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Benzylamine, also known as phenylmethylamine, is an organic chemical compound with the condensed structural formula C 6 H 5 CH 2 NH 2 (sometimes abbreviated as PhCH 2 NH 2 or BnNH 2).It consists of a benzyl group, C 6 H 5 CH 2, attached to an amine functional group, NH 2.
1-Phenylethylamine may be prepared by the reductive amination of acetophenone: [1]. C 6 H 5 C(O)CH 3 + NH 3 + H 2 → C 6 H 5 CH(NH 2)CH 3 + H 2 O. The Leuckart reaction, using ammonium formate, is another method for this transformation.
lic 6 h 4 ch 2 n(ch 3) 2 + e + → 2-ec 6 h 4 ch 2 n(ch 3) 2 Via these reactions, many derivatives are known with the formula 2-X-C 6 H 4 CH 2 N(CH 3 ) 2 (E = SR, PR 2 , etc.). The amine is basic and undergoes quaternization with alkyl halides (e.g. hexyl bromide ) to give quaternary ammonium salts: [ 4 ]
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.
N-Benzyl-2C-B (25B-NB, NB-2C-B) is a recreational designer drug from the 25-NB subgroup of the substituted phenethylamine family, with psychedelic effects. It has a binding affinity (K i ) of 16 nM at the serotonin receptor 5-HT 2A and 90 nM at 5-HT 2C and reportedly has a potency in between that of 2C-B and NBOMe-2C-B .
Methylenedioxybenzylamphetamine, abbreviated MDBZ, and systematically named 3,4-methylenedioxy-N-benzylamphetamine, is a psychedelic drug.It is the N-benzyl ...
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Rarely an alpha-methyl group is present making them N-benzyl amphetamines rather than N-benzyl phenethylamines, but this greatly reduces potency and activity. However in some cases where a side chain methyl group is cyclised back to the ring (e.g. in 2CBCB-NBOMe ) or links the two alpha positions (e.g. in DMBMPP ), this can improve selectivity ...