• N&PD Moderators: Skorpio | someguyontheinternet

I Like to Draw Pictures of Random Molecules

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I wouldn't take this.

N-(2-aminopropyl)-1,3,5-tribora-2,4,6-triazacyclohexane.png
 
3,4,5-tribromobenzylpiperazine.png


3,4,5-trichlorophenylpiperazine.png


1-(2,4,5-trimethylphenyl)-2-aminopropane.png


1-(5,6-methylenedioxypyridin-3-yl)-1-(2-pyrrolidinyl)methane.png


sodium-2-(4-isobutylphenyl)propanoate.png


1-(3,4-dichlorophenyl)-2-methylaminopropane.png


^--One of my dream molecules, along with:

1-(3,4,5-trichlorophenyl)-2-aminopropane.png


SHIVA and

1-(3,5-dimethoxy-4-pentylphenyl)-2-aminoethane.png


HEAVEN.

(S)-N-methyl-2-(2,4,6-trimethoxypyridin-3-yl)-pyrrolidine.png


OLE DIRTY BASTARD
 
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Unfortunately N-vinyls don't appear to be stable, I don't see any N-vinyl tryptamines either alas :)

I think they might actually polymerize if you try to make them.. Well that goes for N-vinylamides, but possibly also for other compounds that can conjugate (tautomerize?).
If not, it will still tautomerize to the enamine.
 
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Nobody seems to have noticed my ibuprofen structure thrown in to see if anybody's paying attention, lol.

N-methyl-2-(pyridin-3-yl)-pyrrole.png


SAINT NIC

More nicotine analogue wickedness.
 
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I did think it had no relevance to your molecules of interest, just didn't realise it was ibuprofen lol
 
a la ibuprofen, wasn't there an alleged research chemical that was alleged to circulate that looked something like this, i.e. probably a totally bullshit structure made up by a none too bright vendor to try to look vaguely recreational and UK legal to the uninformed reader?
or perhaps a joke? a troll molecule?
something like this...

3-methyl-alpha-keto-beta-methyl-methylphenethylamine.png
 
a la ibuprofen, wasn't there an alleged research chemical that was alleged to circulate that looked something like this, i.e. probably a totally bullshit structure made up by a none too bright vendor to try to look vaguely recreational and UK legal to the uninformed reader?
or perhaps a joke? a troll molecule?
something like this...

3-methyl-alpha-keto-beta-methyl-methylphenethylamine.png

But it looks almost like methamphetamine! Oh wait.
 
^ exactly. I remember seeing something like that on another site and doing a double take. I forget what they were selling it as but it wasn't "ibudrone" :p
 
^yes, that

and somebody i.v.'d the better part of a gram of it?

8)
 
Unfortunately N-vinyls don't appear to be stable, I don't see any N-vinyl tryptamines either alas :)

I think they might actually polymerize if you try to make them.. Well that goes for N-vinylamides, but possibly also for other compounds that can conjugate (tautomerize?).
If not, it will still tautomerize to the enamine.

I had to look up tautomerize and enamine in order to barely understand your answer :) That's what I love about this forum, always learn a lot.

What about halogens in the 6 position? 6-bromo-6-nor-LSD etc.. Or alkyls with halogens on the end? Flouro-meth-lad, Flouro-eth-lad etc..
 
Solipsis, you mean tautomerize into the imine right? That couldn't really happen because that nitrogen is tertiary, much like R'O-vinyl compounds are "stable" where R' =/= hydrogen. That is not to say they wouldn't most likely be unnecessarily reactive.

perpretualdawn, do you mean an N-bromo analog? I don't think that'd be stable. Halogeno-alkyl analogs could work on the other hand I guess, although that could pose a problem because such compounds can behave as alkylating agents (fluoroalkyls don't) and that's not cool.
 
perpretualdawn, do you mean an N-bromo analog? .

I mean this:

6_br_6_nor_lsd.png


Something tells me you can't do that... :)

Otherwise, these would be cool:

Flouro-meth-lad (?):

flouro_meth_lad.png


Flouro-eth-lad (?):

flouro_eth_lad.png


I don't know enough about chemistry to know how difficult those would be, but I assume very or we'd probably have heard of them already.
 
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I stand corrected on the imine and tertiary N-vinyl..

Also I fantasized before not only about 2C-chloromethyl but also 6-haloalkyl-LADs. Unfortunately my digging through chemistry came up with haloalkylamines being reactive in a way..

But fluoros being relatively bad leaving groups could possibly be an exception to this problem? Plus, IIRC the length of the alkyl may be pretty relevant as there seem to be intramolecular mechanisms the proximity (of the halo vs the amine I guess) seems to matter. It was either that only methyls / short chains are susceptible due to direct interactions, or rather - and I apprehensively bet my money on this - if the length of the N-alkyl chain is long enough and the halo is terminal, it circles back and reacts with itself. Probably the longer the chain the less constrained the ring of the intermediate would have to be, and the more self-reacting it should be.

Oh! Think I found it.. look up the cyclization of mustard nitrogens into e.g. aziridines - possibly nice and toxic =D
But this could be relatively specific. I have no idea how many compounds act like this with regard to alkyl chain length and if bulky substitutions on the N (let's not forget the lysergamide lol) totally prevent all this..

I'm interested to look it up again, to check the reaction mechs.
 
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Yeah terminal other-than-fluoro N-alkyls of 4-6 (even less or more) carbon length could react intramolecularly to form cycles.

To perpetualdawn, your first molecule, an N-bromo, is most likely very unstable and too reactive. I don't know about the N-fluoromethyl without some experimental data, but N-fluoroethyl at the terminal end should be okay. Now whether they would be pharmacologically viable is another question.
 
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