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Author: Subject: Cetyl GABA (GABA-ESTER analog synthesis)
infinite
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[*] posted on 28-10-2014 at 07:00
Cetyl GABA (GABA-ESTER analog synthesis)


Cetyl GABA is a psychotropic compound acting as GABA mimetic.
Chemically is the ester of GABA and cetyl alcohol.

This compound has affinity for the GABA A, GABA B receptors and GABA rho.


This ester has nootropic activities:

[GABA-ergic cortical component in the action of piracetam and cetyl GABA].

And in the study [Nootropic properties of gamma-aminobutyric acid derivatives]. the nootropic action is similar and compared to Phenibut and NaGHB and Lithium GHB

The study [Effects of muscimol, cetyl-GABA, pentetrazol and picrotoxin on timidity during intraspecies conflict in mice. ] shows that this compound reduce timidity in mice.

Toxicity is placed in 150 mg / kg intraperitoneally and orally 100 mg / kg produced slight anticonvulsant effects with no adverse effects.

[Cetyl GABA: effect on convulsant thresholds in mice and acute toxicity.]


The synthetic route is:


Cetyl Y-Aminobutyrate Hydrochloride (II). A mixture of 2 g GABA and 4.7 g cetyl alcohol in 500 ml dioxan was saturated with hydrogen chloride for 6 h at 60% The precipitate was filtered off, washed with dioxan, and recrystallized twice from 25% aqueous acetone. Yield 5 g~

My question is, other solvents can be used instead of dioxane? Another possible route of esterification with sulfuric acid (Y-aminobutyrate Cetyl Sulfate)?
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[*] posted on 28-10-2014 at 08:11


I'm not too sure what the purpose of making this is?

Whats the benefit over normal GHB, or other similar esters?

butanediol could be esterfied with acetic acid

The only benefit I could immediately see is that esters of these substances are listed with lower legal implications than the pure substance.

I would suggest trying THF over dioxane. Similar ether, but less toxic and maybe more readily available. Depends on solubility at the end of the day.




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[*] posted on 28-10-2014 at 09:05


Cetyl GABA isnt GHB ester, it is a GABA ester.

The pharmacological profile of Cetyl GABA is different from GHB,

GHB (4 hydroxybutyric acid) is active at GABA b receptors and GHB receptors.

Cetyl-Gaba is a GABA (4 aminobutyric acid) prodrug and its active at GABA A and GABA b Receptors. GABA is a common aminoacid supplement.
Cetyl-GABA and GABA dont have any legal implications.


Can be used sulfuric acid to form the salt sulphate?



[Edited on 28-10-2014 by infinite]
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[*] posted on 13-11-2014 at 17:37


Does GABA have nootropic effects or do you have to make esters to get there?



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[*] posted on 14-11-2014 at 03:51


At normal doses, GABA is too hydrophilic to pass the blood brain barrier, and esterifying sufficiently modifies the logD at physiological pH to allow a greater brain compartmentalization.
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[*] posted on 14-11-2014 at 10:57


A fairly bulky alcohol is required?



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[*] posted on 14-11-2014 at 11:51


Bulk isn't preferable as it can interfere with ester cleavage depending on your enzymes (albumin, plasma esterases, etc.) Chain length increases lipophilicity and thus compartmentalization in fatty tissue, muscle, and blood-brain barrier penetration depending on administration. It can also greatly increase drug half-life by IM injection increase GI absorption for oral administration. There can be chain length limits on the esters used, as generally you see 7-8 carbon chain esters used. I could go on.

These compounds are not verified as safe and have not been clinically tested, and extrapolating toxicity from murine models to humans is extremely dangerous.

http://www.sciencedirect.com/science/article/pii/00283908809...
http://www.ncbi.nlm.nih.gov/pubmed/7121752
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[*] posted on 3-5-2015 at 09:36


This looks like cookery....



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