MescodragonFLY

[Astavats]

I've wondered for a while if the difuranyl analogue of mescaline and TMA would be active agonists of the 5-HT2A receptor. I'm not sure why it wouldn't, so I decided to ask rather assume. Thanks in advance ADD.

^R = H or CH3

Sorry if this has been discussed before.

 

[Riemann Zeta]

I know that Nichols' group has looked at a compound similar to that in a recent paper (Parker et al, 2008). The compound is the fully saturated version (the FLY analogue as opposed to the DFLY furanyl version), but with an 4-SMe moiety rather than a standard methoxy (I'd post the structure, but attachments are no longer allowed). They called the compound Sbat. It has a Ki of 476 nM against MDL100907 at the 5-HT2a receptor. In comparison, for the same assay, the Ki of psilocin was 323 nM and the Ki of DMT was 1636 nM. They found Sbat to be a partial agonist, so I'm guessing that the mescaline analogue might be an active psychedelic.

 

[Astavats]

Hmm, I've never heard that compound sounds interesting. I haven't caught up with Dr. Nichols' 2008 work much, definitely will keep an eye for that. Thanks for your input.

 

[vecktor]

it is my understanding that for potent activity the oxygen lone pairs need to be anti to one another.
The nichols group has indeed made the tetrahydrodifuran with this pattern and they did it a long time ago. if you look through nichols bibliography there is a specific paper dealing with fly compounds derived from 3,4,5 substituted parents. it is 2003-2004 from memory.
the bad news is the compound drawn the lone pairs are syn to each other and pointing the wrong way. so the potency will be well down on the 245 pattern materials. it is most likely active at _some_ level but the dose might be huge.

 

[Limpet_Chicken]

Could that still not be relative, veck, that is, low potency for a dragonfly, but mescaline itself has a low potency, compared with many phenethylamines, what might be low-potency compared to Br-DF could, speculating, still have a high potency, meaning if its active at 100mg even, thats low for a fly sure, but its nothing to be sniffed at.

Although I haven't read much of Nichols' work, could you point me somewhere where I could ?

 

[Astavats]

I assumed it would have been discussed, but never knew it had been tested. Exciting, I have new reading material to look forward to.

Thanks again, I'm learning as I go.

 

[vecktor]

Could that still not be relative, veck, that is, low potency for a dragonfly, but mescaline itself has a low potency, compared with many phenethylamines, what might be low-potency compared to Br-DF could, speculating, still have a high potency, meaning if its active at 100mg even, thats low for a fly sure, but its nothing to be sniffed at.

Although I haven't read much of Nichols' work, could you point me somewhere where I could ?

maps or heffter used to have an archive of his stuff IIRC

because it is constrained it cannot align in certain orientations at all, so it might be completely inactive rather than just reduced potency. total speculation I will check the paper.

 

[Doctor Abalaba]

I glad its not in the JoMC. For some odd reason, the ACS (American Chemistry Society) blocked my account from accessing online papers, to which my school subscribes. At least Ill be able to catch up on my Nichols reading. Thanks.

maps or heffter used to have an archive of his stuff IIRC

Is it still up?

 

[planckunit]

I glad its not in the JoMC. For some odd reason, the ACS (American Chemistry Society) blocked my account from accessing online papers, to which my school subscribes. At least Ill be able to catch up on my Nichols reading. Thanks.

Is it still up?

Erowid has about 80 articles by nichols. I think you can find it by going to the "David Nichols" vault