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Opioids: Codeine, Morphine and Their Isomers

Nicomorphinist

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A lot of the work I have seen so far on this kind of thing was the reports of the National Research Council in the United States, whose National Institutes of Health formed in 1928 the Committee On Drug Addiction, which produced a voluminous report in 1941, to be found at https://books.google.com/books?id=n...qwKHdn5CMsQ6AEwAHoECAEQAg#v=onepage&q&f=false . The Journal of Pharmacology & Experimental Therapeutics published in July 1932 a paper (abstract at http://jpet.aspetjournals.org/content/45/3/361) which was the second in a long series of articles on esters, ethers, halogenated compounds, the morphinones, morphols, , early work on 4-phenylpiperidines, thiambutenes, open chain opioids of the amidone (methadone) methadol, and phenalkoxam families, as well as morphinans.

In 1928, the US government set up the committee and a laboratory for Lyndon Frederick Small, the discoverer of desomorphine and others elsewhere and the work in the United States, Canada, Germany, France, Austria and other countries brought about the description of many isomers of morphine, codeine, dihydrocodeine, dihydromorphine, also desomorphine and desocodeine, heterocodeine, the morphides, such as α-chlorocodide, chloromorphide (10 times stronger than morphine) and others. It was found that isocodeine is four times as strong as codeine.

The codeine isomers and their morphine analogues include isocodeine, dihydroisocodeine, dihydroisomorphine and isomorphine of which there are three forms each,, α (alpha) β (beta) and γ (gamma) and there are others including pseudomorphine, pseudocodeine and allopseudocodeine. The report of the committee contains a table of the pharmacological parameters for desomorphine, desocodeine, codeine, motphine, isocodeine, α -isomorphine, β-isomorphine, γ-isomorphine, heterocodeine, hydromorphone, hydrocodone, metopon, methyldihydromorphone, and others. I have seen a leaflet from years ago about a dihydroisocodeine pharmaceutical, which is called DHIC. Various morphides like
α-chlorocodide and
β-iodomorphine are used in manufacturing other opioids.

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