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Phenethylamine is a potent agonist of the mouse, rat, and human trace amine-associated receptor 1 (TAAR1). [43] [2] β-PEA is also an odorant binding TAAR4 in mice thought to mediate predator avoidance. [44] Similarly to the case of amphetamine, phenethylamine shows enhanced locomotor stimulation, a psychostimulant-like effect, in TAAR1 ...
α-Propylphenethylamine (APPEA or α-Pr-PEA), also known as 1-phenyl-2-aminopentane, is a stimulant drug of the phenethylamine and amphetamine families. [1] [2] It is the analogue of the β-phenethylamine (PEA) derivatives amphetamine (α-methylphenethylamine; "AMPEA") and phenylisobutylamine (α-ethylphenethylamine; AEPEA) in which the α-alkyl chain has been further lengthened to be a propyl ...
β-Methylphenethylamine (β-Me-PEA, BMPEA, or 1-amino-2-phenylpropane) is an organic compound of the phenethylamine class, and a positional isomer of the drug amphetamine, with which it shares some properties. In particular, both amphetamine and β-methylphenethylamine are human TAAR1 agonists. [2] In appearance, it is a colorless or yellowish ...
Dextroamphetamine sulfate is the most common enantiopure salt. [50] Amphetamine is also the parent compound of its own structural class, which includes a number of psychoactive derivatives. [4] [11] In organic chemistry, amphetamine is an excellent chiral ligand for the stereoselective synthesis of 1,1'-bi-2-naphthol. [238]
α-Methylphenylalanine (α-MePhe or AMPA) is an artificial amino acid and a phenethylamine and amphetamine derivative. [1] It is the α-methylated analogue of phenylalanine, the precursor of the catecholamine neurotransmitters, and the amino acid analogue of amphetamine (α-methylphenethylamine), a psychostimulant and monoamine releasing agent.
This shows phenethylamine in blue with its substitution points marked. Amphetamine and its substituted derivatives contain a CH 3 group at the alpha-position (R α). This shows amphetamine with its substitution points marked, excluding the N-position at the NH 2 group which is unmarked.
Trimethoxyamphetamine (TMA or TMA-1), also known as 3,4,5-trimethoxyamphetamine (3,4,5-TMA), α-methylmescaline, or mescalamphetamine, is a psychedelic drug of the phenethylamine and amphetamine families. [1] [2] It is one of the trimethoxyamphetamine (TMA) series of positional isomers.
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.