2-(3,4-二氯苯氧基)乙酰肼 | 32022-41-6

• 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-(3,4-二氯苯氧基)乙酰肼
• 中文别名: 2-(3,4-二氯苯氧基)乙烷肼
• 英文名称: 3,4-dichlorophenoxyacetic acid hydrazide
• 英文别名: 2-(3,4-dichlorophenoxy)acetohydrazide
• CAS: 32022-41-6
• 化学式: C₈H₈Cl₂N₂O₂
• mdl: MFCD03419405
• 分子量: 235.07
• InChiKey: ZJNOLANCJVKMLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  2-(3,4-二氯苯氧基)乙酰肼 以 乙醇 为溶剂， 生成 [5-(3,4-dichloro-phenoxymethyl)-[1,3,4]oxadiazol-2-yl]-(3-methoxy-phenyl)-amine
  参考文献：
  名称：

  2,5-取代的1,3,4-恶二唑抑制丙酮酸的氧化。

  摘要：

  DOI：

  10.1002/jps.2600620338
• 作为产物：
  描述：

  3,4-二氯苯酚 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 22.0h， 生成 2-(3,4-二氯苯氧基)乙酰肼
  参考文献：
  名称：

  [EN] NURR1 RECEPTOR MODULATORS
  [FR] MODULATEURS DU RÉCEPTEUR NURR1

  摘要：

  公开号：

  WO2020172324A8

文献信息

• Covalent Fragment Screening and Optimization Identifies the Chloroacetohydrazide Scaffold as Inhibitors for Ubiquitin C-terminal Hydrolase L1
  作者：Ryan D. Imhoff、Rishi Patel、Muhammad Hassan Safdar、Hannah B. L. Jones、Adan Pinto-Fernandez、Iolanda Vendrell、Hao Chen、Christine S. Muli、Aaron D. Krabill、Benedikt M. Kessler、Michael K. Wendt、Chittaranjan Das、Daniel P. Flaherty

  DOI：10.1021/acs.jmedchem.3c01661

  日期：2024.3.28

  these aggressive cancers. Herein, we describe a covalent fragment screen that identified the chloroacetohydrazide scaffold as a covalent UCHL1 inhibitor. Subsequent optimization provided an improved fragment with single-digit micromolar potency against UCHL1 and selectivity over the closely related UCHL3. The molecule demonstrated efficacy in cellular assays of metastasis. Additionally, we report a ligand-bound

  泛素-蛋白酶体系统的失调是包括神经退行性疾病和癌症在内的各种疾病状态的标志。泛素 C 末端水解酶 L1 (UCHL1) 是一种去泛素化酶，在正常生理条件下主要在中枢神经系统中表达，但被认为是多种癌症的癌基因，包括黑色素瘤、肺癌、乳腺癌和淋巴瘤。因此，UCHL1 抑制剂可以作为对抗这些侵袭性癌症的可行治疗策略。在此，我们描述了一种共价片段筛选，将氯乙酰肼支架鉴定为共价 UCHL1 抑制剂。随后的优化提供了一个改进的片段，对 UCHL1 具有个位数微摩尔效力，并且对密切相关的 UCHL3 具有选择性。该分子在细胞转移检测中显示出功效。此外，我们报告了与 UCHL1 复合的最有效分子的配体结合晶体结构，为未来优化提供了对结合模式的深入了解和信息。
• Aggrecanase-2 inhibitors based on the acylthiosemicarbazide zinc-binding group
  作者：Lucie Maingot、Jamal Elbakali、Julie Dumont、Damien Bosc、Nicolas Cousaert、Agathe Urban、Gaelle Deglane、Bruno Villoutreix、Hideaki Nagase、Olivier Sperandio、Florence Leroux、Benoit Deprez、Rebecca Deprez-Poulain

  DOI：10.1016/j.ejmech.2013.08.027

  日期：2013.11

  Osteoarthritis is a disabling disease characterized by the articular cartilage breakdown. Aggrecanases are potential therapeutic targets for the treatment of this pathology. At the starting point of this project, an acylthiosemicarbazide was discovered to inhibit aggrecanase-2. The acylthiosemicarbazide Zn binding group is also a convenient linker for library synthesis. A focused library of 920 analogs was thus prepared and screened to establish structure-activity relationships. The modification of the acylthiosemicarbazide was also explored. This strategy combining library design and discrete compounds synthesis yielded inhibitor 35, that is highly selective for aggrecanases over a panel of metalloproteases and inhibits the degradation of native fully glycosylated aggrecan. A docking study generated binding conformations explaining the structure activity relationships. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Synthesis of some 3-arylamino-5-aryloxymethyl[1,2,4]triazole derivatives and their antimicrobial activity
  作者：Şeref Demirayak、Kadriye Benkli、Kiymet Güven

  DOI：10.1016/s0031-6865(97)00035-6

  日期：1998.1

  In this study, some 3-arylamino-5-aryloxymethyl[1,2,4]triazole derivatives were synthesized by reacting S-methyl-N'-arylisothiouronium iodide and 2-(aryloxy)alkanoic acid hydrazide. The structural elucidation of the compounds was performed by IR, 1H-NMR and MS spectroscopic data and elemental analyses results. Antibacterial and antifungal activities of the compounds were examined.
• [EN] NURR1 RECEPTOR MODULATORS<br/>[FR] MODULATEURS DU RÉCEPTEUR NURR1
  申请人：UNIV CALIFORNIA

  公开号：WO2020172324A8

  公开（公告）日：2021-08-26
• Inhibition of Pyruvic Acid Oxidation by 2,5-Substituted 1,3,4-Oxadiazoles
  作者：H.H. Singh、S. Nagar、A. Chaudhari、Surendra S. Parmar

  DOI：10.1002/jps.2600620338

  日期：1973.3