3,3'-(1,4-phenylene)bis[2-propenoyl chloride] | 89129-23-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3,3'-(1,4-phenylene)bis[2-propenoyl chloride]
• 英文别名: benzene-1,4-diylbisacryloyl chloride；p-phenylenediacryloyl chloride；1.4-bis-(trans-2-chlorocarbonyl-vinyl)-benzene；1.4-Bis-(trans-2-chlorcarbonyl-vinyl)-benzol；1,4-Phenylenediacryloyl chloride；(E)-3-[4-[(E)-3-chloro-3-oxoprop-1-enyl]phenyl]prop-2-enoyl chloride
• CAS: 89129-23-7
• 化学式: C₁₂H₈Cl₂O₂
• mdl: MFCD01109676
• 分子量: 255.1
• InChiKey: WQZLRZFBCIUDFL-KQQUZDAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3'-(1,4-phenylene)bis[2-propenoyl chloride] 在 氨 、 苯 作用下， 生成 1.4-bis-(trans-2-carbamoyl-vinyl)-benzene
  参考文献：
  名称：

  由对苯二酚-β，β'-二乙炔醇，对-二甲苯基对苯二酚和对苯二甲基-二丙烯酸酯衍生而来。（49. MitteilungüberStickstoff-Heterocyclen）

  摘要：

  DOI：

  10.1002/hlca.194102401108
• 作为产物：
  描述：

  1,4-phenylenediacrylic acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 5.0h， 以85%的产率得到3,3'-(1,4-phenylene)bis[2-propenoyl chloride]
  参考文献：
  名称：

  骨架中与1,3,4-氧杂二唑共轭聚对苯撑亚乙烯基衍生物的合成，光物理和电致发光

  摘要：

  从4-溴苯甲醛或1,4-苯二甲醛开始，通过五步合成路线合成了两个新的聚对苯撑亚乙烯基衍生物P1和P2。这些完全共轭的聚合物每个重复单元分别在P1和P2上包含1或2个恶二唑环和3或4个亚乙烯基键，并且是无定形的，可溶于常见的有机溶剂。所述Ť克值分别为28℃下P1和57℃ P2。聚合物在薄膜中发出的蓝绿色光在487-511 nm处具有最大的光致发光（PL）发射，而在薄膜中发射的PL-发光在515-558 nm处具有最大的黄绿色光。由具有配置ITO / PEDOT / P1 / Al的聚合物P1的单层LED实现电致发光（EL），电压可调EL颜色范围为558 nm（9 V）至527 nm（16 V）。观察到的EL光谱蓝移随电压升高是聚合物主链构象随温度升高而变化的结果，这是由P1薄膜在不同温度下退火时吸收光谱和PL光谱的变化所证明的。

  DOI：

  10.1021/ma034793w

文献信息

• Compounds, Compositions, and Methods for Cancer Therapy
  申请人：The Broad Institute, Inc.

  公开号：US20140024639A1

  公开（公告）日：2014-01-23

  Compounds including various oligomers of piperlongumine and/or piperlongumine analogues as well as certain piperlongumine analogues that exhibit improved toxicity to cancer cells are disclosed. Also provided are compositions that comprise the compounds, methods of making compositions comprising the compounds, methods of making the compounds, and the use of compounds in methods for treating cancer.

  本文披露了包括各种辣椒酸丁酯的寡聚体和/或辣椒酸丁酯类似物以及表现出对癌细胞有改进毒性的某些辣椒酸丁酯类似物的化合物。还提供了包括这些化合物的组合物、制备包括这些化合物的组合物的方法、制备这些化合物的方法，以及在治疗癌症方法中使用这些化合物的用途。
• DIMERIC IAP INHIBITORS
  申请人：STRAUB Christopher Sean

  公开号：US20110206690A1

  公开（公告）日：2011-08-25

  The present invention provides compounds of formula M-L-M′ (where M and M′ are each independently a monomeric moiety of Formula (I) and L is a linker). The dimeric compounds have been found to be effective in promoting apoptosis in rapidly dividing cells.

  本发明提供了公式M-L-M′的化合物（其中M和M′分别是公式（I）中的单体基团，L是连接物）。已发现二聚化合物在促进快速分裂细胞凋亡方面具有有效性。
• Synthesis, Photophysics, and Electroluminescence of Conjugated Poly(<i>p</i>-phenylenevinylene) Derivatives with 1,3,4-Oxadiazoles in the Backbone
  作者：John A. Mikroyannidis、Ioakim K. Spiliopoulos、Theodoros S. Kasimis、Abhishek P. Kulkarni、Samson A. Jenekhe

  DOI：10.1021/ma034793w

  日期：2003.12.1

  Starting from 4-bromobenzaldehyde or 1,4-benzenedicarboxaldehyde, two new poly(p-phenylenevinylene) derivatives P1 and P2 were synthesized by a five-step synthetic route. These fully conjugated polymers contain 1 or 2 oxadiazole rings and 3 or 4 vinylene bonds per repeat unit for P1 and P2, respectively, and were amorphous and soluble in common organic solvents. The Tg values were 28 °C for P1 and 57

  从4-溴苯甲醛或1,4-苯二甲醛开始，通过五步合成路线合成了两个新的聚对苯撑亚乙烯基衍生物P1和P2。这些完全共轭的聚合物每个重复单元分别在P1和P2上包含1或2个恶二唑环和3或4个亚乙烯基键，并且是无定形的，可溶于常见的有机溶剂。所述Ť克值分别为28℃下P1和57℃ P2。聚合物在薄膜中发出的蓝绿色光在487-511 nm处具有最大的光致发光（PL）发射，而在薄膜中发射的PL-发光在515-558 nm处具有最大的黄绿色光。由具有配置ITO / PEDOT / P1 / Al的聚合物P1的单层LED实现电致发光（EL），电压可调EL颜色范围为558 nm（9 V）至527 nm（16 V）。观察到的EL光谱蓝移随电压升高是聚合物主链构象随温度升高而变化的结果，这是由P1薄膜在不同温度下退火时吸收光谱和PL光谱的变化所证明的。
• Use of Molecular Recognition To Drive Chemical Evolution: Mechanisms of an Automated Genetic Algorithm Implementation
  作者：Alexey V. Eliseev、Marina I. Nelen

  DOI：10.1002/(sici)1521-3765(19980515)4:5<825::aid-chem825>3.0.co;2-7

  日期：——

  A detailed description is provided for a new general approach that allows production of amplified amounts of effective noncovalent binders from pools of compounds that can exist in a dynamic equilibrium. This approach involves a) selective binding of the effective pool components by the immobilized target compound; b) equilibration of the pool remaining after selection, and thereby regeneration of the effective components; c) repetition of the selection-equilibration cycles. It represents a new automated, implementation of a genetic algorithm/mechanism in a chemical system. Application of the approach to the generation of arginine binders involved the synthesis and screening of eight compounds, each of which was capable of forming a pool of three isomers (trans,trans, trans,cis, and cis,cis) that could be interconverted by photoisomerization. These compounds were screened for their affinity for, or selectivity of binding to, guanidinium derivatives. The most promising compound was then used in our method to generate an amplified amount of the cis,cis isomer, the strongest binder from the equilibrating pool. The receptors were selected using an arginine derivative immobilized on the modified silica gel support, which had been found to possess binding affinity and selectivity similar to those of guanidinium salts in solution. Mathematical models of the approach were developed that allowed us to evaluate the importance of various experimental parameters and to assess the applicability of the method to larger combinatorial pools.
• Synthesis and Transformations of 2-R-5-Aryl-5,6-dihydro-7H-[1,2,4]-triazolo[5,1-b][1,3]thiazin-7-ones
  作者：V. N. Britsun、A. N. Esipenko、A. A. Kudryavtsev、M. O. Lozinskii

  DOI：10.1023/b:rujo.0000034947.32339.fb

  日期：2004.2

  A new procedure for preparation of 2-R-5-aryl-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones by condensation of 5-R-1,2,4-triazole-3-thiones with 3-arylacryloyl chlorides was developed. The thiazine ring of the [ 1,2,4]triazolo-[5,1-b][1,3]thiazin-7-ones is easily cleaved by treating with ammonia and hydrazine affording amides and hydrazides of 3-aryl-3-(1H-1,2,4-triazol-5-yisulfanyl)propanoic acids. The latter react with isothiocyanates furnishing carbamoyl thiohydrazides of 3-aryl-3-(1H-1,2,4-triazol-5-yisulfanyl)propanoic acids that in alkaline media undergo cyclization into 4-aryl-5-[2-(4H-1,2,4-triazol-5-ylsulfanyl)-2-phenylethyl]-2,4-dihydro-3H- 1,2,4-triazole-5-thiones.