O-(quinuclidin-3-yl)hydroxylamine | 1430882-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 奎宁环
• 英文名称: O-(quinuclidin-3-yl)hydroxylamine
• 英文别名: O-(1-azabicyclo[2.2.2]octan-3-yl)hydroxylamine
• CAS: 1430882-55-5
• 化学式: C₇H₁₄N₂O
• 分子量: 142.201
• InChiKey: MHBOMAPJBWVZCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  O-(quinuclidin-3-yl)hydroxylamine 在 盐酸 、 sodium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 生成 2-methoxybenzaldehyde O-quinuclidin-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
• 作为产物：
  描述：

  2-(quinuclidin-3-yloxy)isoindoline-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 O-(quinuclidin-3-yl)hydroxylamine
  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

• Diazacarbazoles and methods of use
  申请人：Genentech, Inc.

  公开号：EP2706059A1

  公开（公告）日：2014-03-12

  The invention relates to 1,7-diazacarbazole compounds of Formula (I), (I-a) and (I-b) which are useful as kinase inhibitors, more specifically useful as checkpoint kinase I (chkl) inhibitors, thus useful as cancer therapeutics. The invention also relates to compositions, more specifically pharmaceutical compositions comprising these compounds and methods of using the same to treat various forms of cancer and hyperproliferative disorders, as well as methods of using the compounds for in vitro, in situ, and in vitro diagnosis or treatment of mammalian cells, or associated pathological conditions.

  本发明涉及式(I)、(I-a)和(I-b)的1,7-二氮杂咔唑化合物，它们可用作激酶抑制剂，更具体地说，可用作检查点激酶I (chkl)抑制剂，因此可用作癌症治疗剂。本发明还涉及组合物，更具体地说是包含这些化合物的药物组合物和使用这些组合物治疗各种形式的癌症和过度增殖性疾病的方法，以及使用这些化合物体外、原位和体外诊断或治疗哺乳动物细胞或相关病理条件的方法。
• 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.