3-Acetyl-4-hydroxy-5-methylquinolin-2(1H)-one | 90512-30-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-Acetyl-4-hydroxy-5-methylquinolin-2(1H)-one
• 英文别名: 3-acetyl-4-hydroxy-5-methyl-1H-quinolin-2-one
• CAS: 90512-30-4
• 化学式: C₁₂H₁₁NO₃
• 分子量: 217.224
• InChiKey: WKRSWHXRTFUOCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Acetyl-4-hydroxy-5-methylquinolin-2(1H)-one 在 盐酸 、 肼 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 3,9-dimethyl-2H-pyrazolo[4,3-c]quinolin-4(5H)-one
  参考文献：
  名称：

  Optimization of a pyrazoloquinolinone class of Chk1 kinase inhibitors

  摘要：

  The development of 2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-ones as inhibitors of Chk1 kinase is described. Introduction of a fused ring at the C7/C8 positions of the pyrazoloquinolinone provided an increase in potency while guidance from overlapping inhibitor bound Chk1 X-ray crystal structures contributed to the discovery of a potent and solubilizing propyl amine moiety in compound 52 (Chk1 IC50 = 3.1 nM). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.051
• 作为产物：
  描述：

  在 甲醇 、 sodium hydride 作用下， 以 苯 为溶剂， 生成 3-Acetyl-4-hydroxy-5-methylquinolin-2(1H)-one
  参考文献：
  名称：

  Optimization of a pyrazoloquinolinone class of Chk1 kinase inhibitors

  摘要：

  The development of 2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-ones as inhibitors of Chk1 kinase is described. Introduction of a fused ring at the C7/C8 positions of the pyrazoloquinolinone provided an increase in potency while guidance from overlapping inhibitor bound Chk1 X-ray crystal structures contributed to the discovery of a potent and solubilizing propyl amine moiety in compound 52 (Chk1 IC50 = 3.1 nM). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.051

文献信息

• Optimization of a pyrazoloquinolinone class of Chk1 kinase inhibitors
  作者：Edward J. Brnardic、Robert M. Garbaccio、Mark E. Fraley、Edward S. Tasber、Justin T. Steen、Kenneth L. Arrington、Vadim Y. Dudkin、George D. Hartman、Steven M. Stirdivant、Bob A. Drakas、Keith Rickert、Eileen S. Walsh、Kelly Hamilton、Carolyn A. Buser、James Hardwick、Weikang Tao、Stephen C. Beck、Xianzhi Mao、Robert B. Lobell、Laura Sepp-Lorenzino、Youwei Yan、Mari Ikuta、Sanjeev K. Munshi、Lawrence C. Kuo、Constantine Kreatsoulas

  DOI：10.1016/j.bmcl.2007.07.051

  日期：2007.11

  The development of 2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-ones as inhibitors of Chk1 kinase is described. Introduction of a fused ring at the C7/C8 positions of the pyrazoloquinolinone provided an increase in potency while guidance from overlapping inhibitor bound Chk1 X-ray crystal structures contributed to the discovery of a potent and solubilizing propyl amine moiety in compound 52 (Chk1 IC50 = 3.1 nM). (c) 2007 Elsevier Ltd. All rights reserved.