2-[(2S)-1-羟基-4-甲基戊烷-2-基]异吲哚-1,3-二酮 | 64715-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 2-[(2S)-1-羟基-4-甲基戊烷-2-基]异吲哚-1,3-二酮
• 英文名称: (S)-2-(1-hydroxy-4-methylpentan-2-yl)isoindoline-1,3-dione
• 英文别名: 2-[(2S)-1-Hydroxy-4-methylpentan-2-yl]-1H-isoindole-1,3(2H)-dione；2-[(2S)-1-hydroxy-4-methylpentan-2-yl]isoindole-1,3-dione
• CAS: 64715-76-0
• 化学式: C₁₄H₁₇NO₃
• 分子量: 247.294
• InChiKey: CWDOPTSHRUOSOF-JTQLQIEISA-N

物化性质

• 沸点：
  385.9±25.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(2S)-1-羟基-4-甲基戊烷-2-基]异吲哚-1,3-二酮 在 吡啶 、 sodium 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 18.0h， 生成 S-(+)-(4-Methyl-2-phthalimidyl)pentanphosphonsaeurediethylester
  参考文献：
  名称：

  [Oxazolo [2,3- a ] isoindol -9b（2 H）-yl ]膦酸酯和膦酸酯的合成和未合成：Eine neue Klasse von Heterocyclen †

  摘要：

  [Oxazolo [2,3 - a ] isoindol -9b（2 H）-yl ]膦酸酯和-膦酸酯的合成与研究：一类新的杂环

  DOI：

  10.1002/hlca.19930760627
• 作为产物：
  描述：

  N-phthalimide-L-leucinyl chloride 在 Pd-BaSO₄ sodium tetrahydroborate 、 氢气 作用下， 以 乙醇 、 xylene 为溶剂， 反应 6.5h， 生成 2-[(2S)-1-羟基-4-甲基戊烷-2-基]异吲哚-1,3-二酮
  参考文献：
  名称：

  Renin inhibitors. Substitution of the leucyl residues of Leu-Leu-Val-Phe-OCH3 with 3-amino-2-hydroxy-5-methylhexanoic acid

  摘要：

  The 2S,3S and 2R,3S diastereoisomers of the hydroxy amino acid 3-amino-2-hydroxy-5-methylhexanoic acid (AHMHA) were synthesized and substituted for the leucyl residues of Leu-Leu-Val-Phe-OCH3 to yield the following analogues: AHMHA-Leu-Val-Phe-OCH3, AHMHA-Val-Phe-OCH3, and Leu-AHMHA-Val-Phe-OCH3. These analogues were tested in vitro for their ability to inhibit human amniotic renin. All of the analogues were found to inhibit renin to some extent with inhibitory constants in the range of 10(-3) to 10(-4) M. The analogues AHMHA-Leu-Val-Phe-OCH3 and AHMHA-Val-Phe-OCH3 exhibited competitive inhibition when the 2S,3S isomer of AHMHA was employed and noncompetitive kinetics when the 2R,3S isomer of AHMHA was used. For the Leu-AHMHA-Val-Phe-OCH3 analogues, competitive kinetics were observed regardless of the isomer of AHMHA employed. These latter analogues also proved to be the most active in the above series.

  DOI：

  10.1021/jm00347a024

文献信息

• [EN] ARYL ETHER-BASE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASES DE TYPE ARYLÉTHER-BASE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015038112A1

  公开（公告）日：2015-03-19

  The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

  本公开涉及一般可抑制AAK1（适配器相关激酶1）的化合物，包括这些化合物的组合物，以及抑制AAK1的方法。
• [EN] BIARYL KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASES À BASE DE BIARYLE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2017059085A1

  公开（公告）日：2017-04-06

  The present disclosure is directed to biaryl compounds of formula (I) which can inhibit AAKl (adaptor associated kinase 1), compositions comprising such compounds and their use for treating e.g. pain, Alzheimer's disease, Parkinson's disease and schizophrenia.

  本公开涉及式(I)的双芳基化合物，该化合物能够抑制AAK1（适配器相关激酶1），包含此类化合物的组合物以及它们用于治疗例如疼痛、阿尔茨海默病、帕金森病和精神分裂症。
• Aryl Ether-Base Kinase Inhibitors
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20130237555A1

  公开（公告）日：2013-09-12

  The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

  本公开涉及一般可抑制AAK1（适配器相关激酶1）的化合物，包括这些化合物的组合物，以及抑制AAK1的方法。
• FUSED PYRIDINES AS KINASE INHIBITORS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20180141956A1

  公开（公告）日：2018-05-24

  The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

  本公开涉及一般可抑制AAK1（适配器相关激酶1）的化合物，包括这些化合物的组合物，以及抑制AAK1的方法。
• [EN] BIARYL KINASE INHIBITORS<br/>[FR] INHIBITEURS BIARYLE DE KINASE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015153720A1

  公开（公告）日：2015-10-08

  The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

  本公开通常涉及能够抑制AAK1（适配器相关激酶1）的化合物、包含该化合物的组合物以及抑制AAK1的方法。