(E)-4-(4-methoxystyryl)aniline | 7314-07-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-4-(4-methoxystyryl)aniline
• 英文别名: 4-Amino-4'-methoxystilbene；4-[(E)-2-(4-methoxyphenyl)ethenyl]aniline
• CAS: 7314-07-0
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: FUKHOQPXEPBRFC-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  (E)-4-(4-methoxystyryl)aniline 在 sodium tetrahydroborate 、 乙醇 、 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 4-(dimethylamino)-2-(((4-((E)-2-(4-methoxyphenyl)ethenyl)phenyl)amino)methyl)phenol
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of Multitarget-Directed Resveratrol Derivatives for the Treatment of Alzheimer’s Disease

  摘要：

  A series of multitarget-directed resveratrol derivatives was designed and synthesized for the treatment of Alzheimer's disease (AD). In vitro studies indicated that most of the target compounds exhibit significant inhibition of self-induced beta-amyloid (A beta) aggregation and Cu(II)-induced A beta(1-42) aggregation and acted as potential antioxidants and biometal chelators. In particular, compounds 5d and 10d are potential lead compounds for AD therapy (5d, IC50 = 7.56 mu M and 10d, IC50 = 6.51 mu M for self-induced A beta aggregation; the oxygen radical absorbance capacity assay using fluorescein (ORAC-FL) values are 4.72 and 4.70, respectively). Moreover, these compounds are capable of disassembling the highly structured A beta fibrils generated by self- and Cu(II)-induced A beta aggregation. Furthermore, 5d crossed the blood-brain barrier (BBB) in vitro and did not exhibit any acute toxicity in mice at doses of up to 2000 mg/kg. Taken together, the data indicate that 5d is a very promising lead compound for AD.

  DOI：

  10.1021/jm400567s
• 作为产物：
  描述：

  1-[(E)-2-(4-甲氧基苯基)乙烯基]-4-硝基苯 在 盐酸 、 tin(II) chloride dihdyrate 、 potassium hydroxide 作用下， 以 水 为溶剂， 以63%的产率得到(E)-4-(4-methoxystyryl)aniline
  参考文献：
  名称：

  用于适配体自适应结合的新型光致变色适配体转换分析 (PHASA)

  摘要：

  已开发出一种新型光致变色-适体转换分析 (PHASA)，用于检测和量化环境重要的小分子，如毒素、爆炸物、药物和污染物，这些分子难以使用具有高灵敏度和特异性的基于抗体的分析进行检测。该测定基于特定的二苯乙烯-分析物衍生物与任何感兴趣的适体的缀合。二苯乙烯分子的一个独特特征是它在激发光照射下通过反式-顺式光异构化（从荧光反式异构体到非荧光顺式异构体）的报告能力。所得的反式荧光衰减率芪-分析物的异构体取决于粘度和在周围介质中旋转的空间自由度，可用于指示分析物的存在。通过校准被测分析物的量的荧光衰减率来实现测定的量化。最近开发了两种不同格式的 PHASA：直接结合和自适应结合。已经制备并表征了用于适应性结合形式的新的二苯乙烯-马来酰亚胺衍生物。它们显示出与模型硫醇化合物和硫醇化孔雀石绿适体的有效结合。

  DOI：

  10.1007/s10895-014-1441-9

文献信息

• Discovery of efficient stimulators for adult hippocampal neurogenesis based on scaffolds in dragon's blood
  作者：Jian-Hua Liang、Liang Yang、Si Wu、Si-Si Liu、Mark Cushman、Jing Tian、Nuo-Min Li、Qing-Hu Yang、He-Ao Zhang、Yun-Jie Qiu、Lin Xiang、Cong-Xuan Ma、Xue-Meng Li、Hong Qing

  DOI：10.1016/j.ejmech.2017.05.025

  日期：2017.8

  discovered to efficiently stimulate adult rats' neurogenesis. In-depth structure-activity relationship studies proved the necessity of a stilbene scaffold that is absent in highly cytotoxic analogs such as chalcones and heteroaryl rings and inactive analogs such as diphenyl acetylene and diphenyl ethane, and validated the importance of an NH in the carboxamide and a methylenedioxy substituent on the

  由衰老和神经系统疾病引起的海马神经发生减少会损害神经回路并导致记忆丧失。一种新的铅化合物（ñ -反式-3'，4'- methylenedioxystilben -4-基乙酰胺27）已发现有效地刺激成年大鼠的神经发生。深入的结构-活性关系研究证明，在高度细胞毒性类似物（如查耳酮和杂芳基环）和无活性类似物（如二苯乙炔和二苯乙烷）中不存在二苯乙烯骨架的必要性，并验证了氨甲酰胺和苯环上的亚甲二氧基取代基。免疫组织化学染色和生化分析表明，与先前报道的神经保护化学物质相比，N-二苯乙烯基羧酰胺具有神经增殖型神经发生的额外能力，从而为提高成年哺乳动物脑的可塑性提供了基础。
• Synthesis and Bioactivity of Resveratrol Analogues
  作者：Junli Ao、Yuanmou Chen、Xiaoling Xu、Xu Zhang、Yue Yu、Peng Yu、Erbing Hua

  DOI：10.14233/ajchem.2014.16226

  日期：——

  It has been reported that resveratrol enhanced SIRT1 expression and significantly mimicked calorie restriction by stimulating Sir2 which is the most homologic homologue of SIRT1 of mammalian. A series of novel resveratrol derivatives were designed and synthesized as novel SIRT1 activator candidates. These synthesized compounds were characterized by spectral (1H NMR) analysis and examined for their Sir2 activation against yeast parental strain-BY4743 at a concentration of 100 μM/L by Bioscreen C MBR machine. Several compounds showed a promising Sir2 activation activity compared with resveratrol. Meanwhile, the structure-activity relationships with Sirt2 activation activities were also discussed.

  据报道，白藜芦醇能够增强SIRT1的表达，并通过刺激与哺乳动物SIRT1具有高度同源性的Sir2，显著模拟热量限制的效果。设计并合成了系列新型白藜芦醇衍生物，作为新型SIRT1激动剂的候选物质。通过核磁共振(1H NMR)光谱分析对合成的化合物进行了表征，并利用Bioscreen C MBR机器在100 μM/L浓度下检测了这些化合物对酵母亲本菌株BY4743的Sir2激活作用。与白藜芦醇相比，多个化合物表现出良好的Sir2激活活性。同时，还讨论了这些化合物的结构-活性关系与Sir2激活活性的相关性。
• Synthesis and anticancer activity of new azo compounds containing extended π-conjugated systems
  作者：Esmail Rezaei-Seresht、Erfan Mireskandari、Mitra Kheirabadi、Hamid Cheshomi、Hasan Rezaei-Seresht、Leila Sadat Aldaghi

  DOI：10.1007/s11696-017-0140-9

  日期：2017.8

  A series of novel azo compounds with extended π-conjugated systems were prepared by azo coupling reaction compounds trans-2-(4′-aminostyryl)-thiophene, 1-(4-aminophenyl)-4-phenyl-1,3-butadiene and 4-amino-4′-methoxystilbene with some phenols. The compounds were evaluated for their cytotoxicity against breast cancer adenocarcinoma (MCF-7), cervix adenocarcinoma (HeLa) and human embryonic kidney (HEK

  通过偶氮偶合反应化合物反式-2-（4'-氨基苯乙烯基）噻吩，1-（4-氨基苯基）-4-苯基-1,3-丁二烯和偶氮偶合反应制备了一系列具有扩展π共轭体系的新型偶氮化合物。 4-氨基-4'-甲氧基苯乙烯与一些酚。使用MTT测定法评估了化合物对乳腺癌腺癌（MCF-7），子宫颈腺癌（HeLa）和人胚肾（HEK 293）细胞系的细胞毒性。结果表明，所有衍生物均具有比他莫昔芬更大的毒性作用。在所有测试的化合物中，由反式-2-（4'-氨基苯乙烯基）-噻吩与2-萘酚（化合物5b）偶联制得的偶氮产物显示出有效的体外抗增殖活性，IC 50 对于MCF-7和HeLa细胞系，分别为27±1和18±0 µg / mL，而即使在200 µg / mL时，它对正常的HEK 293细胞也没有任何细胞毒性。
• [EN] PROCESS FOR THE PREPARATION OF ASYMMETRICAL BIS(THIOSEMICARBAZONES)<br/>[FR] PROCÉDÉ DE PRÉPARATION DE BIS(THIOSEMICARBAZONES) ASYMÉTRIQUES
  申请人：UNIV MELBOURNE

  公开号：WO2010066010A1

  公开（公告）日：2010-06-17

  The present invention relates to a method of making asymmetrical bis(thiosemicarbazones), compounds useful as synthetic intermediates in the method, new bis(thiosemicarbazones) that can be readily accessed by use of the method and methods of treatment and imaging utilising some of the new bis(thiosemicarbazones).

  本发明涉及一种制备不对称双(硫代脲肼)化合物的方法，该化合物在该方法中作为合成中间体有用，可以通过使用该方法轻松获得的新双(硫代脲肼)化合物，以及利用其中一些新双(硫代脲肼)化合物进行治疗和成像的方法。
• [EN] TARGETED ABERRANT ALPHA-SYNUCLEIN SPECIES AND INDUCED UBIQUITINATION AND PROTEOSOMAL CLEARANCE VIA CO-RECRUITMENT OF AN E3-LIGASE SYSTEM<br/>[FR] ESPÈCE D'ALPHA-SYNUCLÉINE ABERRANTE CIBLÉE ET UBIQUITINATION INDUITE ET CLAIRANCE PROTÉOSOMIQUE PAR CO-RECRUTEMENT D'UN SYSTÈME E3-LIGASE
  申请人：DANA FARBER CANCER INST INC

  公开号：WO2021257650A1

  公开（公告）日：2021-12-23

  Disclosed are bispecific compounds (degraders) that target α-synuclein protein for degradation. Also disclosed are pharmaceutical compositions containing the degraders and methods of using the compounds to treat neurodegenerative diseases.

  揭示了一种针对α-突触核蛋白进行降解的双特异性化合物（降解剂）。还揭示了含有这些降解剂的药物组合物以及利用这些化合物治疗神经退行性疾病的方法。

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