8135. Renzapride

Nomenclature

CAS number: 112727-80-7
rel-4-Amino-N-(1R,4S,5R)-1-azabicyclo[3.3.1]non-4-yl-5-chloro-2-methoxybenzamide; (±)-endo-4-amino-5-chloro-2-methoxy-N-(1-azabicyclo[3.3.1]non-4-yl)benzamide; ATL-1251; BRL-24924.
C16H22ClN3O2; mol wt 323.82.
C 59.35%, H 6.85%, Cl 10.95%, N 12.98%, O 9.88%.

Description and references

Serotonin receptor 5-HT4 agonist/5-HT3 antagonist. Prepn: F. D. King, EP 94742; idem, US 4612319 (1983, 1986 both to Beecham); idem et al., J. Med. Chem. 36, 683 (1993). 5-HT4 receptor selectivity as quaternary salt: G. S. Baxter et al., Bioorg. Med. Chem. Lett. 3, 633 (1993). Clinical pharmacology: D. H. Staniforth, M. Pennick, Eur. J. Clin. Pharmacol. 38, 161 (1990). Clinical evaluation in irritable bowel syndrome: M. Camilleri et al., Clin. Gastroenterol. Hepatol. 2, 895 (2004). Review: P. Norman, Curr. Opin. Cent. Peripher. Nerv. Syst. Invest. Drugs 2, 355-368 (2000).

Chemical structure

Properties

mp >260°.

Therapeutic Category

Gastroprokinetic. In treatment of irritable bowel syndrome.

Keywords

Gastroprokinetic