Synthesis of alpha-1-noracetylmethadol. A facile N-demethylation of alpha-1-acetylmethadol. 1975

N Chatterjie, and C E Inturrisi

A facile N-demethylation of the narcotic analgesic, alpha-1-acetylmethadol, was accomplished by allowing it to react with mercuric acetate under reflux in dilute acetic acid. The product, alpha-1-noracetylmethadol, was isolated as the hydrochloride in 50% yield. Methadone, when allowed to react with mercuric acetate under the same conditions, did not undergo N-demethylation and was recovered unchanged.

UI MeSH Term Description Entries
D008691 Methadone A synthetic opioid that is used as the hydrochloride. It is an opioid analgesic that is primarily a mu-opioid agonist. It has actions and uses similar to those of MORPHINE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1082-3) Amidone,Biodone,Dolophine,Metadol,Metasedin,Methaddict,Methadone Hydrochloride,Methadose,Methex,Phenadone,Phymet,Physeptone,Pinadone,Symoron,Hydrochloride, Methadone
D008692 Methadyl Acetate A narcotic analgesic with a long onset and duration of action. Acetylmethadol,Alphacetylmethadol,(3R,6R)-3-Acetoxy-6-dimethylamino-4,4-diphenylheptane,6-(Dimethylamino)-4,4-Diphenyl-3-Heptanol Acetate,Acemethadone,Amidolacetate,Dimepheptanol,LAAM,Levo-alpha-Acetylmethadol,Levoacetylmethadol,Levomethadyl,Levomethadyl Acetate,Levomethadyl Acetate Hydrochloride,Methadol,ORLAAM,Levo alpha Acetylmethadol
D010146 Pain An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS. Suffering, Physical,Ache,Pain, Burning,Pain, Crushing,Pain, Migratory,Pain, Radiating,Pain, Splitting,Aches,Burning Pain,Burning Pains,Crushing Pain,Crushing Pains,Migratory Pain,Migratory Pains,Pains, Burning,Pains, Crushing,Pains, Migratory,Pains, Radiating,Pains, Splitting,Physical Suffering,Physical Sufferings,Radiating Pain,Radiating Pains,Splitting Pain,Splitting Pains,Sufferings, Physical
D011930 Reaction Time The time from the onset of a stimulus until a response is observed. Response Latency,Response Speed,Response Time,Latency, Response,Reaction Times,Response Latencies,Response Times,Speed, Response,Speeds, Response
D003640 Dealkylation The removing of alkyl groups from a compound. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Dealkylations
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D051379 Mice The common name for the genus Mus. Mice, House,Mus,Mus musculus,Mice, Laboratory,Mouse,Mouse, House,Mouse, Laboratory,Mouse, Swiss,Mus domesticus,Mus musculus domesticus,Swiss Mice,House Mice,House Mouse,Laboratory Mice,Laboratory Mouse,Mice, Swiss,Swiss Mouse,domesticus, Mus musculus

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