2-(aminooxy)-N-isopropylacetamide | 665017-13-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(aminooxy)-N-isopropylacetamide
• 英文别名: 2-aminooxy-N-isopropyl-acetamide；2-aminooxy-N-propan-2-ylacetamide
• CAS: 665017-13-0
• 化学式: C₅H₁₂N₂O₂
• 分子量: 132.162
• InChiKey: BKNQZSUFVLFQMS-UHFFFAOYSA-N

物化性质

• 沸点：
  315.3±25.0 °C(Predicted)
• 密度：
  1.037±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(aminooxy)-N-isopropylacetamide 在 sodium cyanoborohydride 、 1-羟基苯并三唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 溶剂黄146 为溶剂， 反应 74.5h， 生成 Piv-Propsi[CH2-NH-O]Gly-NH^i^Pr
  参考文献：
  名称：

  Pseudopeptide fragments and local structures induced by an α-aminoxy acid in a dipeptide

  摘要：

  An alpha-aminoxy acid residue has been introduced by liquid-phase procedures in a model dipeptide, by means of the amidoxy (CO-NH-O), oxime (CH=N-O) and hydroxylamine (CH2-NH-O) pseudopeptide link. The structural properties induced by the three amide surrogates, which are not protonated at the physiological pH, have been studied in organic solution. In all three cases, the oc-oxygen interacts with the adjacent amide NH to close a five-membered cycle. The amidoxy link gives rise to a very stable bt-like folded structure and the cis-oxime link to a beta-like folded structure. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00200-8
• 作为产物：
  描述：

  N-异丙基氯乙酰氨 在 potassium carbonate 、 一水合肼 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2-(aminooxy)-N-isopropylacetamide
  参考文献：
  名称：

  瞬态导向基团使钯催化脂族酮的β-C（sp 3）-H芳基化

  摘要：

  脂族酮的直接芳基化反应是通过Pd催化的β-C（sp 3）-H键功能化，以2-（氨基氧基）-N，N-二甲基乙酰胺作为新型的瞬态导向基团（TDG），这表明了出色的导向作用产生中等至良好产量的芳基化产品的能力。此外，该反应可以耐受酮和芳基碘的丰富底物。这项研究扩大了TDG的应用范围。

  DOI：

  10.1021/acs.joc.1c00646

文献信息

• 5-Substituted-2-Phenylamino Benzamides as MEK Inhibitors
  申请人：Isshiki Yoshiaki

  公开号：US20090233915A1

  公开（公告）日：2009-09-17

  An objective of the present invention is to provide compounds that exhibit strong MEK-inhibiting activity and are stable in vivo and soluble in water, which can be used as preventive or therapeutic agents for proliferative diseases. The compounds of the present invention and pharmaceutically acceptable salts thereof are represented by the following formula (1): [where R 1 , R 2 , R 3 , R 4 , and X are the same as defined in the present patent application].

  本发明的目标是提供一种具有强烈MEK抑制活性、在体内稳定且可溶于水的化合物，可用作增生性疾病的预防或治疗剂。本发明的化合物及其药学上可接受的盐由以下公式（1）表示：[其中，R1、R2、R3、R4和X的定义与本专利申请中定义的相同]。
• 5-Substituted-2-Phenylamino Benzamides as Mek Inhibitors
  申请人：Isshiki Yoshiaki

  公开号：US20100197676A1

  公开（公告）日：2010-08-05

  An objective of the present invention is to provide compounds that exhibit strong MEK-inhibiting activity and are stable in vivo and soluble in water, which can be used as preventive or therapeutic agents for proliferative diseases. The compounds of the present invention and pharmaceutically acceptable salts thereof are represented by the following formula (1): [where R 1 , R 2 , R 3 , R 4 , and X are the same as defined in the present patent application].

  本发明的目标是提供具有强MEK抑制活性、在体内稳定且可溶于水的化合物，这些化合物可用作增生性疾病的预防或治疗剂。本发明的化合物及其药学上可接受的盐由以下公式(1)表示：[其中R1、R2、R3、R4和X的定义与本专利申请中定义的相同]。
• 5-Substituted-2-phenylamino benzamides as MEK inhibitors
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US07745663B2

  公开（公告）日：2010-06-29

  An objective of the present invention is to provide compounds that exhibit strong MEK-inhibiting activity and are stable in vivo and soluble in water, which can be used as preventive or therapeutic agents for proliferative diseases. The compounds of the present invention and pharmaceutically acceptable salts thereof are represented by the following formula (1): [where R1, R2, R3, R4, and X are the same as defined in the present patent application].

  本发明的目标是提供一种表现出强烈的MEK抑制活性并在体内稳定且可溶于水的化合物，可用作增生性疾病的预防或治疗剂。本发明的化合物及其药学上可接受的盐由以下公式(1)表示：[其中R1、R2、R3、R4和X的定义与本专利申请中定义的相同]。
• 5-substituted-2-phenylamino benzamides as MEK inhibitors
  申请人：Isshiki Yoshiaki

  公开号：US08575391B2

  公开（公告）日：2013-11-05

  An objective of the present invention is to provide compounds that exhibit strong MEK-inhibiting activity and are stable in vivo and soluble in water, which can be used as preventive or therapeutic agents for proliferative diseases. The compounds of the present invention and pharmaceutically acceptable salts thereof are represented by the following formula (1): [where R1, R2, R3, R4, and X are the same as defined in the present patent application].

  本发明的目标是提供具有强MEK抑制活性、在体内稳定且可溶于水的化合物，可作为增生性疾病的预防或治疗剂。本发明的化合物及其药学上可接受的盐由以下式子（1）表示：[其中R1、R2、R3、R4和X的定义与本专利申请中的定义相同]。
• Palladium-Catalyzed β-C(sp³)–H Arylation of Aliphatic Ketones Enabled by a Transient Directing Group
  作者：Yangyang Wang、Gaorong Wu、Xiaobo Xu、Binghan Pang、Shaowen Liao、Yafei Ji

  DOI：10.1021/acs.joc.1c00646

  日期：2021.5.21

  The direct arylation of aliphatic ketones has been developed via Pd-catalyzed β-C(sp3)–H bond functionalization with 2-(aminooxy)-N,N-dimethylacetamide as a novel transient directing group (TDG), which showed remarkable directing ability to generate arylated products in moderate to good yields. Furthermore, the reaction can tolerate abundant substrate of ketones and aryl iodides. This study expands

  脂族酮的直接芳基化反应是通过Pd催化的β-C（sp 3）-H键功能化，以2-（氨基氧基）-N，N-二甲基乙酰胺作为新型的瞬态导向基团（TDG），这表明了出色的导向作用产生中等至良好产量的芳基化产品的能力。此外，该反应可以耐受酮和芳基碘的丰富底物。这项研究扩大了TDG的应用范围。