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nline resources and telemedicine are currently underutilized modalities that are available for further development.To develop a system in which a π-conjugation circuit switched by a redox reaction between 3-pyridone and 3-hydroxypyridine, a ring-contracted analog of oxypyriporphyrin, 2-oxypyritriphyrin(1.2.1) was synthesized for the first time. 2-Oxypyritriphyrin(1.2.1) contains a 14π aromatic conjugation circuit with the keto-form of the 3-oxypyridine ring. When 2-oxypyritriphyrin was treated with NaBH4 , not only the 3-oxypyridine group,