6274. Morpheridine

Nomenclature

CAS number: 469-81-8
1-[2-(Morpholinyl)ethyl]-4-phenyl-4-piperidinecarboxylic acid ethyl ester; 1-(2-morpholinoethyl)-4-phenylisonipecotic acid ethyl ester; ethyl 1-(2′-morpholinoethyl)-4-phenylpiperidine-4-carboxylate; morpholinoethyl norpethidine.
C20H30N2O3; mol wt 346.46.
C 69.33%, H 8.73%, N 8.09%, O 13.85%.

Description and references

Prepn: Anderson et al., J. Chem. Soc. 1956, 4088; Stern, Anderson, US 2795581 (1957 to J. F. Macfarlan). HPLC determn: I. Jane, A. McKinnon, J. Chromatogr. 323, 191 (1985). Analgesic activity in rats: R. A. Millar, R. P. Stephenson, Br. J. Pharmacol. 11, 27 (1956). Pharmacology: A. F. Green, N. B. Ward, ibid. 32.

Chemical structure

Properties

Liquid. bp0.5 188-192°. nD18 1.5276.

Derivative

Dihydrochloride.

Nomenclature

TA-1.
C20H30N2O3.2HCl; mol wt 419.39.
C 57.28%, H 7.69%, N 6.68%, O 11.44%, Cl 16.91%.

Properties

Crystals from dil ethanol, mp 264-266° (dec). LD50 in mice (mg/kg): 45 i.v. (Green, Ward); 118 i.p. (Millar, Stephenson).

Note

This is a controlled substance (opiate): 21 CFR, 1308.11.