2-(2-fluoro-2′-nitro[1,1′-biphenyl]-4-yl)propanoic acid | 57045-67-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-fluoro-2′-nitro[1,1′-biphenyl]-4-yl)propanoic acid
• 英文别名: 2-(2-fluoro-2'-nitro-4-biphenylyl)propionic acid；2-[3-fluoro-4-(2-nitrophenyl)phenyl]propanoic acid
• CAS: 57045-67-7
• 化学式: C₁₅H₁₂FNO₄
• 分子量: 289.263
• InChiKey: CUUUBXHJZSMBSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  2-(2-fluoro-2′-nitro[1,1′-biphenyl]-4-yl)propanoic acid 在 硫酸 、 氯化铵 、 锌 作用下， 以 甲醇 为溶剂， 反应 27.0h， 生成 methyl 2-(2'-amino-2-fluoro[1,1'-biphenyl]-4-yl)propanoate
  参考文献：
  名称：

  Design, synthesis and evaluation of flurbiprofen-clioquinol hybrids as multitarget-directed ligands against Alzheimer’s disease

  摘要：

  A series of novel flurbiprofen-clioquinol hybrids were designed and synthesized as multifunctional agents for Alzheimer's disease therapy, and their potential was evaluated through various biological experiments. In vitro studies showed that most target compounds exhibited significant ability to inhibit self- and Cu2+-induced beta-amyloid aggregation. Furthermore, some target compounds, especially 7i and 7r, also showed biometal chelating abilities, antioxidant activity, anti-neuroinflammatory activity and appropriate BBB permeability. These biological activities indicated that the representative compound 7i and 7r might be promising multifunctional agents for AD treatment.

  DOI：

  10.1016/j.bmc.2020.115374
• 作为产物：
  描述：

  氟比洛芬 在 硝酸 作用下， 生成 2-(2-fluoro-2′-nitro[1,1′-biphenyl]-4-yl)propanoic acid
  参考文献：
  名称：

  Biphenylylpropionic acids and esters

  摘要：

  根据本发明，公开了以下公式的化合物：其中X从硝基和氨基中选择，但当y为氢时，X为硝基；Y从氢和氟中选择；R从氢和含有一至六个碳原子的烷基中选择。这些化合物被配制成药物组合物，并用于给哺乳动物以缓解炎症，并用于需要预防抗血栓治疗的哺乳动物。

  公开号：

  US03957861A1
• 作为试剂：
  描述：

  methyl 2-(2-fluoro-2′-nitro[1,1′-biphenyl]-4-yl)propanoate 、 sodium hydroxide 在 甲醇 、 二氯甲烷 、 水 、 Sodium sulfate-III 、 ether-pentane 、 2-(2-fluoro-2′-nitro[1,1′-biphenyl]-4-yl)propanoic acid 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 2-(2-fluoro-2′-nitro[1,1′-biphenyl]-4-yl)propanoic acid
  参考文献：
  名称：

  Biphenylylpropionic acids and esters

  摘要：

  根据本发明，公开了以下化合物的公式：##SPC1## 其中X从硝基和氨基组成的群体中选择，但当y为氢时，X为硝基；Y从氢和氟组成的群体中选择；R从含有1至6个碳原子的烷基组成的群体中选择。这些化合物被混合制成药物组合物，并用于治疗哺乳动物的炎症和需要预防抗血栓治疗的哺乳动物。

  公开号：

  US03957861A1

文献信息

• US3957861A
  申请人：——

  公开号：US3957861A

  公开（公告）日：1976-05-18
• US4009283A
  申请人：——

  公开号：US4009283A

  公开（公告）日：1977-02-22
• Biphenylylpropionic acids and esters
  申请人：The Upjohn Company

  公开号：US03957861A1

  公开（公告）日：1976-05-18

  In accordance with this invention, there are disclosed compounds of the formula ##SPC1## Wherein X is selected from the group consisting of nitro and amino with the proviso that when y is hydrogen, X is nitro; Y is selected from the group consisting of hydrogen and fluoro; R is selected from the group consisting of hydrogen and alkyl of from one to six carbon atoms, inclusive. These compounds are compounded into pharmaceutical compositions and administered to mammals for purposes of relieving inflammation and to mammals in need of prophylactic anti-thrombotic treatment.

  根据本发明，公开了以下公式的化合物：其中X从硝基和氨基中选择，但当y为氢时，X为硝基；Y从氢和氟中选择；R从氢和含有一至六个碳原子的烷基中选择。这些化合物被配制成药物组合物，并用于给哺乳动物以缓解炎症，并用于需要预防抗血栓治疗的哺乳动物。
• Design, synthesis and evaluation of flurbiprofen-clioquinol hybrids as multitarget-directed ligands against Alzheimer’s disease
  作者：Ziyi Yang、Qing Song、Zhongcheng Cao、Guangjun Yu、Zhuoling Liu、Zhenghuai Tan、Yong Deng

  DOI：10.1016/j.bmc.2020.115374

  日期：2020.4

  A series of novel flurbiprofen-clioquinol hybrids were designed and synthesized as multifunctional agents for Alzheimer's disease therapy, and their potential was evaluated through various biological experiments. In vitro studies showed that most target compounds exhibited significant ability to inhibit self- and Cu2+-induced beta-amyloid aggregation. Furthermore, some target compounds, especially 7i and 7r, also showed biometal chelating abilities, antioxidant activity, anti-neuroinflammatory activity and appropriate BBB permeability. These biological activities indicated that the representative compound 7i and 7r might be promising multifunctional agents for AD treatment.