2-Cyano-4'-methoxystilben | 62100-09-8

• 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-Cyano-4'-methoxystilben
• 英文别名: 2-[2-(4-Methoxyphenyl)ethenyl]benzonitrile
• CAS: 62100-09-8
• 化学式: C₁₆H₁₃NO
• 分子量: 235.285
• InChiKey: SKRPXYQQWNZELK-UHFFFAOYSA-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-Cyano-4'-methoxystilben 、 水 在 二氯甲烷 、 magnesium sulfate 、 4-(4-Methoxystyryl)benzoesaeureaethylester 、 乙醇 作用下， 以 盐酸 、 乙醇 为溶剂， 反应 30.0h， 以to give 73 g的产率得到4-(4-Methoxystyryl)benzoesaeureaethylester
  参考文献：
  名称：

  Aromatic diketones

  摘要：

  一种由芳基-脂肪族基取代的Beta-二酮，其中脂肪链被环状基团打断，并且可用作抗病毒剂，是通过将适当的芳基-脂肪族卤代物与Beta-二酮的碱金属盐相互作用制备的。

  公开号：

  US04153719A1
• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 2-氰基溴苄 在 磷酸三乙酯 、 potassium tert-butylate 、 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-Cyano-4'-methoxystilben
  参考文献：
  名称：

  Novel resveratrol derivatives have diverse effects on the survival, proliferation and senescence of primary human fibroblasts

  摘要：

  Resveratrol alters the cytokinetics of mammalian cell populations in a dose dependent manner. Concentrations above 25-50 mu M typically trigger growth arrest, senescence and/or apoptosis in multiple different cell types. In contrast, concentrations below 10 mu M enhance the growth of log phase cell cultures and can rescue senescence in multiple strains of human fibroblasts. To better understand the structural features that regulate these effects, a panel of 24 structurally-related resveralogues were synthesised and evaluated for their capacity to activate SIRT1, as determined by an ex-vivo SIRT1 assay, their toxicity, as measured by lactate dehydrogenase release, and their effects on replicative senescence in MRC5 human fibroblasts as measured by their effects on Ki67 immunoreactivity and senescence-associated beta galactosidase activity. Minor modifications to the parent stilbene, resveratrol, significantly alter the biological activities of the molecules. Replacement of the 3,5-dihydroxy substituents with 3,5-dimethoxy groups significantly enhances SIRT1 activity, and reduces toxicity. Minimising other strong conjugative effects also reduces toxicity, but negatively impacts SIRT1 activation. At 100 mu M many of the compounds, including resveratrol, induce senescence in primary MRC5 cells in culture. Modifications that reduce or remove this effect match those that reduce toxicity leading to a correlation between reduction in labelling index and increase in LDH release. At 10 mu M, the majority of our compounds significantly enhance the growth fraction of log phase cultures of MRC5 cells, consistent with the rescue of a subpopulation of cells within the culture from senescence. SIRT1 activation is not required for rescue to occur but enhances the size of the effect.

  DOI：

  10.1007/s10522-020-09896-6

文献信息

• 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。
• US4153719A
  申请人：——

  公开号：US4153719A

  公开（公告）日：1979-05-08