10115. Zatebradine

Nomenclature

CAS number: 85175-67-3
3-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-2H-3-benzazepin-2-one; 1-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-3-[N-methyl-N-[2-(3,4-dimethoxyphenyl)ethyl]amino]propane.
C26H36N2O5; mol wt 456.57.
C 68.40%, H 7.95%, N 6.14%, O 17.52%.

Description and references

Specific bradycardic agent; sinus node inhibitor. Prepn: M. Reiffen et al., EP 65229; eidem, US 4490369 (1982, 1984 both to Thomae); and structure-activity study: M. Reiffen et al., J. Med. Chem. 33, 1496 (1990). Pharmacology: W. Kobinger, C. Lillie, Eur. J. Pharmacol. 104, 9 (1984). Mechanism of action study: M. Goethals et al., Circulation 88, 2389 (1993). Pharmacokinetics: W. Roth et al., J. Pharm. Sci. 82, 99 (1993). GC-MS determn in plasma: J. Schmid et al., J. Chromatogr. 658, 93 (1994).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 91940-87-3
UL-FS-49.
C26H36N2O5.HCl; mol wt 493.04.
C 63.34%, H 7.56%, N 5.68%, O 16.23%, Cl 7.19%.

Properties

Two crystalline modifications, mp 188° and mp 168°. Sol in water.

Therapeutic Category

Antianginal.

Keywords

Antianginal; Bradycardic Agent