2-Dimethylaminomethylen-6-methoxy-1-tetralon | 14623-48-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-Dimethylaminomethylen-6-methoxy-1-tetralon
• 英文别名: 3,4-dihydro-2-(dimethylaminomethylene)-6-methoxy-1(2H)-naphthalenone；2-(dimethylaminomethylidene)-6-methoxy-3,4-dihydronaphthalen-1-one
• CAS: 14623-48-4
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.294
• InChiKey: JXUBZMKPRDPQGC-UHFFFAOYSA-N

物化性质

• 沸点：
  375.4±42.0 °C(predicted)
• 密度：
  1.169±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Dimethylaminomethylen-6-methoxy-1-tetralon 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以135 mg的产率得到6-甲氧基-2-甲基-3,4-二氢-1(2H)-萘酮
  参考文献：
  名称：

  DMF Dimethyl Acetal as Carbon Source for α-Methylation of Ketones: A Hydrogenation–Hydrogenolysis Strategy of Enaminones

  摘要：

  A novel heterogeneous catalytic hydrogenation hydrogenolysis strategy has been developed for the alpha-methylation of ketones via enaminones using DMF dimethyl acetal as carbon source. This strategy provides a very convenient route to alpha-methylated ketones using a variety of ketones without any base or oxidant.

  DOI：

  10.1021/acs.joc.5b00084
• 作为产物：
  描述：

  二(二甲基氨基)甲氧基甲烷 、 6-甲氧基-1-萘满酮 生成 2-Dimethylaminomethylen-6-methoxy-1-tetralon
  参考文献：
  名称：

  由邻氨基腈-XXVIII杂环合成：一些苯并（f）-和苯并（h）喹唑啉的合成

  摘要：

  从1-氰基-6-甲氧基萘开始，已经合成了作为叶酸拮抗剂和抗疟药嘧啶胺类似物的苯并（f）喹唑啉环系统衍生物的合成方法，其中后者中的5-芳基基团化合物已通过乙烯桥与嘧啶环相连。由6-甲氧基-1-四氢萘酮经2-羟基亚甲基-6-甲氧基-1-四氢萘酮制备了一系列相关的5，6-二氢苯并（h）喹唑啉（结合有乙醇基桥）。总结了制备1-氨基-2-氰基-6-甲氧基-3,4-二氢萘的失败尝试。

  DOI：

  10.1016/0040-4020(67)80041-3

文献信息

• Synthesis and biological evaluation of novel 5,6‐dihydrobenzo[ <i>h</i> ]quinazoline derivatives as FLT3 inhibitors
  作者：Lei Ding、Qing Zhang、Kuantao Zhao、Xiaoyu Jiao、Ying Zhou、Weizheng Fan、Chunlei Tang

  DOI：10.1111/cbdd.13992

  日期：2022.4

  kinase 3 (FLT3) is widely expressed and often mutated in acute myeloid leukemia (AML), which makes it an important target for the treatment of AML. The structure-based synthesis and biological evaluation of 5,6-dihydrobenzo[h]quinazoline derivatives as FLT3 inhibitors have been studied in this paper. III-1a, III-1c, III-2a, III-2c, and III-4a displayed comparable inhibitory potency against FLT3-ITD and

  Fms 样酪氨酸激酶 3 (FLT3) 在急性髓性白血病 (AML) 中广泛表达并经常发生突变，这使其成为治疗 AML 的重要靶点。本文研究了作为FLT3抑制剂的5,6-二氢苯并[ h ]喹唑啉衍生物的结构合成和生物学评价。III-1a、III-1c、III-2a、III-2c和III-4a对 FLT3-ITD 显示出相当的抑制效力，并对 MV4-11 显示出显着的抗增殖活性。
• Lewis-Acid-Catalyzed Regioselective Construction of Diversely Functionalized Polycyclic Fused Furans
  作者：Sana Jamshaid、Yong Rok Lee

  DOI：10.1021/acs.orglett.2c00019

  日期：2022.2.18

  A novel, facile, and efficient Lewis-acid-catalyzed [4 + 1] annulation protocol for the construction of functionalized polycyclic-fused furans is developed. This methodology is free of transition metals and ligands and provides a rapid synthetic route to divergently orientated polycyclic furans in good yields. In addition, this protocol can also be used to synthesize multisubstituted furans.

  开发了一种用于构建功能化多环稠合呋喃的新型、简便且高效的路易斯酸催化 [4 + 1] 环化方案。该方法不含过渡金属和配体，并提供了一种快速合成途径，以良好的收率获得发散取向的多环呋喃。此外，该协议还可用于合成多取代呋喃。
• Fused polycyclic 2-aminopyrimidine derivatives
  申请人：Celltech R & D Limited

  公开号：US06599908B1

  公开（公告）日：2003-07-29

  Fused polycyclic 2-aminopyrimidines of formula (1): wherein Ar is an optionally substituted aromatic or heteroaromatic group; X is a carbon or nitrogen atom; Y is a carbon or nitrogen atom; Z is a linker group; A together with X and Y forms an optionally substituted monocyclic or bicyclic aromatic or heteroaromatic group; and the salts, solvates, hydrates and N-oxides thereof are described. The compounds are potent and selective inhibitors of the protein tyrosine kinases p56lck and p59fyn and are of use in the prophylaxis and treatment of immune diseases, hyperproliferative disorders and other diseases in which inappropriate p56lck and/or p59fyn activity is believed to have a role.

  化合物的化学式为（1）：其中，Ar为可选取代的芳香或杂芳基；X为碳或氮原子；Y为碳或氮原子；Z为连接基；A与X和Y一起形成可选取代的单环或双环芳香或杂芳基；以及其盐、溶剂化物、水合物和N-氧化物。这些化合物是蛋白酪氨酸激酶p56lck和p59fyn的有效选择性抑制剂，并可用于预防和治疗免疫疾病、高增殖性疾病和其他与不适当的p56lck和/或p59fyn活性有关的疾病。
• Synthesis and biological evaluation of tricyclic anilinopyrimidines as IKKβ inhibitors
  作者：Aimee L. Crombie、Fuk-Wah Sum、Dennis W. Powell、Darrin W. Hopper、Nancy Torres、Dan M. Berger、Yixian Zhang、Maria Gavriil、Tammy M. Sadler、Kim Arndt

  DOI：10.1016/j.bmcl.2010.04.022

  日期：2010.6

  A series of tricyclic anilinopyrimidines were synthesized and evaluated as IKK beta inhibitors. Several analogues, including tricyclic phenyl (10, 18a, 18c, 18d, and 18j) and thienyl (26 and 28) derivatives were shown to have good in vitro enzyme potency and excellent cellular activity. Pharmaceutical profiling of a select group of tricyclic compounds compared to the non-tricyclic analogues suggested that in some cases, the improved cellular activity may be due to increased clog P and permeability. (C) 2010 Elsevier Ltd. All rights reserved.