Talk:Oxymorphone
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[edit] Image
note:the image of oxymorphone is a not right, the single bonded o's hould be OH's, as in dihydroxy. (comment moved from page by Dirk Beetstra T C 08:53, 13 November 2006 (UTC)).
[edit] Origin of propenyl and cinnamyl ester info
Where did this chemistry info about propenyl and cinnamyl esters come from? I've studied opioids extensively and have never heard of this. I would be hard pressed to find research to back it up. I would think if those groups were known to be potent, there would be research. Furthermore, acetic acid can form an ester with the hydroxy groups, but since cinnamyl and propenyl groups are not carboxylic acids, they cannot form an ester bond. If one were to condense cinnamyl and propenyl alcohols with the 6 and 14 hydroxys, you would have a propenyl ether and cinnamyl ether.-Junky getting a PhD—The preceding unsigned comment was added by 144.92.229.97 (talk • contribs).
- I'm not sure who added the info about the SAR but it's accurate. I have a couple of journal articles about the development and testing of the compounds mentioned in the article and would post them as citations if I could find them but they are currently unavailable due to computer trouble. I will post them as soon as I can find them, unless someone beats me to it. Also, it would be nice to know what's being measured when the article says such and such a derivative is "(x) times more potent than" the parent compound (or morphine? the article's not clear about that either), how exactly it's more potent. As an analgesic? In the rat tail-flick test? The formalin test? In vitro Ki values for opioid receptors? MOR, KOR, DOR, ORL-1? Et cetera.
- As for the 14- derivatives of oxymorphone, I'm pretty sure they are ethers and not esters. Again, I would have to check the referenced (though not cited) articles in order to be certain. Another modification that increases potency that isn't mentioned is the substitution of a phenethyl group for the N-methyl group. As far as I know, no one has synthesized and tested N-phenethyl-3-acetyl-14-cinnamoyloxymorphone yet, so its effects are idle speculation at this point. Porkchopmcmoose 02:40, 31 December 2006 (UTC)
I have also run across the cinnamic acid esters at the 14 position of oxycodone, but not oxymorphone. I'm afraid my citation was from an online module of a US university degree paper & it's no longer on-line. A Citation would be appreciated.
Found the reference...
