6-isopropyl-1H-indole-2,3-dione | 188784-45-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 6-isopropyl-1H-indole-2,3-dione
• 英文别名: 6-isopropylindoline-2,3-dione；6-propan-2-yl-1H-indole-2,3-dione
• CAS: 188784-45-4
• 化学式: C₁₁H₁₁NO₂
• 分子量: 189.214
• InChiKey: MNGRULZILXDHPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-磺酰胺基苯肼盐酸盐 、 6-isopropyl-1H-indole-2,3-dione 以 乙醇 为溶剂， 反应 2.0h， 生成 4-[2-(6-isopropyl-2-oxo-1,2-dihydro-indol-3-ylidene)hydrazino]benzenesulfonamide
  参考文献：
  名称：

  Oxindole-Based Inhibitors of Cyclin-Dependent Kinase 2 (CDK2):  Design, Synthesis, Enzymatic Activities, and X-ray Crystallographic Analysis

  摘要：

  Two closely related classes of oxindole-based compounds, 1H-indole-2,3-dione 3-phenylhydrazones and 3-(anilinomethylene)-1,3-dihydro-2H-indol-2-ones, were shown to potently inhibit cyclin-dependent kinase 2 (CDK2). The initial lead compound was prepared as a homologue of the 3-benzylidene-1,3-dihydro-2H-indol-2-one class of kinase inhibitor. Crystallographic analysis of the lead compound bound to CDK2 provided the basis for analogue design. A semiautomated method of ligand docking was used to select compounds for synthesis, and a number of compounds with low nanomolar inhibitory activity versus CDK2 were identified. Enzyme binding determinants for several analogues were evaluated by X-ray crystallography. Compounds in this series inhibited CDK2 with a potency similar to 10-fold greater than that for CDK1. Members of this class of inhibitor cause an arrest of the cell cycle and have shown potential utility in the prevention of chemotherapy-induced alopecia.

  DOI：

  10.1021/jm010117d
• 作为产物：
  描述：

  3-异丙基苯胺 在 盐酸 、 硫酸 、 盐酸羟胺 、 sodium sulfate 作用下， 生成 6-isopropyl-1H-indole-2,3-dione
  参考文献：
  名称：

  P-选择素拮抗剂喹啉水杨酸的合成及生物学评价。

  摘要：

  白细胞炎症和组织损伤部位的募集涉及白细胞沿内皮壁滚动，然后白细胞牢固粘附，最后白细胞跨细胞连接转运到下面的组织中。初始滚动步骤由包含活性部分的白细胞糖蛋白（如唾液酸化的Lewisx（sLex））与在内皮细胞上表达的P-选择蛋白的相互作用介导。因此，借助于小分子P-选择蛋白拮抗剂抑制这种相互作用是治疗炎性疾病如关节炎的有吸引力的策略。惠氏化学文库的高通量筛选确定了喹啉水杨酸类化合物（1）作为P-选择素的拮抗剂，其体外和基于细胞的测定方法的功效远远优于sLex。通过迭代药物化学，我们鉴定出具有改善的P-选择素活性，减少的二氢Orate脱氢酶抑制作用和可接受的CYP谱的类似物。铅化合物36在类风湿关节炎的大鼠AIA模型中有效。

  DOI：

  10.1021/jm0602256

文献信息

• PYRIDONS AS PDK1 INHIBITORS
  申请人：Engelhardt Harald

  公开号：US20110269958A1

  公开（公告）日：2011-11-03

  The present invention encompasses compounds of general formula (1) while the groups R 4 to R 7 and the units W, L, Q a and Q H are defined as in claim 1 , which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and their use as medicaments having the above-mentioned properties.

  本发明涵盖了一般式（1）的化合物，其中R4到R7和单位W、L、Qa和QH的定义如权利要求1所述，适用于治疗由过度或异常细胞增殖特征的疾病，并且它们作为具有上述特性的药物的用途。
• HETEROCYCLYL CARBONIC ACID AMIDES AS ANTIPROLIFERATIVE AGENTS, PDKL INHIBITORS
  申请人：Engelhardt Harald

  公开号：US20110313156A1

  公开（公告）日：2011-12-22

  The present invention encompasses compounds of general formula (1) wherein the units W, A, L, Q a and Q H are defined as in claim 1 , which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and their use as medicaments having the above-mentioned properties.

  本发明涵盖了一般式（1）中的化合物，其中W，A，L，Qa和QH的定义如权利要求书中所述，适用于治疗由过度或异常细胞增殖所特征化的疾病，并且它们作为具有上述特性的药物的用途。
• Electron transporting tryptoanthrinime derivatives
  申请人：MITA INDUSTRIAL CO. LTD.

  公开号：EP0718298A1

  公开（公告）日：1996-06-26

  The present invention provides a tryptoanthrinimine derivative represented by the general formula (Y): wherein RA to RM are as defined. Such a derivative of the general formula (Y) is superior in electron transferring capability. Accordingly, an electrophotosensitive material comprising a photosensitive layer containing this derivative (Y) is superior in sensitivity.

  本发明提供了一种由通式（Y）代表的色蒽醌亚胺衍生物： 其中 RA 至 RM 如所定义。这种通式（Y）的衍生物具有优异的电子转移能力。因此，由含有这种衍生物（Y）的感光层组成的电致发光材料的灵敏度更高。
• US5773613A
  申请人：——

  公开号：US5773613A

  公开（公告）日：1998-06-30
• US8637549B2
  申请人：——

  公开号：US8637549B2

  公开（公告）日：2014-01-28