(S)-N-Methyl-N-(3-Methyl-1-(1-pyrrolidin-yl)butyl-2)-2-phenoxyacetomide

[psyfiend]

A lab has offered me a rare new chemical which is likely to be kappa-agonist. Can anybody provide more information regarding this chemical?

Thanks in advance!

 

[Hammilton]

google probably can.

if it's a kappa agonist why in fucks name would you want to take it? take dysphoric salvia and drag it out a couple hours. they're awful, awful drugs, hardly recreational!

unless you want it because it'd be a cool chemical to own, and collect, of course. It's one I'd like in my collection- but only for the sake of saying, look at this!

 

[Slapdragonx]

Binding affinity for the kappa receptors is 20.9 - 21.8nM (Conflicting reports from the same reference) [1].

[1]:

Barlow JJ, Blackburn TP, Costello GF, James R, Le Count DJ, Main BG, Pearce
RJ, Russell K, Shaw JS. Structure/activity studies related to
2-(3,4-dichlorophenyl)-N-methyl-N-[2-(1-pyrrolidinyl)-1-substituted-
ethyl]acetamides: a novel series of potent and selective kappa-opioid agonists. J Med Chem. 1991 Nov;34(11):3149-58. PubMed PMID: 1659636.

 

[hamhurricane]

I would love to try one of these long lasting KOR agonists or salvinorin-a analogues, I have always responded extraordinarily well to salvia - both in smoking highly potent extracts and in sublingual/buccal quid method - the only thing I ever want from salvia is for it to last longer with more intensity. RZ has tried at least one of the more unusual KOR research ligands, I can't recall the name atm, but he said that it made his vision turn yellow and he was overcome with anger.

Can anyone post the structure to this compound?

 

[seep]

```

 

[MurphyClox]

Nope, it's:



The reference, which slapdragonx already mentioned, is the only one including this compound.

- Murphy

 

[seep]

Murphy, you know much more about this than me, but what I posted was the interpretation of the thread title:

"(S)-N-Methyl-N-(3-Methyl-1-(1-pyrrolidin-yl)butyl-2)-2-phenoxyacetomide"

I believe the structure you posted is:

N-Methyl-N-[3-Methyl-2-(1-pyrrolidinyl)butyl]-2-phenoxyacetamide

 

[dread]

No, I think murphy is correct. The pyrrolidine is connected to the 1-carbon of the butyl, a methyl on the 3-carbon, and the 2-carbon of the butyl is connected to the amide.

Thus, 3-methyl-1-pyrrolidinyl-butan-2-yl.

The pyrrolidine is connected to the end of the butane chain so it must be either 1 or 4.


thusly:

 

[MurphyClox]

N-Methyl-N-(3-Methyl-1-(1-pyrrolidin-yl)butyl-2)-2-phenoxyacetamide

vs.

N-Methyl-N-[3-Methyl-2-(1-pyrrolidinyl)butyl]-2-phenoxyacetamide

Yep, I used the name from the thread-title, too.
Let's forget any typos a lá "...acetomide", but only focus on what I marked in blue. The 2 names that you provided describe the same molecule, which is the one shown in my last post

I admit, the given name do not fit entirely valid rules for organic nomenclature; it must be either "...2-butyl)" or "...but-2-yl)", but not "...butyl-2)".


Peace! - Murphy


P.S. I just love the way Dread annoted my scheme. Epic!!!

 

[seep]

good one. thanks both

 

[thesomoan]

I had heard about some long lasting kappa agonists that were salvia analogues, I can't remember the article citation but I will do my best to find it again. Essentially the results were very negative, even people with good salvia experiences reported feeling panicked or trapped after an hour or so. Some reported initial euphoria or positive hallucinegenic experiences, but virtually every account was ultimately very negative.

 

[psyfiend]

Thanks for all the responses

I've never had much of an enjoyable experience with salvia... but it looks quite interesting.

Does anybody have an idea of the active dosage?

P.S. I'm still greenlighter status, so I can't reply to private msgs yet.