3-(4-methoxyphenyl)-1-(4-iodophenyl)-2-propyn-1-one | 1268271-92-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-(4-methoxyphenyl)-1-(4-iodophenyl)-2-propyn-1-one
• 英文别名: 1-(4-iodophenyl)-3-(4-methoxyphenyl)prop-2-yn-1-one
• CAS: 1268271-92-6
• 化学式: C₁₆H₁₁IO₂
• 分子量: 362.167
• InChiKey: MPTIQUNFVJAESZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-methoxyphenyl)-1-(4-iodophenyl)-2-propyn-1-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以32%的产率得到3-(4-hydroxyphenyl)-1-(4-iodophenyl)-2-propyn-1-one
  参考文献：
  名称：

  Diphenylpropynone derivatives as probes for imaging β-amyloid plaques in Alzheimer’s brains

  摘要：

  A new series of diphenylpropynone (DPP) derivatives for use in vivo to image beta-amyloid (A beta) plaques in the brain of patients with Alzheimer's disease (AD) were synthesized and characterized. Binding experiments in vitro revealed high affinity for A beta (1-42) aggregates at a K(i) value ranging from 6 to 326 nM. Furthermore, specific labeling of plaques was observed in sections of brain tissue from Tg2576 transgenic mice stained using one of the compounds, 1. In biodistribution experiments with normal mice, [(125)I]1displayed moderate uptake (1.55% ID/g at 2 min) and clearance from the brain with time (0.76 ID/g at 60 min). Taken together, DPP can serve as a new molecular scaffold for developing novel A beta imaging agents by introducing appropriate substituted groups. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.058
• 作为产物：
  描述：

  4-乙炔基苯甲醚 、 4-碘苯甲酰氯 在 palladium diacetate 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 0.17h， 以26.2%的产率得到3-(4-methoxyphenyl)-1-(4-iodophenyl)-2-propyn-1-one
  参考文献：
  名称：

  Diphenylpropynone derivatives as probes for imaging β-amyloid plaques in Alzheimer’s brains

  摘要：

  A new series of diphenylpropynone (DPP) derivatives for use in vivo to image beta-amyloid (A beta) plaques in the brain of patients with Alzheimer's disease (AD) were synthesized and characterized. Binding experiments in vitro revealed high affinity for A beta (1-42) aggregates at a K(i) value ranging from 6 to 326 nM. Furthermore, specific labeling of plaques was observed in sections of brain tissue from Tg2576 transgenic mice stained using one of the compounds, 1. In biodistribution experiments with normal mice, [(125)I]1displayed moderate uptake (1.55% ID/g at 2 min) and clearance from the brain with time (0.76 ID/g at 60 min). Taken together, DPP can serve as a new molecular scaffold for developing novel A beta imaging agents by introducing appropriate substituted groups. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.058

文献信息

• Diphenylpropynone derivatives as probes for imaging β-amyloid plaques in Alzheimer’s brains
  作者：Masahiro Ono、Hiroyuki Watanabe、Rumi Watanabe、Mamoru Haratake、Morio Nakayama、Hideo Saji

  DOI：10.1016/j.bmcl.2010.11.058

  日期：2011.1

  A new series of diphenylpropynone (DPP) derivatives for use in vivo to image beta-amyloid (A beta) plaques in the brain of patients with Alzheimer's disease (AD) were synthesized and characterized. Binding experiments in vitro revealed high affinity for A beta (1-42) aggregates at a K(i) value ranging from 6 to 326 nM. Furthermore, specific labeling of plaques was observed in sections of brain tissue from Tg2576 transgenic mice stained using one of the compounds, 1. In biodistribution experiments with normal mice, [(125)I]1displayed moderate uptake (1.55% ID/g at 2 min) and clearance from the brain with time (0.76 ID/g at 60 min). Taken together, DPP can serve as a new molecular scaffold for developing novel A beta imaging agents by introducing appropriate substituted groups. (C) 2010 Elsevier Ltd. All rights reserved.