I Like to Draw Pictures of Random Molecules

[BLreturn11]

How about DIPT / DALT combinations, there seems to be little info on these

Of all the Tryptamine DIPT seems to stand out as a atypical (Quite powerful auditory changes): Wonder if DALT/DIPT combinations have been looked in to ? Seems like a logical one for the legend shulgin (maybe unpublished?)

steric hinderance might prove problematic in the above but maybe the simplest DIPT / DALT crossbread might be interesting....

-Opinions?

BL11

 

[Nagelfar]

This here is a weird methylphenidate analogue I made.. It is based on a few other MPH analogues and in theory, it would be a potent DA reuptake inhibitor, and maybe even have decent affinity for the other monoamine transporters.. either that or that C-Fl chain in the front would be impossible

It looks like it would have serotonin affinity. Possibly an antidepressant type action.

 

[SNR]

It looks like it would have serotonin affinity. Possibly an antidepressant type action.

Any NE or DA activity? Because it's based off of a methylphenidate analogue.

 

[cannibalsnail]

Why the chlorines?

 

[basement_shaman]

Doesn't matter, the bonds are impossible anyway.

 

[SNR]

Why the chlorines?

It's based of a MPH analogue I saw before. Had the chlorines and the analogue was supposedly more potent than MPH.

Doesn't matter, the bonds are impossible anyway.

How about if the flourines are removed?

 

[pharmakos]

halogens are sorta dead ends as far as SARs are concerned, can't really lengthen them into a chain or anything...

 

[Astavats]

@SNR

The Cl-F might end up as a fluorinating agent which isn't going to be safe. Removing the fluorines you'd still need to replace it with another group to avoid a charge but none the less I'd be surprised if the cyclical organochlorine is stable on the bench let alone within body. The closest I can think of to your drawn structure would probably be R-S-R as both will have similar sizes and two lone pairs, however I'd imagine it's still prone to ring-opening as well (to a lesser extent). If you wanted to tack on a electron withdrawing group (analogous to F) you could try S=O though without understanding why the parent was more effective it'd be nothing more than blindly guessing.

 

[nuke]

It's based of a MPH analogue I saw before. Had the chlorines and the analogue was supposedly more potent than MPH.


How about if the flourines are removed?

Three bonds to a chlorine 8(

Start here: http://www.chemguide.co.uk/

 

[nAON]

I was just reading through this thread, thinking 'wow, these ADD guys really know their stuff, I wish one day I could be this knowledgeable'... then I saw that C-Cl(F)-C molecule


gonna give this a go myself, just trying to figure out how to use chemdraw..

 

[nAON]

Right, here are my attempts, now i just need someone to tell me how horrifically broken and non-viable these will be

no.1

no.2

 

[pharmakos]

^^ for no.1, that much bulk at the 4-position of the phenyl ring probably would eliminate activity. all the simple 4-substituted PCx analogues that i am aware of already have drastically reduced potency(4-MeO-PCP is like 100x less potent than PCP) . what was your reasoning behind that group? everything else on the molecule makes sense to me. i woulda made it an N-Ethyl though.

no.2 could possibly be an interesting molecule. the 4,5-methylenedioxy tryptamines are largely unexplored as far as i know.

 

[cannibalsnail]

Any Tryptamine with an MD ring is a risky prospect because it falls so close to 6,7,dihydroxytrytpamine which is a neurotoxin.

 

[nAON]

Any Tryptamine with an MD ring is a risky prospect because it falls so close to 6,7,dihydroxytrytpamine which is a neurotoxin.

just looked this up, actually its this:

which looks disturbingly similar to many other common trypts. that said, i havent seen -OH that often on either trypts or phens




EDIT: just found the phen equivalent of the selective neurotoxin:

it seems indeed a good idea to steer clear of anything with -OH. not sure about how the dioxane rings would affect toxicity, i think the -OH would make it toxic either by oxidative damage or radicals being formed, i dunno if C-O-C would be metabolised that far.

that said, i mostly have no idea wtf im talking about, someone tell me if im making any sense

 

[Indole]

Your methylenedioxy ring above will be metabolised into the 6,7 dihydroxy compound. I feel like we have talked about the neurotoxic potential of such a compound before, maybe even in this very thread...

 

[SNR]

@SNR

The Cl-F might end up as a fluorinating agent which isn't going to be safe. Removing the fluorines you'd still need to replace it with another group to avoid a charge but none the less I'd be surprised if the cyclical organochlorine is stable on the bench let alone within body. The closest I can think of to your drawn structure would probably be R-S-R as both will have similar sizes and two lone pairs, however I'd imagine it's still prone to ring-opening as well (to a lesser extent). If you wanted to tack on a electron withdrawing group (analogous to F) you could try S=O though without understanding why the parent was more effective it'd be nothing more than blindly guessing.

Three bonds to a chlorine 8(

Start here: http://www.chemguide.co.uk/

Thank you both for the feedback, you've given me some things to learn from.

 

[SNR]

Your methylenedioxy ring above will be metabolised into the 6,7 dihydroxy compound. I feel like we have talked about the neurotoxic potential of such a compound before, maybe even in this very thread...

I believe neurotoxicity was the goal of that compound.

 

[i are spectre]

oh come on this isnt any fun without the IUPAC name that goes with it... and fuck fluorinated compounds. actually fuck anything with a HALOGEN.

C N O H is all i usually like in my drugs...

 

[Nagelfar]

EDIT: just found the phen equivalent of the selective neurotoxin:

Does anybody have the know-how to elucidate the exact method of action of this compound? It destroys the neurons from uptake into MAT according to that article? Does it internalize MAT like amphetamine and if so is it like a greatly exagerated DRA-type of neurotoxicity? If so, it seems to be a good example of using DRIs to prevent DRA-like toxicity.

 

[polymath]

^ The exact mechanism of 6-OHDA neurotoxicity is not known, but in a simplified model it enters the dopaminergic cells via the DA transporter and once inside, it causes production of hydrogen peroxide which oxidizes the shit out of cell structures and causes apoptosis (programmed cell death). This model is supported by the fact that in in vitro cell culture experiments, incubation with enzyme catalase which destroys hydrogen peroxide, prevents the 6-OHDA toxicity.