7168. Perimethazine

Nomenclature

CAS number: 13093-88-4
1-[3-(2-Methoxy-10H-phenothiazin-10-yl)-2-methylpropyl]-4-piperidinol; 2-methoxy-10-[2-methyl-3-(4-hydroxypiperidino)propyl]phenothiazine; 3-methoxy-10-[3-(4-hydroxypiperidyl)-2-methylpropyl]phenothiazine; perimetazine; RP-9159; AN-1317; Leptryl (Bellon).
C22H28N2O2S; mol wt 384.53.
C 68.72%, H 7.34%, N 7.29%, O 8.32%, S 8.34%.

Description and references

Prepn: GB 904210; Jacob, Robert, US 3075976 (1962, 1963 both to Rh^one-Poulenc). Pharmacology: L. Julon et al., C. R. Seances Soc. Biol. Ses Fil. 160, 1852 (1966). Clinical evaluation as antipsychotic: M. Bourgeois, A.-M. Sicart, Bordeaux Med. 3, 515 (1970).

Chemical structure

Properties

Crystalline powder from benzene:cyclohexane (15:85), mp 137-138°.

Derivative

Hydrochloride.
C22H28N2O2S.HCl; mol wt 421.00.
C 62.76%, H 6.94%, N 6.65%, O 7.60%, S 7.62%, Cl 8.42%.

Properties

LD50 in mice (mg/kg): 115 i.v.; 140 i.p.; 330 s.c.; 310 orally (Julon).

Therapeutic Category

Antipsychotic.

Keywords

Antipsychotic; Phenothiazines