10126. Zimeldine

Nomenclature

CAS number: 56775-88-3
(Z)-3-(4-Bromophenyl)-N,N-dimethyl-3-(3-pyridinyl)-2-propen-1-amine; (Z)-3-(4′-bromophenyl)-3-(3″-pyridyl)dimethylallylamine; zimelidine; cis-H-102/09.
C16H17BrN2; mol wt 317.22.
C 60.58%, H 5.40%, Br 25.19%, N 8.83%.

Description and references

Serotonin uptake inhibitor. Prepn: P. B. Berntsson et al., ZA 7201503; eidem, US 3928369 (1972, 1975 both to AB Hassle). X-ray crystallographic study: S. Abrahamsson et al., Acta Chem. Scand. A30, 609 (1976). In vivo study in rats and humans: S. B. Ross et al., Life Sci. 19, 205 (1976). Pharmacokinetics: D. Brown, Eur. J. Clin. Pharmacol. 17, 111 (1980). Mode of action: K. Fuxe et al., Neurosci. Lett. 13, 307 (1979). Metabolism: J. Lundstrm et al., Arzneim.-Forsch. 31, 486 (1981). Clinical studies: A. Georgotas et al., Am. J. Psychiatry 139, 1057 (1982); E. Syvalahti et al., J. Int. Med. Res. 10, 250 (1982). Profile of antidepressant action: S. A. Montgomery et al., Adv. Biochem. Psychopharmacol. 32, 35 (1982). Reversal of ethanol-induced memory impairment in human subjects: H. Weingartner et al., Science 221, 472 (1983). Review of pharmacology and therapeutic efficacy: R. C. Heel et al., Drugs 24, 169-206 (1982). Symposium on pharmacology, pharmacokinetics, metabolism, clinical studies: Br. J. Clin. Pract. 1982, Suppl. 19, 1-122.

Chemical structure

Derivative

Dihydrochloride monohydrate.

Nomenclature

CAS number: 61129-30-4
Normud (Astra); Zelmid (Astra).
C16H17BrN2.2HCl.H2O; mol wt 408.16.
C 47.08%, H 5.19%, Br 19.58%, N 6.86%, Cl 17.37%, O 3.92%.

Properties

Crystals, mp 193°.

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Serotonin Uptake Inhibitor