Author Topic: Bromadol - BDPC  (Read 229 times)

heisenberg

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Bromadol - BDPC
« on: April 14, 2010, 05:32:20 AM »


This stuff is legal, and has a potency of about 10,000x of morphine (1ug = 10mg morphine). I think it could probably be made as follows: condensation of 1,4-cyclohexadione with methylamine to form an imine, protection of the carbonyl with ethylene glycol, grignard with p-bromophenylmagnesium bromide, methylation of the amine, followed by deprotection of the carbonyl, and finally reaction with phenylethylmagnesium bromide.

I believe that the incredible potency makes it essentially unfit for humans, however I imagine that there must be some analogs of it which possess less potency.
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Naf1

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Re: Bromadol - BDPC
« Reply #1 on: April 14, 2010, 10:39:30 PM »
You would imagine they resolved the racemic product into its separate isomers(not that much work in this case), to find out which one displayed that ridiculous potency. The cis isomer would probably be of a much lesser potency. Also something like the related bromadoline would be easier to synth and have a more sensible potency, have you looked into Tapentadol?

jon

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Re: Bromadol - BDPC
« Reply #2 on: April 14, 2010, 11:57:43 PM »
yous guys get more intersting everyday like fine wine.

Naf1

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Re: Bromadol - BDPC
« Reply #3 on: April 15, 2010, 12:15:06 AM »
Start here I guess:
PROCESS FOR THE PREPARATION OF (1R,2R)-3-(3-DIMETHYLAMINO-1-ETHYL-2-METHYL-PROPYL)-PHENOL
WIPO Patent Application WO/2008/012047
New Link That wont crash firefox (sorry)
You can download the pdf from the above site, linking directly to the pdf crashed firefox when clicked.
« Last Edit: April 15, 2010, 12:19:53 AM by Naf1 »

Frequency

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Re: Bromadol - BDPC
« Reply #4 on: April 17, 2010, 05:03:25 AM »
I believe that the incredible potency makes it essentially unfit for humans, however I imagine that there must be some analogs of it which possess less potency.

All of the super-potent opiods cause respiratory failure in even miniscule dosages. A small fraction of them are used as large mammal tranquilizers but are lethal to humans even in inactive levels. Shame though yeah? Nice post Heisenberg.

Naf1

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Re: Bromadol - BDPC
« Reply #5 on: April 17, 2010, 05:26:54 AM »
Hey Frequency, Heisenberg asked if there were any analogs and there are! I had said it before in this post so may as well say it again;

"Also something like the related bromadoline would be easier to synth and have a more sensible potency, have you looked into Tapentadol?"

Turns out to prepare the correct stereoisomer is not as easy as it seems,
Tapentadol;
is a centrally-acting analgesic with a dual mode of action as an agonist at the u-opioid receptor and as a norepinephrine reuptake inhibitor. It has opioid and nonopioid acitivity in a single compound.
Its dual mode of action provides analgesia at similar levels of more potent narcotic analgesics such as hydrocodone, oxycodone, and meperidine with a more tolerable side effect profile.


From wiki!

Tapentadol is from the same series of analgesics as Bromadol, wiki says the abuse potential is unknown I say its huge! More tolerable side effects than other opoids, with pretty good analgesic activity. Less complicated molecule to synth than traditional opoids, depending on precursors. You get the added norepinephrine reuptake inhibition which potentiates the analgesic effects so less is needed and hence less side effects. The u-opoid receptor activity will make it attractive to opoid addicts, as a substitute when stocks are low. If they started using it intravenously it I am sure it would become very popular very quickly! And its not on the market yet so is not scheduled yet!

edit; With an answer like that, you can see it was legitimately a good question! Most picked it up from me saying "have you looked into Tapentadol", but you must have missed it!
« Last Edit: April 17, 2010, 05:31:11 AM by Naf1 »

Naphyrone

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Re: Bromadol - BDPC
« Reply #6 on: April 18, 2010, 08:55:49 AM »
Naf1, wiki says tapentadol is sched 2.
You think anything better could come from messing with that alcohol?
Also I can't wait to find an SSRA(5HT1A)/mu-opioid compound, heck maybe even an SRA/mu-opioid.[edit: forgot about tramadol]
« Last Edit: April 18, 2010, 09:22:38 AM by Naphyrone »

Vanadium

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Re: Bromadol - BDPC
« Reply #7 on: May 11, 2010, 04:42:13 AM »
OP, due to the preferential axial attack of the reagent, both your Grignards would produce the wrong isomer in at best a 6:1 ratio, giving you a 2% yield assuming all reactions are quantitative. It's safe to say the target compound in the OP is not for clandestine manufacturers.
« Last Edit: May 11, 2010, 04:57:32 AM by Vanadium »

lugh

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Re: Tapentadol
« Reply #8 on: May 16, 2010, 09:23:23 PM »
Pub Med banned the downloading of more free articles on Tapentadol after the attached paper was retrieved  :-X
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