5762. Mazindol

Nomenclature

CAS number: 22232-71-9
5-(4-Chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindol-5-ol; 5-(4-chlorophenyl)-2,3-dihydro-5-hydroxy-5H-imidazo[2,1-a]isoindole; SaH-42548; Magrilon (Sintyal); Mazildene (Farmochim. Ital.); Sanorex (Novartis); Teronac (Novartis).
C16H13ClN2O; mol wt 284.74.
C 67.49%, H 4.60%, Cl 12.45%, N 9.84%, O 5.62%.

Description and references

Prepn: W. J. Houlihan, DE 1814540 C.A. 71, 81368s (1969); W. J. Houlihan, M. K. Eberle, DE 1930488; eidem, US 3597445 (1969, 1970, 1970 all to Sandoz); T. S. Sulkowski, US 3763178 (1973 to American Home Prod.). Clinical trials as appetite depressant: C. Sirtori et al., Am. J. Med. Sci. 261, 341 (1971); A. J. Hadler, J. Clin. Pharmacol. 12, 453 (1972). Effect on human prolactin and growth hormone responses: D. A. Thompson et al., Metabolism 30, 1015 (1981). Clinical evaluation in Duchenne muscular dystrophy: P. J. Collipp et al., J. Med. Genet. 21, 254 (1984).

Chemical structure

Properties

White crystalline solid from ethanol, mp 215-217° (Sulkowski); also reported as crystals from acetone-hexane, mp 198-199° (Houlihan, Eberle). uv max (95% ethanol): 223, 268.5, 272 nm (ε 19000, 4400, 4400). Sol in ethanol. Insol in water.

Note

This is a controlled substance (stimulant): 21 CFR, 1308.14.

Therapeutic Category

Anorexic; CNS stimulant.

Keywords

Anorexic; CNS Stimulant