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🌟🌟 Social 🌟🌟 Rectify's molecular poetry thread

N,N-bis(2-hydroxyethyl)lysergamide.png


BIS_ANANDAMIDO_MIMICKER
N,N-bis(2-hydroxyethyl)lysergamide
I can show you a similar idea based on a methadone precursor.

The compound in question is called McN-4187 [90530-62-4].
2-[2,2-diphenylethyl(2-hydroxyethyl)amino]ethanol

[1] Maryanoff, Bruce E.; Nortey, Samuel O.; Gardocki, Joseph F. (1984). "Structure-activity studies on antidepressant 2,2-diarylethylamines". Journal of Medicinal Chemistry. 27 (8): 1067–1071. doi:10.1021/jm00374a022.
[2] Bruce E. Maryanoff, US4649204 (1987 to McNeilab Inc).

It's interesting to note that I found it somewhat unusual that the compound was presented as the diethanolamine.

I considered an avenue for future use might be to consider a derivatized piperazine. But this is only a guess I would not bet money on it.
 
I mainly got the inspiration for that one from anandamide's amide group, except mine has not one but two ethanol moieties, thus putting the BIS In BIS_ANANDAMIDO_MIMICKER. Also, Of Course, Ethyl Alcohol, CH3CH2OH, Is Famously Psychoactive.

(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide.png


ANANDAMIDE
(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide

From What I Understand, THC Is Thought To Act Like Some Kind Of Anandamide Agonist. ANANDA Is Sanskrit For BLISS.
 
I always liked the structure of N-Arachidonoyl dopamine as an endocannabinoid.

Other fatty acids containing dopamine in the molecular structure include PALDA [136181-87-8] & STEARDA [105955-10-0].

Then if you consider homoveratrylamine-fatty acid amide you arrive at a compound called:
WOBE-437
(2E,4E)-N-[2-(3,4-Dimethoxyphenyl)ethyl]dodeca-2,4-dienamide
[2108100-73-6]

I think that paracetamol is actually metabolized into a endocannabinoid. The compound in question is called AM404.
Högestätt, Edward D.; Jönsson, Bo A. G.; Ermund, Anna; Andersson, David A.; Björk, Henrik; Alexander, Jessica P.; Cravatt, Benjamin F.; Basbaum, Allan I.; Zygmunt, Peter M. (2005). "Conversion of Acetaminophen to the BioactiveN-Acylphenolamine AM404 via Fatty Acid Amide Hydrolase-dependent Arachidonic Acid Conjugation in the Nervous System". Journal of Biological Chemistry. 280 (36): 31405–31412. doi:10.1074/jbc.M501489200.
 
(5Z,8Z,11Z,14Z)-N-[2-(3,4-methylenedioxyphenyl)-1-methyl-1-ethyl]icosa-5,8,11,14-tetraenamide.png


MARY
(5Z,8Z,11Z,14Z)-N-[2-(3,4-methylenedioxyphenyl)-1-methyl-1-ethyl]icosa-5,8,11,14-tetraenamide

(5Z,8Z,11Z,14Z)-N-[2-(phenyl)-1-methyl-1-ethyl]icosa-5,8,11,14-tetraenamide.png


JOHN
(5Z,8Z,11Z,14Z)-N-[2-(phenyl)-1-methyl-1-ethyl]icosa-5,8,11,14-tetraenamide

Get It? Mary & John. Marijuana.
 
H-(C=O)-H

WET; SHERM; FORMALDEHYDE EMBALMING_FLUID_COMPONENT.
methanone

huh?
lol
 
H-(C=S)-H

OASIS
O-thiamethanone

You Can Have It All, But How Much Do You Want It?

Psychoactive Chemotherapy Agent.

DISCLAIMER: For All I Know, This One May Be Truly Toxic. Proceed, If At All, With Caution.
 
N-OH-MDMA Is In PiHKAL And Was Named FLEE.
Yeah #81, and I think it's "FLEA" named after the bug. Was just wondering if you knew of its legal status… Seems prosecutable under the Analog Act.

The same concept of n-hydroxy, n-methyl substitution on the nitrogen was applied to 2C-T-2, 2C-T-7, and 2C-T-17 to produce HOT-2, HOT-7, and HOT-17 respectively, all of which were active.

I wonder what happens if you do this to the aminorex family of compounds… so like 4-methyl-methylhydroxyaminorex… likely cardiotoxic.
 
Further back in the thread I remember we discussed beta-phenyl-amphetamine already (benzhydryl).

I was looking over my cypenamine files are realized the following is also possible:

2,2-Diphenylcyclopentan-1-amine
It's pretty cool chemistry from an academic viewpoint but I don't know anything on the original literature just the precursor compound:
https://orgsyn.org/demo.aspx?prep=CV9P0362
https://doi.org/10.1002/recl.19620810303
 
1-(4-methyl-2,3-methylenedioxy-5,6-methylenedioxyphenyl)-2-aminopropane.png


SUPERFLY_JEFF
1-(4-methyl-2,3-methylenedioxy-5,6-methylenedioxyphenyl)-2-aminopropane

Felt Like A Take Everyday To Combat Depression Cross Between 2C-D & Elavil.
 
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"I'll Do Whatever It Takes, Cuz I Love The Adrenaline In My Veins." -Imagine Dragons

1-(3,4-dihydroxyphenyl)-1-hydroxy-2-methylaminoethane.png


ADRENALINE (US), EPINEPHRINE (UK)
1-(3,4-dihydroxyphenyl)-1-hydroxy-2-methylaminoethane
 
I Would Love To Try

1-(3-chlorophenyl)-2-ethylaminopropane.png


PARIS_HILTON
1-(3-chlorophenyl)-2-ethylaminopropane

I Don't See Why Everybody Else Thinks It Is Necessarily So Much Worse For You Than Say

N-(tert-butyl)-(3-chlorophenyl)-1-oxo-2-aminopropane.png


BUPROPION
N-(tert-butyl)-(3-chlorophenyl)-1-oxo-2-aminopropane
 
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