ABORDAGEM DIDÁTICA PARA O DESENVOLVIMENTO DE MOLÉCULAS BIOATIVAS: REGRA DOS CINCO DE LIPINSKI E PREPARAÇÃO DE HETEROCICLO 1,3,4-OXADIAZOL EM FORNO DE MICRO-ONDAS DOMÉSTICO

Abstract

In Brazil, the development of new chemical entities (NEQ) is still limited to small advances in the academic and public research sectors, the authors understand that this is a sector of the pharmaceutical industry that needs encouragement. Accepting that education transforms society, educate students in the development of bioactive molecules, it’s a way to stimulate the national pharmaceutical industry to invest in the sector. Thus, this work brings a didactic sequence, applicable in undergraduate courses, which exemplifies some stages of development of the NEQ through its rational planning. The synthesis of a 1,3,4-oxadiazole heterocycle was planned and its potentiality assessed through the Lipinski’s Rule of Five (RO5), using the ChemSpider® database. Once in accordance with RO5, the heterocycle was prepared using a simple and accessible methodology, using microwaves for domestic use as heating source. The 2-phenyl-5-(pyridin-4-yl)-1,3,4-oxadiazole was synthesized by oxidative cyclization of acylhydrazone and an overall yield of 90%. So was possible to demonstrate in a practical way some steps for the development of a substance with potential biological activity and thus to attract greater interest of undergraduate students by this follow-up of the Medicinal Chemistry.

Keywords

• Rule of five (RO5)
• Lipinski
• new chemical entities (NEQ)
• domestic microwave oven
• ChemSpider®