3-(2-fluoro-5-nitrophenyl)propanoic acid | 1021389-14-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-(2-fluoro-5-nitrophenyl)propanoic acid
• 英文别名: 3-(2-Fluoro-5-nitrophenyl)propanoicacid
• CAS: 1021389-14-9
• 化学式: C₉H₈FNO₄
• 分子量: 213.165
• InChiKey: OKDGAVZCEGWDJM-UHFFFAOYSA-N

物化性质

• 熔点：
  109-110 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• 沸点：
  381.3±27.0 °C(Predicted)
• 密度：
  1.426±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(2-fluoro-5-nitrophenyl)propanoic acid 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 以87%的产率得到2-氟-5-硝基苯丙醇
  参考文献：
  名称：

  Benzo‐fused heterocycles and carbocycles by intramolecular S _N Ar and tandem S _N 2‐S _N Ar reactions

  摘要：

  Abstractmagnified imageBenzo‐fused heterocyclic and carbocyclic systems have been synthesized by intramolecular SNAr and tandem SN2‐SNAr reactions. Treatment of 3‐(2‐fluoro‐5‐nitrophenyl)‐1‐propanol with sodium hydride in N,N‐dimethylformamide gave 6‐nitrochroman in 80% yield by an intramolecular SNAr reaction. Treatment of 2‐(3‐bromopropyl)‐1‐fluoro‐4‐nitrobenzene with benzylamine in N,N‐dimethylformamide gave 1‐benzyl‐6‐nitrotetrahydroquinoline in 98% yield by a tandem SN2‐SNAr reaction. Finally, in a similar process, reaction of this same bromide with dimethyl malonate under basic conditions gave 1,1‐bis(methoxycarbonyl)‐6‐nitro‐1,2,3,4‐tetrahydronaphthalene in 80% yield. Further studies exploring ring size effects are also presented.

  DOI：

  10.1002/jhet.5570450239
• 作为产物：
  描述：

  2-溴甲基-1-氟-4-硝基苯 在 盐酸 、 水 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 17.0h， 生成 3-(2-fluoro-5-nitrophenyl)propanoic acid
  参考文献：
  名称：

  WO2020139636A5

  摘要：

  公开号：

  WO2020139636A5

文献信息

• (PYRIDIN-2-YL)AMINE DERIVATIVES AS TGF-BETA R1 (ALK5) INHIBITORS FOR THE TREATMENT OF CANCER
  申请人：Nexys Therapeutics, Inc.

  公开号：EP3902796A1

  公开（公告）日：2021-11-03
• [EN] MITIGATION OF DISEASE BY INHIBITION OF GALECTIN-12<br/>[FR] ATTÉNUATION D'UNE MALADIE PAR L'INHIBITION DE GALECTINE-12
  申请人：UNIV CALIFORNIA

  公开号：WO2013052444A1

  公开（公告）日：2013-04-11

  It has now been discovered that mice with an ablated galectin-12 gene exhibit enhanced fat mobilization (lipolysis), have reduced adipose tissue mass, improved insulin sensitivity and glucose tolerance, and increased mitochondrial respiration. Inhibition of galectin-12 activity can therefore be used to reduce, mitigate, inhibit and/or prevent obesity, type 2 diabetes, metabolic diseases, mitochondrial diseases, other disease conditions associated with and/or caused by the abnormal expression or overexpression of galectin-12, and other disease conditions with normal galectin-12 expression but will benefit from galectin-12 inhibition.
• [EN] (PYRIDIN-2-YL)AMINE DERIVATIVES AS TGF-BETA R1 (ALK5) INHIBITORS FOR THE TREATMENT OF CANCER<br/>[FR] DÉRIVÉS DE (PYRIDIN-2-YL)AMINE UTILISÉS COMME INHIBITEURS DE TGF-BÊTA R1 (ALK5) POUR LE TRAITEMENT DU CANCER
  申请人：NEXYS THERAPEUTICS INC

  公开号：WO2020139636A1

  公开（公告）日：2020-07-02

  The present invention relates to pharmaceutical compounds, compositions and methods, especially as they are related to compositions and methods for the treatment and/or prevention of a proliferation disorder associated with ΤGFβR1 activity, such as a cancer or fibrosis. The invention provides compounds of Formula (I) and Formula (II) as further described herein having an acidic moiety that enhances tissue specificity for targeted tissues and organs. The invention includes pharmaceutical compositions, pharmaceutical combinations, and methods of use of these compounds for treating conditions including cancer or fibrosis.
• WO2020139636A5
  申请人：——

  公开号：WO2020139636A5

  公开（公告）日：2022-12-16
• Benzo‐fused heterocycles and carbocycles by intramolecular S _N Ar and tandem S _N 2‐S _N Ar reactions
  作者：Richard A. Bunce、Takahiro Nago、Nathan Sonobe、Legrande M. Slaughter

  DOI：10.1002/jhet.5570450239

  日期：2008.3

  Abstractmagnified imageBenzo‐fused heterocyclic and carbocyclic systems have been synthesized by intramolecular SNAr and tandem SN2‐SNAr reactions. Treatment of 3‐(2‐fluoro‐5‐nitrophenyl)‐1‐propanol with sodium hydride in N,N‐dimethylformamide gave 6‐nitrochroman in 80% yield by an intramolecular SNAr reaction. Treatment of 2‐(3‐bromopropyl)‐1‐fluoro‐4‐nitrobenzene with benzylamine in N,N‐dimethylformamide gave 1‐benzyl‐6‐nitrotetrahydroquinoline in 98% yield by a tandem SN2‐SNAr reaction. Finally, in a similar process, reaction of this same bromide with dimethyl malonate under basic conditions gave 1,1‐bis(methoxycarbonyl)‐6‐nitro‐1,2,3,4‐tetrahydronaphthalene in 80% yield. Further studies exploring ring size effects are also presented.