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🌟🌟 Social 🌟🌟 Rectify's molecular poetry thread

In the case of Difluanazine, it is a central stimulant. Lidoflazine is a coronary vasodilator.

Then there is amperozide and mioflazine to consider. as well as FG5865.

I'm not sure exactly what it does but I would be expected to function as a medicine.
 
1-(2-methylamino-prop-3-yl)-xanthine.png


NO_DOZ

1-(2-methylamino-prop-3-yl)-xanthine.png
1-(2-methylamino-prop-3-yl)-xanthine
 
I found out that there are Prozac/atomoxetine analogs that behave as fully functional SNDRIs.

Please see the following article for reference:
[1] Han Y, Han M, Shin D, Song C, Hahn HG. Exploration of novel 3-substituted azetidine derivatives as triple reuptake inhibitors. J Med Chem. 2012 Sep 27;55(18):8188-92. doi: 10.1021/jm3008294. Epub 2012 Sep 11. PMID: 22938049.
[2] Hoh-Gyu Hahn, et al. WO2013036015 (to Korea Advanced Institute of Science and Technology KAIST).
 
I have a question. Are the secondary amines the most active and/or longer-acting (i.e. have a clear benefit) OR are they in fact prodrugs and it's actually the primary amines that are the active. I'm almost sure I've read that some SSRIs are actually prodrugs and are used because the half-life of the primary amines isn't long enough.

But I freely admit I was skimming papers and it was long ago.

Certainly there are SSRIs in use that are primary, secondary and tertiary amines which MAY suggest the case.
 
N-(3,4-methylenedioxyphenyl)-N-[1-(2-phenyl-1-methylethyl)piperidin-4-yl]-N-carbomethoxyamine.png


PFENNAGIN
N-(3,4-methylenedioxyphenyl)-N-[1-(2-phenyl-1-methylethyl)piperidin-4-yl]-N-carbomethoxyamine
 
Smyth2 said:
It's interesting you should ask that. I only drew the structures above as normethyl to reflect what was in the article.

But the tertiary NMe2 compounds are also fully active:
Bryan B. Molloy & Klaus K. Schmiegel, US4584404 (1986 to Eli Lilly and Co).
Edward R. Lavagnino, Lawrence J. McShane, & Bryan B. Molloy, US4207343 (1980 to Eli Lilly and Co).
Click to expand...

Don't forget - affinity ≠ efficacy. It's also worth noting that there are many examples where the EC50 doesn't follow affinity. I posted on only last month. That odd Swiss opioid. The compound with the highest affinity wasn't the most potent i.e. had a higher EC50 than some other homologues.

I think it was a paper concerning various homologues of sertraline, but as I said, it was long ago.

After all, the goal of this class is to slowly modifiy monoamine levels so it's rather complex to understand exactly what researchers seek.
 
1-(3,4-methylenedioxyphenyl)-1-((2-phenyl-1-methylethyl)piperidine-4-yl)-1-carbomethoxymethane.png


PERSEUS
1-(3,4-methylenedioxyphenyl)-1-((2-phenyl-1-methylethyl)piperidine-4-yl)-1-carbomethoxymethane
 
1-(3,4-methylenedioxyphenyl)-1-(morpholine-3-yl)-1-carbomethoxymethane.png


HOT_SHOT
1-(3,4-methylenedioxyphenyl)-1-(morpholine-3-yl)-1-carbomethoxymethane
 
1-(3,4-diacetoxyphenyl)-1-(morpholine-3-yl)-1-carbomethoxymethane.png


CRUNKY_JUNKY_IV
1-(3,4-diacetoxyphenyl)-1-(morpholine-3-yl)-1-carbomethoxymethane
 
1-(3,5-dimethylphenyl)-methyl-(2-aza-5-oxa-cyclohexane).png


RELAXIN
1-(3,5-dimethylphenyl)-methyl-(2-aza-5-oxa-cyclohexane)

1-(3,5-dimethylphenyl)-2-aminopropane.png


NIXALER
1-(3,5-dimethylphenyl)-2-aminopropane

RELAXIN Backwards.
 
1-phenyl-1-phenoxy-3-methylaminobutane.png


ERIN_AARON
1-phenyl-1-phenoxy-3-methylaminobutane

Inspired by Prozac (fluoxetine).
 
1-(3,4-dichlorophenyl)-1-chloro-3-chloro-2-(dichloroacetamido)propane.png


TUNACILLIN
1-(3,4-dichlorophenyl)-1-chloro-3-chloro-2-(dichloroacetamido)propane

Inspired by Chloramphenicol.
 
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(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-(3,4-dichlorophenyl)acetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic.png


PENICILLIN_C
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-(3,4-dichlorophenyl)acetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic

Inspired by Penicillin G.
 
N-(2-phenyl-1-methylethyl)-3,7-dimethylxanthine.png


MISTER_PEPPY
N-(2-phenyl-1-methylethyl)-3,7-dimethylxanthine

From theobromine & 1-Ph-2-Cl-propane in One Step.
 
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