• N&PD Moderators: Skorpio

🌟🌟 Social 🌟🌟 Rectify's molecular poetry thread

1-(7-carbomethoxy-indan-5-yl)-2-aminopropane.png


DAN
1-(7-carbomethoxy-indan-5-yl)-2-aminopropane
 
1-(7-carbomethoxy-indan-5-yl)-2-aminopropane.png


DAN
1-(7-carbomethoxy-indan-5-yl)-2-aminopropane
How about these ones instead:

https://pubchem.ncbi.nlm.nih.gov/compound/20112145
 
1,1-dideutero-1-(3,4-methylenedioxyphenyl)-2-methylaminopropane.png


QUASI_"LEGAL"_ECSTASY
1,1-dideutero-1-(3,4-methylenedioxyphenyl)-2-methylaminopropane

What Will They Think Of Next?!

Don't Panic.

"Everything's Gonna Be All Right." - Madonna from the album, "Rebel Heart."
 
1-(2,3,4,5,6-pentadeuterophenyl)-2-(trideuteromethylamino)-3,3,3-trideutero-1-deutero-2-deuteropropane.png


RADIOACTIVE
1-(2,3,4,5,6-pentadeuterophenyl)-2-(trideuteromethylamino)-3,3,3-trideutero-1-deutero-2-deuteropropane

1-(2,3,4,5,6-pentafluorophenyl)-2-(trifluoromethylamino)-3,3,3-trifluoro-1-fluoro-2-fluoropropane.png


WILLY
1-(2,3,4,5,6-pentafluorophenyl)-2-(trifluoromethylamino)-3,3,3-trifluoro-1-fluoro-2-fluoropropane

2 Typographical Errors:

1) RADIOACTIVE is supposed to have 2 not 1 deuterium atoms at the 1 / benzylic carbon location.

And Likewise

2) WILLY is supposed to have 2 Not 1 benzylic / 1 position fluorines.

Just So You Know.
 
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1-(indole-3-yl)-2-dimethylamino-1-oxa-2-oxoethane.png


ETHAN
1-(indole-3-yl)-2-dimethylamino-1-oxa-2-oxoethane

1-(4-hydroxyindole-3-yl)-2-dimethylamino-1-oxa-2-oxoethane.png


ALLEN
1-(4-hydroxyindole-3-yl)-2-dimethylamino-1-oxa-2-oxoethane
 
Birds Of A Feather

1-phenyl-1-oxo-2-(1-pyrrolidinyl)-pentane.png


FLAKKA
1-phenyl-1-oxo-2-(1-pyrrolidinyl)-pentane; alpha-PVP

Together!
 
1-(3,4-dichlorophenyl)-1-carbomethoxy-2-methylaminopropane.png


BUTTERS
1-(3,4-dichlorophenyl)-1-carbomethoxy-2-methylaminopropane

A South Park Character.
 
MDA, Oxime Route:

1-allyl-3-methoxy-4-hydroxybenzene.png


1-allyl-3-methoxy-4-hydroxybenzene

1-allyl-3,4-dihydroxybenzene.png


1-allyl-3,4-dihydroxybenzene

1-allyl-3,4-methylenedioxybenzene.png


1-allyl-3,4-methylenedioxybenzene

1-(propan-2-one-1-yl)-3,4-methylenedioxybenzene.png


1-(propan-2-one-1-yl)-3,4-methylenedioxybenzene

N-hydroxy-1-((2-imino)-propyl)-3,4-methylenedioxybenzene.png


N-hydroxy-1-((2-imino)-propyl)-3,4-methylenedioxybenzene

1-(2-amino-propyl)-3,4-methylenedioxybenzene.png


1-(2-amino-propyl)-3,4-methylenedioxybenzene
 
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MDA, Vanillin Route:

1-allyl-3-methoxy-4-hydroxybenzene.png


1-allyl-3-methoxy-4-hydroxybenzene

1-propenyl-3-methoxy-4-hydroxybenzene.png


1-propenyl-3-methoxy-4-hydroxybenzene

3-methoxy-4-hydroxybenzaldehyde.png


3-methoxy-4-hydroxybenzaldehyde

3,4-dihydroxybenzaldehyde.png


3,4-dihydroxybenzaldehyde

3,4-methylenedioxybenzaldehyde.png


3,4-methylenedioxybenzaldehyde

1-(3,4-methylenedioxyphenyl)-2-nitropropene.png


1-(3,4-methylenedioxyphenyl)-2-nitropropene

1-(3,4-methylenedioxyphenyl)-2-nitropropane.png


1-(3,4-methylenedioxyphenyl)-2-nitropropane

1-(3,4-methylenedioxyphenyl)-2-aminopropane.png


1-(3,4-methylenedioxyphenyl)-2-aminopropane
 
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1-(3,4-dichlorophenyl)-1-carbomethoxy-2-methylaminopropane.png


BUTTERS
1-(3,4-dichlorophenyl)-1-carbomethoxy-2-methylaminopropane

A South Park Character.
I think you did this after you saw my earlier post (#2130). Here though, I reduced the ester into a primary alcohol to give it a longer metabolism. The alcohol can be derivatized into an ether also. This is the same as occurred already for tesofensine (from dichloropane). Deutsch reports it too for dichlororitalin. The thing you have to understand with cis-dichloropane is that a ring rearragement occurs in tropanes bearing the beta-beta chemistry viz. RTI-274. Even in piperidines a cis-trans rearrangement occurs if you attempt to make an ether out of a cis-alcohol (nocaine like piperidines i mean).

Given that the starting esters are made from benzoyl groups, an alternative product would be a Wittig reaction. This occured both for RTI-31 and Nocaine. Reduction of the olefin to the alkyl groups is consistent with high bioactivity and slow metabolism especially for the n-propyl group.

In fact I see they are calling their compound based on ritalin CTDP-32476.

Xi ZX, Song R, Li X, Lu GY, Peng XQ, He Y, Bi GH, Sheng SP, Yang HJ, Zhang H, Li J, Froimowitz M, Gardner EL. CTDP-32476: A Promising Agonist Therapy for Treatment of Cocaine Addiction. Neuropsychopharmacology. 2017 Feb;42(3):682-694. doi: 10.1038/npp.2016.155. Epub 2016 Aug 18. PMID: 27534265; PMCID: PMC5240176.

Froimowitz M, Taboada R, Poulos ZJ, Rainone DJ, Imler GH, Gardner EL, Kelley CJ. Chiral Resolution of the Enantiomers of the Slow-Onset Dopamine Reuptake Inhibitor CTDP-32476 and Their Activities. ACS Omega. 2023 Sep 18;8(39):35738-35745. doi: 10.1021/acsomega.3c02997. PMID: 37810691; PMCID: PMC10552101.

One last thing I would want to point out is that instead of Wittig reaction from the aldehyde, wouldn't EtMX addition to the nitrile work and then the Wolff-Kishner reduction of the ketone is only an optional step and does not even have to be performed (ala methadone).
 
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Smyth2,

Are You Saying That They Said

1-(3,4-dichlorophenyl)-2-propylaminopropane.png


1-(3,4-dichlorophenyl)-2-propylaminopropane

Is Even More Powerful Than The 1st Three Amines In That Series?

Because N-ethyl-3,4-di-chloro-amp Kicked My Butt It Was So Strong.

Maybe I Took Too Much.
 
"You Got A Credit Card. Yeah, What's Wrong With It Today? I Used To Have One, Too. Maybe I'll Have A Look. I Really Love Your Hairdo. I'm Glad You Like Mine, Too. See What Looking Cool Will Get You! So What Do You Do? Oh, Yeah, I Wait Tables, Too. No, I Haven't Heard Your Band Because You Guys Are Pretty New. But If You Dig This One, Too, I'll Really Make Some, Too. You Won't Believe The Things We'll Do. And You Know We'll Like It, Too, Because I'm True." - The Dandy Warhols, "Bohemian Like You."
 
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