Butyl-2-(diiodo-3,5-gamma-dimethylaminopropoxy-4-benzoyl)-3-benzofuran | 77828-26-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Butyl-2-(diiodo-3,5-gamma-dimethylaminopropoxy-4-benzoyl)-3-benzofuran
• 英文别名: (2-butyl-1-benzofuran-3-yl)-[4-[3-(dimethylamino)propoxy]-3,5-diiodophenyl]methanone
• CAS: 77828-26-3
• 化学式: C₂₄H₂₇I₂NO₃
• 分子量: 631.292
• InChiKey: DPWAECJNVDGEFC-UHFFFAOYSA-N

物化性质

• 熔点：
  158.1-163.8 °C
• 沸点：
  626.2±55.0 °C(Predicted)
• 密度：
  1.611±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  42.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N-二甲基-3-氯丙胺 、 2-丁基-3-(3,5-二碘-4-羟基苯甲酰)苯并呋喃 在 potassium carbonate 作用下， 以 水 、 甲苯 为溶剂， 生成 Butyl-2-(diiodo-3,5-gamma-dimethylaminopropoxy-4-benzoyl)-3-benzofuran
  参考文献：
  名称：

  Synthesis and cytotoxicity properties of amiodarone analogues

  摘要：

  Amiodarone (AMI) is a potent antiarrhythmic agent; however, its clinical use is limited due to numerous side effects. In order to investigate the structure-cytotoxicity relationship, AMI analogues were synthesized, and then, using rabbit alveolar macrophages, were tested for viability and for the ability to interfere with the degradation of surfactant protein A (SP-A) and with the accumulation of an acidotropic dye. Our data revealed that modification of the diethylamino-beta-ethoxy group of the AMI molecule may affect viability, the ability to degrade SP-A and vacuolation differently. In particular, PIPAM (2d), an analogue with a piperidyl moiety, acts toward the cells in a similar manner to AMI, but is less toxic. Thus, it would be possible to reduce the cytotoxicity of AMI by modifying its chemical structure. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.12.031

文献信息

• METHODS AND COMPOUNDS FOR THE TREATMENT OF GENETIC DISEASE
  申请人：Design Therapeutics, Inc.

  公开号：US20210238226A1

  公开（公告）日：2021-08-05

  The present disclosure relates to compounds and methods for modulating the expression of dmpk, atxn1, atxn2, atxn3, cacna1a, atxn7, ppp2r2br tbp, htt, jph3r ar, or atn1 and treating diseases and conditions in which dmpk, atxn1, atxn2, atxn3, cacna1a, atxn1, ppp2r2b, tbp, htt, jph3, ar, or atn1 plays an active role. The compound can be a transcription modulator molecule having a first terminus, a second terminus, and oligomeric backbone, wherein: a) the first terminus comprises a DNA-binding moiety capable of noncovalently binding to a nucleotide repeat sequence CAG or CTG; b) the second terminus comprises a protein-binding moiety binding to a regulatory molecule that modulates an expression of a gene comprising the nucleotide repeat sequence CAG or CTG; and c) the oligomeric backbone comprising a linker between the first terminus and the second terminus.
• Synthesis and cytotoxicity properties of amiodarone analogues
  作者：Laurent Bigler、Carlo Spirli、Romina Fiorotto、Andrea Pettenazzo、Elena Duner、Aldo Baritussio、Ferenc Follath、Huy Riem Ha

  DOI：10.1016/j.ejmech.2006.12.031

  日期：2007.6

  Amiodarone (AMI) is a potent antiarrhythmic agent; however, its clinical use is limited due to numerous side effects. In order to investigate the structure-cytotoxicity relationship, AMI analogues were synthesized, and then, using rabbit alveolar macrophages, were tested for viability and for the ability to interfere with the degradation of surfactant protein A (SP-A) and with the accumulation of an acidotropic dye. Our data revealed that modification of the diethylamino-beta-ethoxy group of the AMI molecule may affect viability, the ability to degrade SP-A and vacuolation differently. In particular, PIPAM (2d), an analogue with a piperidyl moiety, acts toward the cells in a similar manner to AMI, but is less toxic. Thus, it would be possible to reduce the cytotoxicity of AMI by modifying its chemical structure. (c) 2007 Elsevier Masson SAS. All rights reserved.