• Neuroscience & Pharmacology Discussion Welcome Guest
    Posting Rules Bluelight Rules
    Recent Journal Articles Chemistry Mega-Thread
    FREE Chemistry Databases! Self-Education Guide

  • N&PD Moderators: Skorpio | someguyontheinternet

I Like to Draw Pictures of Random Molecules

Status
Not open for further replies.
polymath said:
^ 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.
Click to expand...

So its a contrast of transporter damage through oxidization over phosphorylaton? I'm assuming then most chemical causation on dopaminergic neurons is mediated through DAT for the whole system regulation versus for instance their respective receptor condition. (at least for induced toxicity)
 
Here is something a bit new to this thread
24ybs4x.png


O-Methyl-N-Methyl-Muscimol
 
The reason for the N-Methyl addition is to reduce polarity and increase lipophilicty to increase bbb crossing.
The O-Methylation simply to see what it would do, going all shulgin :P
 
Above image is broken. I want to see it too! Please repost!
 
SNR said:
Above image is broken. I want to see it too! Please repost!
Click to expand...
I don't remember whether he drew the aromatic or saturated hemifly, but here's a guess anyway. edit: ignore that first image, I made it a phenmethylamine instead of a phenethylamine :/ It's correct now, SMILES: C13=C(C(=C(C2=C1[C@@H](C2)CN)OC)Br)CCO3
R6IRb.png
 
Last edited:
Man.. even if it was a phenethylamine it's still a really crazy looking molecule. Any ideas on activity? Not sure I've seen any compound that looks like that haha
 
That is a phenthylamine. It just has a beta-methyl which is also bonded to the 6-position on the phenyl ring. The phenethylamine backbone is still there, even if it is distorted a little bit by chirality along the ethylamine part.

And as for activity, TCB-2 definitely had activity (0.26nM @ 5HT2A), so even if this compound had a tenfold decrease in potency then it would still be quite active.
 
hey what do you guys use to draw these compounds on the computer?

i had some software from biorad who makes all kinds of lab shit for schools and stuff (dehydrated enzymes, blood, all kinds of crap). it was ok, but academic version kind of sucked.

i know there are a ton of programs out there, but what are some good ones more attuned to say structure drawings and nomenclature? nothing crazy...
 
i are spectre said:
hey what do you guys use to draw these compounds on the computer?

i had some software from biorad who makes all kinds of lab shit for schools and stuff (dehydrated enzymes, blood, all kinds of crap). it was ok, but academic version kind of sucked.

i know there are a ton of programs out there, but what are some good ones more attuned to say structure drawings and nomenclature? nothing crazy...
Click to expand...
http://en.wikipedia.org/wiki/Molecule_editor

I use PubChem sketcher, it's an online applet that's super simple and can export in a lot of formats, e.g. PNG, SVG, SMILES, etc. Very useful.
 
flaming said:
I was in the process of brainstorming some new various N-benzyl 2C derivatives when I came across this article: http://molpharm.aspetjournals.org/content/70/6/1956.long . Seems like I'm not so original after all... They've already tested N-napthyl, N-benzylmethylenedioxy, just about everything you could think of.
Click to expand...
This paper is getting old and I for one don't understand why there hasn't been more research into N-benzyls. The N-benzyl substituent hasn't exactly been explored in great detail (6 variations using 3 different phenethylamine scaffolds). I honestly don't understand why nobody has picked up the ball on this.
 
flaming said:
http://en.wikipedia.org/wiki/Molecule_editor

I use PubChem sketcher, it's an online applet that's super simple and can export in a lot of formats, e.g. PNG, SVG, SMILES, etc. Very useful.
Click to expand...

yeah thanks mate, but im asking what program on that list really, out of curiosity. an online applet sounds ideal though. something simple that will just do structures.

the program from bio-rad named the compounds for you though which was sick. only problem was the academic version didn't get into stereochemistry and only allowed 6 or 8 atoms besides the standard organics C N O H

their site is down now for maintenance, ill try and find the program. http://www.bio-rad.com
 
Cortexiphan said:
This paper is getting old and I for one don't understand why there hasn't been more research into N-benzyls. The N-benzyl substituent hasn't exactly been explored in great detail (6 variations using 3 different phenethylamine scaffolds). I honestly don't understand why nobody has picked up the ball on this.
Click to expand...

Not sure. It could be that these drugs are insanely potent, and safety concerns? But on the other hand, underground chemists don't usually care about safety..

I did read that the N-benzyl substituents of DOI are not active.
 
Cortexiphan said:
This paper is getting old and I for one don't understand why there hasn't been more research into N-benzyls. The N-benzyl substituent hasn't exactly been explored in great detail (6 variations using 3 different phenethylamine scaffolds). I honestly don't understand why nobody has picked up the ball on this.
Click to expand...
Hahaha, your assertion is so incorrect that it makes me laugh. Clearly you haven't read Michael Braden's 176-page paper entitled "Towards a Biophysical Understanding of Hallucinogenic Action" :D
 
sFHwk.png


I know the N-benzyl part is drawn ugly, I know I know.
Anyways, removed the iodo from 25I-NBOMe and replaced it with a benzofuran group. Any ideas on activity? Reuptake inhibition? Strong 5-HTx agonism?
 


I know that amphetamine SAR isn't necessarily applicable to nbomes so I'm not saying it would be some sort of MDA replacement, I’m just curious about its possible activity/effects. I'm guessing the alpha methylated derivative would be of decreased potency with respect to MDA, if active at all?
 
randomer945 said:


I know that amphetamine SAR isn't necessarily applicable to nbomes so I'm not saying it would be some sort of MDA replacement, I’m just curious about its possible activity/effects. I'm guessing the alpha methylated derivative would be of decreased potency with respect to MDA, if active at all?
Click to expand...

Very likely to be no activity. 2Cs work because the majority of visual effects occur in the left hand part of the molecule. With releaser molecules you block the part of the molecule that is used to access the SERT/DAT.
 
randomer945 said:


I know that amphetamine SAR isn't necessarily applicable to nbomes so I'm not saying it would be some sort of MDA replacement, I’m just curious about its possible activity/effects. I'm guessing the alpha methylated derivative would be of decreased potency with respect to MDA, if active at all?
Click to expand...

i bet this would be active at a lower dose than MDA, with MDA like effects... more hallucinogenic than stimulatory/empathogenic though

EDIT -- whoops i meant to say *lower* dose than MDA, not higher
 
Last edited:
Status
Not open for further replies.
Top