3,4-methylenedioxybenzyltriphenylphosphonium chloride | 63368-35-4

• 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: 3,4-methylenedioxybenzyltriphenylphosphonium chloride
• 英文别名: (3,4-methylendioxobenzyl)triphenylphosphonium chloride；3,4-Methylendioxybenzyltriphenylphosphoniumchlorid；(Benzo[d][1,3]dioxol-5-ylmethyl)triphenylphosphonium chloride；1,3-benzodioxol-5-ylmethyl(triphenyl)phosphanium;chloride
• CAS: 63368-35-4
• 化学式: C₂₆H₂₂O₂P*Cl
• 分子量: 432.886
• InChiKey: BFNRPBPFNTZGOE-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-methylenedioxybenzyltriphenylphosphonium chloride 在 palladium on activated charcoal sodium hydroxide 、 水 、 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 24.42h， 生成 (E)-3,4-<2-(1-pyrenyl)ethano>methylenedioxybenzene
  参考文献：
  名称：

  Electrochemical stability of catechols with a pyrene side chain strongly adsorbed on graphite electrodes for catalytic oxidation of dihydronicotinamide adenine dinucleotide

  摘要：

  DOI：

  10.1021/ja00345a021
• 作为产物：
  描述：

  胡椒醇 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成 3,4-methylenedioxybenzyltriphenylphosphonium chloride
  参考文献：
  名称：

  Arylethenylbenzofuroxan Derivatives as Drugs for Chagas Disease: Multigram Batch Synthesis using a Wittig−Boden Process

  摘要：

  In the present work, we developed robust processes for the preparation of new antitrypanosomal benzofuroxans, E and Z isomers of 5-arylethenylbenzo[1,2-c]1,2,5-oxadiazole N-1-oxide 1-6, in multigram batch through Wittig-Boden conditions as the key synthetic step. In these conditions, the generation of the benzofurazans, as secondary byproduct, was minimized.

  DOI：

  10.1021/op7001722

文献信息

• Novel piperidine compouds and drugs containing the same
  申请人：——

  公开号：US20030220368A1

  公开（公告）日：2003-11-27

  The present invention provides a novel compound having a superior Na + channel inhibition activity. Namely, it provides a compound represented by the following formula (I), a salt thereof or a hydrate of them. 1 In the formula, the ring A represents a ring represented by the formula: 2 (wherein R 1 represents a hydrogen atom etc.; and R 2 represents indicates a hydrogen atom and the like) etc.; W represents an optionally substituted C 1-6 alkylene group etc.; Z represents an optionally substituted C 6-14 aromatic hydrocarbon cyclic group etc.; and l represents an integer from 0 to 6.

  本发明提供了一种具有优越的Na + 通道抑制活性的新型化合物。即提供了由以下式（I）表示的化合物，其盐或其水合物。 在该式中，环A表示由以下式表示的环： （其中R 1 表示氢原子等；R 2 表示表示氢原子等）等；W表示可选地取代的C 1-6 烷基等；Z表示可选地取代的C 6-14 芳香烃环基等；l表示0到6的整数。
• A practicable environmentally benign one-pot synthesis of 2-arylbenzofurans at room temperature
  作者：Lian-Yan Liao、Gang Shen、Xue Zhang、Xin-Fang Duan

  DOI：10.1039/c2gc16181h

  日期：——

  An environmentallyfriendly one-pot synthesis of 2-arylbenzofurans under ambient temperature has been developed. It features an ortho-hydroxyl group assisted Wittig reaction of substituted salicylaldehyde followed by an in situ oxidative cyclization. Its advantages include readily available and non-hazardous materials, benign reaction conditions (room temperature, green solvent and one-pot manner), easy work-up and high overall yields. Utilizing this methodology, various 2-aryl-benzofurans including four natural products have been synthesized.

  我们开发出了一种在常温下环保型单锅合成 2-芳基苯并呋喃的方法。其特点是取代水杨醛的正羟基辅助维蒂希反应，然后原位氧化环化。其优点包括：材料易得且无害、反应条件温和（室温、绿色溶剂和单锅方式）、易于操作和总产率高。利用这种方法合成了各种 2-芳基苯并呋喃，包括四种天然产物。
• CYP1-Activation and Anticancer Properties of Synthetic Methoxylated Resveratrol Analogues
  作者：Ketan C. Ruparelia、Keti Zeka、Kenneth J. M. Beresford、Nicola E. Wilsher、Gerry A. Potter、Vasilis P. Androutsopoulos、Federico Brucoli、Randolph R. J. Arroo

  DOI：10.3390/molecules29020423

  日期：——

  (Z)-stilbenoid combretastatin A4, have been considered as promising lead compounds for the development of anticancer drugs. The antitumour properties of stilbenoids are known to be modulated by cytochrome P450 enzymes CYP1A1 and CYP1B1, which contribute to extrahepatic phase I xenobiotic and drug metabolism. Thirty-four methyl ether analogues of resveratrol were synthesised, and their anticancer properties were

  天然存在的二苯乙烯类化合物，如 （E）-二苯乙烯类白藜芦醇和 （Z）-二苯乙烯类化合物 combretastatin A4，已被认为是开发抗癌药物的有前途的先导化合物。已知二苯乙烯类化合物的抗肿瘤特性受细胞色素 P450 酶 CYP1A1 和 CYP1B1 的调节，这有助于肝外 I 期外源性物质和药物代谢。合成白藜芦醇的 34 种甲基醚类似物，并在一组人乳腺细胞系上使用 MTT 细胞增殖测定评估其抗癌特性。表达 CYP1 的乳腺肿瘤细胞系比不具有 CYP1 活性的细胞系受白藜芦醇类似物的影响明显更强。使用分离的 CYP1 酶的代谢研究提供了进一步的证据，证明 （E）-二苯乙烯类化合物可以成为这些酶的底物。通过与合成标准品和 LC-MS 共洗脱研究进行比较来确认代谢产物的结构。最有前途的二苯乙烯类化合物是 （E）-4,3′，4′，5′-四甲氧基二苯乙烯 （DMU212）。该化合物本身显示出低至中度的细胞毒性，但在
• NOVEL PIPERIDINE COMPOUNDS AND DRUGS CONTAINING THE SAME
  申请人：Eisai Co., Ltd.

  公开号：EP1254904A1

  公开（公告）日：2002-11-06

  The present invention provides a novel compound having a superior Na+ channel inhibition activity. Namely, it provides a compound represented by the following formula (I), a salt thereof or a hydrate of them. In the formula, the ring A represents a ring represented by the formula: (wherein R1 represents a hydrogen atom etc.; and R2 represents indicates a hydrogen atom and the like) etc.; W represents an optionally substituted C1-6 alkylene group etc.; Z represents an optionally substituted C6-14 aromatic hydrocarbon cyclic group etc.; and l represents an integer from 0 to 6.

  本发明提供了一种具有优异 Na+ 通道抑制活性的新型化合物。即，本发明提供了由下式（I）代表的化合物、其盐或它们的水合物。 式中，环 A 代表由式表示的环： (其中 R1 表示氢原子等；R2 表示氢原子等）等；W 表示任选取代的 C1-6 亚烷基等；Z 表示任选取代的 C6-14 芳烃环基等；l 表示 0 至 6 的整数。
• Second generation of 5-ethenylbenzofuroxan derivatives as inhibitors of Trypanosoma cruzi growth: Synthesis, biological evaluation, and structure–activity relationships
  作者：Williams Porcal、Paola Hernández、Gabriela Aguirre、Lucía Boiani、Mariana Boiani、Alicia Merlino、Ana Ferreira、Rossanna Di Maio、Ana Castro、Mercedes González、Hugo Cerecetto

  DOI：10.1016/j.bmc.2007.01.009

  日期：2007.4

  In vitro growth inhibitory activity of 21 new 5-ethenylbenzofuroxan derivatives against the protozoan parasite Trypanosoma cruzi, the causative agent of American trypanosomiasis, was studied. The designed compounds possess the previously described exigencies for optimal anti-parasite activity, the 5-ethenylbenzofuroxanyl moiety with different substituents. The synthetic key for preparing the derivatives was the Wittig procedure, that when 5-formylbenzofuroxan was used as the electrophile the corresponding deoxygenated products were marginally generated. Four of the new derivatives displayed remarkable in vitro activities against the epimastigote form of three strains of T cruzi, Tulahuen 2, CL Brener, and Y. While the three deoxygenated analogues biologically assayed resulted inactives. Unspecific cytotoxicity was evaluated using human macrophages and active derivatives were not toxic at a concentration at least 13 times that Of its IC50 against T cruzi (CL Brener strain). From the preliminary structure-activity relationship studies lipophilicity and electronic requirements were found relevant to anti-T cruzi activity. Active compounds are more lipophilic than inactive ones and it was also identified that an optimum value of R Swain-Lupton's descriptor is required for optimal activity. (c) 2007 Elsevier Ltd. All rights reserved.