Any close analogues to SSRI type meds that would be a non selective SRI

[LucidSDreamr]

Any close analogues to SSRI type meds that would be a non selective SRI.

Like a functional groups of an ssri med being essential to it beings selective. Remove this?

 

[Smyth2]

Sertraline is the 1S/4R isomer. If you perform the reductive amination of the ketone under non selective conditions you also get some of the 1R/4S isomer which is a SNDRI. This is most similar to indatraline.

Paroxetine is the 3S,4R isomer. Under the right conditions you can get the 3S/4S isomer which is the cocaine isomer. This was performed for the corresponding phenyl tropane, RTI-274 and shown to work well (although there are some synthesis hurdles).

 

[LucidSDreamr]

Paroxetine is the 3S,4R isomer. Under the right conditions you can get the 3S/4S isomer which is the cocaine isomer. This was performed for the corresponding phenyl tropane, RTI-274 and shown to work well (although there are some synthesis hurdles).

anyone tried this drug product ?

 

[Smyth2]

Nobody here would have tried it, but Kozikoswski also showed the logic for the idea in the nocaine literature.

Femoxetine would be weaker because it is only an ubsubstituted phenyl, fluoro is also weaker to fit the DAT receptor than a bulkier substitutent.

As well as indatraline, the sertraline idea for the 1R,4S enantiomer was also demonstrated for Dasotraline.

Note that for sertraline, it was stated that the primary amine is inactive. So you do need the methylamine or dimethylamine to get activity, which is out of character for Dasotraline since this uses primary amine.

 

[LucidSDreamr]

Nobody here would have tried it, but Kozikoswski also showed the logic for the idea in the nocaine literature.

Femoxetine would be weaker because it is only an ubsubstituted phenyl, fluoro is also weaker to fit the DAT receptor than a bulkier substitutent.

As well as indatraline, the sertraline idea for the 1R,4S enantiomer was also demonstrated for Dasotraline.

Note that for sertraline, it was stated that the primary amine is inactive. So you do need the methylamine or dimethylamine to get activity, which is out of character for Dasotraline since this uses primary amine.

I brought it up because Basically it be awesome if someone figured out a very simple modification of an SSRI type drug that made it lose selectivity.

I wouldn’t try the stuff I’d just love to see the government deal with millions of ppl making some highly recreational drug from antidepressants with a very simple chemical modification.

It would just be another humiliation for them in the drug war.


A similar idea was turning bupe or naloxone into a full agonist but I couldn’t really come up with any ideas that one.

 

[Smyth2]

ok actually i remember an idea i had a while ago.

Take venlafaxine (aka Dobupal), then if you react this with bromine you should get an analog that was made before:

1-[1-(3-Bromo-4-methoxy-phenyl)-2-dimethylamino-ethyl]-cyclohexanol (HCl)

1-[1-(3-Bromo-4-methoxy-phenyl)-2-dimethylamino-ethyl]-cyclohexanol (HCl) | C17H26BrNO2 | CID 13520327 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.

pubchem.ncbi.nlm.nih.gov

This analog of venlafaxine is much more powerful BAT (biogenic amine transporter) substrate than for venlafaxine proper.

 

[Smyth2]

In regard to the opioids though, there was one being made from codeine called Desomorphine (aka "Krokodil").

Like tranq though this had horrible flesh eating side-effects but it's the result of impurities left by the homemade chemist than the actual drug itself.

I think it's mainly at the site of injection though and afaik it would not happen with other routes of administration.

It definately looks like a good drug if you could get it in pure pharmaceutical grade.

 

[LucidSDreamr]

In regard to the opioids though, there was one being made from codeine called Desomorphine (aka "Krokodil").

Like tranq though this had horrible flesh eating side-effects but it's the result of impurities left by the homemade chemist than the actual drug itself.

I think it's mainly at the site of injection though and afaik it would not happen with other routes of administration.

It definately looks like a good drug if you could get it in pure pharmaceutical grade.

I tried it in pharma grade via IV.

I was already high though on dilaided. Nothing remarkable about it…but it wasn’t a proper test I was on multiple drugs. A friend had it but only let me try that one time even though we were supposed to split it. Dope friends right?