2-((3-fluorobenzyl)oxy)benzaldehyde O-(1-methylpyrrolidin-3-yl) oxime | 1430842-08-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-((3-fluorobenzyl)oxy)benzaldehyde O-(1-methylpyrrolidin-3-yl) oxime
• 英文别名: 1-[2-[(3-fluorophenyl)methoxy]phenyl]-N-(1-methylpyrrolidin-3-yl)oxymethanimine
• CAS: 1430842-08-2
• 化学式: C₁₉H₂₁FN₂O₂
• 分子量: 328.386
• InChiKey: XMEJMHNRVBTEHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  34.06
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-羟基-1-甲基四氢吡咯 在 盐酸 、 偶氮二甲酸二异丙酯 、 sodium carbonate 、 一水合肼 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 为溶剂， 反应 12.0h， 生成 2-((3-fluorobenzyl)oxy)benzaldehyde O-(1-methylpyrrolidin-3-yl) oxime
  参考文献：
  名称：

  Synthesis and evaluation of oxime derivatives as modulators for amyloid beta-induced mitochondrial dysfunction

  摘要：

  Starting from quinuclidinyl oxime 1 identified by preliminary screening, a series of azacycles-containing oxime derivatives was synthesized. Their mPTP blocking activities were evaluated by a JC-1 assay, measuring the change of mitochondrial membrane potential. The inhibitory activity of nine compounds against amyloid beta-induced mPTP opening was comparable or even superior to that of piracetam. Among them, 12d effectively maintained mitochondrial function and cell viabilities on the ATP assay, the MTT assay, and the ROS assay. In addition, it exhibited favorable in vitro stability and pharmacokinetic characteristics, which hold a promise for further development of AD therapeutics. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.12.033

文献信息

• Synthesis and evaluation of oxime derivatives as modulators for amyloid beta-induced mitochondrial dysfunction
  作者：Young Seub Kim、Sun hwa Jung、Beoung-Geon Park、Min Kyung Ko、Hyun-Seo Jang、Kihang Choi、Ja-Hyun Baik、Jiyoun Lee、Jae Kyun Lee、Ae Nim Pae、Yong Seo Cho、Sun-Joon Min

  DOI：10.1016/j.ejmech.2012.12.033

  日期：2013.4

  Starting from quinuclidinyl oxime 1 identified by preliminary screening, a series of azacycles-containing oxime derivatives was synthesized. Their mPTP blocking activities were evaluated by a JC-1 assay, measuring the change of mitochondrial membrane potential. The inhibitory activity of nine compounds against amyloid beta-induced mPTP opening was comparable or even superior to that of piracetam. Among them, 12d effectively maintained mitochondrial function and cell viabilities on the ATP assay, the MTT assay, and the ROS assay. In addition, it exhibited favorable in vitro stability and pharmacokinetic characteristics, which hold a promise for further development of AD therapeutics. (C) 2012 Elsevier Masson SAS. All rights reserved.