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I Like to Draw Pictures of Random Molecules

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The chromium tricarbonyl compounds should act as a carbon monoxide-releasing agent. They release CO to myoglobin and hemoglobin. CO Bind to the same binding site as O2. CO have also better binding affinity then oxygen. CO will displace O2 and impairs the transport of oxygen.


Edit: Something like [{(MeO)2C6H4}Cr(CO)3]. See page 267.
Besides that, i don't think you want chromium in your body lol.
 
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Solipsis said:
Good for cluster headaches perhaps :)

https://en.wikipedia.org/wiki/2-Bromo-LSD

But maybe without the bromo the above becomes active? Still waiting for someone to try that simplified 3-ring lysergoid haha, whatsitcalled
Click to expand...

Yes probabbly but the 2-BrLSD is pretty fascinating..apparently 2a receptors are picky! don't like Br at 2 position but can accomodate them in dob-like Br substitution pattern.

the simplified tricyclic lysergoid (or shall we call them lysergonan like morphinans?:) look very appealing.worth the effort.


LZD1_zps6dbci9nf.png


They look like morphinans with the opposite stereochemistry!!
So beware! racemic mixture might well give a opioid psychedelic!, similar to this:

LZD2_zpswg8gb2o8.png

may be a bit less active without the phenolic OH!
so potentially you could end up with opioid psychedelic: LSD+Morphine (at quite close dosage range!!!)

re: simplified LSD
Further simplification I thought. Replacing pyrrole ring of LSD with phenyl (easier to synthesize!) and give LSD hair-cut ended up like this:

LZD23_zpsakxt4q7z.png


Would be surprised if it wasn't described somewhere in literature!!). But then again naphthalenes tend to be carciogenic, isnt it?
 
how about this one on HT2a/2c? wouldnt it be closer to LSD than the dihydro congener??


lzd44_zpshotb9flk.png
 
(um. Just how *not nice* / 'toxic' are we speaking here sek?)
Click to expand...

i'm gonna say that an organic-soluble Cr(0) source is probably a great way to fuck up enzymes non-specifically by delivering heavy metal ions to all sorts of places they normally would never make it.... so toxic like lead, uranium, thallium, polonium type stuff. heavily bioaccumulative i'd bet. methamphetamine's monoamine release/pro-oxidative effects are tame in comparison.

look at the toxicity of nickel carbonyl for a scare... and also for why nobody uses metal carbonyls as drugs.
 
Just to keep things straight, this is

(S)-1-phenyl-2-methylaminopropane.png


(S)-METHAMPHETAMINE, and this is

(S)-2-methylamino-1-phenylpropane.png


(S)-METHAMPHETAMINE, but this is

(R)-2-methylamino-1-phenylpropane.png


*not* (S)-METHAMPHETAMINE.
 
You first locate the chiral center, that would be the one (virtually always carbon) atom that is bonded to 4 groups or atoms that are ALL different / distinguishable from each other, so anything 'symmetrical' doesn't count since that means that the mirror images of a molecule are actually identical, just like that is true for simple geometry.

Then you list those 4 groups in terms of 'priorities' which are defined by these rules https://en.wikipedia.org/wiki/Cahn–Ingold–Prelog_priority_rules by atomic number.

Then take the molecule and note the direction of the circle you draw when following the prioritized groups. If you go left, then its S (for sinister, left), if you go right then its R (rectus).

I think you do that by rotating the molecule in 3D and pointing the lowest priority group away from you, then numbering the rest.
 
DotChem said:
I meant compared to this

The first one!
Click to expand...

Maybe, Benzofuran is aromatic. You have sp2-hybridization everywhere, that might work differently in comparison to 2,3-dihydrobenzofuran? The R isomer is the active isomer when you have DOB or Bromo dragonfly and other DOB derivatives. They have some form of shape similarities. S and R DOB gave differences shape to the nitrogen. R DOB is the must active one and S have not so good activity. But how about the molecule that you mentioned? If you look at the 3D structure, the R isomer seems to changes the shape of the molecule, and make the structure a bit different in comparison to the other active substances.
NRbxo7w.jpg
 
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Yes you have right.
diphenylmethane Should work. But however, the structure then well becomes something like dizocilpine.

SBZ8ZYy.jpg
 
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Friman1987 said:
Maybe, Benzofuran is aromatic. You have sp2-hybridization everywhere, that might work differently in comparison to 2,3-dihydrobenzofuran? The R isomer is the active isomer when you have DOB or Bromo dragonfly and other DOB derivatives. They have some form of shape similarities. S and R DOB gave differences shape to the nitrogen. R DOB is the must active one and S have not so good activity. But how about the molecule that you mentioned? If you look at the 3D structure, the R isomer seems to changes the shape of the molecule, and make the structure a bit different in comparison to the other active substances.
NRbxo7w.jpg
Click to expand...


Oh absolutely. The benzofuran will give a different shape closer to that of LSD pyrrole. While the benzodihydrofuran a shape closer to that of morphinans(not withstanding stereochemistry at C-N). Since we don't discuss synthesis here, just for the sake, the reason I thought maybe data on 5HT2a/2c of the dihydro derivatives available is that you synthesize it en route to the benzofuran (ie by catalytic reduction) among others. So I thought since whoever prepare it might have in hand the benzofuran, why not test it too?

For BromoDragon-Fly the bis-dihydrofuran is 20 times less active than the parent molecule if I remember.

As for stereochemistry, true the S isomer is the active DOB FLY while the R is inactive. Same with amphetamines.

Now the oipiods (ie morphinans) on the other hand the R will be expected to the active isomer. Check it out with the morphine molecule below. Which lead me to suggest that the S-isomer of both (furnao and dihydrofurano) might be LSD-like and the R-isomer opioids like. with lefetamine, one might expect the R to be opioid agonist (albeit partiel) and the S stimulant ie S-amphetamine like. is there any data on R and S lefetamine??

Now as for the molecule I drew notice it is actually not chiral (it is symmetrical!) so can well equally bind LSD receptors (2a/2c) opioids (compare to morphinans) and NMDA (compare to lefetamine) in addition to potentially beeing DRI DRA .. PRETTY NASTY I GUESS
LZD23_zpsakxt4q7z.png
 
let me try again! discussing synthesis make me nervous I guess:(; read :

the reason I thought maybe data on 5HT2a/2c of the furan derivatives available is that you synthesize it en route to the benzoDIHYDROfuran (ie by catalytic reduction) among others
Click to expand...
ie reduction of benzofuran to dihydrobenzofuran (not suggesting synthesis tho just for the sake of discussing
 
UWA-001 (methylenedioxymephenidine, substance 11g in doi 10.1039/C0MD00108B):

As indicated in Fig. 6, the human-psychoactive drugs MDMA and PMA reduce prepulse inhibition in a dose-dependent manner. Conversely, compound 11g clearly shows the opposite trend, marginally increasing prepulse inhibition, much like some antipsychotic drugs (see above). These data strongly suggest that 11g does not exhibit psychoactivity
Click to expand...

Mhm wouldn't be surprised if it's a NMDA receptor antagonist. Ketamine increases PPI as well.
 
Tramadol losing potency as the alkyl chain between N and phenyl group increases is not surprising. Tramadol and other open chain opioids are more likely to conform in a slightly different and more accessible way than classical opiates to the receptor. Adding the N-phenalkyl group will not mean that it is likely to interact with the hydrophobic pocket as it would be with classical opioids. Steric hindrance is more likely the case here, and this should be the case especially if activity drops as n increases (I haven't read the paper yet).
 
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