N-alphamethylbenzyl amphetamine bioassay

[Limpet_Chicken]

Hmm....yes, it does.

Although all the cyanogenic glycosides I know of, are based around the O-glycosidic bond.

I can imagine an O-linked glycoside bond being less stable, and more able to liberate HCN than an aminoglycosidic bond, how easily are N type glycoside bonds broken down to liberate the parent aglycone and sugar?, in comparison with O-bonds?

Amphetaminil, going from the structure really does look rather iffy to me.

 

[Alcyone]

Actually, I doubt that the numb tongue is caused by vasoconstriction. I've never tried amphetaminil, but at one time I had access to benzphetamine (those big pink Didrex tablets). I tried to take them sublingually (and also rectally), and in my experience, benzphetamine has a profound local anaesthetic effect when applied to mucous membranes. It produced immediate numbness, but no dryness. I imagine the compound discussed in this thread would act similarly.

While doing organic synthesis as an undergraduate, I once accidentally injected my left index finger with a small amount of benzamide. My finger was immediately anaesthetised and the numbness persisted for a couple of weeks. It seems to me that benzylamines and benzamides have local anaesthetic or perhaps local neurotoxic properties.

 

[vecktor]

tried to take them sublingually (and also rectally),

you must be very flexible

the effect is probable ion channel blockade, some of the phenyl acetamides and benzylamides are potent ion channel blockers amongst other things.

 

[Alcyone]

you must be very flexible

Oh I am, but not that flexible.

My sublingual and plugging experiments (separate experiments in case there's any doubt) were an attempt to assess whether benzphetamine is active in is own right, or whether the metabolites (meth and d-amp) account for all of its effects. I don't snort or shoot, so it was the best I could do in terms of rapid absorption. IIRC it wasn't any better than just swallowing the pills, and the numbness in those places was quite unpleasant. So I didn't repeat the experiment.

I agree with you about the (sodium?) channel blockade.

 

[m314]

Would you care to elaborate on why you think an alpha-methyl might significantly alter the activity - sigma agonist or other - of the N-benzylamphetamine class of compounds?

Amphetaminil, benzphetamine and clobenzorex are all weak sigma agonists. Therapeutically, they have been used in the 30-100 mg dosage range, and they're all rather plain stimulants/anorexics - not surprisingly, since they're all extensively metabolised into amphetamine (or methamphetamine, in the case of benzphetamine). Amphetamine-NBOMe and and N-benzylamphetamine are also regarded as pretty worthless. Just why did N-(alpha-methylbenzyl)amphetamine spark your interest?

Why would amphetamine prodrugs like this be considered "worthless"? I'm not familiar with this particular chemical, but I've found clobenzorex to feel virtually identical to dexedrine spansules (time release d-amph) with a slightly longer duration. Since d-amphetamine is my stimulant of choice for both functional and recreational use, I'd consider clobenzorex, vyvanse, and other d-amph prodrugs to be far from worthless.

 

[Limpet_Chicken]

Veck, you think it might be a true local anaesthetic, rather than merely mediating the numbing/tingling via vasocontriction? but instead blocking sodium channels, as do the likes of lidocaine, benzocaine, etc

I agree its likely, given the benzamides and certain benzyl esters properties as potent sodium channel blockers (PABA-ethyl ester possesses such effects for instance, some of the local anaesthetics of the amide and particularly ester family are pretty simple in structure, so I can well imagine this one would be)

ROFL at the flexibility remark...I am not sure thats actually possible to do both at the same time...although I know a girl who can kick herself in the forehead, over her back, due to an insane degree of joint hypermobility, thanks to ehler's-danloss syndrome..she might just be able to manage it, although I can't see her trying somehow

With it causing peripheral tingling, I wouldn't be surprised if its something of a vasocontrictive nature also, I wouldn't expect sublingual administration of a local anaesthetic, nor sticking it up one's arse, to cause tingling of the fingers.

Potentially dangerous if it is a local anaesthetic also, systemic administration of sodium channel blockers can induce cardiac arrythmias, dependent on the dosage (lidocaine will do this if taken to excess, and conversely, is also an antiarrythmic agent, used to chemically cardiovert certain types of arrythmias)

 

[ex-amine]

took the same amount (10 mg) about 10 days later.
got the same side effects , cold hands and general feeling of unwellbeing.
Decided to give up on further experimenting with N-alpha-methyl-benzyl-amphetamine.

(although i have a faint idea that except the sigma-receptors also the opiod receptors might get hit slightly with this substance).

kiss kiss
HC