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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.
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]
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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 .
N,N-Dimethylphenethylamine (N,N-DMPEA) is a substituted phenethylamine that is used as a flavoring agent. It is an alkaloid that was first isolated from the orchid Pinalia jarensis. [1] [a] Its aroma is described as "sweet, fishy". It is mainly used in cereal, cheese, dairy products, fish, fruit and meat. [3]
Hordenine is an alkaloid of the phenethylamine class that occurs naturally in a variety of plants, taking its name from one of the most common, barley (Hordeum species). ). Chemically, hordenine is the N-methyl derivative of N-methyltyramine, and the N,N-dimethyl derivative of the well-known biogenic amine tyramine, from which it is biosynthetically derived and with which it shares some ...
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.
Up to 0.18% alkaloids from tops, mostly tryptamine with some phenethylamine; 0.15-1.18% alkaloids from flowers, equal amounts tryptamine and phenethylamine; [40] [45] traces of unidentified alkaloid from bark. [1]
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