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Drug designs. (MedicinalUser SAR thread)

MedicinalUser247 said:
If you had a choice between two Methylene dioxy analogs which one would it be Number one or Number two ?

Number one. https://ibb.co/DCtVZ7d

Number two. https://ibb.co/JsTsLy3
Click to expand...
Number one definitely. The cyclobutane keeps the phenethylamine moiety intact, and the nitrogen in the correct position. At worst I would expect it to be a better MDPEA, and possibly the cyclobutane could give it more protection from MAO to make it more like MDA.

The second one looks like an aminoindane, but I would strongly suspect that the two nitrogen’s wouldn’t fit in any of the binding sites that say MDAI would.

In general adding or removing a nitrogen from an existing molecule is a pretty massive change because nitrogen can play in so many types of interactions with the various drug targets.

Edit: I wonder if #1 could be improved by an alpha methyl group or if that would make things worse.
 
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Those N-O-N bonds really seem exotic. To my eye they look either explosive or like something that would be rather toxic to the liver.
 
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