O-(2-chlorobenzyl)hydroxylamine | 55418-30-9

• 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: O-(2-chlorobenzyl)hydroxylamine
• 英文别名: O-<2-Chlor-benzyl>-hydroxylamin；2-Chlorbenzyloxyamin；O-(o-Chlorbenzyl)-hydroxylamin；O-(2-Chlor-benzyl)-hydroxylamin；O-[(2-chlorophenyl)methyl]hydroxylamine
• CAS: 55418-30-9
• 化学式: C₇H₈ClNO
• 分子量: 157.6
• InChiKey: WJWMBNQCKBRAHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  O-(2-chlorobenzyl)hydroxylamine 在 碳酸氢钠 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 N-(2-Amino-ethyl)-O-(2-chloro-benzyl)-hydroxylamine
  参考文献：
  名称：

  1-Benzyloxy-4,5-dihydro-1H-imidazol-2-yl-amines, a novel class of NR1/2B subtype selective NMDA receptor antagonists

  摘要：

  Screening of the Roche compound depository led to the identification of (1-benzyloxy-4,5-dihydro-1H-imidazol-2-yl)-butyl amine 4, a structurally novel NR1/2B Subtype selective NMDA receptor antagonist. The structure-activity relationships developed in this series resulted in the discovery of a novel class of potent and selective NMDA receptor blockers displaying activity in vivo. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00713-3
• 作为产物：
  描述：

  邻氯苄醇 在 N-羟基邻苯二甲酰亚胺 、 三苯基膦 、 偶氮二甲酸二乙酯 、 一水合肼 作用下， 以 四氢呋喃 为溶剂， 反应 3.58h， 生成 O-(2-chlorobenzyl)hydroxylamine
  参考文献：
  名称：

  通过CH活化将苄醇转化为邻氨基苯甲醛：喹唑啉的一种简便方法

  摘要：

  指导基团直接转化为重要的合成单元将为合成化学提供一种高原子效率的合成方法。此处是合成邻氨基苯甲醛和苯并恶唑的便捷方法...

  DOI：

  10.1039/c6cc05560e

文献信息

• SUBSTITUTED 5-(CYCLOHEX-2-EN-1-YL)-PENTA-2,4-DIENES AND 5-(CYCLOHEX-2-EN-1-YL)-PENT-2-EN-4-INES AS ACTIVE AGENTS AGAINST ABIOTIC STRESS IN PLANTS
  申请人：Frackenpohl Jens

  公开号：US20140087949A1

  公开（公告）日：2014-03-27

  The invention relates to substituted 5-(cyclohex-2-en-1-yl)penta-2,4-dienes and 5-(cyclohex-2-en-1-yl)pent-2-en-4-ines of the formula (I) and their salts where the radicals R 1 , R 2 , R 3 , R 4 , [X—Y] and Q are each as defined in the description, to processes for preparation thereof and to the use thereof for enhancing stress tolerance in plants with respect to abiotic stress, and/or for increasing plant yield.

  该发明涉及代换的5-(环己-2-烯-1-基)戊-2,4-二烯和5-(环己-2-烯-1-基)戊-2-烯-4-炔的化合物(I)及其盐，其中基团R1、R2、R3、R4、[X—Y]和Q如描述中所定义，以及其制备方法和用途，用于增强植物对非生物胁迫的抗逆性，并/或增加植物产量。
• NOVEL VASCULAR LEAKAGEAGE INHIBITOR
  申请人：Industry-Academic Cooperation Foundation, Yonsei University

  公开号：US20140378399A1

  公开（公告）日：2014-12-25

  The present disclosure relates to a novel vascular leakage inhibitor. The novel vascular leakage inhibitor of the present invention inhibits the apoptosis of vascular endothelial cells, inhibits the formation of actin stress fibers induced by VEGF, and enhances the cortical actin ring structure, thereby inhibiting vascular leakage. Accordingly, the vascular leakage inhibitor of the present invention can prevent or treat various diseases caused by vascular leakage. Since the vascular leakage inhibitor of the present invention is synthesized from commercially available or easily synthesizable pregnenolones, it has remarkably superior feasibility of commercial synthesis.

  本公开涉及一种新型血管渗漏抑制剂。本发明的新型血管渗漏抑制剂抑制血管内皮细胞凋亡，抑制由VEGF诱导的肌动蛋白应激纤维的形成，并增强皮质肌动蛋白环结构，从而抑制血管渗漏。因此，本发明的血管渗漏抑制剂可以预防或治疗由血管渗漏引起的各种疾病。由于本发明的血管渗漏抑制剂是由商业可获得或易于合成的孕酮合成的，因此具有明显优越的商业合成可行性。
• Synthesis, Crystal Structure, Herbicidal Activity, and SAR Study of Novel <i>N</i>-(Arylmethoxy)-2-chloronicotinamides Derived from Nicotinic Acid
  作者：Chen-Sheng Yu、Qiao Wang、Joanna Bajsa-Hirschel、Charles L. Cantrell、Stephen O. Duke、Xing-Hai Liu

  DOI：10.1021/acs.jafc.0c07538

  日期：2021.6.16

  animals. To discover novel natural-product-based herbicides, a series of N-(arylmethoxy)-2-chloronicotinamides were designed and synthesized. Some of the new N-(arylmethoxy)-2-chloronicotinamides exhibited excellent herbicidal activity against Agrostis stolonifera (bentgrass) at 100 μM. Compound 5f (2-chloro-N-((3,4-dichlorobenzyl)oxy)nicotinamide) possessed excellent herbicidal activity against Lemna paucicostata

  烟酸又称烟酸，是一种天然产物，广泛存在于动植物中。为了发现基于天然产物的新型除草剂，设计并合成了一系列N- (芳基甲氧基)-2-氯代烟酰胺。一些新的N -(芳基甲氧基)-2-氯烟酰胺在 100 μM 时对Agrostis stolonifera（蓼蒿）表现出优异的除草活性。化合物5F（2-氯- ñ - （（3,4-二氯苄基）氧基）烟酰胺）具有优良的除草活性对青萍（浮萍），与IC 50值 7.8 μM，而商业除草剂异恶草酮和丙苯腈的值分别为 125 和 2 μM。本文报道的构效关系可用于开发抗单子叶杂草的新型除草剂。
• Synthesis and 5-HT2A, 5-HT1Aand α1-Binding Affinities of 2-[2-Hydroxy-3-(pyridin-3-yl-methyl)amino]-, 2-[2-Hydroxy-3-(2-pyridin-2-yl-ethyl)amino]- and 2-[2-Hydroxy-3-(4-N-methyl-piperazin-1-yl)-amino]propoxybenzaldehyde-O-(substituted) Benzyl Oximes
  作者：Elisabetta Orlandini、Simona Rapposelli、Susanna Nencetti、Gino Giannaccini、Laura Betti、Aldo Balsamo

  DOI：10.1002/ardp.200600123

  日期：2007.3

  Some oxime ether‐substituted aryloxypropanolamines 3‐5, structurally related to the active metabolite 2 of sarpogrelate 1, were synthesized and tested for their affinities at 5‐HT2A and 5‐HT1A serotoninergic receptors as well as at the α1‐adrenoceptor. The results show that the compounds possess, at least partially, the ability of the model compounds 1 and 2 to interact with the 5‐HT2A‐receptors; they

  合成了一些肟醚取代的芳氧基丙醇胺 3-5，在结构上与沙格雷酯 1 的活性代谢物 2 相关，并测试了它们对 5-HT2A 和 5-HT1A 5-羟色胺能受体以及 α1-肾上腺素受体的亲和力。结果表明，这些化合物至少部分具有模型化合物 1 和 2 与 5-HT2A-受体相互作用的能力；它们对 5-HT2A 受体与 α1-肾上腺素受体具有相同的选择性。
• Design, Synthesis, Molecular Docking and Biological Evaluation of Novel Coumarin-Oxime Ether Derivatives as COX-2 Inhibitors
  作者：M. Vijaya Bhargavi、P. Shashikala、M. Sumakanth、Shravan Kumar Gunda

  DOI：10.14233/ajchem.2017.20865

  日期：——

  Coumarin-oxime ether derivatives (14-25) were synthesized by an efficient and straight forward procedure from the reaction of 3-acetyl coumarin (1) and o-substituted benzyl hydroxyl amines (2-13) in pyridinium p-toluenesulfonate/dichloromethane (PPTS/DCM) at reflux temperature. High yields and simple operations are important features of this methodology. The method is very useful for the construction of many biologically active oxime ether derivatives. The structures of the synthesized compounds are established based on IR, NMR and MASS spectrometry. Molecular docking studies were performed against selective COX-2 enzyme using Discovery Studio v3.5. The compounds with good LibDock score were screened for their in vivo anti-inflammatory activity by paw edema method, employing indomethacin as a reference standard.

  香豆素-肟醚衍生物（14-25）是由 3-乙酰基香豆素（1）和邻取代苄基羟胺（2-13）在吡啶对甲苯磺酸盐/二氯甲烷（PPTS/DCM）中于回流温度下反应合成的，该过程高效且简单。产量高、操作简单是该方法的重要特点。该方法非常适用于制造许多具有生物活性的肟醚衍生物。根据红外光谱、核磁共振和质谱分析，确定了合成化合物的结构。使用 Discovery Studio v3.5 针对选择性 COX-2 酶进行了分子对接研究。以吲哚美辛为参考标准，采用爪水肿法对 LibDock 得分较高的化合物进行了体内抗炎活性筛选。