7177. Perisoxal

Nomenclature

CAS number: 2055-44-9
α-(5-Phenyl-3-isoxazolyl)-1-piperidineethanol; 3-(2-piperidino-1-hydroxyethyl)-5-phenylisoxazole.
C16H20N2O2; mol wt 272.34.
C 70.56%, H 7.40%, N 10.29%, O 11.75%.

Description and references

Prepn: NL 6408694; H. Kano et al., US 3321475 (1965, 1967 both to Shionogi); eidem, J. Med. Chem. 10, 411 (1967). Series of articles on pharmacological properties: Oyo Yakuri 6, 1285-1338 (1972), C.A. 79, 49177h-49179k (1973). Studies on physical dependence in rats: K. Yamamoto et al., ibid. 16, 871 (1978), C.A. 90, 180250w (1979). Absorption, excretion, distribution, metabolism: J. Watanabe et al., Chem. Pharm. Bull. 27, 1075 (1979). Toxicity study: H. Kano et al., J. Med. Chem. 10, 411 (1967).

Chemical structure

Properties

Colorless plates from 50% aq ethanol, mp 107-108°.

Derivative

Citrate.

Nomenclature

CAS number: 2139-25-5
S-31252; Isoxal (Shionogi).
(C16H20N2O2)2.C6H8O7; mol wt 736.81.
C 61.94%, H 6.57%, N 7.60%, O 23.89%.

Properties

Colorless prisms from ethanol/acetone, mp 143-145°. LD50 s.c. in mice: 416 mg/kg (Kano).

Therapeutic Category

Anti-inflammatory; analgesic.