3-[(diethylamino)methyl]-benzaldehyde | 911431-50-0

• 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: 3-[(diethylamino)methyl]-benzaldehyde
• 英文别名: 3-[(Diethylamino)methyl]benzaldehyde；3-(diethylaminomethyl)benzaldehyde
• CAS: 911431-50-0
• 化学式: C₁₂H₁₇NO
• mdl: MFCD18453424
• 分子量: 191.273
• InChiKey: SRXFBJKRSBVIKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,6-二甲氧基茚酮 、 3-[(diethylamino)methyl]-benzaldehyde 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以79.4%的产率得到(E )-2-{3-[(diethylamino)methyl]benzylidene}-5,6-dimethoxy-2,3-dihydroinden-1-one
  参考文献：
  名称：

  Design, synthesis and AChE inhibitory activity of indanone and aurone derivatives

  摘要：

  A new series of indanone and aurone derivatives have been synthesized and tested for in vitro AChE inhibitory activity by modified Ellman method. Most of them exhibit AChE inhibitory activities superior to rivastigmine. Further, the most potent compound 1g was selected to evaluate the effect on the acquisition and memory impairment by mice step-down passive avoidance test. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.03.003
• 作为产物：
  描述：

  methyl 3-(diethylaminomethyl)-benzoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 2.0h， 以52.8%的产率得到3-[(diethylamino)methyl]-benzaldehyde
  参考文献：
  名称：

  Design, synthesis and AChE inhibitory activity of indanone and aurone derivatives

  摘要：

  A new series of indanone and aurone derivatives have been synthesized and tested for in vitro AChE inhibitory activity by modified Ellman method. Most of them exhibit AChE inhibitory activities superior to rivastigmine. Further, the most potent compound 1g was selected to evaluate the effect on the acquisition and memory impairment by mice step-down passive avoidance test. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.03.003

文献信息

• Regulation of meiosis
  申请人：——

  公开号：US20030004148A1

  公开（公告）日：2003-01-02

  Compounds of Formula I and methods of regulating the meiosis in a mammalian germ cell which method comprises administering an effective amount of the compound of Formula I to a germ cell in need of such a treatment.

  公式I的化合物和调控哺乳动物生殖细胞减数分裂的方法，所述方法包括向需要此类治疗的生殖细胞中施用公式I的化合物的有效量。
• STEROL DERIVATIVES USED FOR REGULATION OF MEIOSIS
  申请人：NOVO NORDISK A/S

  公开号：EP0767798B1

  公开（公告）日：2003-09-03
• Unsymmetrical, oxazolinyl-containing achiral and chiral NCN pincer ligand precursors and their complexes with palladium(II)
  作者：Xin-Qi Hao、Ya-Nan Wang、Jun-Rui Liu、Kun-Lun Wang、Jun-Fang Gong、Mao-Ping Song

  DOI：10.1016/j.jorganchem.2009.09.031

  日期：2010.1

  The unsymmetrical, achiral and chiral NCN pincer ligand precursors (3a-3d) with oxazoline and pyrazole as N donors as well as (3e) which has oxazolinyl and amino group have been synthesized in a facile manner in four steps starting from commercially available isophthalaldehyde. Direct C2 metallation of the precursors (3a-3e) with Pd(OAc)(2) in refluxing HOAc, followed by treatment with LiCl at room temperature provided convenient access to the corresponding pincer palladium(II) complexes (4a-4e). The molecular structure of complex 4e has been determined by X-ray single-crystal diffraction. The obtained Pd complexes exhibited good activities in the Suzuki reactions of aryl bromides and activated aryl chlorides with phenylboronic acid. (C) 2009 Elsevier B. V. All rights reserved.
• 3-Hydroxy-<i>N</i>′-arylidenepropanehydrazonamides with Halo-Substituted Phenanthrene Scaffolds Cure <i>P. berghei</i> Infected Mice When Administered Perorally
  作者：Michael Leven、Tanja C. Knaab、Jana Held、Sandra Duffy、Stephan Meister、Christoph Fischli、Diane Meitzner、Ursula Lehmann、Beate Lungerich、Krystina Kuna、Petra Stahlke、Michael J. Delves、Mirko Buchholz、Elizabeth A. Winzeler、Vicky M. Avery、Benjamin Mordmüller、Sergio Wittlin、Thomas Kurz

  DOI：10.1021/acs.jmedchem.7b00140

  日期：2017.7.27

  Structural optimization of 3-hydroxy-N'-arylidenepropanehydrazonamides provided new analogs with nanomolar to subnanomolar antiplasmodial activity against asexual blood stages of Plasmodium falciparum, excellent parasite selectivity, and nanomolar activity against the earliest forms of gametocyte development. Particularly, derivatives with a 1,3-dihalo-6-trifluoromethylphenanthrene moiety showed outstanding in vivo properties and demonstrated in part curative activity in the Plasmodium berghei mouse model when administered perorally.
• Design, synthesis and evaluation of flavonoid derivatives as potent AChE inhibitors
  作者：Rong Sheng、Xiao Lin、Jing Zhang、Kim Sun Chol、Wenhai Huang、Bo Yang、Qiaojun He、Yongzhou Hu

  DOI：10.1016/j.bmc.2009.07.072

  日期：2009.9

  A new series of flavonoid derivatives have been designed, synthesized and evaluated as potent AChE inhibitors. Most of them showed more potent inhibitory activities to AChE than rivastigmine. The most potent inhibitor isoflavone derivative 10d inhibit AChE with a IC50 of 4 nM and showed high BChE/AChE inhibition ratio (4575-fold), superior to donepezil (IC50 = 12 nM, 389-fold). Molecular docking studies were also performed to explore the detailed interaction with AChE. (C) 2009 Elsevier Ltd. All rights reserved.