Tailoring the Substitution Pattern on 1,3,5-Triazine for Targeting Cyclooxygenase-2: Discovery and Structure-Activity Relationship of Triazine-4-Aminophenylmorpholin-3-one Hybrids that Reverse Algesia and Inflammation in Swiss Albino Mice was written by Singh, Palwinder;Kaur, Sukhmeet;Kumari, Priya;Kaur, Baljit;Kaur, Manpreet;Singh, Gurjit;Bhatti, Rajbir;Bhatti, Manpreet. And the article was included in Journal of Medicinal Chemistry in 2018.Synthetic Route of C9H6Cl2N4 The following contents are mentioned in the article:
Here, the authors report analgesic and anti-inflammatory activity of a series of compounds obtained by appending 4-aminophenylmorpholin-3-one and acyclic, cyclic, or heterocyclic moieties on 1,3,5-triazine. The structures of compounds 4b (4-(4-(4-chloro-6-(pyrrolidin-1-yl)-1,3,5-triazin-2-ylamino)phenyl)morpholin-3-one) and 6b (4-(4-(4-chloro-6-(4-chlorophenylamino)-1,3,5-triazin-2-ylamino)phenyl)morpholin-3-one) are optimized for the best inhibition of COX-2 with IC50 values of 0.06 and 0.08 μM, resp., and selectivity over COX-1 of 166 and >125, resp. At the dose of 5 mg kg-1, these compounds significantly reduced acetic acid induced writhings, and their ED50 values were found to be 2.2 and 1.9 mg kg-1, resp. Besides the cell-based and animal-based experiments showing the modes of action of these compounds targeting COX-2, the interaction behavior of 4b with COX-2 was also characterized, with physicochem. experiments including ITC, NMR, UV-vis, and mol.-modeling studies. Characteristically, these compounds interact with R120, Y355, and W385, the residues responsible for holding the substrate and mediating the process of electron transfer during the metabolic phase of the enzyme. This study involved multiple reactions and reactants, such as 4,6-Dichloro-N-phenyl-1,3,5-triazin-2-amine (cas: 2272-40-4Synthetic Route of C9H6Cl2N4).
4,6-Dichloro-N-phenyl-1,3,5-triazin-2-amine (cas: 2272-40-4) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. 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 C9H6Cl2N4
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics