Cocaine derivative lasting 3 days

[whiterasta]

I wonder if both moities of action could be synthed into one molecule. A dopaminergenic /mu agonist in one package?
WR

 

[Smyth]

If you comb that paper thoroughly that is sort of what they are suggesting. "However it has been reported that meperidine is a potent inhibitor of DA uptake when examined in a chopped tissue rather than synaptasomal preparation" [20]. Still, mu-opiate activity is thought responsible for the lack of locomotor stimulation seen in these compounds. In drug discrimination studies they dont substitute for coke as easily as ritalin either. It never even occurred to me that somebody might want to check how easily these compounds will substitute for morphine. Infact I thought that substitution into the aromatic ring dramatically decreases mu/monoamine potency of binding ratio.

 

[whiterasta]

In reading it appears to me that the tropanes have a potential for a very interesting group of substances. Althought the paper focused on the SERT and the DAT effects one cannot dismiss that meperidine is a opiod agonist should that action be boosted while preserving the DAT on a tropane skeleton leads me down interesting thought channels.
WR

 

[fastandbulbous]

A simple esterification with 4-flurobenzoic acid on the tropinone would yield the corresponding tropacocaine would it not?

No, you need to have the alcohol (tropine) not the ketone (tropinone) for esterification with 4-fluorobenzoic acid to form the corresponding tropacocaine. Also, tropacocaine is a local anaesthetic - for all intents and purposes, tropacocaine is cocaine's little, weaker relative

 

[Limpet Chicken]

Thanks, sorry though about the daft question, I was kind of tired when I posted that, of course a ketone can't undergo esterification in the first place, *pokes self in eye with spoon*

I will have some 10g of 5-fluorotropacocaine to play with very soon, and I will make sure to post some trip reports.

F&B, so, 4-FTC lasts longer than cocaine itself, but is less potent by weight, do you happen to know roughly HOW long a 100mg dose, insufflated would last (pretty lean build, 9st male)

Do you have any reference to possible activity of pseudohalogen substitution on the benzene ring, and potency/duration? i wonder, 4-cyanotropacocaine might be worth a crack (pun intended).

 

[fastandbulbous]

I believe the refs posted by scarmani have relevant info about haogenation of the aromatic ring and its effects on activity. As to how long tropacocaine lasts, not a clue!

After you've tried it though, please do post the info - I found out about tropacocaine years ago while at uni and back then, a friend with better organic skills was going to synth some so we could give it a try. Unfortunately at the time pseudotropine was too expensive and for some reason he couldn't be arsed to reduce tropinone, so it's one of those things that's been held in limbo for 20 years - it'd be nice to find out just to satisfy my curiosty after 20 years!

 

[Limpet Chicken]

Better org. chem skills? hah, from reading your posts, you could handle a simple NaBH4 reduction, esterification and salting out from a nonpolar solvent, you are probable one of the best brains on BL

 

[Smyth]

I'd be interested in learning about this. The thing is the 4-x substituent that works well in phenyltropanes might not work well in a benzoylester. Just go with a fluoro group IMO

 

[Limpet Chicken]

That is prescisely what I am doing, the target compound is 4-fluorotropacocaine.

I MAY, make small (200mg) amounts of the chloro, bromo and iodo derivatives, just as a one off thing, to satisfy my own personal curiosity, but 4-FTC is definately the one which I will be investigating in detail.

Anyone know if the tropacocaines are hygroscopic?

I shall definately post some trip reports, with data about dose, body weight, set, setting, duration, subjective feelings, etc, from baseline and report my findings.

 

[Jamshyd]

I MAY, make small (200mg) amounts of the chloro, bromo and iodo derivatives, just as a one off thing, to satisfy my own personal curiosity,

And mine as well! lol. I mentioned such things in my first post in this thread but it went largely unnoticed due to its lack of technical jargon.

 

[Smyth]

IMO it is not worth investigating the bromo and iodo compounds. They are too labile and it might lead to impeded yields which means headache.

 

[Limpet Chicken]

What about chlorotropacocaine? do you reckon that is worth experimenting with, even maybe on a single-dose scale? my test quantity with the 4-FTC is 10g, and if I like it, followed by a larger synth

 

[Smyth]

You could do either as far as im concerned, which ever you prefer

 

[Limpet Chicken]

I will do the fluoro analogue mainly, but I probably will try out the 4-chloro version.

I think 4-fluorotropa-crack would be quite interesting to try, as it is supposed to last longer, maybe it would be a crack rush that actually is worth doing occasionally

 

[fastandbulbous]

My only concern is that you're taking a larger dose of the fluorotropacocaine than you would of cocaine, but they have pretty much equipotent activity as a local anaesthetic. That means the heart is being exposed to higher plasma levels of a local anaesthetic, which isn't too good a thing to have happen.

Just go with the nasal route first until you get a feel for the stuff

BTW, does anybody know what the average % makeup of street coke is?, If it's around the 40% mark, then the size of the line of fluorotropacocaine should be the same as street coke.

Better org. chem skills?

Theory and practice are two totally separate things. My mate was doing an applied org chem degree, so he's a lot better (and more patient!) than me. Give me a sample of plant tissue and I can get the active compound out, but organic synth is something I'm not too confident about at all (unless it involves enzymes doing the synth, but that's not real synthetic org. chemistry!)

 

[kaoskid]

personally, i'd find out what effect pyrolysis has on the fluoro compound first (however unlikely it is, you could end up with a hit of fluorine instead of something possibly interesting. a more likely event would be getting some weird, toxic fluorinated hydrocarbon).

 

[Limpet Chicken]

Kaoskid, you have a good point there, I guarantee it is NOT going to evolve free fluorine gas, fluorine is SO reactive, that it isn't going to be split from an organic molecule by mere heating, F doesn't bond to other atoms, it arserapes them.

A nasty flurocarbon is of course possible, but most flurocarbons are fairly inert chemically speaking, although not something you want to inhale.

I would imagine actual combustion of flurotropacocaine is needed to liberate aforementioned fluorinated nasties, rather than vaporisation of the freebase, but that being said, no smoking a "primo" flurotropacocaine blunt with the HCl salt for me

I intend for my first trial, to take no more than 100mg, although of course, a nanoscale test amount will be taken to rule out any abberant allergic reactions.

 

[kaoskid]

i know, that's why i said, and i quote: "however unlikely". it's merely a caution from a budding chemist (who needs to get off his lazy butt and do something about taking the SATs and GREs, not to mention the AP chem test.). btw could you direct me to any good books detailing the mathematics required for college level chemistry? (my math is semi-rusty so i need to do some review [i had math teachers in middle school who, despite being nice people, knew squat about math. oh well that's the american education system for you]).

 

[Limpet Chicken]

I am afraid I cannot help you with the mathematical side of things, I myself, am dyscalculic, counting change in shops makes my head swim round in circles, and takes about half an hour.

 

[C6H6]

Just a little hint for the master chemisty having wet dreams: if you reduce tropinone with NaBH4, you and up with predominantly an axial OH, i.e. the tropine isomer, but what you need is the equatorial OH of the pseudotropine series.