Mesoionic compounds introduction synthesis

Mesoionic compounds are five membered heterocyclic compounds used as drugs as antibacterial, antimalarial, anti-inflammatory, antitumor, antifungal, analgesic, and many more. Used to make elastomeric polymers, in the paper industry, and tire industry

1. MESOIONIC COMPOUNDS

2. b c a e f d R 3 R 3 O N N 3 R R 3 R 1 O N O N R 2 N N O R 1 O R 2 R 1 O R 2 N N R 1 3 R 3 R R 2 + CO 2 Type A ...a and c must be di- or trivalent heteroatoms Type B.... b and c must be di- or trivalent heteroatoms Type A ... for example R 1 =Ph and R 2 = H N-phenylsydnone b c d e a f R 3 R 3 e d a b c R 3 R 3 f c=S or Se a e d b R 3 R 3 f Usually they act as dipoles in cycloadditions with electron deficient alkenes but more often with alkynes (I draw a simmetrical one in order to avoid representing regioisomers) usually the cycloadduct evolves by extrusion of a small atom or molecule to aromatic or more stable compounds.

3. Applications of Mesoionic compounds 1. In the medicinal field, mesoionic compounds are used as drugs as antibacterial, antimalarial, antiinflammatory , antitumor, antifungal, analgesic, and many more. Most of the biological activity of mesoionic compounds are found in type A compounds while none have been found in type B compounds. 2. Mesoionic compounds are really useful not only for medicinal value, but because they are natural occurring being found in many other products. Some other products include vitamins such as vitamin B1 contain a mesoionic group. 3. Another important aspect to the medical field is using C. The sydnone ring specifically is very good at absorbing invisible spectra of ultraviolet and infrared light. 4. Mesoionic compounds have also been used to make elastomeric polymers, in the paper industry, and tire industry.