I know I can't be the onle bee here to have ever wondered what a very special hybrid drug analog might be like. There are all kinds of drugs that could be altered to be weird hybrids of two drugs, or even more.
One such hybrid I've been thinking about, is between PCP, a dissociative, and Fentanyl, an incredibly powerful opioid. First, let's take a look at the PCP molecule.
It is not a phenethylamine, it is a benzylamine. It's alkyl chain is one shorter than a phenethylamine. Amphetamines are still phenethylamines, with a methyl on the beta carbon. This phenyl-cyclohexylamine is a benzylamine, as the amine is attached to the benzyl carbon.
Fentanyl looks like this:
Fentanyl is a phenethylamine. Notice any similarities between PCP an Fentanyl? They both have the amine grafted as part of a piperidine ring. PCP has no additives to the ring, while Fentanyl does. A hyvrid structure of the two would look like this:
This would be a variant analog of both drugs. For a PCP analog, it contains an anilino/propionamide at the 4-piperidine position.
For a fentanyl analog, the alkyl chain is shortened one for the phenethylamine, and the benzyl carbon holds together a five carbon chain, forming a cyclohexyl group.
I seriously think this compound may be a real goody, and wonder if it has ever been synthesized. I have thought about it's synthesis, and so far I find that you can take any number of really impractical synthesis pathways, or you can just build the piperidone ring around phenylcyclohexylamine, as if it were phenethylamine.
Perhaps a synthesis might look like:
1.Phenyl-Cyclohexane --> Phenyl-Cyclohexylamine,
Post 281087 (missing)
(PrimoPyro: "PCP Analog Precursors From Phenyl-Cyclohexane", Chemistry Discourse) 2.Phenyl-Cyclohexylamine --> (di)methyl acrylate diester (is this the Michael Addition?)
3.Diester is decarboxylated to give 1-(Phenyl-Cyclohexyl)-piperid-4-one.
4.Normal Fentanyl synthesis from here. Condense with aniline and reduce, and react with propionic anhydride.
PrimoPyro
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