1,8-二氮杂萘-3-羧酸,7-(3-氨基-1-吡咯烷基)-6-氟-1-(4-氟苯基)-1,4-二氢-4-羰基-,盐酸盐 | 104051-66-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 1,8-二氮杂萘-3-羧酸,7-(3-氨基-1-吡咯烷基)-6-氟-1-(4-氟苯基)-1,4-二氢-4-羰基-,盐酸盐
• 英文名称: 7-(3-amino-1-pyrrolidinyl)-6-fluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride
• 英文别名: 7-(3-Aminopyrrolidin-1-yl)-6-fluoro-1-(4-fluorophenyl)-4-oxo-1,8-naphthyridine-3-carboxylic acid;hydrochloride
• CAS: 104051-66-3
• 化学式: C₁₉H₁₆F₂N₄O₃*ClH
• 分子量: 422.819
• InChiKey: AZFXEYKYNOMCFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.81
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2,6-二氯-5-氟吡啶-3-羧酸乙酯 在 吡啶 、 盐酸 、 正丁基锂 、 氯化亚砜 、 biquinoline 、 乙酸酐 、 sodium hydride 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 56.5h， 生成 1,8-二氮杂萘-3-羧酸,7-(3-氨基-1-吡咯烷基)-6-氟-1-(4-氟苯基)-1,4-二氢-4-羰基-,盐酸盐
  参考文献：
  名称：

  Chu, Daniel T. W.; Fernandes, Prabhavathi B.; Claiborne, Akiyo K., Journal of Medicinal Chemistry, 1986, vol. 29, # 11, p. 2364 - 2369

  摘要：

  DOI：

文献信息

• Synthesis and Structure−Activity Relationships of Novel 7-Substituted 1,4-Dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic Acids as Antitumor Agents. Part 1
  作者：Kyoji Tomita、Yasunori Tsuzuki、Koh-ichiro Shibamori、Masanori Tashima、Fumie Kajikawa、Yuji Sato、Shigeki Kashimoto、Katsumi Chiba、Katsuhiko Hino

  DOI：10.1021/jm010057b

  日期：2002.12.1

  In an attempt to search for clinically useful antitumor agents, we have discovered that a series of 1,1-disubstituted-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids possessed moderate cytotoxic activity.,We investigated the structure-activity relationships in this series of compounds by changing N-1 and C-7 positions and the core ring structure itself and evaluated the synthesized compounds against several murine and human tumor cell lines. These modifications led us to the following findings. (1) The 2-thiazolyl group at the N-1 position of the naphthyridine structure is the best substituent for antitumor activity. (2) Regarding core ring structure, the naphthyridine derivative is the most active followed by pyridopyrimidine analogue. (3) At the C-7 position, -aminopyrrolidine derivatives are more effective than other amines or thioether derivatives. Finally, the trans-3-amino-4-methoxypyrrolidinyl derivative (43j), and the 3-amino-3-methylpyrrolidinyl derivative (43f) as well as 3-aminopyrrolidinyl derivative (AT-3639, 1) were determined to be effective in in vitro and in vivo antitumor assays, and their activity was comparable to that of etoposide.
• TODO, YOZO;YAMAFUJI, TETSUO;NAGUMO, KATSUYUKI;KITAYAMA, ISAO;NAGAKI, HIDE+
  作者：TODO, YOZO、YAMAFUJI, TETSUO、NAGUMO, KATSUYUKI、KITAYAMA, ISAO、NAGAKI, HIDE+

  DOI：——

  日期：——
• US4704459A
  申请人：——

  公开号：US4704459A

  公开（公告）日：1987-11-03
• US4851535A
  申请人：——

  公开号：US4851535A

  公开（公告）日：1989-07-25
• Chu, Daniel T. W.; Fernandes, Prabhavathi B.; Claiborne, Akiyo K., Journal of Medicinal Chemistry, 1986, vol. 29, # 11, p. 2364 - 2369
  作者：Chu, Daniel T. W.、Fernandes, Prabhavathi B.、Claiborne, Akiyo K.、Gracey, Eugene H.、Pernet, Andre G.

  DOI：——

  日期：——