1,8-二氮杂萘-3-羧酸,7-(3-氨基-1-吡咯烷基)-1-乙基-6-氟-1,4-二氢-5-甲基-4-羰基-,(S)- | 132195-68-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 1,8-二氮杂萘-3-羧酸,7-(3-氨基-1-吡咯烷基)-1-乙基-6-氟-1,4-二氢-5-甲基-4-羰基-,(S)-
• 英文名称: 7-[(3S)-3-amino-1-pyrrolidinyl]-1-ethyl-1,4-dihydro-6-fluoro-5-methyl-4-oxo-1,8-napthyridine-3-carboxylic acid
• 英文别名: 7-[(3S)-3-aminopyrrolidin-1-yl]-1-ethyl-6-fluoro-5-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid
• CAS: 132195-68-7
• 化学式: C₁₆H₁₉FN₄O₃
• 分子量: 334.35
• InChiKey: XZQSKBRXRFVIKY-VIFPVBQESA-N

物化性质

• 沸点：
  609.9±55.0 °C(Predicted)
• 密度：
  1.388±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  99.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,6-二氯-5-氟烟酸 在 sodium hydroxide 、 五氯化磷 、 甲基锂 、 乙酸酐 、 sodium hydride 、 对甲苯磺酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 1,4-二氧六环 、 乙醇 、 乙腈 为溶剂， 反应 27.63h， 生成 1,8-二氮杂萘-3-羧酸,7-(3-氨基-1-吡咯烷基)-1-乙基-6-氟-1,4-二氢-5-甲基-4-羰基-,(S)-
  参考文献：
  名称：

  Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted 6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids

  摘要：

  A series of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids have been prepared and tested for their in vitro and in vivo antibacterial activities. The 5-methyl group gave better in vitro activity with the 1-cyclopropyl appendage, but poorer activity with the 1-tert-butyl moiety. With the 1-(2,4-difluorophenyl) substitution, the influence of the 7-cycloalkylamino group was determinant: a (3S)-3-amino-pyrrolidine was shown to enhance greatly the in vitro and in vivo activity of the 5-methyl derivative. Compound 33 (BMY 43748) was selected as a promising candidate for an improved therapeutic agent.

  DOI：

  10.1021/jm00081a013

文献信息

• 5-Substituted-1,4-dihydro-4-oxonaphthyridine-3-carboxylate antibacterial agents
  申请人：Bristol-Myers Squibb Company

  公开号：EP0387802A2

  公开（公告）日：1990-09-19

  The invention is concerned with naphthyridine compounds of formula (I) which are substituted in the 7-position with various nitrogen heterocyclo groups and at the 1,3,4,5 and 6-positions with certain other groups. These compounds are antibacterial agents and are suitable for the treatment of infections.

  本发明涉及式（I）的萘啶化合物，该化合物在 7 位被各种氮杂环基团取代，在 1、3、4、5 和 6 位被某些其他基团取代。这些化合物是抗菌剂，适用于治疗感染。