Quinolone Analogues 12: Synthesis and Tautomers of 2‐Substituted 4‐Quinolones and Related Compounds |
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| Authors: | Yoshihisa Kurasawa Kiminari Yoshida Naoki Yamazaki Kotoji Iwamoto Yoshihiko Hamamoto Eisuke Kaji Kenji Sasaki Yoshito Zamami |
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| Institution: | 1. Department of Organic Chemistry, School of Pharmacy, Iwaki Meisei University, , Iino, Chuodai, Iwaki, Fukushima, 970‐8551 Japan;2. Department of Medicinal Chemistry, School of Pharmaceutical Sciences, Kitasato University, , Shirokane, Minato‐ku, Tokyo, 108‐8641 Japan;3. Department of Molecular Design for Medicine, Graduate School of Medicine, Dentistry, and Pharmaceutical Sciences, Okayama University, , Tsushimanaka, Kita‐ku, Okayama‐Shi, Okayama, 700‐8530 Japan |
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| Abstract: | The 4‐quinolone‐2‐carboxylates 4a,b were converted into the 4‐quinolone‐2‐carbohydrazides 5a,b , hydrazones 6,7,10 , and related compounds 8,9,11 . The 4‐methoxyquinoline‐2‐carboxylate 12 was also transformed into the 4‐methoxyquinoline‐2‐carbohydrazide 13 , which was modified to the hydrazone 14 and related compound 15 . The antimicrobial activities of compounds 6b and 14 are described together with the 4‐oxo and 4‐hydroxy tautomers of compounds 4‐11 in deuteriodimethyl sulfoxide and deuteriotrifluoroacetic acid. |
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