Author Topic: 4-Fluoroamphetamine or 4-Fluoro-alpha-Methyl-Phenethylamine  (Read 273 times)

llamabox

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4-Fluoroamphetamine or 4-Fluoro-alpha-Methyl-Phenethylamine
« on: March 21, 2009, 07:48:21 PM »
Wanting to discuss this compound before bio-assay is started.



Effects from wiki

The subjective effects of 4-FA include euphoria, increased energy, mood elevation, excessive talking, bruxism (jaw clenching), insomnia and suppressed appetite.

4-Fluoroamphetamine is a potent stimulant and serotonin releaser as with other para-substituted amphetamine derivatives, but is both significantly less potent as a serotonin releaser and much less neurotoxic than related compounds such as parachloroamphetamine and paraiodoamphetamine, with both serotonin-releasing potency and neurotoxicity increasing down the halogen series 4-FA << PCA < PBA < PIA,[3][4] while conversely the dopamine reuptake inhibition produced by 4-FA is stronger than that of either PCA or PIA.[5] 4-FA also produces less hyperthermia than similar compounds such as PMA, 4-MTA and 4-methylamphetamine, but both hyperthermia and neurotoxicity are still likely to be complications of overdose or excessive use of 4-FA.

From RHODIUM

It is known that amphetamine and methamphetamine cause their stimulant effect by inducing the release of dopamine in neuron in certain regions of the brain. 4-substituted amphetamines has been shown to possess different pharmacological properties than the unsubstituted analog. It has been shown that 4-haloamphetamines in addition to their effect on dopamine also expresses serotonin-releasing effects, causing a long-term depletion of serotonin, indicating a neurotoxic effect, much like the one suggested to occur with MDMA and some of its derivatives. However, among the 4-haloamphetamines, the fluoro analog seemed to be atypical in that it did not cause any long-term changes in the brain serotonin levels, even though it was also a serotonin-releasing agent like the other 4-haloamphetamines, although weaker than the other.

Tests has showed that 4-fluoroamphetamine substitutes for amphetamine in rats, but that it does not fully substitute for the serotonergic MDMA derivative MBDB, which is the case of the other 4-haloamphetamines (which also did not substitute for amphetamine in the rats). As a conclusion, 4-fluoroamphetamine is subjectively very similar to amphetamine, but with some effect on the serotonin release, probably making the effects have a touch of MDMA-like action. Receptor interaction data suggests that racemic p-fluoroamphetamine is 2/3 as potent as d-amphetamine, probably suggesting that the racemic versions of both drugs are almost equipotent. This seems to be an interesting analog of amphetamine for use as a stimulant, and probably the yet untested 4-fluoro-methamphetamine is too. It should be easily made by reducing the nitropropene below with Fe/HOAc to give 4-Fluoro-P2P, which can be reductively aminated with methylamine to give the target compound.

Qualitative comments (Mobius):

For your information, some distant aquintance of mine tasted some p-Fluoro-Amphetamine not to long ago, motivated by a rumor that it would supposedly be much more potent than Amphetamine...
And you know what, it is slightly less potent (about 20% I would say) and is fairly different in terms of global effects... (120 mg) Slow to come on... (T + 1h) Great feeling of warmth in the face and less in the rest of the body. (T + 1.5h) Disproportionatly great feeling of euphoria compared to the stimulation (both physical and mental) felt! Funny stuff! Doesn't compare to anything he did before and, believe me this guy has eaten a lot of exotic experimental materials and he knows what he's talking about!

NB: Above 200 mg the effect become too intense to clearly perceive the difference between this compound and regular Amphetamine.

http://www.erowid.org/archive/rhodium/chemistry/pfa.spicybrown.html
« Last Edit: March 21, 2009, 07:54:04 PM by llamabox »

Vesp

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Re: 4-Fluoroamphetamine or 4-Fluoro-alpha-Methyl-Phenethylamine
« Reply #1 on: March 21, 2009, 08:44:21 PM »
Very interesting, I didn't think this was a popular street drug. Doesn't look much harder to make then amphetamine, in fact I was talking to someone recently working on doing just that.
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llamabox

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Re: 4-Fluoroamphetamine or 4-Fluoro-alpha-Methyl-Phenethylamine
« Reply #2 on: March 21, 2009, 09:10:17 PM »
No I haven't seen it on the street either.

llamabox

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Re: 4-Fluoroamphetamine or 4-Fluoro-alpha-Methyl-Phenethylamine
« Reply #3 on: March 26, 2009, 01:41:38 AM »
My source took an NMR-spectrum of his product and will be sending me the spectrum analysis possibly tomorrow.

He will also be sending me the pdf for "COMPARISON BETWEEN THE NEUROTOXIC AND SEROTONIN-.DEPLETING EFFECTS OF VARIOUS HALOGENATED DERIVATIVES OF AMPHETAMINE IN THE RAT"

a quote from the abstract:
"4-Fluoramphetamine (100 µmolIkg) and f3,f3-difluoro-4-chloroamphetamine
(400 µmolIkg) were devoid of any neurotoxic action and failed to produce a long-term (3-day) depletion of serotonin."

llamabox

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Re: 4-Fluoroamphetamine or 4-Fluoro-alpha-Methyl-Phenethylamine
« Reply #4 on: March 26, 2009, 01:12:23 PM »
This doesn't tell me anything, but maybe some of you can understand it.

Mr.Murphy

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Re: 4-Fluoroamphetamine or 4-Fluoro-alpha-Methyl-Phenethylamine
« Reply #5 on: July 15, 2009, 12:31:38 PM »
Let me provide an interpretation of the uploaded 1H-NMR.

(all values, like ppm or integrals were rounded)

I assume that the sample was measured in CDCl3, due to the CHCl3-signal at 7.26 ppm. What was the working frequency btw?

First, I have to state the following: The sample is anything but pure! Please take this into consideration before ingesting this stuff. Looking at the date of the previous post, I fear that this advise comes far too late. Anyway, the impurity can be recognized easily even by a NMR-naive person: Look for example at the signal at 1.114 ppm. The integral is 3.011, which is roughly 3 and the J-coupling shows us a doublet. So, chemical shift, integral and signal splitting all point doubtlessly to the alpha-methyl-group. So far so good. But right next to this signal, at ca. 1.0 and 0.8 ppm, there are 2 more signals, both being doublets. It is therefore highly possible that there are at least 2 further impurities. If we had the integrals given for those 2 impurities, we could even estimate purity in %.

All signal equal published data, see the attached picture for comparative values (taken from J Med Chem 1990, 33(7), p.2017). The spectrum is that of genuine 4-F-amphetamine.

Again: All additional signals (with the exception of the solvent-signal at 7.26 and TMS' signal at 0.00 ppm) have to be considered as impurities. Either synthesis solvents or side-products resp. starting material or both. I wouldn't taste such dirty crap, to be honest.

PEACE! Murphy
« Last Edit: July 15, 2009, 12:34:29 PM by Mr.Murphy »

highdopamine123

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Re: 4-Fluoroamphetamine or 4-Fluoro-alpha-Methyl-Phenethylamine
« Reply #6 on: September 04, 2011, 07:27:44 PM »
I just ordered a gram of 4-fluoromethamphetamine to try out, it was cheap.  Lots of info over on bluelight about it.  People say its more for speed freaks and you can feel the similarity to methamphetamine.  I hope its a nice stimulant.  Lower doses reported compared to 4-FA.

dmtubbler

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Re: 4-Fluoroamphetamine or 4-Fluoro-alpha-Methyl-Phenethylamine
« Reply #7 on: September 28, 2011, 05:15:35 PM »
my friends really enjoy this compound.  Saying it feels like very clean amphetamine, with a slight body buzz reminiscent of the MDxx's.  Very enjoyable and quite a bit fiendy tho.   I haven't tried it personally.
« Last Edit: December 20, 2011, 05:29:57 PM by dmtubbler »