(E)-4-(4-aminophenyl)but-3-en-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-4-(4-aminophenyl)but-3-en-2-one
• 化学式: C₁₀H₁₁NO
• 分子量: 161.203
• InChiKey: RTEPFWZHFCWRAG-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-4-(4-aminophenyl)but-3-en-2-one 在 sodium ethanolate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 (2Z,5E)-ethyl 6-(4-(2-naphthamido)phenyl)-2-hydroxy-4-oxohexa-2,5-dienoate
  参考文献：
  名称：

  α，γ-二酮羧酸及其酯可作为碳酸酐酶IX和XII的选择性抑制剂

  摘要：

  在人类碳酸酐酶（CA）抑制剂中，对α，γ-二酮羧酸和酯的研究仍很少。这里，我们报告这个类（的第1化合物1 - 6）作为在对抗癌症相关的人类CA IX和XII低纳摩尔水平有效的抑制剂，和2-3数量级朝向胞质亚型HCA I和II具有选择性。在酶水平，α，γ-diketoacids 1 - 3相比于相应的乙基酯更有效抑制剂4 - 6。该苯基和α含萘基化合物（1，3，4，和6）充当hCA IX / XII双重抑制剂，而β-萘基类似物（2和5）则表现出hCA IX选择性抑制作用。在MG63和HOS骨肉瘤（OS）细胞系中，乙酯5和6在处理72小时后显示出活力和增殖的剂量依赖性降低，其中6种对hCA IX / XII的双重抑制作用可能强于5种。

  DOI：

  10.1021/acsmedchemlett.9b00023
• 作为产物：
  描述：

  对硝基苄叉丙酮 在 盐酸 、 tin(II) chloride dihdyrate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以73%的产率得到(E)-4-(4-aminophenyl)but-3-en-2-one
  参考文献：
  名称：

  α，γ-二酮羧酸及其酯可作为碳酸酐酶IX和XII的选择性抑制剂

  摘要：

  在人类碳酸酐酶（CA）抑制剂中，对α，γ-二酮羧酸和酯的研究仍很少。这里，我们报告这个类（的第1化合物1 - 6）作为在对抗癌症相关的人类CA IX和XII低纳摩尔水平有效的抑制剂，和2-3数量级朝向胞质亚型HCA I和II具有选择性。在酶水平，α，γ-diketoacids 1 - 3相比于相应的乙基酯更有效抑制剂4 - 6。该苯基和α含萘基化合物（1，3，4，和6）充当hCA IX / XII双重抑制剂，而β-萘基类似物（2和5）则表现出hCA IX选择性抑制作用。在MG63和HOS骨肉瘤（OS）细胞系中，乙酯5和6在处理72小时后显示出活力和增殖的剂量依赖性降低，其中6种对hCA IX / XII的双重抑制作用可能强于5种。

  DOI：

  10.1021/acsmedchemlett.9b00023

文献信息

• COMPOUNDS AND COMPOSITIONS AS SELECTIVE ESTROGEN RECEPTOR DEGRADERS
  申请人：BURKS Heather Elizabeth

  公开号：US20140235660A1

  公开（公告）日：2014-08-21

  The present invention relates to compounds of formula I: in which n, m, X, Y 1 , R 1 , R 2 , R 3 , R 4 and R 5 are defined in the Summary of the Invention; capable of being both potent antagonists and degraders of estrogen receptors. The invention further provides a process for the preparation of compounds of the invention, pharmaceutical preparations comprising such compounds and methods of using such compounds and compositions in the management of diseases or disorders associated with aberrant estrogen receptor activity.

  本发明涉及式I的化合物： 其中n、m、X、Y1、R1、R2、R3、R4和R5在本发明概要中有定义；能够同时作为雌激素受体的强效拮抗剂和降解剂。本发明还提供了一种制备本发明化合物的方法，包括含有此类化合物的药物制剂以及使用这些化合物和组合物在管理与异常雌激素受体活性相关的疾病或紊乱的方法。
• BENZOTHIOPHENE DERIVATIVES AND COMPOSITIONS THEREOF AS SELECTIVE ESTROGEN RECEPTOR DEGRADERS
  申请人：NOVARTIS AG

  公开号：US20170112805A1

  公开（公告）日：2017-04-27

  The present invention relates to compounds of formula I: in which n, m, X, Y 1 , R 1 , R 2 , R 3 , R 4 and R 5 are defined in the Summary of the Invention; capable of being both potent antagonists and degraders of estrogen receptors. The invention further provides a process for the preparation of compounds of the invention, pharmaceutical preparations comprising such compounds and methods of using such compounds and compositions in the management of diseases or disorders associated with aberrant estrogen receptor activity.

  本发明涉及公式I的化合物：其中n，m，X，Y1，R1，R2，R3，R4和R5在发明摘要中定义；能够同时作为雌激素受体的强拮抗剂和降解剂。本发明还提供了制备本发明化合物的方法，包含这些化合物的药物制剂，以及使用这些化合物和组合物在管理与异常雌激素受体活性相关的疾病或紊乱的方法。
• Chemoselective Synthesis and Anti-Kinetoplastidal Properties of 2,6-Diaryl-4H-tetrahydro-thiopyran-4-one S-Oxides: Their Interplay in a Cascade of Redox Reactions from Diarylideneacetones
  作者：Thibault Gendron、Don Antoine Lanfranchi、Nicole I. Wenzel、Hripsimée Kessedjian、Beate Jannack、Louis Maes、Sandrine Cojean、Thomas J. J. Müller、Philippe M. Loiseau、Elisabeth Davioud-Charvet

  DOI：10.3390/molecules29071620

  日期：——

  methodologies were developed and generalized from diarylideneacetones and 2,6-diaryl-4H-tetrahydro-thiopyran-4-ones to allow the introduction of a wide substitution profile and to prepare the related S-oxides. The in vitro biological activity and selectivity of diarylideneacetones, 2,6-diaryl-4H-tetrahydro-thiopyran-4-ones, and their S-sulfoxide and sulfone metabolites were evaluated against Trypanosoma

  2,6-二芳基-4H-四氢-噻喃-4-酮和相应的亚砜和砜衍生物被设计为通过前药作用降低其母体抗动铂二亚芳基丙酮的主要毒性。从二亚芳基丙酮和2,6-二芳基-4H-四氢-噻喃-4-酮中开发并推广了新的非对映选择性方法，以允许引入广泛的取代谱并制备相关的S-氧化物。评估了二亚芳基丙酮、2,6-二芳基-4H-四氢-噻喃-4-酮及其 S-亚砜和砜代谢物对布氏锥虫、克氏锥虫和各种利什曼原虫的体外生物活性和选择性。及其针对人成纤维细胞 hMRC-5 的细胞毒性。数据显示，迈克尔受体位点暂时被掩盖的硫化物、亚砜和砜对哺乳动物细胞的毒性较小，而对布氏锥虫、克氏锥虫、婴儿乳杆菌和锥虫的抗锥虫效力得以维持。 L. donovani，从而证实了前药策略的有效性。其作用机制被认为是由于二亚芳基丙酮参与涉及锥硫酮系统的级联氧化还原反应。迈克尔将二硫醇加成到双键上，形成伸长的聚合物，后者在 S-氧化后，随后进行顺式消除
• Novel 18F-labeled dibenzylideneacetone derivatives as potential positron emission tomography probes for in vivo imaging of β-amyloid plaques
  作者：Zijing Li、Mengchao Cui、Jinming Zhang、Jiapei Dai、Xiaojun Zhang、Peng Chen、Hongmei Jia、Boli Liu

  DOI：10.1016/j.ejmech.2014.07.070

  日期：2014.9

  A series of dibenzylideneacetones were synthesized and evaluated as imaging probes for β-amyloid plaques. They displayed high binding affinity to Aβ(1-42) aggregates (K(i) = 6.4 for 8, K(i) = 3.0 for 9), and the high binding were confirmed by in vitro autoradiography with AD human and transgenic mouse brain sections. Two of them were selected for (18)F-labeling directly on the benzene ring. In biodistribution experiments, [(18)F]8 and [(18)F]9 displayed high initial uptakes (9.29 ± 0.41 and 5.38 ± 0.68% ID/g) and rapid washouts from the normal brain (brain(2 min)/brain(60 min) ratios of 21.6 and 13.4). These preliminary results suggest that [(18)F]8 and [(18)F]9 may be used as potential PET imaging agents for the detection of Aβ plaques in the brain.
• Preparation of monometallic (Pd, Ag) and bimetallic (Pd/Ag, Pd/Ni, Pd/Cu) nanoparticles via reversed micelles and their use in the Heck reaction
  作者：Felora Heshmatpour、Reza Abazari、Saeed Balalaie

  DOI：10.1016/j.tet.2012.02.028

  日期：2012.4

  The metal nanoparticles (NPs) have been prepared using a water-in-oil microemulsion system of water/dioctyl sulfosuccinate sodium salt (aerosol-OT, AOT)/isooctane at 25 degrees C. Since the NPs produced in this system can endure forcing conditions (100 degrees C), this system has been used for the synthesis of nano-catalysts in the Heck reactions. FE-SEM, DLS, and UV/vis analyses have been used to characterize the surface morphology, size, and proof of the formation of all the prepared metal NPs, respectively. In addition, the effects of some reaction parameters (here, bases and solvents) were optimized. Differences in the catalytic properties of the synthesized NPs have also been investigated. Consequently, the Pd/Cu (4:1) bimetallic NP showed the highest activity in the C-C coupling reaction of the iodobenzene with the styrene, thus it is employed as the superior catalyst in this study. Therefore, the Pd/Cu (4:1) bimetallic NPs were further investigated using TEM and XRD analyses. This catalyst system is also reusable for six runs with very negligible reduction in the efficiency. (C) 2012 Elsevier Ltd. All rights reserved.