-6(4)15(10,13)14/h1-2H,9H2,(H,11,12)(H2,10,13,14)
• InChIKey: QQLJBZFXGDHSRU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-chloro-5-sulfamoylbenzoic acid
• IUPAC Traditional name: 2-amino-4-chloro-5-sulfamoylbenzoic acid
• Synonyms: 4-Chloro-5-sulfamoyl-anthranilic Acid; 2-Amino-4-chloro-5-sulfamoylbenzoic Acid; 2-Amino-5-aminosulfonyl-4-chlorobenzoic Acid; 4-Chloro-5-sulfamoylanthranilic Acid; Desfurylmethylfurosemide; Saluamine

Database IDs

• CAS Number: 3086-91-7
• PubChem SID: 164233596
• PubChem CID: 76523

CALCULATED PROPERTIES

• Acid pKa: 4.3806195
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.4890326
• LogD (pH = 7.4): -2.2432287
• Log P: 0.66197824
• Molar Refractivity: 54.9773 cm^3
• Polarizability: 21.245853 Å^3
• Polar Surface Area: 123.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Tan Solid
• Melting Point: 268-271°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - S100500

A metabolite of Furosemide.

REFERENCES

• Smith, D., et al.: Drug Metab. Disposit., 8, 337 (1980)
• Andreasen, F., et al.: Br. J. Clin. Pharmacol., 14, 306 (1980)
• Choi, Y., et al.: J. Pharm. Sci., 80, 638 (1991)