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🌟🌟 Social 🌟🌟 Rectify's molecular poetry thread

I looked into Jerry's tomb a bit further and found an agent called JWS-USC-75-IX.
pubchem.ncbi.nlm.nih.gov

3-Pyridazinamine, N-(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-4-nitro-

3-Pyridazinamine, N-(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-4-nitro- | C14H19N5O3S | CID 6410685 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists...
pubchem.ncbi.nlm.nih.gov pubchem.ncbi.nlm.nih.gov
[1] Terry AV Jr, Buccafusco JJ, Herman EJ, Callahan PM, Beck WD, Warner S, Vandenhuerk L, Bouchard K, Schwarz GM, Gao J, Chapman JM. The prototypical ranitidine analog JWS-USC-75-IX improves information processing and cognitive function in animal models. J Pharmacol Exp Ther. 2011 Mar;336(3):751-66. doi: 10.1124/jpet.110.175422. Epub 2010 Nov 24. PMID: 21106907; PMCID: PMC3061527.
[2] Valli MJ, Tang Y, Kosh JW, Chapman JM Jr, Sowell JW Sr. Synthesis and cholinergic properties of N-aryl-2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethylamino analogs of ranitidine. J Med Chem. 1992 Aug 21;35(17):3141-7. doi: 10.1021/jm00095a008. PMID: 1507203.
[3] Gao J, Midde N, Zhu J, Terry AV, McInnes C, Chapman JM. Synthesis and biological evaluation of ranitidine analogs as multiple-target-directed cognitive enhancers for the treatment of Alzheimer's disease. Bioorg Med Chem Lett. 2016 Nov 15;26(22):5573-5579. doi: 10.1016/j.bmcl.2016.09.072. Epub 2016 Oct 6. PMID: 27769620; PMCID: PMC5185470.
 
Rectify said:
1-(4-trifluoromethylindole-3-yl)-2-dimethylaminoethane.png


FREDERICK
1-(4-trifluoromethylindole-3-yl)-2-dimethylaminoethane
Click to expand...
Have you heard of 5-TFM-αMT?

Edwin J Fellows, US3216898 (1965 to Smith Kline and French Laboratories Ltd, SmithKline Beecham Corp).
 
It's interesting to note that with the indolealkylamines, if the amine is at the end of a chain, tertiary is most active. Otherwise a primary amine is most active.

But try overlaying 3-methoxy-4-methyl para methyl amphetamine with 7,a-dimethyl tryptamine (7-methyl AMT). Holy cow - they overlay almost perfectly (the N of the indole overlaying the O of the methoxy.
 
Symth2,

I Try To Steer Clear Of The AMTs. Partly For Safety, But Mainly Because I Prefer DMTs And AMPs.
 
You Know A Lot Of Drugs!

An Thoughts On This?

Indole-3-yl%201-methyl-piperidine%204-yl%20ether.png


TACO_CAT
indole-3-yl1-methyl-piperidine ether

phenyl%20piperidine-4-yl%20ether.png


RACECAR
phenyl piperidine-4-yl ether

Both Are Palindromes, As Is Xanax.
 
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If I Had To Guess, I Would Say That They Are Opiates. Luckily, I Don't Have To Guess.
 
phenylpiperidine-4-yl%20methane.png


CLICK
phenylpiperidine-4-yl methane

4-(indole-3-yl)-N-methylpiperidine.png


CLACK
4-(indole-3-yl)-N-methylpiperidine
 
Last edited:
1-(3,4-methylenedioxyphenyl)-1-trifluoromethyl-2-methylaminopropane.png


FRANZ_FERDINAND
1-(3,4-methylenedioxyphenyl)-1-trifluoromethyl-2-methylaminopropane
 
1-(2,5-di-(-trifluoromethyl)-3,4-methylenedioxyphenyl)-2-aminopropane.png


CHARLIE_BROWN
1-(2,5-di-(-trifluoromethyl)-3,4-methylenedioxyphenyl)-2-aminopropane
 
Rectify said:
1-(4-trifluoromethylphenyl)-2-aminopropane.png


SNOOPY
1-(4-trifluoromethylphenyl)-2-aminopropane
Click to expand...
This is a well-known positional isomer of nor-fenfluramine.

[1] Holland, Gerald F.; Buck, Carl J.; Weissman, Albert (1963). "Anorexigenic Agents: Aromatic Substituted 1-Phenyl-2-propylamines". Journal of Medicinal Chemistry 6(5): 519–524. doi:10.1021/jm00341a011.
[2] Kumar, Y. et al, Acta Pharm. Suec., 1983, 20, 349 (synth, pharmacol)
[3] Smith, Howard E.; Neergaard, Jon R.; De Paulis, Tomas; Chen, Fu Ming (1983). "Optically active amines. 31. Spectral observations on the substituted benzene chromophore".Journal of the American Chemical Society 105 (6): 1578–1584. doi:10.1021/ja00344a026.
[4] Muñoz, Lourdes; Rodriguez, Anna M.; Rosell, Gloria; Bosch, M. Pilar; Guerrero, Angel (2011). "Enzymatic enantiomeric resolution of phenylethylamines structurally related to amphetamine". Organic & Biomolecular Chemistry. 9 (23): 8171. doi:10.1039/c1ob06251d.
[5] Paul N Craig & Charles L Zirkle, US3078307 (1963 to Smith Kline and French Laboratories Ltd).
[6] 1965 to Laszlo G Beregi, US3198833 (1965 to Dite Science-Union & Compagnie-Societe Francaise De Recherches Medicales SNC, SNC Science Union & Cie).
[7] Mark Gary Bock, 4 More », US20140045872 (2014 to Novartis Ag). Page 48.
 
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