2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione - Drugs Forum
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  #1  
Old 27-01-2008, 12:14
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Exclamation 2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione

So seeing how Phthalimidopropiophenone is being used as a pro-drug to cathinone. [although the safety is not yet established]
http://en.wikipedia.org/wiki/Phthalimidopropiophenone


SWIM wonders if the bk-MDA equivalent might be stable.


The IUPAC name is a bit of a mouthful!
2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione
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  #2  
Old 27-01-2008, 13:22
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Re: 2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione

What would be an easier name for this substance?
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  #3  
Old 27-01-2008, 14:54
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Re: 2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione

Trying to figure out a cleaner name but not having any success.

bk-MDA-phthalate

(not technically correct as that suggest the phthalic acid salt)

Some potential reports of environmental pollution with phthalic acid esters causing unwanted side effects in humans. People may have heard of "Phthalates" commonly found in plastics which are potentially damaging.

[Don't know enough to figure out if this whole series of pro-drugs would possibly form esters with alcohol or some other mechanism through metabolism]

Last edited by Zaprenz; 27-01-2008 at 15:41.
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Old 28-01-2008, 15:02
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Re: 2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione

This is a potentially very interesting idea and i would be interested if it would allow for easier formation of BK relatives of primary amines
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Old 28-01-2008, 15:50
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Re: 2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione

Something to remember though:

http://en.wikipedia.org/wiki/Thalidomide

Thalidomide has a similar Isoindole-1,3-dione moiety (only a few drugs do SWIM thinks) and most people know what a disaster that was. Adding that component to PEAs is completely unresearched.
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Old 28-01-2008, 17:54
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Re: 2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione

Contrary to popular belief it is very much possible to prepare beta-keto analogs of primary amines, as they are stable in their salt form (i.e as for example hydrochlorides). BK-phenethylamines can easily be prepared by the Delepine reaction from the properly substituted acetophenone, this approach however does not work for propiophenones but there are several other viable routes.

Pro-drugs are interesting, and may be more so in the future due to legislation, but it is definately possible (and for the trained chemist not a problem at all) to synthesize these type of compounds.

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  #7  
Old 28-01-2008, 18:42
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Re: 2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione

Interesting. ^

Isn't the problem though stability? [I.e fairly quickly start breaking down]
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Old 28-01-2008, 18:48
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Re: 2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione

Zaprenz, yeah i think we can safely say this isn't something we'd want to be giving to pregnant women in a hurry, then again would (or should) they want to be taking these compounds in the first place?

Syntelman, this is why i said easier not possible, i'm by no means a chemist but I have seen it mentioned recently that the primary amines can be formed, its just that it takes a bit more work, BK compounds are expensive enough already...

Still though, always good to avoid misinformation

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  let's hope they don't, good post though
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Old 28-01-2008, 19:36
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Re: 2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione

Zaprens: In their freebase form they will fairly quickly dimerize/polymerize, but this is in general not a problem when stored as salts. BK-phenethylamines are quite easy to make, as said the propiophenones require more work but a carefully planned synthesis will do the job!

Iggypoop: Yes, of course it requires some more planning and most likely more steps. However it is my firm belief that the currently available BK-compounds are expensive mainly because they belong to a "gray market" and few laboratories are willing to synthesize them. I doubt that it costs more than 4-500 US dollars for a chinese industrial laboratory to whip out a kilo of for example methylone (and that is including labour costs and not only raw materials). The starting materials for bk-MBDB is even commercially available at a cheap cost in the west, so that would most likely even cost less to produce. Chinese laboratories also charge much more than they would for other regular chemicals because they know what these compounds are marketed for and how much they are worth to the retailes in Europe/USA. It is most likely only a question of time before someone gets the idea and starts producing bk-phenethylamines etc.

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  #10  
Old 29-01-2008, 18:12
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Re: 2-(2-Benzo[1,3]dioxol-5-yl-1-methyl-2-oxo-ethyl)-isoindole-1,3-dione

^ I look forward to that day
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