5-氯-3-(3-氯苯基)异恶唑 | 64300-28-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-氯-3-(3-氯苯基)异恶唑
• 英文名称: 5-chloro-3-(3-chlorophenyl)isoxazole
• 英文别名: 3-(3-chlorophenyl)-5-chloroisoxazole；5-chloro-3-(3-chlorophenyl)-1,2-oxazole
• CAS: 64300-28-3
• 化学式: C₉H₅Cl₂NO
• 分子量: 214.051
• InChiKey: UEOXYTPBJMXSCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-氯-3-(3-氯苯基)异恶唑 、 (3-Azepan-1-yl-propyl)-benzo[1,3]dioxol-5-ylmethyl-amine 在 正丁基锂 作用下， 以 乙醚 为溶剂， 生成 (3-Azepan-1-yl-propyl)-benzo[1,3]dioxol-5-ylmethyl-[3-(3-chloro-phenyl)-isoxazol-5-yl]-amine
  参考文献：
  名称：

  Discovery of a nonpeptidic small molecule antagonist of the human platelet thrombin receptor (PAR-1)

  摘要：

  The synthesis and biological evaluation of a series of nonpeptidic small molecule antagonists of the human platelet thrombin receptor (PAR-1) are described. Optimization of the 5-amino-3-arylisoxazole lead resulted in an approximate 100-fold increase in potency. The most potent of these compounds (54) inhibits platelet activation with IC50S of 90 nM against the thrombin receptor agonist peptide (TRAP) and 510 nM against thrombin as the agonist. Further, antagonist 54 fully blocks platelet aggregation stimulated by 1 nM thrombin for 10 min. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00745-4
• 作为产物：
  描述：

  2-(3-chlorophenyl)-1,1-dichlorocyclopropane 在 亚硝基硫酸 作用下， 以 硝基甲烷 为溶剂， 反应 2.0h， 以90%的产率得到5-氯-3-(3-氯苯基)异恶唑
  参考文献：
  名称：

  Nitrosylsulfuric acid in the synthesis of 5-chloroisoxazoles from 1,1-dichlorocyclopropanes

  摘要：

  Nitrosylsulfuric acid is shown to be a usable reagent for the synthesis of 5-chioroisoxazoles from readily available 1,1-dichlorocyclopropanes via nitrosation-heterocyclization reaction. A cytotoxicity of some of the prepared 5-chloroisoxazoles towards MCF7, A549, HEK293T and VA13 cell lines was evaluated.

  DOI：

  10.1016/j.mencom.2019.07.021

文献信息

• Imidazole derivatives and antiepileptics comprising said imidazole
  申请人：Mitsui Toatsu Chemicals, Incorporated

  公开号：US05112841A1

  公开（公告）日：1992-05-12

  Described herein are imidazole derivatives having a specific structure and satisfactory as antiepileptics from the standpoint of the strength of action, prolonged action and side effects as well as their preparation processes.

  本文描述了具有特定结构的咪唑衍生物，从作用强度、持续时间和副作用等方面来看，它们作为抗癫痫药物具有满意的效果，同时还涉及它们的制备过程。
• Imidazole derivatives and antiepileptics comprising said imidazole derivatives as effective ingredients
  申请人：MITSUI TOATSU CHEMICALS, Inc.

  公开号：EP0446010A1

  公开（公告）日：1991-09-11

  Described herein are imidazole derivatives having a specific structure (I) and satisfactory as antiepileptics from the standpoint of the strength of action, prolonged action and side effects as well as their preparation processes:- wherein R₁ means R₃ = optionally substituted phenyl Z = S or O R₂ = H or lower alkyl

  本文描述的是具有特定结构（I）的咪唑衍生物，从作用强度、作用持续时间和副作用以及制备工艺的角度来看，它们作为抗癫痫药是令人满意的：-- 其中 R₁ 指 R₃ = 任选取代的苯基 Z = S 或 O R₂ = H 或低级烷基
• Transformations of gem-dichloroarylcyclopropanes in the reaction with NOCl·2SO3. Synthesis of 3-aryl-5-chloroisoxazoles
  作者：O. B. Bondarenko、A. Yu. Gavrilova、D. S. Murodov、N. S. Zefirov、N. V. Zyk

  DOI：10.1134/s1070428013020024

  日期：2013.2

  Nitrosation with complex NOCl center dot 2SO(3) of gem-dichloroarylcyclopropanes containing acceptor substituents in the aromatic ring proceeded chemo- and regioselectively affording 3-aryl-5-chloroisoxazoles in high yields. The presence of donor substituents complicated the reaction by the occurrence of competing processes.
• Reaction of Halogenated Cyclopropanes and Nitrosyl Cation:  Preparation of Isoxazoles
  作者：Shaw-Tao Lin、Shing-Huey Kuo、Fu-May Yang

  DOI：10.1021/jo962297i

  日期：1997.7.1
• US5112841A
  申请人：——

  公开号：US5112841A

  公开（公告）日：1992-05-12