5930. Metapramine

Nomenclature

CAS number: 21730-16-5
10,11-Dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-amine; 10,11-dihydro-5-methyl-10-(methylamino)-5H-dibenz[b,f]azepine; RP-19560; Timaxel (Rhne-Poulenc).
C16H18N2; mol wt 238.33.
C 80.63%, H 7.61%, N 11.75%.

Description and references

Psychotropic agent, related structurally to imipramine, q.v. Prepn: J. C. Fouche, C. G. A. Gueremy, ZA 6800345 corresp to US 3622565 (1968, 1971 both to Rhone-Poulenc). Determn in plasma by GC: A. R. Viala et al., Anal. Chem. 49, 2354 (1977). HPLC method: J. P. Sommadossi et al., J. Chromatogr. 228, 205 (1982). Pharmacological and clinical effects: P. Dick, Encephale 4, 41 (1978). Clinical studies: L. F. Gayral et al., ibid. 365; E. J. Caille, J.-P. Brun, Psychol. Med. 13, 1879 (1981). Biotransformation in animals and man: B. Decouvelaere et al., Therapie 37, 249 (1982).

Chemical structure

Derivative

Hydrochloride.
C16H19ClN2; mol wt 274.79.
C 69.93%, H 6.97%, Cl 12.90%, N 10.19%.

Properties

Crystals from isopropanol + ether, mp 238-240°. Injectable formulation. The fumarate is used for tablet formulations.

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Tricyclics