6278. Mosapramine
Nomenclature
CAS number: 89419-40-9
1′-[3-(3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]hexahydrospiro[imidazo[1,2-a]pyridine-3(2H),4′-piperidin]-2-one; 1′-[3-(3-chloro-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]-1,2,3,5,6,7,8,8a-octahydro-2-oxoimidazo[1,2-a]-pyridine-3-spiro-4′-piperidine; 3-chloro-5-[3-(2-oxo-1,2,3,5,6,7,8,8a-octahydroimidazo[1,2-a]-pyridine-3-spiro-4′-piperidino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine; clospipramine. C28H35ClN4O; mol wt 479.06.
C 70.20%, H 7.36%, Cl 7.40%, N 11.70%, O 3.34%.
Description and references
Dopamine receptor antagonist with adrenoceptor blocking activity; metabolite of clocapramine, q.v. Prepn: C. Tashiro, I. Horii, US 4337260 (1982 to Yoshitomi); C. Tashiro et al., Yakugaku Zasshi 109, 93 (1989), C.A. 112, 35749j (1990). X-ray crystallographic analysis: I. Ueda, C. Tashiro, Acta Crystallogr. C40, 422 (1984). Receptor binding studies: M. Setoguchi et al., Eur. J. Pharmacol. 112, 313 (1985). Pharmacokinetics and metabolism: J. Ishigooka et al., Psychopharmacology 97, 303 (1989). Toxicity data: H. Horizoe et al., Oyo Yakuri 37, 529 (1989); C.A. 111, 167174g (1989). HPLC determn in plasma: K. Hikida et al., Anal. Sci. 6, 367 (1990).
Derivative
Dihydrochloride.Nomenclature
CAS number: 98043-60-8
Y-516; Cremin (Yoshitomi). C28H35ClN4O.2HCl; mol wt 551.98.
C 60.93%, H 6.76%, Cl 19.27%, N 10.15%, O 2.90%.
Properties
White crystals, mp 271°. LD50 in male and female mice (mg/kg): 1008, 1293 orally; 74, 116 i.p.; 1147, 1264 s.c. (Horizoe).Therapeutic Category
Antipsychotic.
Keywords
Antipsychotic; Other Tricyclics; Dopamine Receptor Antagonist