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Naturally occurring phenethylamines are organic compounds which may be thought of as being derived from phenethylamine itself that are found in living organisms. Tyramine is a phenethylamine that occurs widely in plants [ 1 ] and animals , and is metabolized by various enzymes , including monoamine oxidases .
A much more convenient method for the synthesis of β-phenethylamine is the reduction of ω-nitrostyrene by lithium aluminium hydride in ether, whose successful execution was first reported by R. F. Nystrom and W. G. Brown in 1948. [23] Phenethylamine can also be produced via the cathodic reduction of benzyl cyanide in a divided cell. [24]
N-Methyltyramine (NMT), also known as 4-hydroxy-N-methylphenethylamine, is a human trace amine [1] [2] and natural phenethylamine alkaloid found in a variety of plants. [3] As the name implies, it is the N-methyl analog of tyramine, which is a well-known biogenic trace amine with which NMT shares many pharmacological properties.
Phenylmorpholines are a class of stimulants containing a phenethylamine skeleton in which the terminal amine is incorporated into a morpholine ring. Isophenmetrazine , PAL-730 [ 93 ] 2-Hydroxy-4'-Ethylphenmetrazine , 2-HO-4'-EPM, 2-Hydroxyphenmetetrazine, N-Ethylphenmetrazol
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N-Methylphenethylamine (NMPEA) is a naturally occurring trace amine neuromodulator in humans that is derived from the trace amine, phenethylamine (PEA). [2] [3] It has been detected in human urine (<1 μg over 24 hours) [4] and is produced by phenylethanolamine N-methyltransferase with phenethylamine as a substrate, which significantly increases PEA's effects.