New pyridazine-fluorine derivatives: Synthesis, chemistry and biological activity. Part II

作者：Tucaliuc Roxana Angela; Cotea Valeriu V; Niculaua Marius; Tuchilus Cristina; Mantu Dorina; Mangalagiu Ionel I^*

来源：European Journal of Medicinal Chemistry, 2013, 67: 367-372.

DOI：10.1016/j.ejmech.2013.04.069

• Pyridazine
• Fluorine
• Chorochemistry
• Microwaves
• Biological activities

A comprehensive study concerning synthesis, structure and biological activity of new pyridazine-fluorine (PYF) derivatives is presented. The first synthesis of PYF derivatives in phase-transfer catalysis (PTC) under microwave (MW) and conventional thermal heating (TH) is reported. Under MW irradiation the consumed energy decreases considerably, the amount of used solvent in liquid phase is at least five-fold less comparative with conventional TH, while PTC did not use solvents. Consequently these reactions could be considered environmentally friendly. Also, the reaction time decrease substantially and, in some cases, the yields are higher. A feasible explanation for MW efficiency is presented. Regiochemistry and chorochemistry involved in these reactions are also discussed; the reactions are regioselective and choro-specific or choroselective, respectively. Ten new pyridazine-fluorine cycloadducts are obtained. The in vitro antibacterial and antifungal activities of the PYF compounds were tested. Introduction of a trifluoromethyl moiety on the pyridazine skeleton is leading to an increasing of the antimicrobial activity. Structure-activity correlationships have been done.

• 出版日期2013-9