Drug info - 3-pseudotropyl,4-fluorobenzoate

[radiometer]

Any information regarding...

?

Reputation Comments on this post:

Thanks for bringing this to attention, interesting substance.

[RaverHippie]

This taken from one forum and cited again in another forum

"The 3-alpha-phenyltropane with an acetylated 2-hydroxy group in the axial position has been assessed as being 60x the potency of cocaine, with a fairly similar pharmacological profile (ie abusable, unlike the Win series compounds with an axial 2-methylcarboxyl group). I remember reading that the unesterified compound is less active, but still moreso than cocaine. The OH goup must be axial to the ring though, or its potency becomes a fraction of that of cocaine's.

The last two are very simple compounds that are esters of pseudotropine. The benzoate ester is also known as tropacocaine and has a potency of about 0.1x that of cocaine. replacing benzoic acid with 4-fluorobenzoic acid gives a compound of aprox 0.4x the potency of cocaine; considering how easy it is to synth (and not from monitored reagents - you can actually start from atropine and get to 3-pseudotropyl 4-fluorobenzoate in a few easy steps), I'm really surprised that it hasn't shown up in street cocaine. Maybe the market is so saturated that no one thinks it's economically viable."

I've heard rumours about 4-fluorotropacocaine, albeit less potent, being qualitatively very similar to cocaine and longer lasting.

I'm afraid I cannot substantiate these rumours though...

This was another resource found in the search though my brief skimming found no direct information for 3-pseudotropyl 4-fluorobenzoate, it may prove useful for finding a compound matching SWIY's desire for 3-pseudotropyl 4-fluorobenzoate

"Chemistry, Design, and Structure-Activity Relationship of Cocaine
Antagonists" Satendra Singh. Department of Medicinal Chemistry and Pharmaceutics, College of Pharmacy, University of Oklahoma Health Sciences Center, Oklahoma City, Oklahoma 73190
Received May 28, 1999

http://www.erowid.org/archive/rhodiu...ineanalogs.pdf

Reputation Comments on this post:

Good post

[fnord]

~bleep~

[radiometer]

It may very well, soon. Considering its chemical relations, I think it's best not to broadcast that notion. All I know at this point is that it's supposed to be a fairly potent DARI with longer action than cocaine.

[cosmicruler]

Journal of Neurochemistry Volume 62 Page 1154 (March 1994)
http://rapidshare.de/files/32780562/...caine.pdf.html

from page 7:
"There is evidence that inhibition of DA
reuptake by cocaine is responsible for producing euphoria
and its consequent abuse (Ritz et al., 1987).
The PET results with labeled 4'-fluorococaine imply
that para substitution with fluorine does not alter cocaine's
interaction with its binding sites in the brain.
The in vitro competition experiments supported this
implication, because cocaine and 4'-fluorococaine
had similar affinities for the DA reuptake site. They
also exhibited similar affinities for NE reuptake sites.
However, 4'-fluorococaine was about 100 times more
potent than cocaine at the rat brainstem 5-HT reuptake
site labeled with [3H]paroxetine . This observation,
together with the nearly identical striatal kinetics
oflabeled cocaine and 4'-fluorococaine, confirms that
binding to 5-HT reuptake sites is not important in the
striatal uptake of ["C]cocaine. No increased uptake
of labeled 4'-fluorococaine relative to cocaine was
seen in any regions, including the brainstem and frontal
cortex . Presumably, the small size of the baboon
raphe nuclei (1-2 mm) precluded visualization in a
tomograph with spatial resolution limited to 6 mm.
Frontal cortex contains 5-HT reuptake sites, but their
concentration is lower than that of DA reuptake sites
in the striatum . The affinity of 4'-fluorococaine for
5-HT reuptake sites may be too low, or the dissociation
rate constant too rapid, for visualization of frontal
cortex 5-HT reuptake sites against the background
of nonspecifically bound radiotracer. Our ICSO value
of 7.5 nM (Table 3) corresponds (Cheng and Prusofh
1973) to a K; for 4'-fluorococaine for the 5-HT transporter
of 0.3 nM assuming a KD of20 pM for paroxetine
(Ritz et al., 1990). Tritiated paroxetine does preferentially
label in vivo brain regions relatively rich in
5-HT transporters (Scheffel and Hartig, 1989), perhaps
because its affinity is 15-fold higher than that of
4'-fluorococaine . It also binds to nonserotonergic
sites, however (Biegon and Mathis, 1993)."


if swiy hasnt already read?

Reputation Comments on this post:

	Interesting, thanks for sharing.
	thank you kindly sir for the info
	WOW! Great article!

[radiometer]

Supposing one had an amount of the freebase of this compound, how would they go about turning it into a salt for the purpose of insufflation?

One has been told that this molecule "doesn't like HCl."

[trptamene]

With methamphetamine freebase, it can be salted by dissolving in anhydrous solvent & bubbling HCl(gas, anhydrous). One can also do this by dissolving again in dry solvent and dropping in concentrated HCl (aq). If one knows the weight they can do the stoichiometry & determine the exact amt of HCl they would need in order to salt all the base.

[Paracelsus]

More simply (or rather ghetto-style), one could use something like citric acid in distilled water and add very small amounts of the solution to the freebase, stirring in between, until all the freebase is dissolved. Upon evaporation, one would have the citrate +/- some superfluous citric acid.

[fnord]

Not sure how much of this is usefull.

Further evaluation of the reinforcing effects of the novel cocaine analog
2b-propanoyl-3b-(4-tolyl)-tropane (PTT) in rhesus monkeys
&roles:Anne M. Birmingham · Susan H. Nader Kathleen A. Grant · Huw M. L. Davies Michael A. Nader
Psychopharmacology (1998) 136:139–147

Compounds affecting the CNS part 4: 3-beta-phenyltropane-2-carboxylic acid esters and analogs.
R. Clarke et al., J. Med. Chem. (1973) 16, 11, 1260
http://www.erowid.org/archive/rhodiu...ogs.clarke.pdf

Chemistry, design and structure-activity relationship of cocaine antagonists.
Chem Rev 100 (2000) 925-1024
http://www.erowid.org/archive/rhodiu...ineanalogs.pdf

Chemistry and Pharmacology of the Piperidine-Based Analogues of Cocaine.
Identification of Potent DAT Inhibitors Lacking the Tropane Skeleton.
J. Med. Chem. 1998, 41, 1962-1969
http://www.erowid.org/archive/rhodiu....arecoline.pdf

Further SAR Studies of Piperidine-Based Analogues of Cocaine. 2. Potent
Dopamine and Serotonin Reuptake Inhibitors.
J. Med. Chem. 2000, 43, 1215-1222
http://www.erowid.org/archive/rhodiu...logs.sar-2.pdf

@radio whats fontany?

[radiometer]

Fontany? Fountains? I don't quite get your drift.

Asking elsewhere has produced a credible suggestion of forming the tartrate, using "about 20-25% by weight" tartaric acid. My buddy Eddie will do so when both his tartaric acid and the compound have arrived, and will report the result.

[radiometer]

The above post is slightly misleading. The suggestion was to mix the freebase flocaine with 20-25% tartaric acid by weight and insufflate the mixture. This has not been attempted at Laboratoire Theoretique.

However, 50mg FB has been tried per oral, and produced some rather lackluster effects. L.T. has put this project on hold until further notice.

[allyourbase]

one might try mimicry of standard organic salts, perhaps with meconic or citric acid.

[radiometer]

Some Chinese chemical supplier claims to have formed several different salts from the base, but no other reports of such success have appeared. This compound resists forming salts.

[cosmicruler]

any more info??any trip reports???dose info etc etc???

[bob_arctor]

Yes, bump on oral dosage.