N-((4-氯吡咯并[2,1-f][1,2,4]三嗪-5-基)甲基)-N,N-二乙基乙铵溴化物 | 859205-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并三嗪类
• 中文名称: N-((4-氯吡咯并[2,1-f][1,2,4]三嗪-5-基)甲基)-N,N-二乙基乙铵溴化物
• 中文别名: N-((4-氯吡咯并[2,1-F][1,2,4]三嗪-5-基)甲基)-N,N-二乙基乙胺
• 英文名称: N-((4-chloropyrrolo[2,1-f][1,2,4]triazin-5-yl)methyl)-N,N-diethylethanaminium bromide
• 英文别名: (4-Chloro-pyrrolo[2,1-f][1,2,4]triazin-5-ylmethyl)-triethyl-ammonium bromide；(4-chloropyrrolo[2,1-f][1,2,4]triazin-5-yl)methyl-triethylazanium;bromide
• CAS: 859205-90-6
• 化学式: Br*C₁₃H₂₀ClN₄
• 分子量: 347.686
• InChiKey: IKUIKOFBBHCFRH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.24
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-((4-氯吡咯并[2,1-f][1,2,4]三嗪-5-基)甲基)-N,N-二乙基乙铵溴化物 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Novel pyrrolo[2,1-f][1,2,4]triazin-4-amines: Dual inhibitors of EGFR and HER2 protein tyrosine kinases

  摘要：

  A novel series of 5-((4-aminopiperidin-1-yl) methyl)-pyrrolo[ 2,1-f][ 1,2,4] triazin-4-amines with small aniline substituents at the C4 position were optimized for dual EGFR and HER2 protein tyrosine kinase inhibition. Compound 81 exhibited promising oral efficacy in both EGFR and HER2-driven human tumor xenograft models. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.100
• 作为产物：
  描述：

  4-氯-5-甲基吡咯并[2,1-f][1,2,4]三嗪 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 0.17h， 生成 N-((4-氯吡咯并[2,1-f][1,2,4]三嗪-5-基)甲基)-N,N-二乙基乙铵溴化物
  参考文献：
  名称：

  Novel pyrrolo[2,1-f][1,2,4]triazin-4-amines: Dual inhibitors of EGFR and HER2 protein tyrosine kinases

  摘要：

  A novel series of 5-((4-aminopiperidin-1-yl) methyl)-pyrrolo[ 2,1-f][ 1,2,4] triazin-4-amines with small aniline substituents at the C4 position were optimized for dual EGFR and HER2 protein tyrosine kinase inhibition. Compound 81 exhibited promising oral efficacy in both EGFR and HER2-driven human tumor xenograft models. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.100

文献信息

• [EN] PYRROLOTRIAZINE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE PYRROLOTRIAZINE KINASE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015054358A1

  公开（公告）日：2015-04-16

  The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

  本公开涉及一般可抑制AAK1（适配器相关激酶1）的化合物，包括这类化合物的组合物，以及抑制AAK1的方法。
• [EN] PYRROLOTRIAZINE COMPOUNDS AS KINASE INHIBITORS<br/>[FR] COMPOSES DE PYRROLOTRIAZINE SERVANT D'INHIBITEURS DE KINASES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2005066176A1

  公开（公告）日：2005-07-21

  The present invention provides compounds of formula (I); and pharmaceutically acceptable salts thereof. The formula (I) compounds inhibit tyrosine kinase activity of growth factor receptors such as HER1, HER2 and HER4 thereby making them useful as antiproliferative agents. The formula (I) compounds are also useful for the treatment of other diseases associated with signal transduction pathways operating through growth factor receptors.

  本发明提供了式（I）的化合物；以及其药学上可接受的盐。式（I）的化合物抑制生长因子受体如HER1、HER2和HER4的酪氨酸激酶活性，从而使它们作为抗增殖剂有用。式（I）的化合物还可用于治疗与通过生长因子受体进行的信号转导途径相关的其他疾病。
• Development of a Practical Synthesis of a Functionalized Pyrrolo[2,1-f][1,2,4]triazine Nucleus
  作者：Bin Zheng、David A. Conlon、R. Michael Corbett、Melissa Chau、Dau-Ming Hsieh、Agnes Yeboah、Daniel Hsieh、Jale Müslehiddinoğlu、William P. Gallagher、Jeffrey N. Simon、Justin Burt

  DOI：10.1021/op300252n

  日期：2012.11.16

  Functionalized pyrrolotriazine 1b is a key heterocyclic building block in the synthesis of BMS-690514, a potent anticancer agent. Described herein are our development activities that led to the efficient preparation of 1b on a large scale. The key transformations include a selective C-alkylation of an oxalacetate salt with a hydrazonyl bromide to form a 2-hydrazonoethyl-3-oxosuccinate, followed by

  功能化的吡咯并三嗪1b是BMS-690514（一种有效的抗癌药）的合成中的关键杂环结构单元。在此描述的是我们的开发活动，该活动导致了大规模有效制备1b的过程。关键的转化包括草酰乙酸盐与酰肼基溴的选择性C-烷基化反应，以生成2-肼基乙基-3-氧代琥珀酸酯，然后环脱水为氨基吡咯。随后脱保护并与甲am缩合，得到吡咯并三嗪支架。对该核的进一步加工提供了所需的吡咯并恶嗪基胺。
• Pyrrolotriazine compounds
  申请人：Gavai V. Ashvinikumar

  公开号：US20060089358A1

  公开（公告）日：2006-04-27

  The present invention provides compounds of formula I and pharmaceutically acceptable salts thereof. The compounds of the invention inhibit tyrosine kinase activity of growth factor receptors such as HER1, HER2 and HER4 thereby making them useful as antiproliferative agents. The compounds are also useful for the treatment of other diseases associated with signal transduction pathways operating through growth factor receptors.

  本发明提供了式I的化合物及其药学上可接受的盐。本发明的化合物抑制生长因子受体的酪氨酸激酶活性，如HER1、HER2和HER4，从而使它们作为抗增殖剂有用。这些化合物还可用于治疗与通过生长因子受体进行信号转导途径相关的其他疾病。
• Di-substituted pyrrolotrizine compounds
  申请人：Gavai V. Ashvinikumar

  公开号：US20050197339A1

  公开（公告）日：2005-09-08

  The present invention provides compounds of formula I and pharmaceutically acceptable salts thereof. The compounds of the invention inhibit tyrosine kinase activity of growth factor receptors such as HER1, HER2 and HER4 thereby making them useful as antiproliferative agents for the treatment of cancer and other diseases.

  本发明提供了式I的化合物及其药用盐。本发明的化合物抑制生长因子受体的酪氨酸激酶活性，如HER1、HER2和HER4，从而使它们在癌症和其他疾病治疗中作为抗增殖剂具有用途。