benzyltriphenylphosphonium bromide | 98834-25-4

• 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: benzyltriphenylphosphonium bromide
• 英文别名: (4-hydroxybenzyl)triphenylphosphonium bromide；p-Hydroxybenzyltriphenylphosphonium bromide；(4-hydroxyphenyl)methyl-triphenylphosphanium;bromide
• CAS: 98834-25-4
• 化学式: Br*C₂₅H₂₂OP
• 分子量: 449.327
• InChiKey: CELRQNUGSXYMFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzyltriphenylphosphonium bromide 在 正丁基锂 、 三乙胺 、 lithium bromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 20.5h， 生成 (E)-4-(2,5-bis(dodecyloxy)styryl)phenyl (3-(triethoxysilyl) propyl)carbamate
  参考文献：
  名称：

  Fluorous hydrophobic fluorescent (E)-Stilbene derivatives for application on security paper

  摘要：

  （E）式顺式 stilbene 的水不溶性氟光子，通过双立体选择性 Wittig-Schlosser 反应合成，它们拥有长的全氟基团或直链碳氢结合基团。将这些能通过共价修饰连接至纸上时，经过紫外光照后产生荧光标记纸。其水不溶性和脂肪不溶性特性提供了自我清洁性能。这种氟化物在假钞鉴别中的潜在应用被展望。

  DOI：

  10.1016/j.dyepig.2019.107597
• 作为产物：
  描述：

  4-(bromomethyl)phenol 、 三苯基膦 生成 benzyltriphenylphosphonium bromide
  参考文献：
  名称：

  由桦木酸制备的取代二烯 – 合成、细胞毒性、作用机制和药理学参数

  摘要：

  通过将桦木酸氧化为 30-氧代桦木酸，然后进行 Wittig 反应，合成了一组新的取代二烯。在八种癌细胞系和两种非癌成纤维细胞中体外测试了所有化合物的细胞毒性。几乎所有的二烯都比桦木酸更具细胞毒性。化合物4.22、4.30、4.33、4.39的IC 50低于5 μmol / L ；选择4.22和4.39进行作用机制研究。细胞周期分析显示在 5 × IC 50时凋亡细胞数量增加浓度，其中可以预期导致细胞死亡的不可逆变化的激活。既4.22和4.39导致细胞在用DNA / RNA合成的部分抑制的G0 / G1期的累积为1×IC 50，并在5几乎完全抑制×IC 50。有趣的是，化合物4.39 在 5 × IC 50导致细胞在 S 期积累。较高浓度的受试药物可能比较低浓度抑制更多的脱靶。破坏细胞代谢的机制可以诱导细胞在 S 期的积累。化合物4.22和4.39 均在癌细胞中引发选择性凋亡通过内在途径，

  DOI：

  10.1016/j.ejmech.2021.113706

文献信息

• Ethenylphenol-indoles having antiarythmic utility
  申请人：Roussel Uclaf

  公开号：US04650811A1

  公开（公告）日：1987-03-17

  Novel ethenylphenol indoles of the formula ##STR1## wherein R and R.sub.1 are individually selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 4 to 7 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted with 1 to 3 members of the group consisting of halogen, methyl, ethyl, methoxy, ethoxy, methylthio, --CF.sub.3, --NH.sub.2 and --NO.sub.2 or R and R.sub.1 together with the nitrogen atom form an optionally unsaturated heterocycle optionally containing a second heteroatom selected from the group consisting of --O--, --S-- and ##STR2## R' is hydrogen or alkyl of 1 to 5 carbon atoms, a together with X is .dbd.0 and b is hydrogen or a together with b is a carbon-carbon bond and X is hydrogen, the dotted line indicates the possibility of a double bond with the compounds having the trans configuration if a double bond, A is selected from the group consisting of ##STR3## and --(CH.sub.2).sub.n --, n is 2,3,4 or 5, R.sub.2 is selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms with the proviso that R and R.sub.1 are not both hydrogen when A is ##STR4## and their non-toxic, pharmaceutically acceptable acid addition salts having anti-arrhythmic and anti hypertensive properties and the property of blocking slow calcium-sodium channels and novel intermediates.

  式子如下：##STR1## 其中R和R.sub.1分别选自以下组合：氢、1至5个碳原子的烷基、3至7个碳原子的环烷基、4至7个碳原子的环烷基烷基和7至12个碳原子的芳基烷基，可选地被1至3个卤素、甲基、乙基、甲氧基、乙氧基、甲硫基、--CF.sub.3、--NH.sub.2和--NO.sub.2中的成员取代，或R和R.sub.1与氮原子一起形成一个可选的不饱和杂环，可选地含有第二个选自--O--，--S--和##STR2##的杂原子，R'是氢或1至5个碳原子的烷基，a与X一起为.dbd.0，b是氢或a与b一起为碳碳键，X是氢，点线表示如果有双键，则具有反式构型的化合物可能存在双键，A选自以下组合：##STR3##和--(CH.sub.2).sub.n --，n为2、3、4或5，R.sub.2选自以下组合：氢和1至5个碳原子的烷基，但当A为##STR4##时，R和R.sub.1不可能都是氢，其非毒性、药学可接受的酸盐具有抗心律失常和抗高血压作用以及阻断慢钙钠通道的特性，以及新型中间体。
• Novel Process For The Synthesis Of (E)-Stilbene Derivatives Which Makes It Possible To Obtain Resveratrol And Piceatannol
  申请人：Schouteeten Alain

  公开号：US20100004483A1

  公开（公告）日：2010-01-07

  A subject-matter of the present invention is a novel process for the synthesis of (E)-stilbene derivatives targeted at obtaining in particular resveratrol and piceatannol.

  本发明的主题是一种新型的合成（E）-亚苄基衍生物的方法，其特别针对获得白藜芦醇和柿皮素。
• Novel (E)-5-styryl-2,2′-bithiophene derivatives as ligands for β-amyloid plaques
  作者：Mengchao Cui、Zijing Li、Ruikun Tang、Hongmei Jia、Boli Liu

  DOI：10.1016/j.ejmech.2011.04.015

  日期：2011.7

  In continuation of our investigation on the bithiophene structure as potential beta-amyloid probes, a series of (E)-5-styryl-2,2'-bithiophene (SBTP) derivatives was designed and synthesized. In vitro binding showed that all of them displayed high binding affinities to A beta(1-42) aggregates (K(i) = 0.10-41.05 nM). Moreover, two radio-iodinated probes, [(125)I]-(E)-5-(4-iodostyryl)-2,2'-bithiophene ([(125)I]8) and [(125)I]-(E)-5-iodo-5'-(4-methoxystyryl)-2,2'-bithiophene ([(125)I]31) were prepared. Both of them displayed specific labeling of A beta plaques in the brain sections of AD model mice with low background. In vivo biodistribution in normal mice indicated that [(125)I]8 exhibited high initial brain uptake (2.11% ID/g at 2 min) and rapid clearance (0.41% ID/g at 30 min). These preliminary results suggest that SBTP derivatives may be served as novel beta-amyloid imaging probes. (C) 2011 Elsevier Masson SAS. All rights reserved.
• Discovery of novel sesquistilbene indanone analogues as potent anti-inflammatory agents
  作者：Mei-Lin Tang、Chen Zhong、Zheng-Yu Liu、Peng Peng、Xin-Hua Liu、Xun Sun

  DOI：10.1016/j.ejmech.2016.02.021

  日期：2016.5

  To develop novel anti-inflammatory agents with improved pharmaceutical profiles, twenty-eight novel sesquistilbene indanone analogues were synthesized and evaluated for anti-inflammatory activity using RAW264.7 cells. Among these compounds, compound ilk was found to be one of the most potent analogues in inhibiting NO production in LPS-stimulated RAW264.7 cells. Furthermore, it could also significantly suppress LPS-induced iNOS and COX-2 expression and NO production through TLR4/JNK/NF-kappa B signaling pathway in a concentration dependent manner. (C) 2016 Elsevier Masson SAS. All rights reserved.
• Design and synthesis of novel pipernonaline derivatives as anti-austerity agents against human pancreatic cancer PANC-1 cells
  作者：Takuya Okada、Yuri Chino、Keita Yokoyama、Yuki Fujihashi、Nguyễn Duy Phan、Juthamart Maneenet、Lanke Prudhvi、Suresh Awale、Naoki Toyooka

  DOI：10.1016/j.bmc.2022.116963

  日期：2022.10