Author Topic: 1-(4-methylphenyl)propan-2-amine  (Read 369 times)

mildronate

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1-(4-methylphenyl)propan-2-amine
« on: August 11, 2011, 11:36:17 AM »
I had idea  synth 1-(4-methylphenyl)propan-2-amine from toluol. Any info about this compound or synth?

java

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #1 on: August 11, 2011, 07:14:48 PM »
........so where are the references for your idea.....also have you tried the synthesis or are you just fishing for someone else to do the research for you.....java
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jon

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #2 on: August 11, 2011, 11:01:50 PM »
i read somewhere that 3,5 dimethylamphetamine is less cardiotoxic.

Enkidu

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #3 on: August 12, 2011, 12:40:09 AM »
p-methylamp is might be neurotoxic
« Last Edit: August 12, 2011, 03:17:07 AM by Enkidu »

lugh

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #4 on: August 12, 2011, 01:36:59 AM »
The abstract from the clinical study before it was decided not to market it, cited as

J Pharmacol Exp Ther. 1950 Sep;100(1):72-7.
Pharmacologic data on dl-2-amino-1-(p-methylphenyl)-propane.
FELLOWS EJ, MACKO E, FENDRICK AJ.


Abstract

1. In the present studies, the hyperkinesthetic activity of dl-2-amino-1-(p-methylphenyl)-propane (No. 42) in rats was found to be one-fifth intraperitoneally and one-tenth orally that of d-amino-1-phenylpropane (No. 2).

2. Orally No. 42 exhibited only one-twentieth the activity of No. 2 in antagonizing the depressant effect of phenobarhital. The analeptic potency of No. 42 therefore does not parallel its effectiveness in producing an increase in motor activity.

3. Subcutaneously in dogs, 5 mgm. manifested the same antiappetite potency as 1 mgm. of No. 2. It is therefore concluded that No. 42 may be a useful anorexigenic agent with a low order of "awakening" effect.

4. No. 42 may exhibit analgetic activity as indicated by the fact that doses of 5.0 to 20.0 mgm. intraperitoneally markedly elevated pain thresholds in cats.

5. In subacute and chronic toxicity studies no evidence of changes due to administration of No. 42 was observed by histological examination of tissues removed from rats, rabbits, guinea-pigs and dogs which received massive daily doses (up to 30 mgm.) of this compound for periods of one to three months.

6. The data obtained in the present experiments indicate that No. 42 should be evaluated clinically as an antiappetite and as an analgetic agent.
Footnotes

    *
          o Received May 22, 1950.


An article in which it's effect on receptors was evaluated is attached, cited as CNS Neuroscience & Therapeutics, Volume 16, Issue 3, pages 179–194, June 2010 DOI: 10.1111/j.1755-5949.2010.00135.x

 8)

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Enkidu

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #5 on: August 12, 2011, 03:41:51 AM »
To elaborate on my comment earlier..

A methyl group is often a bioisostere for a chloro, and p-chloroamphetamine is a serotonergic neurotoxin. PCA is apparently toxic because of the uptake of the excess dopamine in the synaptic cleft into serotonergic neurons. p-methylamphetamine apparently also releases dopamine and serotonin similarly to PCA.

http://www.bluelight.ru/vb/threads/419580-4-methylamphetamine?p=7004414&viewfull=1#post7004414

Quote from: Erny
Yes it is, em, interesting shit, and is very MDMA-like. We've already discussed it somewhere around here. It is known in Russia and Ukraine but is not very common, possibly also in Baltic states though I am not aware of the situation there. Known as p-TAP (p-toluaminopropane) or 4-MA. It is also one of the very few psychoactive chemicals I am really afraid of. After getting to know it, I feel it made me a different person. The changes are very light but I don't like them. It is notably dopaminergic, not very stimulating, but quite reinforcing, and may produce stereotyped behavior like amphetamine. It lasts 4 hours. As to oral activity, different people fall in two distinct groups: one either need 100-150 or 200-300 mg for full effects. Some people even state it is not very active orally, though effective upon insufflation or i/m injection. It is not a potent MAOI.

If you'll get some, never take more than a single dose in one day. Repeated dosing will quickly bring up very drastic after-effects with a clear picture of serotonin depletion like disturbed sleep, mood and cognition.

Quote from: Erny
I don't know what else should I say so that it could become clear that the best idea so far is to avoid this thing. Maybe I should explain it more accurately.

MDMA, MDA and MDE have their drawbacks, but will not get you into trouble unless taken daily or for a very long time. IAP (indanylamphetamine) is maybe not the most brilliant entactogen, but won't hurt you. They're also not too dopaminergic, this is true. This thing (4-methylamphetamine) has the destructive potential of almost the same order as that of cocaine, together with being far more neurotoxic than any of the above. I have nothing to prove the latter, but am sure. Something that is exactly opposite to what you have expected, right?

Theoretical speculations, especially non-professional, like those here at BL, are most often useless and futile in attempts to discern new drugs with desirable properties without practical knowledge. Though I think I've got an example to illustrate the opposite side: wandering around without proper knowledge is a bit dangerous. I know about two different people who took 4-bromoamphetamine not knowing it's a neurotoxin. It does basically the same things, an experince that is mostly similar to MDMA/amphetamine, followed by disturbances of sleep, mood and cognition that can last up to half a year. 4-methylamphetamine doesn't get close to that level of horror, but where it does is still worrifying at the very least. Not even the 5-HT depletion such things are caused by is worrifying, but rather some things that follow it. It will hit your memory and skills up to that you could even need to relearn something, your motivation, intentionality and prudence. First two are but a grid of interneuronic connections, mostly axons and dendrites that can regenerate, not necessarily cell bodies. Three last are where the center of your identity is, the frontal lobes.

marakov

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #6 on: August 12, 2011, 04:07:40 AM »
Enkidu/Erny is both correct. 4-methylamphetamine is poison. Simple.

Tsathoggua

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #7 on: August 14, 2011, 07:47:11 AM »
I agree, although I have never taken it.

Look at PMA, PMMA, mephedrone and methedrone (the beta keto derivatives of 4-methyl and 4-methoxyamphetamine) and the nastiness those two caused on the RC circuit.

4-haloamphetamines are KNOWN neurotoxins, very potent, and the neurotoxic effects are both profound and long lasting....6 months in rats left still pronounced although partially healed neurotoxic damage to serotonergic neurons...powerful inhibitors of tryptophan hydroxylase (this inhibition lasted a LONG time and produced very profound serotonin depletion, VERY severe...60-80% reduction after a few months if I remember a paper I read right) also IIRC...nasty, and as rats have a much faster metabolic rate than humans I imagine humans exposed to 4-Cl, 4-Br or 4-I amphetamine may well last a lot longer and be slower to heal.

4-monosubstituted amphetamines in general appear quite dangerous substances, and highly toxic in many cases. The alkyl or alkoxy substitutions appear less toxic than the halide substituted ones...but still, the hell with them. No thank you, not for Toady. para-fluoroamphetamine seems to deplete serotonin but to a far lesser extent than the other halogenated ones, and the depletion/inhibition of tryptophan hydroxylase is on the order of hours, not months.

Still, I wouldn't be too keen on taking 4-fluoroamphetamine regularly...occasionally I wouldn't have an issue doing so, but not too often or not too large a dose.

IIRC 4-MTA is not neurotoxic, interestingly...but it is a MAOI, which makes it dangerous in respect of serotonin syndrome and hypertensive crisis...a MAOI and serotonin releaser/serotonergic amphetamine in one molecule is a dangerous combination obviously.
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mildronate

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #8 on: October 19, 2011, 08:34:21 AM »
SWIM realy whant synth it. How about Fridel crafts with toulene and chloracetone (maybe brom) then reductive amination with sodium borhydride and amonia or better mercury salts , maybe synth with manganase acetate from toluene and acetone, but yields are low? How to analaysing it, maybe melting point, maybe photometric analysis, but i had no standart for it?

no1uno

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #9 on: October 23, 2011, 01:23:28 PM »
Buggered if I know why anyone would still be considering playing with mercury salts, let alone trying to source the fuckers.
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fresh1

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #10 on: October 28, 2011, 01:16:29 AM »
Quote
SWIM realy whant synth it. How about Fridel crafts with toulene and chloracetone (maybe brom) then reductive amination with sodium borhydride and amonia or better mercury salts , maybe synth with manganase acetate from toluene and acetone, but yields are low?

 Did you read the comments above?

 why would you wish to spend time and effort synthesising a compound which has KNOWN neurotoxic effects?

 I can only think of a few "reasons" e.g Toluene is easily accessed/one 'could' sell this to UNSUSPECTING peeps!!

 Which IMO, is NOT OK!!!
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Sedit

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #11 on: October 28, 2011, 04:27:18 AM »
Seriously....

If I had the power I would kick you the fuck off of this forum ASAP. For your own safety. I believe SSRIs had similar effects to what Erny is talking about in his post and honestly.... I would not wish this shit on my worst enemy. Pack your things up and go until you understand WTF you are getting into young gun.
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Vesp

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #12 on: October 28, 2011, 05:47:48 AM »
Additionally review the rules of this site. You've violated a few of them; sources/references, using SWIM, and so on..
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jon

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #13 on: October 28, 2011, 08:35:36 PM »
i think the reason mephedrone (i never dare try it) was so prone to abuse, was the nasty crash causing the urge to redose, that would explain it, (the neurotoxicity hypothesis).
basically, people without any conscience exploiting addiction producing drugs.
that's why cocaine is so popular not because anyone i ever knew could honestly say they enjoyed it when it was all said and done (more like they felt raped by some kind of frankendrug that produces a monsterous habit the instant it's used)
Cocaine works like that, it blocks the reuptake of dopamine then it blocks the dopamine transporter to the extent it can't react to dopamine.
this results in a strong urge to redose, because of the dopamine deprived state, that is quickly produced.
basically, it sucks.

also working with chloroacetone is a bad idea, it's lachrymatory just like tear gas.
« Last Edit: October 28, 2011, 08:38:09 PM by jon »

smellslikeindole

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #14 on: November 02, 2011, 08:20:20 PM »
I know a parrot who had this chemical and I heard from cats who just licked out the title compound from the bottle.

The result was 2 kind of cats:
First: more than the half of the cats didn't had any symptoms.
Second: the cats felt some speed in their body but this quickly gone and typical neurotoxycal effect occured and lasted for 1-2 days.

Somewhere I have a paper about the neurotoxicity of this stuff but actually I can't find it, just this:
Relationship between the Serotonergic Activity and Reinforcing Effects of a Series of Amphetamine Analog

fresh1

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Re: 1-(4-methylphenyl)propan-2-amine
« Reply #15 on: November 02, 2011, 11:29:46 PM »
 thanx for a good paper on such effects 8)

 Just glad it doesnt smell like your name!!!! ;)

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