5860. Mepixanox

Nomenclature

CAS number: 17854-59-0
3-Methoxy-4-(1-piperidinylmethyl)-9H-xanthen-9-one; 3-methoxy-4-piperidinylmethyl-9-oxo-10-oxa-9,10-dihydroanthracene; mepixanthone; Pimexone (Formenti).
C20H21NO3; mol wt 323.39.
C 74.28%, H 6.55%, N 4.33%, O 14.84%.

Description and references

Prepn: M. Sparaci, ZA 6902150 (1969 to Mondi), C.A. 72, 111,300d (1970). Alternate process: D. Milani, US 3646030 (1972 to Mondi). CNS activity: P. Da Re et al., J. Med. Chem. 13, 527 (1970). Pharmacology: R. Guira et al., Minerva Pneumolog. 21, 317 (1982). Pharmacokinetics in man: G. Grossi et al., Curr. Ther. Res. 38, 141 (1985). HPLC determn in serum: G. Grossi et al., J. Chromatogr. 309, 214 (1984). Clinical comparison with doxapram, q.v., in chronic bronchopulmonary disease: M. Parziale et al., G. Ital. Mal. Torace 38, 323 (1984). Clinical evaluations in chronic obstructive lung disease: D. Olivieri et al., Arch. Monaldi Tisiol. Mal. Appar. Respir. 35, 117 (1980); L. Bertoli et al., Minerva Pneumolog. 23, 323 (1984).

Chemical structure

Properties

White crystalline powder from ethyl acetate, mp 159-160°. LD50 i.p. in mice: 70.73 mg/kg (Sparaci).

Derivative

Hydrochloride.
C20H22ClNO3; mol wt 359.85.
C 66.75%, H 6.16%, Cl 9.85%, N 3.89%, O 13.34%.

Properties

White crystalline solid from ethanol, mp >200° (dec).

Therapeutic Category

Respiratory stimulant.

Keywords

Respiratory Stimulant