(E)-1-(naphthalen-1-yl)-3-(pyridin-3-yl)prop-2-en-1-one | 1401069-13-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-1-(naphthalen-1-yl)-3-(pyridin-3-yl)prop-2-en-1-one
• 英文别名: (E)-1-(1-naphthyl)-3-(3-pyridyl)prop-2-en-1-one；DMU746；(E)-1-naphthalen-1-yl-3-pyridin-3-ylprop-2-en-1-one
• CAS: 1401069-13-3
• 化学式: C₁₈H₁₃NO
• 分子量: 259.307
• InChiKey: PGWOBCNTPPHTAD-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-吡啶甲醛 、 1-萘乙酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以62%的产率得到(E)-1-(naphthalen-1-yl)-3-(pyridin-3-yl)prop-2-en-1-one
  参考文献：
  名称：

  通过Ru（II）催化合成三取代和四取代的吡唑：分子内好氧氧化C–N偶联

  摘要：

  已经开发出了空前的钌（II）催化的分子内氧化C-N偶联方法，可以轻松合成各种具有合成挑战性的三取代和四取代的吡唑。在该转化中，将氧气用作氧化剂。该反应显示出优异的反应性，官能团耐受性和高产率。

  DOI：

  10.1021/ol3022353

文献信息

• Discovery and characterization of novel CYP1B1 inhibitors based on heterocyclic chalcones: Overcoming cisplatin resistance in CYP1B1-overexpressing lines
  作者：Neill J. Horley、Kenneth J.M. Beresford、Tarun Chawla、Glen J.P. McCann、Ketan C. Ruparelia、Linda Gatchie、Vinay R. Sonawane、Ibidapo S. Williams、Hoon L. Tan、Prashant Joshi、Sonali S. Bharate、Vikas Kumar、Sandip B. Bharate、Bhabatosh Chaudhuri

  DOI：10.1016/j.ejmech.2017.02.016

  日期：2017.3

  The structure of alpha-napthoflavone (ANF), a potent inhibitor of CYP1A1 and CYP1B1, mimics the structure of chalcones. Two potent CYP1B1 inhibitors 7k (DMU2105) and 6j (DMU2139) have been identified from two series of synthetic pyridylchalcones. They inhibit human CYP1B1 enzyme bound to yeast-derived microsomes (Sacchrosomes((TM))) with IC50 values of 10 and 9 nM, respectively, and show a very high level of selectivity towards CYP1B1 with respect to the IC50 values obtained with CYP1A1, CYP1A2, CYP3A4, CYP2D6, CYP2C9 and CYP2C19 Sacchrosomes((TM)). Both compounds also potently inhibit CYP1B1 expressed within 'live' recombinant yeast and human HEK293 kidney cells with IC50 values of 63, 65, and 4, 4 nM, respectively. Furthermore, the synthesized pyridylchalcones possess better solubility and lipophilicity values than ANF. Both compounds overcome cisplatine-resistance in HEK293 and A2780 cells which results from CYP1B1 overexpression. These potent cell-permeable and water-soluble CYP1B1 inhibitors are likely to have useful roles in the treatment of cancer, glaucoma, ischemia and obesity. (C) 2017 Elsevier Masson SAS. All rights reserved.
• [EN] COMPOUNDS<br/>[FR] COMPOSÉS
  申请人：UNIV MONTFORT

  公开号：WO2015166043A1

  公开（公告）日：2015-11-05

  The invention relates to a compound of formula (I) for use in the prevention and/or treatment of cancer, wherein rings A and B are independently an optionally substituted aryl or an optionally substituted heteroaryl. The compounds are particularly provided for the prevention and/or treatment of hormone- induced cancers, such as breast, ovarian, uterine, endometrial and prostate cancer.
• Synthesis of Tri- and Tetrasubstituted Pyrazoles via Ru(II) Catalysis: Intramolecular Aerobic Oxidative C–N Coupling
  作者：Jiantao Hu、Shi Chen、Yonghui Sun、Jing Yang、Yu Rao

  DOI：10.1021/ol3022353

  日期：2012.10.5

  An unprecedented ruthenium(II)-catalyzed intramolecular oxidative C–N coupling method has been developed for the facile synthesis of a variety of synthetically challenging tri- and tetrasubstituted pyrazoles. Dioxygen gas is employed as the oxidant in this transformation. The reaction demonstrates excellent reactivity, functional group tolerance, and high yields.

  已经开发出了空前的钌（II）催化的分子内氧化C-N偶联方法，可以轻松合成各种具有合成挑战性的三取代和四取代的吡唑。在该转化中，将氧气用作氧化剂。该反应显示出优异的反应性，官能团耐受性和高产率。