Author Topic: MDA Versus MDMA  (Read 316 times)

RoidRage

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Re: MDA Versus MDMA
« Reply #20 on: March 20, 2013, 10:01:19 PM »
Another fun pop quiz.
What's going to run higher on your silica TLC plate: morphine or oxymorphone and why?

Oxymorphone will go higher considering it's less polar than morphine (Have a ketone and an alcohol in 3/6 positions instead of 2 alcohols). I'm ignoring the additional double-bond in morphine considering it's effects on polarity are minimal as opposed to the additional hydroxyl group

wasabi

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Re: MDA Versus MDMA
« Reply #21 on: March 20, 2013, 10:33:53 PM »
Many people advocate the ingestion of CYP3A4 inhibitors (bergamottin in grapefruit juice being a common one) in order to avoid the toxic metabolites spawned from MDA.
Perhaps one could bioassay MDMA under both normal conditions and with the enzyme inhibited.
I've heard the conversion rate is only approximately 10% anyway, so it's doubtful that the demethylation will have a profound impact on the experience, but one can never be certain.

Concerning references, can anyone PM me regarding access to scientific literature? I've developed quite the interest in pharmacology of late, yet I have no formal access to the studies I see cited. I'm sure there are ways around this, short of individually requesting every article. Wasps have better things to do.

akcom

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Re: MDA Versus MDMA
« Reply #22 on: March 20, 2013, 10:54:09 PM »
Another fun pop quiz.
What's going to run higher on your silica TLC plate: morphine or oxymorphone and why?

Oxymorphone will go higher considering it's less polar than morphine (Have a ketone and an alcohol in 3/6 positions instead of 2 alcohols). I'm ignoring the additional double-bond in morphine considering it's effects on polarity are minimal as opposed to the additional hydroxyl group
You're right, but for the wrong reason.  Oxymorphone has an additional tertiary alcohol which one might suspect would make it more polar (2 alcohols + a ketone vs 1 alcohol + a ketone).

But if you actually try it you get a completely different result.  The tertiary alcohol hydrogen bonds to the amine, reducing the molecule's overal polarity.  morphine moves further

RoidRage

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Re: MDA Versus MDMA
« Reply #23 on: March 21, 2013, 01:12:46 AM »
Thanks, I checked really fast and missed that tertiary alcohol!

Wizard X

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Albert Einstein - "Great ideas often receive violent opposition from mediocre minds."

Tsathoggua

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Re: MDA Versus MDMA
« Reply #25 on: March 21, 2013, 04:49:09 PM »
6-MAM also has different MOR selectivity IIRC to morphine itself.

Seemingly the crosstolerance between H and morphine is incomplete, with the gluconuride/6-MAM having some effects shared mainly by beta-endorphin also.

Epsilon OR activity perhaps?  or activity at some Mu1Or splice variant?                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                     
Nomen mihi Legio est, quia multi sumus

I'm hyperbolic, hypergolic, viral, chiral. So motherfucking twisted my laevo is on the right side.

T-cowboy

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Re: MDA Versus MDMA
« Reply #26 on: March 22, 2013, 01:06:20 AM »
What the hell, this is almost off-topic now. was just asking what your take on mda vs. mdma was. wow.


Tsathoggua

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Re: MDA Versus MDMA
« Reply #27 on: March 24, 2013, 12:08:48 AM »
OOPS...that was meant to go somewhere else within our nest.
Nomen mihi Legio est, quia multi sumus

I'm hyperbolic, hypergolic, viral, chiral. So motherfucking twisted my laevo is on the right side.