DIDACTIC APPROACH FOR THE DEVELOPMENT OF BIOATIVE MOLECULES: LIPINSKI'S FIVE-RULE AND PREPARATION OF 1,3,4-OXADIAZOL HETEROCYLIC IN DOMESTIC MICROWAVE OVEN

被引:8
作者
dos Anjos Santos, Victoria Laysna [1 ]
Gonsalves, Arlan de Assis [1 ]
Melo Araujo, Cleonia Roberta [1 ]
机构
[1] Univ Fed Vale Sao Francisco, Colegiado Ciencias Farmaceut, Campus Petrolina Ctr, BR-56304917 Petrolina, PE, Brazil
来源
QUIMICA NOVA | 2018年 / 41卷 / 01期
关键词
Rule of five (RO5); Lipinski; new chemical entities (NEQ); domestic microwave oven; ChemSpider (R); GREEN ORGANIC-CHEMISTRY; DRUG DISCOVERY; ASSISTED SYNTHESIS; SOLID-STATE; UNDERGRADUATE; ACID; DERIVATIVES; STRATEGIES; ALDEHYDES;
D O I
10.21577/0100-4042.20170135
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 (R) 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.
引用
收藏
页码:110 / 115
页数:6
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