Author Topic: Better than Meth  (Read 8479 times)

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levo

  • Guest
Better than Meth
« on: September 17, 2004, 04:03:00 AM »
National institute on drug abuse "research" states d/l Hydroxylamphetamine is twice as potent as d-meth.Maybe this is the future?So how to add the -OH to amphetamine? Please help.

java

  • Guest
How to get to Hydroxylamphetamine.....
« Reply #1 on: September 17, 2004, 09:37:00 AM »

levo
...a very interesting find. I've looked up some leads and found this....

....the reviews mentioned point to the presence of one or more hydroxyl groups in the benzene ring as one of the most potent modifiers of the magnitude of the physiological effects of compounds possessing the basic /3-phenethylamine skeleton.




....as read, Physiologically Active Phenethylamines. I. Hydroxy- and Methoxy-a-methyl-Phenethylamines ( p-Phenylisopropylamines)
E. H. WOODRUFF AND THEODORE W. CONGER
Journal of the American Chemical Society  Vol. 60, No. 2, 465,1938
...see

Post 531663

(java: "Propenylbenzenes Anyone?", Chemistry Discourse) for the full pdf. Also these are some readings for the OH addition and effects.......


https://www.thevespiary.org/rhodium/Rhodium/chemistry/nitroalkene.reduction.review.html


Post 531710

(Rhodium: "N-Hydroxy-Amphetamines from Amphetamines", Novel Discourse)


which may help to see the mechanism for adding the OH to an amine. I will keep this  in mind, as I do my daily run through the chemistry archives on the web.

Would be interested in following your quest , so feel free to report it on this thread.....java



Note: edited by java




Rhodium

  • Guest
reference to what NIDA publication?
« Reply #2 on: September 18, 2004, 11:22:00 AM »
levo: Could you provide us with a reference to what NIDA publication states that racemic N-OH-amphetamine would be of higher potency than d-methamphetamine? I would bet the opposite was true in regards to CNS stimulation.


levo

  • Guest
hydroxylamp-NIDA
« Reply #3 on: September 18, 2004, 09:05:00 PM »
For information on availability of NIDA RESEARCH MONOGRAMS 1-24(1975-1979),write to NIDA Office for Research Communications,Room 10A-54,5600 Fishers Lane,Rockville,MD 20857.....also see....NITIS(national technical information service)U.S. department of Commerce Springfeild,VA 22161....GPOsuperintent of Documents US government printing office Washington,DC 20402-REF-Neuropharmacolgy 23:803-806,1984...REF-Biochem Pharmacol 22:311-322,1973....REF-J Pharm Pharmacol 24:171-173,1972.....REF-Eur J Pharmacol 148:195,1988.

Rhodium

  • Guest
Clarification
« Reply #4 on: September 18, 2004, 09:31:00 PM »
Here is the list of the NIDA monographs (online):

http://www.drugabuse.gov/pdf/monographs/Monographindex.html



Which one is it, and on what page?


levo

  • Guest
AMP-OH found
« Reply #5 on: September 19, 2004, 10:14:00 AM »
Here it is let me know if I read it correctly.....Pharmacology&Toxicology of amphetamines&Related Designer Drugs-#94(1989)pages-50&51 STIMULUS PROPERTIES....well maybe not twice as potent as d-meth but never the less its still stronger...but it is twice as stronge as AMPS best

java

  • Guest
-OH boost of Amphetamineat the Amine site.....
« Reply #6 on: September 19, 2004, 03:00:00 PM »
Upon reading the said study it shows it takes less than half of the dose as that of amph for the effect in the study....


....The N-hydroxy analog of AMPH (i.e., N-OH AMPH), a metabolite of AMPH, also produces AMPH-like effects and is about twice as potent as AMPH.





So I guess putting the OH of the amine will boost the effect to twice that of amph making almost as potent as methamphetamine......now which is easier to do starting with amph, seems like methylation would be easier.............as I see it, java




Rhodium

  • Guest
N-OH-Amphetamine
« Reply #7 on: September 19, 2004, 03:27:00 PM »
From

http://www.drugabuse.gov/pdf/monographs/94.pdf

, page 50:

"The N-hydroxy analog of AMPH (i.e., N-OH AMPH), a metabolite of AMPH, also produces AMPH-like effects and is about twice as potent as AMPH (table 2)."

From Table 2:
dl-N-Hydroxyamphetamine   1.1 µmole/kg
dl-Amphetamine      2.6 µmole/kg
dl-Methamphetamine   1.5 µmole/kg
 d-Methamphetamine   1.2 µmole/kg

This shows that both dl-N-Hydroxyamphetamine and d-Methamphetamine are about twice as potent as dl-Amphetamine. The d-isomer of the hydroxy analog may be more potent than d-Methamphetamine, but it is certainly of a shorter duration as N-hydroxy-amines are metabolized rather rapidly. I believe that nothing can be predicted about the potency of N-hydroxy-methamphetamine, as it is a tertiary amine, and they are in general of rather low potency, as can be seen with N,N-dimethylamphetamine and N,N-dimethylcathinone. However, as hydroxy groups are not methyl groups, nothing can be predicted with certainity.


jsorex

  • Guest
I don't have the time to look this up now, but
« Reply #8 on: September 19, 2004, 03:58:00 PM »
I don't have the time to look this up now, but isn't this substance used in some eye therapy? Therefore all the pharmacokinetics et cetera should be findable.


levo

  • Guest
more on AMP-OH
« Reply #9 on: September 20, 2004, 06:03:00 AM »
In the good book let's turn to pages 671,682,683,684,&685....OPPS...sorry...that would be PiHKALand see what Shugin says about hydroxylamines.Very interesting stuff this-OH is.So if d/l AMP-OH is slightly stronger than Meth...then what of d-AMP-OH?Only time will tell.

java

  • Guest
Hydroxylmethamphetamine...?
« Reply #10 on: September 20, 2004, 04:21:00 PM »
The question then begs to be asked , how will methamphetamine behave with a hydroxyl attached along side the amine,

C6H5-CH2-CH(NOH-CH3)-CH3

I think this is right, anyway just a question that I guess was on my mind ........java


LoW_JacK

  • Guest
hahaha!
« Reply #11 on: September 25, 2004, 07:39:00 AM »
You know when WizardX busts out with a whole paragraph of technical chemistry jargon.. .that the subject has been covered. 
I dont know what that shit means, but covered sounds good.


PastorFuzz

  • Guest
Hrm
« Reply #12 on: September 25, 2004, 09:01:00 AM »
He just told us the method for obtaining the P2P oxime that we've been talking about that makes it pointless to combine P2P with hydroxyamine. WizardX, can you fish out a method to make d-hydroxyamphetamine?

levo

  • Guest
Info from Rhodioum
« Reply #13 on: September 25, 2004, 06:35:00 PM »
Here's two sites I got from the king bee.....

https://www.thevespiary.org/rhodium/Rhodium/pdf/n-oh-amphetamine-1.pdf

also

https://www.thevespiary.org/rhodium/Rhodium/pdf/n-oh-amphetamine-2.pdf

    It looks as if one must obtain d-amphetamine first.How?Know anyone with ADHD?OR Iguess you could synthesize d-amp.Then this is oxidized using(CPBA)n-chlorobenzoic acid giving the  needed NITRO.Then the NITRO coumpound is reduced.Maybe reducing with Zn/NH4Cl???I'd say we just bypass the d/l and go straight to d-isomer.Let's all work on this together!!!

java

  • Guest
Better than Meth.......
« Reply #14 on: September 25, 2004, 08:07:00 PM »
levo....you should read the entries on your thread as my first reply to your inquiry I posted Rhodium's articles

Post 531806

(java: "How to get to Hydroxylamphetamine.....", Stimulants)
and had you read, this is what you missed.....








and  by the way the link you provided doesn't seem work .......java


Note...edited by java levo the articles you referenced are at

Post 531710

(Rhodium: "N-Hydroxy-Amphetamines from Amphetamines", Novel Discourse)
as mentioned in my first post


levo

  • Guest
again still more on amp-oh
« Reply #15 on: September 26, 2004, 12:48:00 AM »
Well bless your hard pumping heart!!!!I know the link doesn't work-its written just like I got it.I've asked Rhodium to look at the problem-check back later.

Rhodium

  • Guest
See Post 531710 for the correct links.
« Reply #16 on: September 27, 2004, 03:12:00 PM »
See

Post 531710

(Rhodium: "N-Hydroxy-Amphetamines from Amphetamines", Novel Discourse)
for the correct links.


java

  • Guest
Ref. Hydroxyamphetamine
« Reply #17 on: October 12, 2004, 10:17:00 PM »
N-Oxygenation of Amphetamine and Methamphetamine by the Human Flavin-Containing Monooxygenase (Form 3): Role in Bioactivation and Detoxication1

John R. Cashman2 , Yeng N. Xiong, Lifen Xu and Aaron Janowsky2

Pharmacology (1999) Vol. 288, Issue 3, 1251-1260

http://jpet.aspetjournals.org/cgi/content/full/288/3/1251



Abstract
(+)- And ()-amphetamine and methamphetamine were N-oxygenated by the cDNA expressed adult human flavin-containing monooxygenase form 3 (FMO3), their corresponding hydroxylamines. Two major polymorphic forms of human FMO3 were studied, and the results suggested preferential N-oxygenation by only one of the two enzymes. Chemically synthesized (±)-amphetamine hydroxylamine was also a substrate for the human FMO3 and it was converted to phenylpropanone oxime with a stereoselectivity ratio of trans/cis of 5:1. Human FMO3 also N-oxygenated methamphetamine to produce methamphetamine hydroxylamine. Methamphetamine hydroxylamine was also N-oxygenated by human FMO3, and the ultimate product observed was phenylpropanone. For amphetamine hydroxylamine, studies of the biochemical mechanism of product formation were consistent with the production of an N,N-dioxygenated intermediate that lead to phenylpropanone oxime. This was supported by the observation that -deutero (±)-amphetamine hydroxylamine gave an inverse kinetic isotope effect on product formation in the presence of human FMO3. For methamphetamine, the data were consistent with a mechanism of human FMO3-mediated N,N-dioxygenation but the immediate product, a nitrone, rapidly hydrolyzed to phenylpropanone. The pharmacological activity of amphetamine hydroxylamine, phenylpropanone oxime, and methamphetamine hydroxylamine were examined for effects at the human dopamine, serotonin, and norepinephrine transporters. Amphetamine hydroxylamine and methamphetamine hydroxylamine were apparent substrates for the human biogenic amine transporters but phenylpropanone oxime was not. Presumably, phenylpropanone oxime or nitrone formation from amphetamine and methamphetamine, respectively, represents a detoxication process. Because of the potential toxic nature of amphetamine hydroxylamine and methamphetamine hydroxylamine metabolites and the polymorphic nature of N-oxygenation, human FMO3-mediated metabolism of amphetamine or methamphetamine may have clinical consequences.