title: Cu-mediated N-arylation of 1,2,3-triazin-4-ones: synthesis of fused triazinone derivatives as potential inhibitors of chorismate mutase.
abstract: A rapid and direct access to N-aryl substituted fused triazinone derivatives has been accomplished via N-arylation of 1,2,3-triazin-4-one ring involving a Cu-mediated coupling between triazinone derivatives and aryl boronic acids. A combination of Cu(OAc)(2)-Et(3)N in 1,2-dichloroethane was found to be effective and various fused triazinone derivatives have been prepared by using this methodology. Molecular structure of a representative compound was confirmed by single crystal X-ray diffraction study. The scope and limitations of this reaction is discussed. Some of the compounds synthesized were tested for chorismate mutase inhibitory properties in vitro. The in vitro dose response study of an active compound is presented.
authors.affiliation: Institute of Life Sciences, University of Hyderabad Campus, Gachibowli, Hyderabad 500 046, India.
authors.forename: K
authors.initials: K
authors.lastname: Shiva Kumar
authors.forename: Raju
authors.initials: R
authors.lastname: Adepu
authors.forename: Sandhya
authors.initials: S
authors.lastname: Sandra
authors.forename: D
authors.initials: D
authors.lastname: Rambabu
authors.forename: G
authors.initials: G
authors.lastname: Rama Krishna
authors.forename: C
authors.initials: C
authors.lastname: Malla Reddy
authors.forename: Parimal
authors.initials: P
authors.lastname: Misra
authors.forename: Manojit
authors.initials: M
authors.lastname: Pal
mesh_terms: D002384:Catalysis; D002826:Chorismate Mutase / Q000037:antagonists & inhibitors*; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014227:Triazines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D004791:Enzyme Inhibitors; D009942:Organometallic Compounds; D014227:Triazines; D003300:Copper; D002826:Chorismate Mutase