5587. Loxapine

Nomenclature

CAS number: 1977-10-2
2-Chloro-11-(4-methyl-1-piperazinyl)dibenz[b,f][1,4]oxazepine; oxilapine; CL-62362; S-805; SUM-3170.
C18H18ClN3O; mol wt 327.81.
C 65.95%, H 5.53%, Cl 10.82%, N 12.82%, O 4.88%.

Description and references

Prepn: NL 6406089; Schmutz et al., US 3546226 (1964, 1970 both to Wander); eidem Helv. Chim. Acta 50, 245 (1967); Coppola, US 3412193 (1968 to Am. Cyanamid). Crystal structure: D. B. Cosulich, F. M. Lovell, Acta Crystallogr. 33B, 1147 (1977). Pharmacology: Schmutz et al., Chim. Ther. 2, 424 (1967); Latimer, J. Pharmacol. Exp. Ther. 166, 151 (1969). Toxicity data: Stille et al., Arzneim.-Forsch. 15, 841 (1965). Toxicity studies: Mineshita et al., Oyo Yakuri 4, 293 (1970), C.A. 76, 81145v (1972). Review of pharmacology and therapeutic efficacy: R. C. Heel et al., Drugs 15, 198-217 (1978).

Chemical structure

Properties

Pale yellowish crystals from petr ether, mp 109-110°. LD50 orally in mice: 65 mg/kg (Stille).

Derivative

Succinate.

Nomenclature

CAS number: 27833-64-3
CL-71563; Loxapac (Eisai); Loxitane (Watson).
C18H18ClN3O.C4H6O4; mol wt 445.90.
C 59.26%, H 5.43%, Cl 7.95%, N 9.42%, O 17.94%.

Therapeutic Category

Anxiolytic.

Keywords

Anxiolytic