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Am-694 and smoking blends WARNING

V

vecktor

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Jan 17, 2006
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it seems possible that the novel indole cannabinoid AM-694 is finding its way into smoking blends and also because it is being sold as an RC into people.
this is a potentially dangerous development.

220px-AM-694-2D-skeletal.svg.png


this is why.
The metabolism of all indole cannabinoids involves loss of the indole N substituent, in the case of JWH 018 this is a pretty harmless alkyl chain. However in the case of AM-694 the N-substituent is a terminal fluoro alkyl, (omega fluoro pentyl) most terminal alkyl fluorides are exceptionally toxic as they metabolise to fluoroacetic acid.
http://en.wikipedia.org/wiki/Fluoroacetate

w fluoroalcohols are also highly toxic 4-fluorobutanol has an LD50 in mice of 0.9mg/kg which makes it as toxic as some war gases.

http://article.pubs.nrc-cnrc.gc.ca/ppv/RPViewDoc?issn=1480-3291&volume=35&issue=2&startPage=141
http://article.pubs.nrc-cnrc.gc.ca/ppv/RPViewDoc?issn=1480-3291&volume=34&issue=11&startPage=1532

whilst it is highly unlikely that sufficient fluoroacetic acid will be created by the metabolism of AM-694 to kill the consumer but fluoroacetate is dangerous even in sub lethal doses as it interferes with the generation of energy by cells. Fluoroacetate is used to kill vermin. In fact it completely screws up the Krebs cycle. AM-694 would effectively deliver this dose of fluoroacetate to the brain which is the most energy sensitive organ in the body. Repeated sub lethal exposures to fluoroacetate in animals have been linked to increased mortality liver damage, brain damage and damage to the reproductive organs. Fluoroacetate is regarded as a cumulative poison.

Do not ingest this AM-694 compound,

Until proper toxicological studies are available, it should be used as a research ligand for in- vitro use only.
 
Altough the higher Fluoro fatty acids are only toxic when n in the general formula F-CH2(CH2)n-COOR is zero or even, otherwise the degradation via beta-oxidation ends at Fluoropropionic acid.

(Chemische Gifte und Kampfstoffe, Klimmek et. al., 1983 )

The fluoropentyl chain would yield an uneven fluorocarbon compound altough I don't think those behind that "AM-694 for smoking" thought that far...
 
Any references on what smoking blends are suspected to have contained it? This warning is great for ADD folk; but I don't think most of the people here are into "smoking blends" with mystery ingredients...
 
hugo24 said:
Altough the higher Fluoro fatty acids are only toxic when n in the general formula F-CH2(CH2)n-COOR is zero or even, otherwise the degradation via beta-oxidation ends at Fluoropropionic acid.

(Chemische Gifte und Kampfstoffe, Klimmek et. al., 1983 )

The fluoropentyl chain would yield an uneven fluorocarbon compound altough I don't think those behind that "AM-694 for smoking" thought that far...
Click to expand...

I hadn't realised that fluoropropionic acid was substantially non toxic, explains why fluorohexane is very toxic as is fluorobutane but fluoropropane is 100 times less toxic.
I really should read Saunders' book on these things.

with the oxidative N-dealkylation of amines one metabolite is the N-dealkylated amine, what is the other metabolite?
 
vecktor said:
with the oxidative N-dealkylation of amines one metabolite is the N-dealkylated amine, what is the other metabolite?
Click to expand...

Usually, the metabolites of oxidative N-dealkylation are the amine and the respective carbonyl, i.e. the aldehyde. Therefore, in the first instance 5-fluoropentanal is produced, which is most likely further metabolized to 5-fluoropentanoic acid.
According to one of the two linked refs from the Can J Chem (see Vecktor's opening post), this one seems to be of no considerable toxicity:

from: Can J Chem 1954, 34(11), p.1532

Nonetheless is smoking this compound anything but a good idea. Who the fuck knows about the expected pyrolysis-products? Ummm - yammi yammi! Tasty fluoroalkyls AHOY :\

- Murphy
 
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^ so fluoropentanal from AM 694 and then fluoropentanoic acid, then fluoropropanoic acid
 
In my thinking: Yes, exactly!


Edit: I corrected a mistake in my last post: 5-fluoropropanal was wrong, it must be of course the pentanal; which is most likely to be metabolized into the corresponding pentanoic acid, not the pentanol. Ooops, sorry for that one. After one cycle of beta-oxidation we will be at the 3-fluoropropionic acid anyway ;)
 
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So that means that is not toxic ???
Maybe someone knows the dosage ???
Also what is best way to use it oral, snuff, smoke ??
 
It means that at least the fluoropentyl-residue is not dramatically toxic. No idea about the molecule in general, but my bet is that it ain't more harmful than the already available indole-based cannabinoids.

- Murphy
 
can anyone please give me any concrete dosage info on this drug ? i made a thread myself .... it got closed up cuz im being a human guinnie pig ... funny that it got closed down by captin.heroin ...... captin heroin closed my thread cuz i want to test this substance ..... captin heroine .... if thats not ironic ......
 
no what is ironic is your post.

surely you can figure it out, or to translate for you "U can figure out da dose cuz like you can cuz you is a guinnie [sic] pig"

if you can't then you have no business even considering testing it.

the substance sets of various alarm bells. tread very /B] carefully is the best advice.

There is a big difference between heroic and moronic. but the moronic often consider their foolishness to be heroic.
 
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Given the very high affinity of this compound on the CB1 receptor, Ki of 0.08nM. Making it active well below 1mg at a guess right? Would this produce enough toxins to be of a concern?
 
i have tried smoking AM 694. saddly i had no scale, but i estimate about 2-3 mg and i felt it. pretty pleasent high, it's clearly preffers the CB1 receptor. at this dosage the high was not very strong, but i imagine that for someone with little smoking experience it might have been.
i repeat: i do not know the exact dose, it looked about half the size of this: o ,
if that helps any... good luck, hope this helps.
no side effects experienced after first two uses.
 
Vecktor, could you re-post this in CD also?

a few folk in there like their legal blends.



ive always said this synthetic bullshit is no good :/
 
can repost, but do you it with or without the, uh I tuk sum drugz but cuz I didunt have a balance dont know how much etc trip report?
 
Coolio said:
Any references on what smoking blends are suspected to have contained it? This warning is great for ADD folk; but I don't think most of the people here are into "smoking blends" with mystery ingredients...
Click to expand...

This warning should probably go in PD and BD.. uneducated people are probably more in danger of naively ingesting this substance than the ADD folk.
 
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