10110. Zaldaride

Nomenclature

CAS number: 109826-26-8
1,3-Dihydro-1-[1-[(4-methyl-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl)methyl]-4-piperidinyl]-2H-benzimidazol-2-one.
C26H28N4O2; mol wt 428.53.
C 72.87%, H 6.59%, N 13.07%, O 7.47%.

Description and references

Non-specific ion channel and calmodulin blocker. Prepn: J. W. F. Wasley, J. Norman, EP 233483; eidem, US 4758559 (1987, 1988 both to Ciba-Geigy). Synthesis: S. Boyer et al., J. Heterocycl. Chem. 25, 1003 (1988). Calmodulin inhibition: J. A. Norman et al., Mol. Pharmacol. 31, 535 (1987); and ion channel inhibition: R. Neuhaus, B. F. X. Reber, Eur. J. Pharmacol. 226, 183 (1992). Inhibition of gastric acid secretion: E. W. Black et al., J. Pharmacol. Exp. Ther. 248, 208 (1988); of secretory diarrhea in mice and rats: J. E. Shook et al., ibid. 251, 247 (1989). LC determn in human plasma: D. Chollet, M. Salanon, J. Chromatogr. 593, 73 (1992). Clinical trial in travelers' diarrhea: H. L. DuPont et al., Gastroenterology 104, 709 (1993).

Chemical structure

Properties

Crystals, mp 173-175° as hydrate.

Derivative

Maleate.

Nomenclature

CAS number: 109826-27-9
CGS-9343B; ZY-17617B.
C26H28N4O2.C4H4O4; mol wt 544.60.
C 66.16%, H 5.92%, N 10.29%, O 17.63%.

Properties

Crystals, mp 189-190°.

Therapeutic Category

Antidiarrheal.

Keywords

Antidiarrheal