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Amides Methadone

Replacement of the ketone by an amide leads to Increased potency. Hydrolysis of nitrile, 133 (obtained by alkylation of diphenylacetonitrile with the morpholine analog of the chloro-amine used in the original preparation of methadone), affords acid, 134. Conversion to the acid chloride followed by reaction with pyrrolidine affords racemoramide (135) Separation of the (+) isomer by optical resolution gives dextromoramide, an analgesic an order of magnitude more potent than methadone. [Pg.82]

A number of novel structures containing a quaternary diphenyl carbon centre, as in methadone, have been described. Certain basic amides (XXXV) of O-ethylbenzilic acid are active by mouth in mice and rats. The most active members are somewhat more potent than pethidine and carry [3-arylethylamino V-substituents such as phenethyl and 2- (or 4-) pyridylethyl. Detailed pharmaco-... [Pg.247]

Variants of the ethyl ketone function of methadone, an aspect already broached with mention of dextromoramide, include ester, sulphone, and secondary alcohol functions in addition to (-amides. The ethyl ester analog 14a obtained by treating the acid chloride derived from methadone cyanide with ethanol is markedly inferior in potency to methadone, while the sulfone 14b (obtained by aminoalkylation of benzhydryl ethyl sulfone) is equipotent... [Pg.308]

Class A includes alfentanil, cocaine, dextromor-amide, diamorphine (heroin), dipipanone, lyser-gide (LSD), methadone, morphine, opium, pethidine, phencyclidine and class B substances when prepared for injection. [Pg.431]

Schill, G. Wainer, I.W. Barkan, S.A. Chiral separation of cationic drugs on rm al-acid glycoprotein bonded stationary phase. J.Liq.Chromatogr., 1986, 9, 641—666 [chiral also atropine, bromdiphen-hydramine, brompheniramine, bupivacaine, butorphanol, cru-binoxamine, chlorpheniramine, clidi-nium, cocaine, cyclopentolate, dimethindene, diperidone, disop3n-amide, doxylamine, ephedrine, hom-atropine, labetalol, labetalol A, labetalol B, mepensolate, mepivacaine, methadone, methorphan, methylatropine, methylhomatropine, methylphenidate, metoprolol, nadolol, nadolol A, nadolol B, ox-prenolol, oxyphencyclimine, phenmetrazine, phenoxybenzamine, promethazine, pronethalol, propranolol, pseudoephedrine, terbutaline, tocainide, tridihexethyl]... [Pg.1201]

See other pages where Amides Methadone is mentioned: [Pg.373]    [Pg.392]    [Pg.28]    [Pg.79]    [Pg.308]    [Pg.320]    [Pg.738]    [Pg.221]    [Pg.386]    [Pg.137]    [Pg.160]    [Pg.689]    [Pg.979]    [Pg.1402]    [Pg.21]    [Pg.689]    [Pg.745]    [Pg.979]    [Pg.1137]    [Pg.198]   
See also in sourсe #XX -- [ Pg.305 ]



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Methadone

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