Xprofj
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Also, I just wanted to say thank you for the high-quality improvements you are making to chemistry articles. -- Ed (Edgar181) 14:11, 25 May 2012 (UTC)
Nicotinic agonist
editHi Xprofj, I reverted your recent edit to nicotinic agonist. I explained why on the talk page. Please reply there if you have any comments. – monolemma t – 02:47, 30 May 2012 (UTC)
Thanks for being willing to incorporate my feedback! :) – monolemma t – 01:22, 31 May 2012 (UTC)
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Methylphenidate and cocaine
editHi, I hope that you don't mind me bothering you, I noticed your comments regarding methylphenidate and cocaine on the methylphenidate talk page and figured you may know about structure activity relationships of drugs. I was wondering if you knew what molecular ring on the cocaine molecule gives cocaine it's local anesthetic/sodium ion channel blocking properties and if methylphenidate possesses this or a similar molecular ring in its structure and thus whether methylphenidate has any local anesthetic/sodium ion channel blocking properties?--MrADHD | T@1k? 00:49, 4 July 2012 (UTC)
- I don't think that local anesthetic activity is associated with the presence of any particular ring in a molecule, unless you count the benzene ring. Most local anesthetics that are, or have been, used clinically, e.g. procaine, don't have cyclic amines in their structures. What seems to be necessary, in general, for local anesthetic activity is the presence of an aromatic ring, 4 or 5 atoms away from an amino-group, with an ester group positioned between the two. Usually, the ester group is part of the chain between the benzene ring and the N atom. This is so in cocaine, but cocaine also happens to have a second ester group that isn't part of this chain, and the way this carbomethoxy group "sticks out to the side" superficially resembles the relationship of the carbomethoxy group to the phenethylamine chain in methylphenidate. It's hard to say if methylphenidate would be expected to have any local anesthetic activity - I'd guess not, because the separation between the benzene ring and the nitrogen is too small. On the other hand, the structure of benzocaine certainly doesn't fit the general model I've described. "Structure-activity relationships" are only useful up to a point, and really do have limited predictive power in the real world. Anyway, local anesthetics produce a characteristic "tingling/numbness" when applied directly to the tongue, so anyone for whom methylphenidate has been prescribed should be able to tell for themselves whether it has any significant local anesthetic properties...Xprofj (talk) 13:36, 4 July 2012 (UTC)
- Excellent commentary Xprof, although I must admit I only can understand the gist of what you are saying, as I am not a chemist hehe. :-) I could not find any research on pubmed saying whether methylphenidate effected sodium ion channels or not; you would think someone somewhere had researched it at some point in time, wouldn't you.? The problem with the 'tongue test' is that methylphenidate causes some vasoconstriction, via its noradrenaline properties; wouldn't that cause a mild numbing feeling?--MrADHD | T@1k? 00:34, 13 July 2012 (UTC)
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