Heterocyclic Compounds Lab Report

STUDIES ON NOVEL 1,3,4-OXADIAZOLE DERIVATIVES

1. INTRODUCTION:

The chemistry of heterocyclic compounds [1] is as logical as that of aliphatic or aromatic compounds. Their study is of great interest both from the theoretical as well as practical standpoint. Heterocyclic compounds occur widely in nature and in a variety of non-naturally occurring compounds. A large number of heterocyclic compounds are essential to life. Various compounds such as alkaloids, antibiotics, essential amino acids, the vitamins, haemoglobin, the hormones and a large number of synthetic drugs and dyes contain heterocyclic ring systems. Knowledge of heterocyclic chemistry is useful in biosynthesis and in drug metabolism as well. Nucleic acids are important in biological

However, 1,3,4-oxadiazole and 1,2,4-oxadiazole are better known, and more widely studied by researchers because of their many important chemical and biological properties.
Compounds containing oxadiazole ring possess a variety of biological activities such as Anti-inflammatory, Analgesic, Antimicrobial, Anti-convulsant, Anti‐proliferative, Anti-mycobacterial, Anti-protozoal, Anti-diabetic, Anthelmintic, Hypo-glycemic, antiallergic, Enzyme inhibitors, insecticidal, anticancer, antineoplastic, CNS depressant and pesticidal property [33-34].

1,3,4-Oxadiazole is a very good bioisostere of amide and ester functional groups and is reported to contribute substantially to pharmacological activity by participating in hydrogen bonding interactions with various receptors [35]. Oxadiazole is a very weak base due to the inductive effect of the extra heteroatom. The replacement of two –CH= groups in furan by two pyridine type nitrogen (-N=) reduces aromaticity of resulting oxadiazole ring to such an extent that the oxadiazole ring exhibit character of conjugated diene. Literature survey reveals that the oxadiazoles undergoes number of reactions such as electrophilic substitution, nucleophilic substitution, thermal and photo-chemical 1. Currently available drugs containing oxadiazole unit used in clinical medicines are Raltegravir, an antiretroviral drug and Zibotentan, an anticancer agent

The presence of basic Mannich side chain has shown a marked antimalarial activity [39]. Studies revealed that Mannich bases showed good anticancer [40] and antimycobacterial activity [41]. Mannich bases are also known to posses remarkable anti-HIV and antitubercular activities [42]. Also 1,3,4-oxadiazole-5-thioether derivatives have been the object of investigation due to their different properties such as antibacterial [43] and antifungal [44]. In continuation of this work on 1,3,4-oxadiazole derivatives bearing naphthalene ring [45] Anil N. Mayekar et al. [46] contemplated to synthesize some new 1,3,4-oxadiazole derivatives bearing 6-bromonaphthalene moiety. Recently the H.N.G.U. students carried out some work I the direction of Mannich reaction of 1,3,4-oxadiazole. [47]
In the interest of the above facts of benzofuran, 1,3,4-oxadiazole and its Mannich reaction the present candidate proposes the synthesis, and biological evaluation of some new heterocyclic derivatives incorporating napthofuran moiety.

3. OBJECTIVES:
The objective of the proposed work is
• To synthesis, characterize and evaluate the biological properties of novel heterocyclic compounds containing Napthofuran and 1,3,4-oxadiazole moieties.

4. WORK PLAN:
As per objectives following work has been planned
• The napthofuran-1,3,4-oxadiazole combined molecules will be prepared
• The above derivatives