A series of chiral thioureas (1-17) were synthesized from and tested for their anticholinesterase, tyrosinase and urease enzyme inhibitor activities. Various phenylisothiocyanates were added to solution of ʟ-cysteine in methanol:water (1:1 v/v) at room temperature and stirred for 24h. Precipitated solid was recrystallized from nbutanol. Pure compounds were characterized by NMR ( 1 H and 13 C), FTIR and CHNS. Tertiary amine containing N-(4-(diethylamino)phenyl)-N'-(2-mercapto-1carboxyethanyl)thiourea 17, N-(4-(dimethylamino)phenyl)-N'-(2-mercapto-1carboxyethanyl)thiourea 16 and trimethoxy containing N-(3,4,5-trimethoxyphenyl)-N'-(2-mercapto-1-carboxyethanyl)thiourea 14 were more active than galantamine against AChE and BChE enzymes. In tyrosinase enzyme inhibition activity, compound 14, 10, 12, 6, 13, and 11 exhibited higher tyrosinase inhibitory activity showing IC50 values of 1.1±0.1, 1.5±0.3, 1.6±0.6, 1.9±0.5, 2.2±0.9 and 2.9±0.2 mM, respectively. In urease enzyme inhibition activity assay, 17 showed higher activity. This work demonstrates the pharmacological significance of chiral thiourea derivatives synthesized from ʟ-cysteine and showing their potential. There is a need to perform more in vitro and in vivo biological activities followed by clinical trials to bring such thiourea to the market.