(+/-)-IBR2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (+/-)-IBR2
• 英文别名: 2-(benzylsulfonyl)-1-(1H-indol-3-yl)-1,2-dihydroisoquinoline；IBR2；NS7798；2-benzylsulfonyl-1-(1H-indol-3-yl)-1H-isoquinoline
• 化学式: C₂₄H₂₀N₂O₂S
• 分子量: 400.501
• InChiKey: YCOHEPDJLXZVBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-IBR2 、 2-苯基乙基异硫代氰酸酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以65%的产率得到3-[2-(benzylsulfonyl)-1,2-dihydroisoquinolin-1-yl]-N-(2-phenylethyl)-1H-indole-1-carbothioamide
  参考文献：
  名称：

  Telescoped Synthesis of 2-Acyl-1-aryl-1,2-dihydroisoquinolines and Their Inhibition of the Transcription Factor NF-κB

  摘要：

  A sequential single-flask multicomponent reactions is highly effective for the synthesis of 1,2-dihydroisoquinolines through amidealkylation from intermediate N-acylisoquinolinium salts under mild conditions. N-Acylisoquinolinium ions and trichloromethyl-1-(1H-indol-3-yl)isoquinoline-2(1H)-carboxylate have demonstrated their reactivity toward aromatic and aliphatic pi-nucleophiles. One of the 1,2-dihydroisoquinoline derivatives was found to be a potent inhibitor for transcription factor NF-kappa B by blocking I kappa B alpha degradation, p65 nuclear translocation, and NF-kappa B DNA binding in TNF-alpha-induced NIH 3T3 cells.

  DOI：

  10.1021/acscombsci.5b00001
• 作为产物：
  描述：

  吲哚 、 以 苯 为溶剂， 反应 20.0h， 以97.5%的产率得到(+/-)-IBR2
  参考文献：
  名称：

  [EN] COMPOSITIONS AND METHODS FOR DISRUPTION OF BRCA2-RAD51 INTERACTION
  [FR] COMPOSITIONS ET PROCEDES DE DISSOCIATION DE L'INTERACTION BRCA2-RAD51

  摘要：

  公开号：

  WO2006044933A3

文献信息

• Compositions and Methods for Disruption of BRCA2-Rad51 Interaction
  申请人：Lee Wen-Hwa

  公开号：US20090221634A1

  公开（公告）日：2009-09-03

  Contemplated compounds disrupt interaction between BRCA2 and RAD51, likely by binding to RAD51. Based on the crucial role of the BRCA2-RAD51 complex formation in DNA repair and the role of RAD51 in the control of entry into S-phase from G1, numerous compositions and methods are presented. Among other advantageous uses, contemplated compounds may be employed as protective agents for non-neoplastic cells in chemotherapy before exposure of the cells to a chemotherapeutic drug, and/or as DNA-damage sensitizer for neoplastic cells.

  考虑到化合物破坏BRCA2和RAD51之间的相互作用，可能是通过与RAD51结合实现的。基于BRCA2-RAD51复合物在DNA修复中的关键作用以及RAD51在从G1进入S期的控制中的作用，提出了许多组合物和方法。在其他有利的用途中，考虑到的化合物可以作为非肿瘤细胞在化疗之前的保护剂使用，以避免细胞暴露于化疗药物，并且可以作为肿瘤细胞的DNA损伤敏化剂。
• COMPOSITIONS AND METHODS FOR DISRUPTION OF BRCA2-RAD51 INTERACTION
  申请人：The Regents of the University of California

  公开号：EP1802305A2

  公开（公告）日：2007-07-04
• Compositions and Methods Related to RAD51 Inactivation in the Treatment of Neoplastic Diseases, and Especially CML
  申请人：Lee Wen-Hwa

  公开号：US20090312324A1

  公开（公告）日：2009-12-17

  Chronic myelogenous leukemia (CML), and in particular imatinib resistant CML is treated using compositions and methods in which a Rad51-inhibitor and a kinase inhibitor are administered. Most preferably, the Rad51 inhibitor comprises an indolyl isoquinoline structure and the kinase inhibitor is a BCR-ABL inhibitor.
• US8293764B2
  申请人：——

  公开号：US8293764B2

  公开（公告）日：2012-10-23
• US9012455B2
  申请人：——

  公开号：US9012455B2

  公开（公告）日：2015-04-21