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Ohmefentanyl Isomers

Giza

Giza

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Does anyone have any GOOD pharmacology data on the (2S,3R,4S)-isomer of Ohmefentanyl?

Im looking for something that would give a hint as the dosage, and possibly duration of effect. Supposedly a VERY heavy mu opiate receptor agonist.


from 'Molecular Modeling of Fentanyl Analogs' it states;
(2S,3R,4S)-isomer of ohmefentanyl (3) is 110 more active than fentanyl


I read elsewhere its considered to be 6000x the potency of morphine, I always thought Carfentanil (4000x) was the most potent, but apparently not, not by a long shot. However this may have just been ohmefentanyl and not the specific isomer I seek information on, which is apparently more potent than OMF itself (!!). I also read something like the 2S, 3R, 4S isomer was over 10,000x the potency of morphine... if thats true thats fucking absurd.
 
... maybe I was wrong.....

Enantiomers of diastereomeric cis-N-[1-(2-hydroxy-2-phenylethyl)- 3-methyl-4-piperidyl]-N-phenylpropanamides: synthesis, X-ray analysis, and biological activities
Publication: Journal of Medicinal Chemistry
Type: Journal Article Date: 1995 Apr 28
Authors: Brine, G.A., Stark, P.A., Liu, Y., Carroll, F.I., Singh, P., Xu, H., Rothman, R.B.
Abstract: (+/-)-cis-N-[1-(2-Hydroxy-2-phenylethyl)-3-methyl-4-piperidyl]-N- phenylpropanamide (1) is a mixture of four stereoisomers [(2S,3R,4S)-1a, (2R,3R,4S)-1b, (2R,3S,4R)-1c, and (2S,3S,4R)-1d], which together constitute two diastereoisomeric pairs of optical isomers. These four stereoisomers were prepared from optically active intermediates of known absolute configuration by procedures which had no effect on the configurations of the piperidine 3- and 4-carbons. The configuration of the phenylethyl 2-carbon in the final products was determined by X-ray analysis of (2S,3S,4R)-1d. A 1H NMR comparison of the final products to ohmefentanyl established that the racemic pair previously known as ohmefentanyl was a mixture of (2S,3R,4S)-1a and (2R,3S,4R)-1c. The individual activities of 1a, 1b, 1c, and 1d were evaluated in a variety of binding and pharmacological assays. The binding data revealed that isomers 1b and 1c had the highest affinity and selectivity for the mu site labeled with [3H]DAMGO. In contrast, the four isomers displaced [3H]etorphine in the order 1a approximately 1b > 1c approximately 1d. Evaluation of the four isomers on the mouse vas deferens (MVD) preparation revealed a potency order of 1a > 1b > 1c > 1d with concentrations of 1a and 1b in the femtomolar range causing inhibition. Experiments using the antagonists naltrexone (mu), ICI 174864 (delta), and norbinaltorphimine (kappa) demonstrated that the effects of 1a were mediated largely by the mu receptor while both delta and kappa agonist effects contributed to the actions of 1b and 1c. Isomer 1d acted as a weak mu antagonist in the MVD preparation. The same potency order was observed in a mouse analgesic assay and a rhesus monkey single dose suppression study. From the latter study the potency of 1a was estimated to be 20,000-50,000 times that of morphine, making this isomer one of the most potent opiates known. In the rhesus monkey study, isomer 1d failed to substitute for morphine and seemed to exacerbate withdrawal at doses of 0.6, 3.0, and 6.0 mg/kg. On the basis of the mouse data, isomer 1a was 21,000 times more potent than 1d, whereas isomers 1b and 1c were similar in their opiate activity in vivo. Using the optical isomers of cis-3-methylfentanyl as reference compounds, we analyzed the effects on the pharmacological activities of introducing a phenylethyl 2-hydroxyl group into the molecule.(ABSTRACT TRUNCATED AT 400 WORDS).


20,000-50,000x... jeesus christ.
 
Yeah these fentanyl analogs are very potent. Particularly lofentanil but it has very limited application. Currently it has no application but I think it could be used in whales and seriously huge aquatic organisms of that size. If you are planning on using this as a recreational drug for mass-marketing then it is my opinion that you may be barking up the wrong tree. You would pose a greater threat as a terrorist making super-potent fentanyl analogs than as a drug supplier.
 
Carfentanil is NOT 4000x as powerful as morphine it is 4000-5000 times as powerful a heroin. It is 8,000-10,000 times as powerful as morphine. Possibly the most powerful opioid known to man, I dont know.
 
just for kicks, smyth or anyne else, do you know the duration of Ohmefentanyl? Is it similar to TMF? Ohme being beta-hydroxy TMF for those unaware.
 
Probably more interesting than the extraordinary high potency of certain stereoispmers of ohmefentanyl is analgesics is the fact that one of the isomers, F9204 (3R,4S,2'S) is not only about 6500 times as potent as morphine but also causes little dependance/withdrawals! Here is the reference for this information.
 
Yes I found that one particularly interesting, but not dependence overall, but rather physical dependance, the following I beleive shows that it is equivalent in psychological dependance, infact a slight bit above, as that of morphine, and also has similar duration and potency-of-effect as morphine...

http://www.cell-research.com/20031/031-04.htm
http://www.cell-research.com/20031/31-1.jpg

I could have misunderstood what I was reading though. But it seems, in short, that F9204 is similar to morphine in most psychopharmacological aspects and most like euphoria except that it lacks the possible physical dependance/withdrawals as you say, and is rather potent. Dare I say clean(er)-opioid?
 
Oh and I should clarify I made a mistake in the titling of this thread, it is not Ohmefentanyl Isomers I seek information on, but rather RTI-4614-4, an analog of Ohmefentanyl/3-methyl-fentanyl. RTI-4614-4 is the chemical listed in the study I posted, and not Ohmefentanyl, albeit similar, it is at least 4x as potent as Ohmefentanyl(!), whilst still a heavy mu agonist.
 
These will most likely never used by humans that much (maybe for anesthesia on large animals). On the black-market, someone would have to seriously know about dosage prep (dilution, etc) or people would be dying left and right.
I'd like to try it though...;)
 
Theres always deaths. Nothing new. And youd be suprised how well 3-methylfentanyl can be handled these days. 3-methylfentanyl is all over eastern europe, all the time, has been for years, go read up on it theres tons of seizures all over regarding it, and you dont hear about thousands dropping dead from OD epidemics.

For some reason fentanyl analogs havnt been resurrected in USA since george did that alpha-methylfent and his distributors failed to cut/represent product properly. But this isnt the trend elsewhere, 3-methyl and plain fentanyl labs in europe operate with much success, and this is presently speaking, year 2000 and up.
 
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