Skip to content

Comment · Thu, November 22, 2012

MDMA Neurotoxicity Part 1 (Metabolites)

Original post in this thread

MisterYouAreSoDumb · 77 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.

_________________________________________________

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.

________________________________________________

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 Once it's been o-demethylated to HHMA, it is no longer active like MDMA is.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

Dial595Escape · 1 points

What about alcohol? And what are the possible implication of the dommages a neurotoxic substance can do to you? I see a lot of discussion around here on weither or not some drugs might be damageable, but not at which point...

u/MisterYouAreSoDumb

Alcohol can be neurotoxic as well. Not to your serotonin system, but to your GABA and NMDA systems.

At which point is a complex answer. It's going to be different for everyone. But why just accept neurotoxicity, however small it may be, if I am giving you step to completely prevent it?

Other MYASD lines in this thread

Related in the archive

Commentr/DrugsNov 8, 2012

Research Suggests no Neurotoxicity in MDMA

**I'm going to copy what I wrote on another thread:** _____________________________________________________ YES! Keep your damn body temperatures down people! http://www.maps.org/publications/1998_malberg_1.pdf http:

597PiracetamMagnesiumQuercetinDosing
Commentr/DrugsDec 19, 2012

Which substance, in your opinion, is the hardest to remember what happened afterwards? Also, what is your best blackout story?

Ativan (lorazepam) I was going to the Markus Schulz concert one night, here in Phoenix. At dinner, one of my friends rolls a pill across the table to me. He said it was an Ativan. I was like, ohh ok, thanks. I did not i

195
Commentr/DrugsApr 18, 2013

Experts: 5 Signs Your Teen Could Be Using Club Drug 'Molly' - This is one of the dumbest articles I've read in a long time.

>Molly is like the 70s version of crack Wait, what? I think they got their equivocation backwards, and their demographics mixed up. >but because the drug is so highly addicting, he said, "They're buying a lot of it."

72
Commentr/DrugsApr 9, 2013

How fucked am I r/drugs?

Don't ever admit anything to a police officer. EVER! The burden of proof is on them.

52
Commentr/DrugsApr 8, 2013

Man 'took 40,000 ecstasy tablets' - Doctors have revealed details of the biggest recorded user of ecstasy - a man estimated to have taken 40,000 ecstasy pills in his life.

Replying to Mentran · Why no redosing?

The metabolism characteristics of the drug mean that the first dose inhibits the main metabolic pathway, CYP2D6. This means that any subsequent doses are more likely to use the secondary metabolic pathway, CYP3A4. The CY

44Dosing
Commentr/DrugsDec 21, 2012

MDMA is so harmful we can't specify why it is harmful or use any statistics whatsoever.

Replying to Bkscalpel · 500 a gram? Holy fuck I bought a gram of MD for $100 USD in Rhode Island.

I bought a gram of over 99% pure MDMA crystal for €25 in Amsterdam.

35