Title: Probenecid
CAS Registry Number: 57-66-9
CAS Name: 4-[(Dipropylamino)sulfonyl]benzoic acid
Synonyms: p-(dipropylsulfamoyl)benzoic acid;
p-(dipropylsulfamyl)benzoic acid
Trademarks: Benemid (Merck & Co.); Probecid (Astra); Proben (SCS)
Molecular Formula: C13H19NO4S
Molecular Weight: 285.36
Percent Composition: C 54.72%, H 6.71%, N 4.91%, O 22.43%, S 11.24%
Literature References: Prepn from
p-carboxybenzenesulfonyl chloride and dipropylamine: C. S. Miller,
US 2608507 (1952 to Sharp & Dohme). Study of metabolites: Z. H. Israili
et al., J. Med. Chem. 15, 709 (1972). Clinical pharmacokinetics: R. F. Cunningham
et al., Clin. Pharmacokinet. 6, 135 (1981). Toxicology studies: S. E. McKinney
et al., J. Pharmacol. Exp. Ther. 102, 208 (1951);
NTP Technical Report 395 (PB92-129584, 1991) 220 pp. Comprehensive description: A. A. Al-Badr, H. A. El-Obeid,
Anal. Profiles Drug Subs. 10, 639-663 (1981).
Properties: Crystals from dilute alcohol, mp 194-196°. uv max (0.1
N NaOH): 242.5 nm. pKa 5.8. Slightly bitter taste, pleasant aftertaste. Sol in chloroform, in dil solns of NaOH buffered to pH 7.4. Nearly insol in water.
Melting point: mp 194-196°
pKa: pKa 5.8
Absorption maximum: uv max (0.1
N NaOH): 242.5 nm
Derivative Type: Sodium salt
CAS Registry Number: 23795-03-1
Molecular Formula: C13H18NNaO4S
Molecular Weight: 307.34
Percent Composition: C 50.80%, H 5.90%, N 4.56%, Na 7.48%, O 20.82%, S 10.43%
Properties: LD50 in mice (mg/kg): 458 i.v., 1156 s.c., 1666 orally; in rats (mg/kg): 394 i.p., 611 s.c., 1604 orally (McKinney).
Toxicity data: LD50 in mice (mg/kg): 458 i.v., 1156 s.c., 1666 orally; in rats (mg/kg): 394 i.p., 611 s.c., 1604 orally (McKinney)
Therap-Cat: Uricosuric.
Keywords: Antigout; Uricosuric.
