Y-3010 | 18631-00-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: Y-3010
• 英文别名: 3-piperidino-1,2-dihydro-1-isoquinolinone；3-piperidin-1-yl-2H-isoquinolin-1-one；3-piperidin-1-yl-2H-isoquinolin-1-one；3-Piperidino-1-oxo-1,2-dihydro-isochinolin；3-Piperidino-isocarbostyril；3-(piperidin-1-yl)isoquinolin-1(2H)-one
• CAS: 18631-00-0
• 化学式: C₁₄H₁₆N₂O
• 分子量: 228.294
• InChiKey: CSVRZMUDKREDMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  194 °C(Solv: ethanol (64-17-5))
• 沸点：
  469.5±45.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯酞 以 氯苯 为溶剂， 反应 5.0h， 生成 Y-3010
  参考文献：
  名称：

  Synthesis and biological evaluation of 3-aminoisoquinolin-1(2H)-one based inhibitors of the dual-specificity phosphatase Cdc25B

  摘要：

  The cell division cycle 25B dual specificity phosphatase (Cdc25B) regulates the normal progression of the mammalian cell cycle by dephosphorylating and activating cyclin-dependent kinase (Cdk) complexes, particularly in response to DNA damage. Elevated Cdc25B levels enable a bypass of normal cell cycle checkpoints, and the overexpression of Cdc25B has been linked to a variety of human cancers. Thus, Cdc25B is an attractive target for the development of anticancer therapeutics. Herein we describe the synthesis and biological evaluation of a series of non-quinoid inhibitors of Cdc25B containing the 3-aminoisoquinolin-1(2H)-one pharmacophore. In addition to several strategies that address specific substitution patterns on isoquinolines, we have applied a regioselective Pd-catalyzed cross-coupling methodology to synthesize a new lead structure, 6-(3-aminophenyl)-3-(phenylamino) isoquinolin-1(2H)-one (13), which proved to be a reversible, competitive Cdc25B inhibitor with a K-i of 1.9 mu M. Compound 13 prevented human cancer cell growth and blocked Cdc25B-mediated mitotic checkpoint bypass. Molecular docking studies support binding near the catalytic site. (C) 2015 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2015.01.043

文献信息

• Condensation of 2-Cyanomethylbenzoic Acid with Secondary Amines as a Method of Synthesis of 3-Amino-1,2-dihydro-1-isoquinolinone Derivatives
  作者：Tatyana Kucherenko、Volodimir Kysil、Volodimir Kovtunenko

  DOI：10.1081/scc-120017192

  日期：2003.1.5

  Abstract A simple one-stage method of preparation of 1,2-dihydro-1-isoquinolinone derivatives was proposed by condensation of 2-cyanomethylbenzoic acid with secondary amines.

  摘要 提出了一种通过2-氰基甲基苯甲酸与仲胺缩合制备1,2-二氢-1-异喹啉酮衍生物的简单一步法。
• KIMOTO SHOSHICHIRO; OKAMOTO MASAO; NOGIMORI KATSUMI; USAMI HIROBUMI, YAKUGAKU DZASSI, YAKUGAKU ZASSNI, J. PHARM. SOS. JAR. <YKKZ-AJ>, 1976, 96+
  作者：KIMOTO SHOSHICHIRO、 OKAMOTO MASAO、 NOGIMORI KATSUMI、 USAMI HIROBUMI

  DOI：——

  日期：——