trans-4,4'-N,N-dimethylstilbenedicarboxamide | 166824-89-1

• 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: trans-4,4'-N,N-dimethylstilbenedicarboxamide
• 英文别名: N-methyl-4-[(E)-2-[4-(methylcarbamoyl)phenyl]ethenyl]benzamide
• CAS: 166824-89-1
• 化学式: C₁₈H₁₈N₂O₂
• 分子量: 294.353
• InChiKey: FTLMPVZNPJFRIG-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-4,4'-N,N-dimethylstilbenedicarboxamide 在 sodium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 14.0h， 生成 4,4',4'',4'''-(cyclobutane-1,2,3,4-tetrayl)tetrabenzoic acid
  参考文献：
  名称：

  Hybrid Oligonucleotides Containing Stilbene Units. Excimer Fluorescence and Photodimerization

  摘要：

  Complementary pairs of oligonucleotides in which the stilbene chromophore is incorporated either in the middle or at the end of a 10 base pair sequence have been prepared and their spectroscopic and photochemical properties investigated. The individual oligonucleotides display fluorescence spectra and photoisomerization similar to that of a model 4,4'-stilbenedicarboxamide. Variations in fluorescence quantum yield and decay times are attributed to interactions with neighboring bases. One-to-one mixtures of complementary oligonucleotides form stable duplexes with melting temperatures of 40 and 46 degrees C, respectively, for the mid-strand and terminally labeled duplexes. Duplex formation results in hyperchromism of both the nucleotide and stilbene absorption bands and the appearance of broad, long-wavelength fluorescence attributed to an excited stilbene dimer. These duplexes provide a unique opportunity for the investigation of the here-to-for elusive stilbene excimer. The long wavelength absorption bands of both duplexes are efficiently bleached upon irradiation. Bleaching is a consequence-of stereospecific stilbene [2+2] photodimerization and results In the formation of cross-linked duplexes of high thermal stability. Excimer and monomer fluorescence are found to provide a highly sensitive probe of duplex formation and dissociation.

  DOI：

  10.1021/ja00139a011
• 作为产物：
  描述：

  cis-二苯乙烯-4,4'-二羧酸 、 二甲胺 、 甲胺 生成 trans-4,4'-N,N-dimethylstilbenedicarboxamide 、 4-[(E)-2-[4-(dimethylcarbamoyl)phenyl]ethenyl]-N-methylbenzamide 、 4-[(E)-2-[4-(dimethylcarbamoyl)phenyl]ethenyl]-N,N-dimethylbenzamide
  参考文献：
  名称：

  Ground and Excited State Aromatic−Aromatic Interactions with Distance Control by Hydrogen Bonding

  摘要：

  DOI：

  10.1021/ja9537437

文献信息

• Methods and compositions for treatment of cancer and autoimmune disease
  申请人：THE JACKSON LABORATORY

  公开号：US10207988B2

  公开（公告）日：2019-02-19

  The technology described herein relates to methods of inducing cell death. The technology described herein further relates to treating conditions including cancers and autoimmune diseases comprising administering inhibitors of double strand break repair. Also described herein are inhibitors of double strand break repair and methods of screening for such inhibitors.

  本文所述技术涉及诱导细胞死亡的方法。本文所述技术还涉及通过施用双链断裂修复抑制剂来治疗包括癌症和自身免疫性疾病在内的疾病。本文还描述了双链断裂修复抑制剂和筛选此类抑制剂的方法。
• METHODS AND COMPOSITIONS FOR TREATMENT OF CANCER AND AUTOIMMUNE DISEASE
  申请人：The Jackson Laboratory

  公开号：EP2724156A1

  公开（公告）日：2014-04-30
• EP2724156B1
  申请人：——

  公开号：EP2724156B1

  公开（公告）日：2017-08-16
• [EN] METHODS AND COMPOSITIONS FOR TREATMENT OF CANCER AND AUTOIMMUNE DISEASE<br/>[FR] PROCÉDÉS ET COMPOSITIONS POUR LE TRAITEMENT DU CANCER ET D'UNE MALADIE AUTO-IMMUNE
  申请人：JACKSON LAB

  公开号：WO2013003112A1

  公开（公告）日：2013-01-03

  The technology described herein relates to methods of inducing cell death. The technology described herein further relates to treating conditions including cancers and autoimmune diseases comprising administering inhibitors of double strand break repair. Also described herein are inhibitors of double strand break repair and methods of screening for such inhibitors.
• Ground and Excited State Aromatic−Aromatic Interactions with Distance Control by Hydrogen Bonding
  作者：Frederick, D. Lewis、Jye-Shane Yang、Charlotte L. Stern

  DOI：10.1021/ja9537437

  日期：1996.1.1