2-(2-chloro-6-fluorophenyl)-N-(3-(4-fluorophenyl)-4-(pyrimidin-4-yl)isoxazol-5-yl)acetamide | 897644-83-6

• 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-chloro-6-fluorophenyl)-N-(3-(4-fluorophenyl)-4-(pyrimidin-4-yl)isoxazol-5-yl)acetamide
• 英文别名: 5-[(2-chloro-6-fluorophenyl)acetylamino]-3-(4-fluorophenyl)-4-(4-pyrimidinyl)isoxazole；AKP-001；5-[(2-chloro-6-fluorophenylacetyl)amino]-3-(4-fluorophenyl)-4-(4-pyrimidinyl)isoxazole；2-(2-Chloro-6-fluoro-phenyl)-N-(3-(4-fluorophenyl)-4-pyrimidin-4-yl-isoxazol-5-yl)acetamide；2-(2-chloro-6-fluorophenyl)-N-[3-(4-fluorophenyl)-4-pyrimidin-4-yl-1,2-oxazol-5-yl]acetamide
• CAS: 897644-83-6
• 化学式: C₂₁H₁₃ClF₂N₄O₂
• 分子量: 426.81
• InChiKey: OHMPXDCOVKOOAN-UHFFFAOYSA-N

物化性质

• 沸点：
  592.9±50.0 °C(Predicted)
• 密度：
  1.438±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  80.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-甲基嘧啶 在 盐酸羟胺 、 potassium tert-butylate 、 一水合肼 、 N,N'-羰基二咪唑 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 11.33h， 生成 2-(2-chloro-6-fluorophenyl)-N-(3-(4-fluorophenyl)-4-(pyrimidin-4-yl)isoxazol-5-yl)acetamide
  参考文献：
  名称：

  An Efficient and Practical Method for the Synthesis of the 5-Acylamino-4-(4-pyrimidinyl)isoxazole Derivative AKP-001, a Potent P38 MAP Kinase Inhibitor

  摘要：

  5-Acylamino-4-(4-pyrimidinyl)isoxazole derivative AKP-001 is a p38 mitogen-activated protein kinase inhibitor previously developed in our laboratory as an anti-inflammatory agent. Herein, we report our studies leading to the development of an improved synthetic route to AKP-001, which shows several advantages compared to the previously reported laboratory-scale process, namely, a lower number of steps, superior chemical yield and atom efficiency, and applicability at an industrial scale.

  DOI：

  10.3987/com-17-13700

文献信息

• Pyrimidinylisoxazole derivatives
  申请人：Aska Pharmaceutical Co., Ltd.

  公开号：US07939536B2

  公开（公告）日：2011-05-10

  The invention discloses isoxazole derivatives represented by a formula, in which R1 stands for hydrogen, lower alkyl, amino, halogen, lower alkoxy and the like, R2 stands for substituted or unsubstituted aryl and the like, R3 stands for hydrogen or lower alkyl, R4 stands for substituted or unsubstituted phenyl and the like, and Y stands for —CH2—, —CO—, —CH(CH3)—, —O—, —NH— and the like, or pharmaceutically acceptable salts thereof, which have excellent p38MAPkinase inhibitory action.

  本发明公开了一种以式表示的异唑啉衍生物，其中R1代表氢、低级烷基、氨基、卤素、低级烷氧基等，R2代表取代或未取代的芳基等，R3代表氢或低级烷基，R4代表取代或未取代的苯基等，Y代表—CH2—、—CO—、—CH(CH3)—、—O—、—NH—等，或其药学上可接受的盐，具有优异的p38MAPkinase抑制作用。
• Pyrimidinylisoxazole Derivatives
  申请人：Hasumi Koichi

  公开号：US20080114003A1

  公开（公告）日：2008-05-15

  The invention discloses isoxazole derivatives represented by a formula, in which R 1 stands for hydrogen, lower alkyl, amino, halogen, lower alkoxy and the like, R 2 stands for substituted or unsubstituted aryl and the like, R 3 stands for hydrogen or lower alkyl, R 4 stands for substituted or unsubstituted phenyl and the like, and Y stands for —CH 2 —, —CO—, —CH(CH 3 )—, —O—, —NH— and the like, or pharmaceutically acceptable salts thereof, which have excellent p38MAPkinase inhibitory action.

  本发明揭示了由式子表示的异唑啉衍生物，其中R1代表氢、低碳基、氨基、卤素、低烷氧基等；R2代表取代或未取代的芳基等；R3代表氢或低碳基；R4代表取代或未取代的苯基等；Y代表—CH2—、—CO—、—CH(CH3)—、—O—、—NH—等，或其药学上可接受的盐，具有出色的p38MAPkinase抑制作用。
• Treating agent of inflammatory bowel disease
  申请人：Hasumi Koichi

  公开号：US20090192164A1

  公开（公告）日：2009-07-30

  The invention discloses treating agents of inflammatory bowel disease, which contain p38MAPkinase inhibitor having properties of antedrug as the active ingredient.

  本发明揭示了治疗炎症性肠病的治疗剂，其包含具有抗药性质的p38MAPkinase抑制剂作为活性成分。
• PYRIMIDINYLISOXAZOL DERIVATIVE
  申请人：ASKA Pharmaceutical Co., Ltd.

  公开号：EP1832584A1

  公开（公告）日：2007-09-12

  The invention discloses isoxazole derivatives represented by a formula, in which R1 stands for hydrogen, lower alkyl, amino, halogen, lower alkoxy and the like, R2 stands for substituted or unsubstituted aryl and the like, R3 stands for hydrogen or lower alkyl, R4 stands for substituted or unsubstituted phenyl and the like, and Y stands for -CH2, -CO-, -CH(CH3)-, -O-, -NH- and the like, or pharmaceutically acceptable salts thereof, which have excellent p38MAPkinase inhibitory action.

  本发明公开了由式表示的异噁唑衍生物，其中 R1 代表氢、低级烷基、氨基、卤素、低级烷氧基等，R2 代表取代或未取代的芳基等，R3 代表氢或低级烷基，R4 代表取代或未取代的苯基等，Y 代表-CH2、-CO-、-CH(CH3)-、-O-、-NH-等，或其药学上可接受的盐，它们具有优异的 p38MAPkinase 抑制作用。
• TREATMENT AGENT FOR INFLAMMATORY BOWEL DISEASE
  申请人：ASKA Pharmaceutical Co., Ltd.

  公开号：EP2044957A1

  公开（公告）日：2009-04-08

  The invention discloses treating agents of inflammatory bowel disease, which contain p38MAPkinase inhibitor having properties of antedrug as the active ingredient.

  本发明公开了治疗炎症性肠病的药物，其活性成分含有具有抗药性的 p38MAPkinase 抑制剂。