PD131628-00028 | 127967-03-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: PD131628-00028
• 英文别名: PD 131628；PD131628；(S)-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid；7-[(3S)-3-aminopyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
• CAS: 127967-03-7
• 化学式: C₁₆H₁₇FN₄O₃
• 分子量: 332.334
• InChiKey: MUKSDTOOLRNSIO-QMMMGPOBSA-N

物化性质

• 沸点：
  586.1±50.0 °C(Predicted)
• 密度：
  1.554±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• 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：

  ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate 在 sodium hydroxide 、 乙酸酐 、 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 19.0h， 生成 PD131628-00028
  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

• (S)-7-(3-amino-1-pyrrolidinyl)-1-cyclop
  申请人：Warner-Lambert Company

  公开号：US04916141A1

  公开（公告）日：1990-04-10

  The novel (S)-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1, 8-n phthyridine-3-carboxylic acid, lower alkyl esters and pharmaceutically acceptable salts thereof are described as well as a method for its manufacture, formulation, and use in treating bacterial infections.

  该小说描述了(S)-7-(3-氨基-1-吡咯啉基)-1-环丙基-6-氟-1,4-二氢-4-氧基-1,8-n-邻菲啉-3-羧酸，其较低的烷基酯和药用盐，以及其制备、配方和用于治疗细菌感染的方法。
• (S)-7-(3-Amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0394685A2

  公开（公告）日：1990-10-31

  The novel (S)-7-(3-amino-1-pyrrolidinyl)-1-cyclo­propyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-­3-carboxylic acid, lower alkyl esters and pharmaceutically acceptable salts thereof are described as well as a method for its manufacture, formulation, and use in treating bacterial infections.

  介绍了新型 (S)-7-(3-氨基-1-吡咯烷基)-1-环丙基-6-氟-1,4-二氢-4-氧代-1,8-萘啶-3-羧酸、低级烷基酯及其药学上可接受的盐类，以及其生产、配制和用于治疗细菌感染的方法。
• JPH02289568A
  申请人：——

  公开号：JPH02289568A

  公开（公告）日：1990-11-29
• US4916141A
  申请人：——

  公开号：US4916141A

  公开（公告）日：1990-04-10
• 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
  作者：D. Bouzard、P. Di Cesare、M. Essiz、J. P. Jacquet、B. Ledoussal、P. Remuzon、R. E. Kessler、J. Fung-Tomc

  DOI：10.1021/jm00081a013

  日期：1992.2

  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.