Synthesis and antibacterial activity of novel pyridobenzoxazine analogues

Chemical and Pharmaceutical Bulletin

Volumn 46, Issue 11, 1998, Pages 1710-1715

  Kawakami, Katsuhiro ^a   Atarashi, Shohgo ^a   Kimura, Youichi ^a   Takemura, Makoto ^a   Hayakawa, Isao ^a  

^a DAIICHI SANKYO CO   (Japan)

Author keywords

4,4 dialkyl 3 aminopyrrolidine; Acute toxicity; Antibacterial activity; Lipophilicity; Pharmacokinetics; Pyridobenzoxazine

Indexed keywords

10 [AMINO 6 AZASPIRO[3,4]OCTAN 6 YL] 9 FLUORO 2,3 DIHYDRO METHYL 7 OXO 7H PYRIDO[1,2,3 DE][1,4]BENZOXAZINE 6 CARBOXYLIC ACID; 4 QUINOLONE DERIVATIVE; ANTIBIOTIC AGENT; BENZOXAZINE DERIVATIVE; CIPROFLOXACIN; LEVOFLOXACIN; NALIDIXIC ACID; NORFLOXACIN; OFLOXACIN; PYRIDOBENZOXAZINE DERIVATIVE; PYRIDONE DERIVATIVE; QUINOLINE DERIVED ANTIINFECTIVE AGENT; SITAFLOXACIN; SPARFLOXACIN; TOSUFLOXACIN; UNCLASSIFIED DRUG;

ACUTE TOXICITY; ANIMAL MODEL; ANTIBACTERIAL ACTIVITY; ARTICLE; CHIRALITY; DRUG STRUCTURE; DRUG SYNTHESIS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; INTRAVENOUS DRUG ADMINISTRATION; LIPOPHILICITY; MINIMUM INHIBITORY CONCENTRATION; MOUSE; NONHUMAN; ORAL DRUG ADMINISTRATION; PSEUDOMONAS AERUGINOSA; RAT;

EID: 0031762623     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.46.1710     Document Type: Article

References (15)

1. Lesher G. Y., Froelich E. J., Grutt M. D., Balicy J. H., Brundage R. P., J. Med. Chem., 5, 1063 (1962).
2. Domagala J. M., Hanna L. D., Heifetz C. L., Hutt M. P., Mich T. F., Sanchez J. P., Solomon M., J. Med. Chem., 29, 394 (1986).
3. Ueda Y., Shimizu K., Konno M., Matsumoto F. (ed.), "The Quinolones," Life Science Publisher, Tokyo, 1991, p. 21.
4. Koga H., Itoh A., Maruyama S., Suzue S., Irikura T., J. Med. Chem., 23, 1358 (1980).
5. Hayakawa I., Hiramitsu T., Tanaka Y., Chem. Pharm. Bull., 32, 4907 (1984).
6. Wise R., Andrews J. M., Edwards L. J., Antimicrob. Agents Chemother., 23. 559 (1983).
7. Miyamoto T., Matsumoto J., Chiba K., Egawa H., Shibamori K., Minamida A., Nishimura Y., Okada H., Kataoka M., Fujita M., Hirose T., Nakano J., J. Med. Chem., 33, 1645 (1990).
8. Narita H., Konishi Y., Nitta J., Kitayama I., Miyajima M., Watanabe Y., Yotsuji A., Saikawa I., Yakuguku Zasshi, 106, 802 (1986).
9. a) Egawa H., Miyamoto T., Minamida A., Nishimura Y., Okada H., Uno H., Matsumoto J., J. Med. Chem., 27, 1543 (1984);
10. b) Sanchez J. P., Domagala J. M., Hagen S. E., Heifetz C. L., Hutt M. P., Nichols J. B., Trehan A. K., ibid., 31, 983 (1988).
11. a) Atarashi S., Yokohama S., Yamazaki K., Sakano K., Imamura M., Hayakawa I., Chem. Pharm. Bull., 35, 1896 (1987);
12. b) Une T., Fujimoto T., Sato K., Osada Y., Antimicrob. Agents Chemother., 32, 1336 (1988).
13. Kimura Y., Atarashi S., Kawakami K., Sato K., Hayakawa I., J. Med. Chem., 37, 3344 (1994).
14. Hayakawa I., Atarashi S., Kimura Y., Kawakami K., Japan Kokai Tokkyo Koho, Japan. Patent 051073 (1993) [Chem. Abstr., 119, 80945e (1993)].
15. Atarashi S., Imamura M., Kimura Y., Yoshida A., Hayakawa I., J. Med. Chem., 36, 3444 (1993).