ethyl 1-(3-hydroxyphenyl)-2-butyryl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate | 1236397-48-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: ethyl 1-(3-hydroxyphenyl)-2-butyryl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate
• 英文别名: Ethyl 2-butanoyl-1-(3-hydroxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-3-carboxylate
• CAS: 1236397-48-0
• 化学式: C₂₄H₂₆N₂O₄
• 分子量: 406.481
• InChiKey: HCYQYDUEACJRJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 1-(3-hydroxyphenyl)-2-butyryl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以58%的产率得到1-(3-hydroxyphenyl)-2-butyryl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid
  参考文献：
  名称：

  Discovery of tetrahydro-β-carbolines as inhibitors of the mitotic kinesin KSP

  摘要：

  Inhibitors of kinesin spindle protein (KSP) are a promising class of anticancer agents that cause mitotic arrest in cells from a failure to form functional bipolar mitotic spindles. Here, we report the synthesis and biological evaluation of a novel series of tetrahydro-beta-carboline analogs based on the structure of the known KSP inhibitor HR22C16. Preferred compounds 11b, 12a and 19b were identified as potent inhibitors in a KSP ATPase assay with good anti-proliferative activity in A549 cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.024
• 作为产物：
  描述：

  ethyl 1-(3-hydroxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate 、 丁酰氯 在 碳酸氢钠 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 5.0h， 以58%的产率得到ethyl 1-(3-hydroxyphenyl)-2-butyryl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate
  参考文献：
  名称：

  Discovery of tetrahydro-β-carbolines as inhibitors of the mitotic kinesin KSP

  摘要：

  Inhibitors of kinesin spindle protein (KSP) are a promising class of anticancer agents that cause mitotic arrest in cells from a failure to form functional bipolar mitotic spindles. Here, we report the synthesis and biological evaluation of a novel series of tetrahydro-beta-carboline analogs based on the structure of the known KSP inhibitor HR22C16. Preferred compounds 11b, 12a and 19b were identified as potent inhibitors in a KSP ATPase assay with good anti-proliferative activity in A549 cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.024

文献信息

• Discovery of tetrahydro-β-carbolines as inhibitors of the mitotic kinesin KSP
  作者：Fei Liu、Li-Qin Yu、Cheng Jiang、Lei Yang、Wu-Tong Wu、Qi-Dong You

  DOI：10.1016/j.bmc.2010.05.024

  日期：2010.6.15

  Inhibitors of kinesin spindle protein (KSP) are a promising class of anticancer agents that cause mitotic arrest in cells from a failure to form functional bipolar mitotic spindles. Here, we report the synthesis and biological evaluation of a novel series of tetrahydro-beta-carboline analogs based on the structure of the known KSP inhibitor HR22C16. Preferred compounds 11b, 12a and 19b were identified as potent inhibitors in a KSP ATPase assay with good anti-proliferative activity in A549 cells. (C) 2010 Elsevier Ltd. All rights reserved.