6172. Mianserin

Nomenclature

CAS number: 24219-97-4
1,2,3,4,10,14b-Hexahydro-2-methyldibenzo[c,f]pyrazino[1,2-a]azepine; 2-methyl-1,2,3,4,10,14b-hexahydro-2H-pyrazino[1,2-f]morphanthridine.
C18H20N2; mol wt 264.36.
C 81.78%, H 7.63%, N 10.60%.

Description and references

Serotonin receptor antagonist. Prepn: NL 6603256; van der Burg, Delobelle, US 3534041 (1967, 1970, both to Organon); van der Burg et al., J. Med. Chem. 13, 35 (1970). Pharmacology: Saxena et al., Eur. J. Pharmacol. 13, 295 (1971); Vargaftig et al., ibid. 16, 336 (1971); Van Riezen, Arch. Int. Pharmacodyn. Ther. 198, 256 (1972). Molecular and crystal structure: van Rij, Feil, Tetrahedron 29, 1891 (1973). Review of pharmacology and therapeutic efficacy in depressive illness: R. N. Brogden et al., Drugs 16, 273-301 (1978). 5HT-receptor binding study: B. S. Alexander, M. D. Wood, J. Pharm. Pharmacol. 39, 664 (1987). Review: H. van Riezen et al., in Pharmacological and Biochemical Properties of Drug Substances vol. 3, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1981) pp 56-93; Br. J. Clin. Pharmacol. 15, Suppl. 2, S141-S342 (1983).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 21535-47-7
GB-94; Org-GB-94; Athymil (Organon); Bolvidon (Organon); Lantanon (Ravasini); Norval (Bencard); Tetramide (Sankyo); Tolvin (Organon); Tolvon (Organon).
C18H20N2.HCl; mol wt 300.83.
C 71.87%, H 7.04%, N 9.31%, Cl 11.79%.

Properties

mp 282-284°. LD50 in male, female mice (mg/kg): 365, 390 orally; 32.5, 31.0 i.v. (van Riezen).

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Tetracyclics