The chemistry of tryptamines and phenylethylamines as both neurotransmitters and as potential agents for social engineering forms a captivating area between chemistry and neuroscience. This article highlights several drugs including phenylethylamine related derivatives such as propranolol, modafinil, methylphenidate, lamotrigine and oxytocin; as well as tryptamine derivatives such as lysergic acid diethylamide and melatonin and investigates the use of these compounds or their derivatives as potential social engineering agents.