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Desmethylmoramide (
The starting diphenylacetylpyrrolidine 0678-46-8can be made in ~84% yield by the reaction of methyldiphenylacetate with pyrrolidine. Or ~62% from amidation of the free acid (by Schotten-Baumann reaction).
INN
Inns are generally establishments or buildings where travelers can seek lodging, and usually, food and drink. Inns are typically located in the country or along a highway; before the advent of motorized transportation they also provided accommo ...
) is an opioid
Opioids are substances that act on opioid receptors to produce morphine-like effects. Medically they are primarily used for pain relief, including anesthesia. Other medical uses include suppression of diarrhea, replacement therapy for opioi ...
analgesic
An analgesic drug, also called simply an analgesic (American English), analgaesic (British English), pain reliever, or painkiller, is any member of the group of drugs used to achieve relief from pain (that is, analgesia or pain management). It ...
related to dextromoramide
Dextromoramide (Palfium, Palphium, Jetrium, Dimorlin) is a powerful opioid analgesic approximately three times more potent than morphine but shorter acting. It is subject to drug prohibition regimes, both internationally through UN treaties and b ...
(the active (+)-isomer
In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers.
...
of moramide
Racemoramide (INN, BAN), or simply moramide, is an opioid analgesic and a racemic mixture of the substances dextromoramide (the active component) and levomoramide (which is inactive), two enantiomers of a chiral molecule.
Racemoramide is itself ...
) that was synthesized and characterized in the late 1950s but was never marketed.
Synthesis
The starting diphenylacetylpyrrolidine 0678-46-8can be made in ~84% yield by the reaction of methyldiphenylacetate with pyrrolidine. Or ~62% from amidation of the free acid (by Schotten-Baumann reaction).
See also
*Dipyanone
Dipyanone is an opioid analgesic which has been sold as a designer drug, first identified in Germany in 2021. It is closely related to medically used drugs such as methadone, dipipanone and phenadoxone, but is slightly less potent.
See also
* ...
* Nufenoxole
Nufenoxole (SC-27166) is an antidiarrhoeal drug which acts as a peripherally selective opioid agonist, in a similar manner to loperamide and diphenoxylate. While it is able to activate μ-opioid receptors, it fails to cross the blood–brain bar ...
* Phenadoxone
Phenadoxone (trade names Heptalgin, Morphidone, and Heptazone) is an opioid analgesic of the open chain class (methadone and relatives) invented in Germany by Hoechst in 1947. It is one of a handful of useful synthetic analgesics which were used ...
References
Further reading
* 4-Morpholinyl compunds Opioids {{analgesic-stub