Talk:Racemorphan

Latest comment: 8 years ago by 193.110.114.207 in topic Any reason why synthesis was removed?

The name of this article needs to be changed. edit

It is NOT "morphanol." My account is not yet old enough to rename the article. "Morphanol" is not the right term for talking about racemorphan. The levorotatory form is called "levorphanol" and the dextrorotatory term is "dextrorphan." If you search the scientific literature (using Google Scholar, Pubmed and HighWire) then you will not find one instance of "morphanol." You can find maybe half a dozen instances of "dextrorphanol" but "dextrorphan" is far, far, far more common. You will, however, find instances of "levorphan" being used as a synonym for "levorphanol." Levorphan is out of use

If you want to refer to either the levo- or dextrorotatory isomers of racemorphan then the levorotatory form is levorphanol and the dextrorotatory form is dextrorphan. For racemic mixtures, it's racemorphan or (dl)-17-methylmorphinan-3-ol or (dl)-3-hydroxy-N-methylmorphinan.

"Methorphinan" has been used, along with l-methorphinan (levorphanol) and d-methorphinan (dextrorphan) (Glazebrook, 1952). Stormont (1953) stated that racemorphan was to replace methorphinan as the generic name for dl-3-hydroxy-N-methylmorphinan (a.k.a dl-17-methylmorphinan-3-ol). A correction published in the British Medical Journal (1953) points out that methorphinan referred to 3-hydroxy-N-methylmorphinan and NOT 3-methoxy-N-methylmorphinan (DXM or its levorotatory isomer). IMO, the best evidence that "morphanol" is wrong is that (1) you won't find it ANYWHERE in the scientific literature and (2) Stormont (1953) published an announcement that "racemorphan" was to replace "methorphinan" as the generic name for dl-3-hydroxy-N-methylmorphinan. Glazebrook. (1952) Actions and uses of methorphanin. Br Med J. 2: 1328 - 1330.

Stormont RT. (1953) Council on pharmacy and chemistry. J Am Med Assoc. 152: 709.

(no author listed). (1953) Correction. Br Med J. 1: 172. AlkaloidMan (talk) 22:27, 23 October 2010 (UTC) AlkaloidManReply

Similar re:dextrorphanol edit

I've also seen the word "dextrorphanol" in various articles to refer to d-3-hydroxy-N-methylmorphinan. While you can find maybe half a dozen articles in the scientific literature using the term "dextrorphanol," the term "dextrorphan" is in far more common use. I know that the levo isomer is called "levorphanol" (it did used to be called "levorphan") but the dextro isomer is almost always called "dextrorphan." I even suspect that some of these may be typos. For example Way and Adler (1962) start of their article: "Levorphanol, dextrorphan and racemorphan
The compound 3-hydroxy-N-methylmorphinan was first described by Schnider & Gruessner in 1948. The product obtained by synthesis is a racemate, which is known under the name of racemorphan. Racemorphan was separated into its two optical isomers by means of the tartrates (Schnider & Gruessner, 1951). The l-isomer is available commercially as the tartrate dihydrate salt and has the generic name of levorphanol; the d-isomer has the generic name of dextrorphan."
On the fifth page they call it "dextrorphanol." Perhaps both names are were considered sensible, because "levorphanol" did used to be called "levorphan" which corresponds with "dextrorphan." It's as though the levo isomer got renamed and the dextro isomer was left behind.
Way EL, Adler TK. (1962) The biological disposition of morphine and its surrogates--3. Bull Wld Hlth Org. 26: 261 - 284.AlkaloidMan (talk) 03:43, 25 October 2010 (UTC)AlkaloidManReply

Any reason why synthesis was removed? edit

Can anyone explain me why the synthesis procedure was silently removed from the page? I'm pretty sure the one who did that knows nothing neither about chemistry, nor about application of morphanol derrivatives (mainly it is a methylated dextromethorphan). No amateur chemist is able to reproduce the synthesis procedure, thus mainly students and specialists would want to know about it. That's almost the same kind of people who would bother about recemorphan at all. So why would not you remove the page completely? I'm talking about this edit https://en.wikipedia.org/w/index.php?title=Racemorphan&type=revision&diff=696789016&oldid=695185792 — Preceding unsigned comment added by 193.110.114.207 (talk) 15:42, 11 March 2016 (UTC)Reply