2-氯-N-[4-(4-氯苯氧基)苯基]乙酰胺 | 36160-92-6

• 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: 2-氯-N-[4-(4-氯苯氧基)苯基]乙酰胺
• 英文名称: 2-chloro-N-(4-(4-chlorophenoxy)phenyl)acetamide
• 英文别名: 2-chloro-N-[4-(4-chlorophenoxy)phenyl]acetamide
• CAS: 36160-92-6
• 化学式: C₁₄H₁₁Cl₂NO₂
• mdl: MFCD00437789
• 分子量: 296.153
• InChiKey: LQBGPTCOVFQOIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1H-1,2,4-三唑 、 2-氯-N-[4-(4-氯苯氧基)苯基]乙酰胺 在 potassium hydroxide 作用下， 以 乙腈 为溶剂， 反应 9.5h， 以88%的产率得到N-[4-(4-chlorophenoxy)phenyl]-2-(1H-1,2,4-triazol-1-yl)acetamide
  参考文献：
  名称：

  Discovery of potent nitrotriazole-based antitrypanosomal agents: In vitro and in vivo evaluation

  摘要：

  3-Nitro-1H-1,2,4-triazole-and 2-nitro-1H-imidazole-based amides with an aryloxy-phenyl core were synthesized and evaluated as antitrypanosomal agents. All 3-nitrotriazole-based derivatives were extremely potent anti-Trypanosoma cruzi agents at sub nM concentrations and exhibited a high degree of selectivity for the parasite. The 2-nitroimidazole analogs were only moderately active against T. cruzi amastigotes and exhibited low selectivity. Both types of compound were active against Leishmania donovani axenic amastigotes with excellent selectivity for the parasite, whereas three 2-nitroimidazole-based analogs were also moderately active against infected macrophages. However, no compound demonstrated selective activity against Trypanosoma brucei rhodesiense. The most potent in vitro anti-T. cruzi compounds were tested in an acute murine model and reduced the parasites to an undetectable level after five days of treatment at 13 mg/kg/day. Such compounds are potential inhibitors of T. cruzi CYP51 and, being excellent substrates for the type I nitroreductase (NTR) which is specific to trypanosomatids, work as prodrugs and constitute a new generation of effective and more affordable antitrypanosomal agents. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.08.014
• 作为产物：
  描述：

  氯乙酰氯 、 4'-氯-4-氨基二苯醚 在 potassium carbonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 2-氯-N-[4-(4-氯苯氧基)苯基]乙酰胺
  参考文献：
  名称：

  含有（ω-对-溴苯氧基烷基）尿嘧啶部分的新乙酰胺衍生物及其抗巨细胞病毒活性

  摘要：

  从1- [ω- （4-溴苯氧基）烷基]尿嘧啶和2-氯-N-（4-苯氧基苯基）乙酰胺衍生物。他们对人类巨细胞病毒的抗病毒特性的调查表明，具有十二烷-1,12-二基接头的代表在体外表现出强大的病毒抑制活性。

  DOI：

  10.1016/j.mencom.2020.09.016

文献信息

• METHODS AND COMPOUNDS FOR TARGETED AUTOPHAGY
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US20190290778A1

  公开（公告）日：2019-09-26

  Provided herein, inter alia, are methods and compounds for targeted autophagy.

  本文提供了针对靶向自噬的方法和化合物。
• Parthenolide Covalently Targets and Inhibits Focal Adhesion Kinase in Breast Cancer Cells
  作者：Charles A. Berdan、Raymond Ho、Haley S. Lehtola、Milton To、Xirui Hu、Tucker R. Huffman、Yana Petri、Chad R. Altobelli、Sasha G. Demeulenaere、James A. Olzmann、Thomas J. Maimone、Daniel K. Nomura

  DOI：10.1016/j.chembiol.2019.03.016

  日期：2019.7

  parthenolide in human breast cancer cells. We find that parthenolide, as well as other related exocyclic methylene lactone-containing sesquiterpenes, covalently modify cysteine 427 of focal adhesion kinase 1 (FAK1), leading to impairment of FAK1-dependent signaling pathways and breast cancer cell proliferation, survival, and motility. These studies reveal a functional target exploited by members of a

  白菊内酯是小白菊植物的天然产物，是倍半萜内酯大家族的成员，具有多种生物和治疗活性，包括抗炎和抗癌作用。在这里，我们进一步研究基于基于活性蛋白谱的化学旋转平台的单性酚作用机理，以绘制由单性酚参与人乳腺癌细胞中的其他共价靶标的图谱。我们发现，单苯乙内酯，以及其他相关的含环亚甲基内酯的倍半萜烯，共价修饰粘着斑激酶1（FAK1）的半胱氨酸427，导致FAK1依赖的信号通路和乳腺癌细胞的增殖，存活和运动性受损。这些研究揭示了一大类抗癌天然产物成员利用的功能靶标。
• New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties
  作者：Dmitry O. Koltun、Timothy A. Marquart、Kevin D. Shenk、Elfatih Elzein、Yuan Li、Marie Nguyen、Suresh Kerwar、Dewan Zeng、Nancy Chu、Daniel Soohoo、Jia Hao、Victoria Y. Maydanik、David A. Lustig、Khing-Jow Ng、Heather Fraser、Jeffery A. Zablocki

  DOI：10.1016/j.bmcl.2003.09.093

  日期：2004.1

  New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analogues 33, 42, and 43 were evaluated in vitro for cytochrome P450 inhibition and potentially adverse electrophysiological effects. Compound 33 was also found to have favorable pharmacokinetic properties in rat. (C) 2003 Elsevier Ltd. All rights reserved.
• Preparations of ω-Aminosubstituted-acetamidodiphenyl Ether Perivatives and Their Pharmacological Actions
  作者：YOSHIKI HAMADA、MICHIHARU SUGIURA、TAKASHI NISHINA、KAZUNORI ARAKI、KAZUTOSHI HORIGOME、ZENICHI HENMI

  DOI：10.1248/yakushi1947.98.12_1597

  日期：——
• HAMADA YOSHIKI; SUGIURA MICHIHARU; NISHINA TAKASHI; KAWAZURA HIROSHI; SAI+, YAKUGAKU DZASSI, YAKUGAKU ZASSNI, J. PHARM. SOS. JAR., 1980, 100, NO 5, 5+
  作者：HAMADA YOSHIKI、 SUGIURA MICHIHARU、 NISHINA TAKASHI、 KAWAZURA HIROSHI、 SAI+

  DOI：——

  日期：——