2-[(1E)-2-(4-methoxyphenyl)vinyl]benzenecarbonitrile

• 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: 2-[(1E)-2-(4-methoxyphenyl)vinyl]benzenecarbonitrile
• 英文别名: (E)-2-(4-methoxystyryl)benzonitrile；(E)-2-[2-(4-methoxyphenyl)vinyl]benzonitrile；(E)-(4-methoxystyryl)benzonitrile；2-[(E)-2-(4-methoxyphenyl)ethenyl]benzonitrile
• 化学式: C₁₆H₁₃NO
• 分子量: 235.285
• InChiKey: SKRPXYQQWNZELK-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(1E)-2-(4-methoxyphenyl)vinyl]benzenecarbonitrile 在 lithium aluminium tetrahydride 作用下， 生成 2-[(E)-4-methoxystyryl]phenylmethanamine
  参考文献：
  名称：

  Antiarrhythmic agents. 2-, 3-, and 4-Substituted benzylamines

  摘要：

  The synthesis of a series of 2-, 3-, and 4-substituted benzylamine derivatives is described. These compounds were studied for their effect on experimental cardiac arrhythmias. Many of the derivatives, but in particular 2-(p-methoxyphenylethynyl)benzylamine (3d), alpha,alpha-dimethyl-4y(phenylethynyl)benzylamine (7a), and alpha,alpha-dimethyl-4-phenethylbenzylamine (12g), showed good antiarrhythmic activity.

  DOI：

  10.1021/jm00236a006
• 作为产物：
  描述：

  苯甲腈 在 羰基镁 、 特戊酸钠 、 乙酰氯 作用下， 以 乙二醇二甲醚 为溶剂， 反应 4.0h， 生成 2-[(1E)-2-(4-methoxyphenyl)vinyl]benzenecarbonitrile
  参考文献：
  名称：

  锰催化的芳族NH-酰亚胺亚胺与炔烃的邻位CH-H烯基化反应：多功能获得单烯化芳族腈的途径

  摘要：

  到目前为止，还没有实现芳族腈与炔烃的直接CH H烯基化。在本文中，我们描述了芳族N-酰亚胺的锰催化的CH-H烯基化反应，从而获得了单烯基化的芳族腈。通过催化量的新戊酸钠的存在促进反应。简单的催化体系，良好的官能团相容性，出色的单/二烯基化选择性以及E / Z立体选择性也突出了该方案。

  DOI：

  10.1002/adsc.201600128

文献信息

• Olefin-Oxazolines (OlefOx): Highly Modular, Easily Tunable Ligands for Asymmetric Catalysis
  作者：Björn T. Hahn、Friederike Tewes、Roland Fröhlich、Frank Glorius

  DOI：10.1002/anie.200905712

  日期：2010.2.1

  the new highly modular family of olefin–oxazoline ligands (OlefOx; see picture) to be exploited in asymmetric catalysis. The ease of electronic and steric variation and the successful application in the highly enantioselective rhodium‐catalyzed conjugate addition of aryl boronic acids to cylic enones demonstrate the importance of this new ligand class.

  富氧配体：有效的三步合成法可将新的高度模块化的烯烃-恶唑啉配体家族（OlefOx；参见图片）用于不对称催化。电子和空间变化的难易程度以及芳基硼酸在环烯酮的高对映选择性铑催化共轭加成反应中的成功应用证明了这种新型配体的重要性。
• 11-Substituted Benzo[<i>c</i>]phenanthridines: New Structures and Insight into Their Mode of Antiproliferative Action
  作者：Bernd Clement、Ulrich Girreser、Tamara N. Steinhauer、Christopher Meier、Doris Marko、Georg Aichinger、Ilka Kaltefleiter、Lars Stenzel、Dieter Heber、Matthias Weide、Ulrich Wolschendorf、Inga Zebothsen、Dana zur Nieden

  DOI：10.1002/cmdc.201600199

  日期：2016.10.6

  interaction or inhibition of topoisomerase I and IIα/β activity are two rationales that can explain the antiproliferative activity observed in the NCI 60 DTP human tumor cell line screen. However, it can also be reasonably assumed that these compounds address several targets, thus prohibiting the identification of simple structure–activity relationships. The new structures described herein are thought to act

  的文库的各种新结构的合成11取代的6-氨基-11,12-二氢苯并[ c ^ ]菲啶（BP）和11-取代的6-氨基苯并[ C ^提出了]菲啶（BP-D）。描述了这些结构，进一步的合成修饰以及提供了约40种新衍生物的后续产品的制备。根据体外肿瘤细胞生长抑制的结果，通过比较NCI 60发育治疗计划（DTP）人类肿瘤细胞系筛选数据，研究了它们作为抗增殖药的潜力，其中包括迄今未发表的约40种癌症的化合物测试结果，多达60种癌症细胞系。NCI-COMPARE研究有助于提出高活性抗增殖药的作用方式。这些发现得到了体外生物学研究的支持，表明对微管蛋白聚合和解聚的抑制或对拓扑异构酶的抑制。加上候选药物的理化参数，结构-活动关系进行了严格讨论。微管蛋白相互作用或对拓扑异构酶I和IIα/β活性的抑制是两个原理，可以解释在NCI 60 DTP人肿瘤细胞系筛选中观察到的抗增殖活性。但是，也可以合理地假设这些化合物可
• Dibenzocycloheptenylidenes
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0115690A1

  公开（公告）日：1984-08-15

  Compounds having the formula: wherein R4 is hydrogen or chloro; R5 is carboxy, an ester thereof, or tetrazolyl; R2 is hydrogen, halo, or alkoxy of 1 to 4 carbon atoms; and R3 is hydrogen or bromo, with the proviso that when R4 is hydrogen, R5 is carboxy and R2 or R3 is other than hydrogen; and that when R4, R2 and R3 are all hydrogen, R5 is tetrazolyl; the stereoisomers thereof and the pharmaceutically acceptable salts thereof. The compounds of formula B wherein R5 is carboxy or tetrazolyl have pharmaceutical utility eg. as anti-inflammatory agents. The compounds where R5 is a carboxylic ester are intermediates for the corresponding acids. Pharmaceutical composition containing the active compounds are also disclosed.

  具有以下式子的化合物 其中 R4 为氢或氯； R5 是羧基、其酯或四唑基 R2 是氢、卤素或 1 至 4 个碳原子的烷氧基；以及 R3 是氢或溴，但当 R4 是氢时，R5 是羧基，R2 或 R3 不是氢；当 R4、R2 和 R3 都是氢时，R5 是四唑基；其立体异构体及其药学上可接受的盐。其中 R5 为羧基或四唑基的式 B 化合物具有医药用途，例如可用作抗炎剂。R5 为羧酸酯的化合物是相应酸类的中间体。还公开了含有活性化合物的药物组合物。
• Aryl isonitrile compounds as a new class of potent, broad-spectrum antifungal compounds
  申请人：Purdue Research Foundation

  公开号：US10449174B2

  公开（公告）日：2019-10-22

  Invasive fungal infections present a formidable global public health challenge due to the limited number of approved antifungal agents and the emergence of resistance to the frontline treatment options, such as fluconazole. Three fungal pathogens of significant concern are Candida, Cryptococcus, and Aspergillus given their propensity to cause opportunistic infections in immunocompromised individuals. This disclosure provides a set of aryl isonitrile compounds that possess broad-spectrum antifungal activity primarily against species of Candida and Cryptococcus. The most potent derivatives are capable of inhibiting growth of these key pathogens at concentrations as low as 0.5 μM. Remarkably, the most active compounds exhibit an excellent safety profile and are non-toxic to mammalian cells even at concentrations up to 256 μM.

  由于获批的抗真菌药物数量有限，而且对氟康唑等一线治疗药物出现了抗药性，因此侵袭性真菌感染给全球公共卫生带来了严峻的挑战。由于白色念珠菌、隐球菌和曲霉菌容易引起免疫力低下人群的机会性感染，因此这三种真菌病原体备受关注。本公开提供了一组具有广谱抗真菌活性的芳基异腈化合物，主要针对念珠菌和隐球菌。最有效的衍生物能够在低至 0.5 μM 的浓度下抑制这些主要病原体的生长。值得注意的是，最有效的化合物具有极佳的安全性，即使浓度高达 256 μM 也不会对哺乳动物细胞产生毒性。
• Synthesis of 3-Substituted Isoindolin-1-ones by Regioselective Cyclization of Nitrile with a Styryl Double Bond
  作者：Fen-Tair Luo、Chin-Hsin Chen

  DOI：10.3987/com-01-9212

  日期：——

  An efficient preparation of 3-substituted isoindolin-1-one was established via basic condensation of aromatic or aliphatic aldehyde with 6-alkoxy-3-methylbenzene-1,2,4-tricarbonitrile (1) in a one-pot reaction. The key step involved regioselective either hydrolysis or nucleophilic attack of the hydroxide anion to the 2-cyano group followed by 5-exo-trig cyclization with the involvement of the styryl double bond. The structure of isoindolinone and regiochemistry of the cyclization products were proved by spectroscopic methods.