4-[bis(2H7)propylsulfamoyl]benzoic acid

• ChemBase ID: 176925
• Molecular Formular: C13H19NO4S
• Molecular Mass: 285.35926
• Monoisotopic Mass: 285.10347909
• SMILES: c1cc(ccc1S(=O)(=O)N(CCC)CCC)C(=O)O
• Canonical SMILES: CCCN(S(=O)(=O)c1ccc(cc1)C(=O)O)CCC
• InChI: InChI=1S/C13H19NO4S/c1-3-9-14(10-4-2)19(17,18)12-7-5-11(6-8-12)13(15)16/h5-8H,3-4,9-10H2,1-2H3,(H,15,16)
• InChIKey: DBABZHXKTCFAPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[bis(^2H₇)propylsulfamoyl]benzoic acid
• IUPAC Traditional name: 4-[bis(^2H₇)propylsulfamoyl]benzoic acid
• Synonyms: 4[(Dipropylamino-d14)sulfonyl]benzoic Acid; p-(Dipropylsulfamoyl-d14)benzoic Acid; Apurina-d14; Benecid-d14; Benemid-d14; Benuryl-d14; Probecid-d14; NSC 18786-d14; Probenecid-d14 Acid; Probenecid-d14

Database IDs

• PubChem SID: 164232835
• PubChem CID: 46782784

CALCULATED PROPERTIES

• Acid pKa: 3.5343497
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.48424464
• LogD (pH = 7.4): -0.9219675
• Log P: 2.4428723
• Molar Refractivity: 73.8107 cm^3
• Polarizability: 29.016415 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 193-195°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P755002

Uricosuric.

REFERENCES

• McKinney, S.E., et al.: J. Pharmacol. Exp. Ther., 102, 208 (1951)
• Israili, Z.H., et al.: J. Med. Chem., 15, 709 (1951)
• Al-Badr, A.A., et al.: Anal. Profiles Drug Subs., 10, 639 (1951)
• Cunningham, R.F., et al.: Clin. Pharmacokinet., 6, 135 (1951)