1-(3-ethynylphenyl)-N,N-dimethylmethylamine | 1355022-14-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3-ethynylphenyl)-N,N-dimethylmethylamine
• 英文别名: {3-[(dimethylamino)methyl]phenyl}ethyne；[(3-Ethynylphenyl)methyl]dimethylamine；1-(3-ethynylphenyl)-N,N-dimethylmethanamine
• CAS: 1355022-14-8
• 化学式: C₁₁H₁₃N
• 分子量: 159.231
• InChiKey: WLCPFPONWGPITO-UHFFFAOYSA-N

物化性质

• 沸点：
  219.6±23.0 °C(predicted)
• 密度：
  0.97±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-(3-ethynylphenyl)-N,N-dimethylmethylamine 、 N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-5-iodo-6-methylpyrimidin-4-amine 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-5-[2-[3-[(dimethylamino)methyl]phenyl]ethynyl]-6-methylpyrimidin-4-amine
  参考文献：
  名称：

  Discovery of novel 5-alkynyl-4-anilinopyrimidines as potent, orally active dual inhibitors of EGFR and Her-2 tyrosine kinases

  摘要：

  5-Alkenyl or 5-alkynyl-4-anilinopyrimidines were prepared and evaluated for in vitro inhibition of EGFR/Her-2 kinase activity and the growth of tumor cell lines (BT474 and N87). Several of these compounds inhibited the growth of BT474 and N87 at concentrations below 200 nM. Structure-activity relationship studies revealed a critical role for the 5-alkynyl moieties. The representative compound 19 exhibited significant antitumor potency in a mouse xenograft model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.103
• 作为产物：
  描述：

  3-乙炔基苯甲醛 、 二甲胺 在 溶剂黄146 、 三乙酰氧基硼氢化钠 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1-(3-ethynylphenyl)-N,N-dimethylmethylamine
  参考文献：
  名称：

  [EN] MYT1 KINASE INHIBITOR
  [FR] INHIBITEUR DE KINASE MYT1
  [ZH] 膜缔合酪氨酸和苏氨酸激酶抑制剂

  摘要：

  提供具有膜缔合酪氨酸和苏氨酸激酶抑制活性的式（I）化合物或其药学上可接受的盐或其药物组合物，以及所述式（I）化合物或其药学上可接受的盐作为膜缔合酪氨酸和苏氨酸激酶抑制剂在用于预防或治疗由膜缔合酪氨酸和苏氨酸激酶介导的疾病，如肿瘤中的用途。

  公开号：

  WO2023198199A1

文献信息

• “Click” assembly of novel dual inhibitors of AChE and MAO-B from pyridoxine derivatives for the treatment of Alzheimer’s disease
  作者：Zhao Jia、Huiyun Wen、Saipeng Huang、Yane Luo、Juanjuan Gao、Ruijie Wang、Kaikai Wan、Weiming Xue

  DOI：10.1515/hc-2022-0002

  日期：2022.2.15

  chemistry and assayed in vitro as inhibitors of the acetylcholinesterase (AChE), butyrylcholinesterase, and two monoamine oxidase (MAO) isoforms, MAO-A and MAO-B. Most of the obtained compounds demonstrate good AChE and selective MAO-B inhibitory activities in the micromolar range, especially one compound, called 4k5 , exhibits excellent inhibitory performance against AChE (IC 50 = 0.0816 ± 0.075 μM) and

  这项研究使用点击化学快速合成了许多功能化的吡哆醇，并在体外作为乙酰胆碱酯酶 (AChE)、丁酰胆碱酯酶和两种单胺氧化酶 (MAO) 异构体 MAO-A 和 MAO-B 的抑制剂进行了测定。大多数获得的化合物在微摩尔范围内表现出良好的 AChE 和选择性 MAO-B 抑制活性，特别是一种称为 4k5 的化合物对 AChE (IC 50 = 0.0816 ± 0.075 μM) 和 MAO-B (IC 50 = 0.039±0.003μM）。最后，进行了对接研究，证明了化合物在 AChE 和 MAO-B 活性位点方面的潜在结合方向和相互作用。
• Discovery of a new series of Aurora inhibitors through truncation of GSK1070916
  作者：Jesus R. Medina、Seth W. Grant、Jeffrey M. Axten、William H. Miller、Carla A. Donatelli、Mary Ann Hardwicke、Catherine A. Oleykowski、Qiaoyin Liao、Ramona Plant、Hong Xiang

  DOI：10.1016/j.bmcl.2010.02.091

  日期：2010.4

  Novel Aurora inhibitors were identified truncating clinical candidate GSK1070916. Many of these truncated compounds retained potent activity against Aurora B with good antiproliferative activity. Mechanistic studies suggested that these compounds, depending on the substitution pattern, may or may not exert their antiproliferative effects via inhibition of Aurora B. The SAR results from this investigation will be presented with an emphasis on the impact structural changes have on the cellular phenotype. (C) 2010 Elsevier Ltd. All rights reserved.