benzyl 9-(methylamino)-8,9-dioxononanoate | 436151-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 9-(methylamino)-8,9-dioxononanoate
• CAS: 436151-27-8
• 化学式: C₁₇H₂₃NO₄
• 分子量: 305.374
• InChiKey: MYCBOFYUGKUNSR-UHFFFAOYSA-N

物化性质

• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  72.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl 9-(methylamino)-8,9-dioxononanoate 在 钯 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以to provide 0.56g (89%) of the desired product的产率得到9-(methylamino)-8,9-dioxononanoic acid
  参考文献：
  名称：

  Inhibitors of histone deacetylase

  摘要：

  具有以下式1或其治疗上可接受的盐的取代三氟甲基酮，酮氧唑，酮酰胺，酮酯和二酮是组蛋白去乙酰化酶（HDAC）抑制剂。揭示了化合物的制备，含有化合物的组合物以及使用化合物治疗疾病的方法。

  公开号：

  US20020103192A1
• 作为产物：
  描述：

  7-羟基庚酸 在 碳酸氢钠 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 cesium fluoride 、 lithium chloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 benzyl 9-(methylamino)-8,9-dioxononanoate
  参考文献：
  名称：

  α-Keto amides as inhibitors of histone deacetylase

  摘要：

  alpha-Keto ester and amides were found to be potent inhibitors of historic deacetylase. Nanomolar inhibitors against the isolated enzyme and sub-micromolar inhibitors of cellular proliferation were obtained. The alpha-keto amide 30 also exhibited significant anti-tumor effects in an in vivo tumor model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00685-1

文献信息

• Flexible and Chemoselective Oxidation of Amides to α-Keto Amides and α-Hydroxy Amides
  作者：Aurélien de la Torre、Daniel Kaiser、Nuno Maulide

  DOI：10.1021/jacs.7b02983

  日期：2017.5.17

  A suite of flexible and chemoselective methods for the transition-metal-free oxidation of amides to α-keto amides and α-hydroxy amides is presented. These highly valuable motifs are accessed in good to excellent yields and stereoselectivities with high functional group tolerance. The utility of the method is showcased by the formal synthesis of a potent histone deacetylase inhibitor.

  提出了一套灵活的化学选择性方法，用于将酰胺无过渡金属氧化成 α-酮酰胺和 α-羟基酰胺。这些非常有价值的基序以良好的收率和立体选择性以及高官能团耐受性获得。一种有效的组蛋白去乙酰化酶抑制剂的正式合成展示了该方法的实用性。
• [EN] INHIBITORS OF HISTONE DEACETYLASE<br/>[FR] INHIBITEURS DE L'HISTONE DEACETYLASE
  申请人：ABBOTT LAB

  公开号：WO2002046129A2

  公开（公告）日：2002-06-13

  Compounds having the formula or therapeutically acceptable salts thereof, are histone deacetylase (HDAC) inhibitors. Preparation of the compounds, compositions containing the compounds, and treatment of diseases using the compounds are disclosed.
• Inhibitors of histone deacetylase
  申请人：——

  公开号：US20020177594A1

  公开（公告）日：2002-11-28

  Compounds having the formula 1 or therapeutically acceptable salts thereof, are histone deacetylase (HDAC) inhibitors. Preparation of the compounds, compositions containing the compounds, and treatment of diseases using the compounds are disclosed.

  具有以下化学式的化合物或其治疗上可接受的盐是组蛋白去乙酰化酶（HDAC）抑制剂。本文揭示了该化合物的制备、含有该化合物的组合物以及使用该化合物治疗疾病的方法。
• α-Keto amides as inhibitors of histone deacetylase
  作者：Carol K. Wada、Robin R. Frey、Zhiqin Ji、Michael L. Curtin、Robert B. Garland、James H. Holms、Junling Li、Lori J. Pease、Jun Guo、Keith B. Glaser、Patrick A. Marcotte、Paul L. Richardson、Shannon S. Murphy、Jennifer J. Bouska、Paul Tapang、Terrance J. Magoc、Daniel H. Albert、Steven K. Davidsen、Michael R. Michaelides

  DOI：10.1016/s0960-894x(03)00685-1

  日期：2003.10

  alpha-Keto ester and amides were found to be potent inhibitors of historic deacetylase. Nanomolar inhibitors against the isolated enzyme and sub-micromolar inhibitors of cellular proliferation were obtained. The alpha-keto amide 30 also exhibited significant anti-tumor effects in an in vivo tumor model. (C) 2003 Elsevier Ltd. All rights reserved.