7-fluoro-1-methyl-5-nitro-1,3-dihydroindol-2-one | 875003-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 7-fluoro-1-methyl-5-nitro-1,3-dihydroindol-2-one
• 英文别名: 7-Fluoro-1-methyl-5-nitro-1,3-dihydro-indol-2-one；7-fluoro-1-methyl-5-nitro-3H-indol-2-one
• CAS: 875003-45-5
• 化学式: C₉H₇FN₂O₃
• 分子量: 210.165
• InChiKey: SZKVETRZYWTMOM-UHFFFAOYSA-N

物化性质

• 沸点：
  457.3±45.0 °C(Predicted)
• 密度：
  1.478±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-fluoro-1-methyl-5-nitro-1,3-dihydroindol-2-one 在 5%-palladium/activated carbon 、 氢气 、 lithium trifluoromethanesulfonate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 35.0~40.0 ℃ 、549.5 kPa 条件下， 反应 20.0h， 生成 (R)-[3-(7-fluoro-1-methyl-2-oxo-2,3-dihydro-1H-indol-5-ylamino)-2-hydroxy-propyl]carbamic acid methyl ester
  参考文献：
  名称：

  Development of a Synthesis For a Long-Term Oxazolidinone Antibacterial

  摘要：

  Linezolid, compound 1, is a member of the oxazolidinone class of antibacterials and has had recent clinical interest due to its potential use as a long-term treatment for bacterial infection. Detailed herein are improvements to the original synthesis to enable phase I clinical trials. Of particular interest is the preparation of a key oxindole subunit utilizing a Pd-mediated cyclization. Optimization of the synthesis of the oxindole included the use of trifluorotoluene as the solvent.

  DOI：

  10.1021/op8001195
• 作为产物：
  描述：

  N-methyl-2-fluoro-4-nitroaniline 在 palladium diacetate 、 三乙胺 、 2-(二叔丁基膦)联苯 作用下， 以 甲苯 为溶剂， 反应 21.0h， 生成 7-fluoro-1-methyl-5-nitro-1,3-dihydroindol-2-one
  参考文献：
  名称：

  Development of a Synthesis For a Long-Term Oxazolidinone Antibacterial

  摘要：

  Linezolid, compound 1, is a member of the oxazolidinone class of antibacterials and has had recent clinical interest due to its potential use as a long-term treatment for bacterial infection. Detailed herein are improvements to the original synthesis to enable phase I clinical trials. Of particular interest is the preparation of a key oxindole subunit utilizing a Pd-mediated cyclization. Optimization of the synthesis of the oxindole included the use of trifluorotoluene as the solvent.

  DOI：

  10.1021/op8001195

文献信息

• Oxazolidinones containing oxindoles as antibacterial agents
  申请人：Luehr W. Gary

  公开号：US20060030609A1

  公开（公告）日：2006-02-09

  The present invention relates to novel oxazolidinones derivatives of oxindoles of formula I, or a pharmaceutically acceptable salt thereof wherein Y 1 is —CH— or —CF—; R 1 is —C 1-4 alkyl, optionally substituted with a fluoro atom, or R 1 is —C 3-5 cycloalkyl; and R 2 is —H or —CH 3 . These compounds are useful as antibacterial agents.

  本发明涉及一种新的氧化吲哚氧杂环丙酮衍生物，其化学式为I，或其药学上可接受的盐，其中Y1为—CH—或—CF—；R1为—C1-4烷基，可选择地用氟原子取代，或R1为—C3-5环烷基；以及R2为—H或—CH3。这些化合物可用作抗菌剂。
• 7-Fluoro-1,3-dihydro-indol-2-one oxazolidinones as antibacterial agents
  申请人：Josyula Venkata Nagendra Vara Prasad

  公开号：US20060229349A1

  公开（公告）日：2006-10-12

  The present invention provides a compound of formula I or a pharmaceutically acceptable salt thereof wherein R 1 is C 1-4 alkyl, optionally substituted with a fluoro atom, or R 1 is a cyclopropyl or cyclopropylmethyl; and R 2 is methyl or ethyl. These compounds are useful as antibacterial agents.

  本发明提供了一种具有化学式I的化合物或其药用可接受的盐，其中R1为C1-4烷基，可选地取代有氟原子，或者R1为环丙基或环丙基甲基；而R2为甲基或乙基。这些化合物可用作抗菌剂。
• Oxindole Oxazolidinones as Antibacterial Agents
  申请人：Luehr Gary Wayne

  公开号：US20080262056A1

  公开（公告）日：2008-10-23

  The present invention relates to novel oxazolidinones derivatives of oxindoles of formula I or a pharmaceutically acceptable salt thereof wherein: Y 1 is CH or CF; R 1 is —C 1-4 alkyl, optionally substituted with a fluoro atom, or R 1 is —C 3-5 cycloalkyl; and R 2 is —C 1-2 alkyl. These compounds are useful as antibacterial agents.

  本发明涉及一种新型的氧化吲哚氧唑啉衍生物，其化学式为I或其药学上可接受的盐，其中：Y1为CH或CF；R1为—C1-4烷基，可选地取代为氟原子，或R1为—C3-5环烷基；R2为—C1-2烷基。这些化合物可用作抗菌剂。
• OXAZOLIDINONES CONTAINING OXINDOLES AS ANTIBACTERIAL AGENTS
  申请人：Pharmacia & Upjohn Company LLC

  公开号：EP1781642A1

  公开（公告）日：2007-05-09
• US7435751B2
  申请人：——

  公开号：US7435751B2

  公开（公告）日：2008-10-14