1-(3-hydroxyphenyl)-2-(β-aminopropionyl)-8-chloro-1,2,3,4-tetrahydro-β-carboline hydrochloride | 1236397-73-1

• 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: 1-(3-hydroxyphenyl)-2-(β-aminopropionyl)-8-chloro-1,2,3,4-tetrahydro-β-carboline hydrochloride
• 英文别名: 3-Amino-1-[8-chloro-1-(3-hydroxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]propan-1-one;hydrochloride
• CAS: 1236397-73-1
• 化学式: C₂₀H₂₀ClN₃O₂*ClH
• 分子量: 406.312
• InChiKey: KTHQMGRUOMWNKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  82.4
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(3-hydroxyphenyl)-2-(β-(tert-butoxycarbonylamino)propionyl)-8-chloro-2,3,4,9-tetrahydrocarboline 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以67%的产率得到1-(3-hydroxyphenyl)-2-(β-aminopropionyl)-8-chloro-1,2,3,4-tetrahydro-β-carboline hydrochloride
  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.