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Comment · Fri, December 21, 2012

MDMA Neurotoxicity Part 1 Metabolites)

Original post in this thread

MisterYouAreSoDumb · 129 points

This is probably going to be the first in a series of discussions I start about MDMA. There's just too much information for one post. Therefore, I am going to start with one that is very interesting to me: MDMA's metabolites and their role in neurotoxicity. I pre-appologise for the length and terminology used.

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First off, let's discuss how MDMA is metabolized. The human cytochrome CYP450 is responsible for the metabolism of MDMA. The primary enzyme responsible is CYP2D6, using O-demethylation. This process adds two hydrogen atoms to the two open oxygen atoms in MDMA to create HHMA. Let's look at the structure for a minute.

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MDMA is 3,4-methylenedioxy-N-methylamphetamine

HHMA is 3,4-dihydroxy-N-methylamphetamine

So your CYP2D6 enzyme added two hydrogen atoms to the methylenedioxy structure to create a dihydroxy structure. Once it's been o-demethylated to HHMA, it is no longer active like MDMA is. HHMA can then be 0-methylated further to HMMA, or 4-hydroxy-3-methoxy-N-methylamphetamine. Here is an image to help you visualize this process.

This is…

What they were answering

Monkey_in_a_Barrel · 1 points

Also, are you a doctor or researcher or something? how do you have all this awesome knowledge?

u/MisterYouAreSoDumb

No sir, it just interests me. I actually run my own telecommunications company.

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