485. Amisulpride

Nomenclature

CAS number: 71675-85-9
4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide; 4-amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-o-anisamide; aminosultopride; DAN-2163; Deniban (Synthelabo); Socian (Synthelabo); Solian (Synthelabo); Sulamid (Baldacci).
C17H27N3O4S; mol wt 369.48.
C 55.26%, H 7.37%, N 11.37%, O 17.32%, S 8.68%.

Description and references

Dopamine receptor antagonist. Prepn: M. Thominet et al., BE 872585; eidem, US 4401822 (1979, 1983 both to Soc. d'Etudes Sci. Ind. de l'Ile-de-France). Crystal structure: H. L. DeWinter et al., Acta Crystallogr. C46, 313 (1990). Psychopharmacology: G. Perrault et al., J. Pharmacol. Exp. Ther. 280, 73 (1997). HPLC determn in plasma and urine: B. Malavasi et al., J. Chromatogr. B 676, 107 (1996). Series of articles on pharmacology and clinical efficacy in schizophrenia: Int. Clin. Psychopharmacol. 12, Suppl. 2, S11-S36 (1997).

Chemical structure

Properties

Crystals from acetone, mp 126-127°. LD50 in male mice (mg/kg): 56-60 i.v.; 175-180 i.p.; 224-250 s.c.; 1024-1054 orally (Thominet).

Therapeutic Category

Antipsychotic.

Keywords

Antipsychotic; Benzamides; Dopamine Receptor Antagonist