Author Topic: Question: n-demethylation (of ketamine)  (Read 73 times)

bluecurry

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Question: n-demethylation (of ketamine)
« on: October 11, 2009, 06:21:49 AM »
I am curious as to how this process would be done exogenously. It seems there is plenty of information on o-demthylation but not on n-demethylation. Maybe I'm just looking in the wrong places?

also, what would happen if one was to o-demethylate ketamine? if you perform o-demethylation on codeine, you get morphine. Not like I expect a more potent compound from o-demethylation of ketamine as it's not codeine. However, it would be interesting to know what might become of the compound's activity.

Hope I can get some help, it would be much appreciated.

jon

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Re: Question: n-demethylation (of ketamine)
« Reply #1 on: October 11, 2009, 11:26:19 AM »
n-demethylation is acomplished by hydrolysis of the urea intermedaites formed from cyanogen halides and teriary amines.
i'm to exhausetedto spoonfeed mechanism thereis also chlorformates to give carbamates which i forget thier chemical transformations as i'm pooped

bluecurry

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Re: Question: n-demethylation (of ketamine)
« Reply #2 on: October 11, 2009, 05:47:23 PM »
Ketamine
2-(2-chlorophenyl)-2-(methylamino)-cyclohexanone


norketamine
2-Amino-2-(2-chlorophenyl)cyclohexanone


norketamine is less potent than ketamine, however it is a more powerful analgesic.

That's a good starting point, thanks Jon.