Studies on Structure of Light Degradation Products of (-)-(S)-10-(1-Aminocyclopropyl)-9-fluoro-3-methyl-7-oxo-2, 3-dihydro-7H-pyrido [1, 2, 3-de] [1, 4] benzoxazine-6-carboxylic Acid (T-3761) in Aqueous Solution and Solid State

Demachi, Kumiko; Maeda, Haruyo; Todo, Yozo; Ojima, Katsuji; Kokei, Tetsuo; Imaizumi, Hiroyuki; Tai, Masaru; Nakajima, Yoshifumi; Narita, Hirokazu

doi:10.1248/yakushi1947.115.9_716

Cited by 5 publications

(2 citation statements)

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“…46 Oxidative decarboxylation (to yield 3-hydroxyquinolone 23, Scheme 12) is one of the processes in the case of T-3761 (Chart 2, Scheme 12), which in contrast to most FQs bears a (1-aminomethyl) rather than a N,NA-dialkylamino group in position 7, but, like RFX has an electron donating substituent in position 8. 47…”

Section: Decarboxylationmentioning

confidence: 99%

Photophysics and photochemistry of fluoroquinolones

2003

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The photobehavior of fluoroquinolone antibiotics, one of the most successful classes of drugs in therapeutic applications, has recently been the object of increasing interest due to the finding of their phototoxic and photocarcinogenic properties. The main results obtained for a series of structurally related, representative fluoroquinolone drugs is reviewed. Both activation of oxygen and various degradation pathways have been identified and the effects of medium and structure have been rationalized. The results can help in the understanding of the photochemistry occurring in biological environments and in the assessing of the correlation between structural characteristics and biological photodamage.

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Section: Decarboxylationmentioning

confidence: 99%

Photophysics and photochemistry of fluoroquinolones

2003

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“…After more than a decade's clinical application, there have been many adverse drug reactions of pazufloxacin. It is now well documented that the slight adverse drug reactions in gastrointestinal tract are related to the basic structure of fluoroquinolone, especially the R 3 analoges (Scheme-II) 21 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Three Fluoroquinolone Compounds

Pan¹,

Bai²,

Li³

et al. 2014

Asian J. Chem.

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Three fluoroquinolone derivatives were respectively synthesized by hydrolysis reactions of (S)-9-fluoro-10-cyano-3-methyl-2,3-dihydro-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid ethyl ester (compound 2), using different hydrolysis conditions: LiOH, KOH and NaOH. Compound 2 was synthesized by a nucleophilic substitution reaction from (S)-9,10-difluoro-3-methyl-2,3-dihydro-7oxo-7H-pyridine[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid ethyl ester (compound 1), using solid sodium cyanide as the source of cyano group. The structures of these three fluoroquinolone compounds have been identified in appropriate methods.

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Bicyclic 6-6 Systems with One Bridgehead (Ring Junction) Nitrogen Atom: One Extra Heteroatom 1:0

Hermecz¹,

Vasvári‐Debreczy²

2008

Comprehensive Heterocyclic Chemistry III

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Studies on Structure of Light Degradation Products of (-)-(S)-10-(1-Aminocyclopropyl)-9-fluoro-3-methyl-7-oxo-2, 3-dihydro-7H-pyrido [1, 2, 3-de] [1, 4] benzoxazine-6-carboxylic Acid (T-3761) in Aqueous Solution and Solid State

Cited by 5 publications

References 0 publications

Photophysics and photochemistry of fluoroquinolones

Photophysics and photochemistry of fluoroquinolones

Synthesis of Three Fluoroquinolone Compounds

Bicyclic 6-6 Systems with One Bridgehead (Ring Junction) Nitrogen Atom: One Extra Heteroatom 1:0

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