Synthesis and tyrosinase inhibitory properties of novel isoquinoline urea/thiourea derivatives was written by Genc, Hayriye;Zengin, Mustafa;Yavuz, Emre;Gencer, Nahit;Arslan, Oktay. And the article was included in Artificial Cells, Nanomedicine, and Biotechnology in 2014.Synthetic Route of C7H3Cl2NS This article mentions the following:
A new series of isoquinoline urea/thiourea derivatives I (X = O, S; R = Ph, n-Bu, i-Pr, n-Pr, n-Hexyl, etc.) were synthesized, and their inhibitory effects on tyrosinase were evaluated. Isoquinoline urea/thiourea derivatives were obtained as a result of the reaction of 5-aminoisoquinoline with isocyanates or isothiocyanates. The result showed that all the synthesized compounds inhibited the tyrosinase enzyme activity. Among the compounds synthesized, 1-(4-chlorophenyl)-3-(isoquinolin-5-yl)thiourea was found to be the most active one (Ki = 119.22 μM), and the inhibition kinetics analyzed using Lineweaver-Burk double reciprocal plots revealed that compound I (X= S; R = 4-ClPh) was a competitive inhibitor. HOMO-LUMO energy levels for selected synthesized compounds were calculated using Gaussian software. In the experiment, the researchers used many compounds, for example, 2,4-Dichlorophenylisothiocyanate (cas: 6590-96-1Synthetic Route of C7H3Cl2NS).
2,4-Dichlorophenylisothiocyanate (cas: 6590-96-1) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).Synthetic Route of C7H3Cl2NS
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics