phenyl eth-en-yl amine [PEeA] - SAR?

[atara]

How about the equivalent with an ethynyl triple bond?

Probably an irreversible MAOI. Deprenyl is just methamphetamine with a propargyl group on the nitrogen.

 

[Pomzazed]

then the "straigthness" of the alkyne (sp hybridized = linear) will put the amine in the wrong place.

 

[Limpet_Chicken]

Then we need to tweak the molecule so its skeletal formula looks like a limp wrist, a 1-ethyl-tert-butyl group on the amine perhaps? (shitty nomenclature I know, but hey, methylethyl ketone is accepted as nonshitty-ish naming)


Ethyl bent down like a limp wrist, tert-butyl looks like three fingers of a hand

Straight no more.

I sure wouldn't taste any, but I volunteer the name 'polaramine', from polare, the old-fashioned fag patois.

 

[gladiolus]

Hi, thanks for the replies. I have been educated.
What about if the double bond was not only between the beta and alpha positions, but between the alpha and N position too? Would this prevent hydrolysis into phenylactealdehyde? Or would adding an N,methyl or N,N dimethyl group to the phenyl eth-en-yl amine prevent this? Yeah, what about the activity of meth-phenyl eth-en-yl amine?

 

[dread]

you can't have 2 carbon-carbon double bonds next to each other. It's just not done.

 

[vecktor]

you can't have 2 carbon-carbon double bonds next to each other. It's just not done.

they exist and are called cumulenes

http://en.wikipedia.org/wiki/Cumulene