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could benzamines be used as amphetamines

T

toxide

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Mar 21, 2006
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I was wondering if benzamines could have potentially good stimulant properties, in particular - dextro_alpha methylbenzylamine (alphaphenethylamine)? also if a benzyl position is supposed to be a methyl/phenyl position together why do the 2 methyl groups become 1 ethyl?



in an unrelated question I was curios if 2-aminobenzylcyclohexylmethanol would avtive in anyway
 
Well, benzylamine is pretty toxic stuff, and I can imagine 1-methylamino-1-methylbenzene being anything but either. I don't understand what you mean by the second question.

And I highly, highly doubt there would be any activity in 2-aminobenzylcyclohexylmethanol (2-aminobenzylphenmethanol?)
 
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actually the 1st substance is called d-alpha phenethylamine I'm wondering if it's like something similar but probly much milder than d-amphetamine

I'm wondering the 2nd compound has any nmda AA/dopa A activity, I know it would if had no "ol" or alcohol part I'm sure no1 would have info 4 that
 
Ah, so you've noticed that all the dissociative drugs that get mentioned here are technically benzylamine derivatives? All the SAR studies I've read seem to imply that you're not going to get much NMDA antagonism unless the carbon atom attached to the phenyl (or other aromatic heterocycle) group is incorporated into a ring system itself; about the only excetion I can think of is lefetamine, but it doesn't show much NMDA antagonism at all.

I'd also imagine that benzylpiperidine (1-benzylpiperidine) exerts some of it's stimulant activity because of a similar action on the dopaminergic systems as PCP, TCP & BTCP, but because the benzylic carbon isn't part of a ring system it shows no NMDA antagonism activity
 
toxide said:
actually the 1st substance is called d-alpha phenethylamine I'm wondering if it's like something similar but probly much milder than d-amphetamine

I'm wondering the 2nd compound has any nmda AA/dopa A activity, I know it would if had no "ol" or alcohol part I'm sure no1 would have info 4 that
Click to expand...

d-alphaphenethylamine? the alpha in phenethylamine refers to the substitutions on the carbon furthest from the phenyl ring, but I don't think it can be blank. unless I'm missing something here..

edit: nm, i got confused. to answer the earlier question: the two methyl groups because ethyl because they're connected to eachother (forming an ethyl group). Then the amine makes it ethylamine, then the addition of the phenyl ring in the alpha position of ethylamine makes alpha-phenylethylamine

2nd edit: possibly interesting studies
 
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just curious about 2-benzylaminocyclohexylmethanol would it also be called

2hydroxybenzylcyclohexylmethylamine
or 2-hydroxyphenylcyclohexylethylamine????
 
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