(3E,5E)-1-benzyl-3,5-bis[(4-methylphenyl)methylidene]piperidin-4-one | 1345956-92-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (3E,5E)-1-benzyl-3,5-bis[(4-methylphenyl)methylidene]piperidin-4-one
• CAS: 1345956-92-4
• 化学式: C₂₈H₂₇NO
• 分子量: 393.528
• InChiKey: UDIPMSFRHNKZCS-CTVDDJEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  1,3-二甲基-6-氨基脲嘧啶 、 (3E,5E)-1-benzyl-3,5-bis[(4-methylphenyl)methylidene]piperidin-4-one 在 溶剂黄146 作用下， 反应 20.0h， 以92%的产率得到(E)-7-benzyl-1,3-dimethyl-9-(4-methylbenzylidene)-5-(p-tolyl)-6,7,8,9-tetrahydropyrimido[4,5-b][1,6]naphthyridine-2,4(1H,3H)-dione
  参考文献：
  名称：

  通过1-苄基-3,5-双[（E）-芳亚甲叉基]四氢吡啶-4-4（1 H）-与6-氨基尿嘧啶缩合反应合成新型四氢嘧啶基[4,5- B] [1,6]萘啶

  摘要：

  据报道成功合成了新的四氢嘧啶基[4,5- b ] [1,6]萘啶衍生物。通过1-苄基-4-哌啶酮与芳香醛的Knoevenagel缩合制得的1-苄基-3,5-双[（E）-芳基亚甲基]四氢吡啶-4-4（1 H）-在乙酸中与6-氨基尿嘧啶缩合生成提供所需的产品。通过分析数据和X射线晶体学分析确认产物的结构。

  DOI：

  10.1007/s10593-020-02840-z
• 作为产物：
  描述：

  N-苄基哌啶酮 、 对甲基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 (3E,5E)-1-benzyl-3,5-bis[(4-methylphenyl)methylidene]piperidin-4-one
  参考文献：
  名称：

  通过1-苄基-3,5-双[（E）-芳亚甲叉基]四氢吡啶-4-4（1 H）-与6-氨基尿嘧啶缩合反应合成新型四氢嘧啶基[4,5- B] [1,6]萘啶

  摘要：

  据报道成功合成了新的四氢嘧啶基[4,5- b ] [1,6]萘啶衍生物。通过1-苄基-4-哌啶酮与芳香醛的Knoevenagel缩合制得的1-苄基-3,5-双[（E）-芳基亚甲基]四氢吡啶-4-4（1 H）-在乙酸中与6-氨基尿嘧啶缩合生成提供所需的产品。通过分析数据和X射线晶体学分析确认产物的结构。

  DOI：

  10.1007/s10593-020-02840-z

文献信息

• Synthesis of novel spirofused spiropyrrolidine 1,3-indanedione derivatives via 1,3-dipolar cycloaddition reactions
  作者：Mehdi Ghandi、Marziyeh Eshaghi Kenari、Alireza Abbasi

  DOI：10.1007/s13738-019-01793-1

  日期：2020.3

  successful synthesis of novel spirofused spiropyrrolidine 1,3-indanedione derivatives using 1,3-dipolar cycloaddition reactions is reported. 1-Benzyl-3,5-bis[(E)-arylmethylidene]tetrahydro-4(1H)-pyridinones prepared via Knöevenagel condensation of 1-benzyl-4-piperidinone with aromatic aldehydes underwent a one-pot, three-component reaction with benzylamines and ninhydrin in ethanol to afford the desired products

  报道了使用1，3-偶极环加成反应成功合成新型螺并螺旋吡咯烷酮1，3-茚满二酮衍生物。通过1-苄基-4-哌啶酮与芳香族醛的克诺芬塔尔缩合反应制得的1-苄基-3,5-双[（E）-芳基亚甲基]四氢-4（1 H）-吡啶酮经一锅三组分反应用苄胺和茚三酮在乙醇中制得所需产物。
• A Facile Stereoselective Domino Approach for the Construction of Novel Bis(spiropiperidone)–Tetrahydrothiophene Hybrid Heterocycles
  作者：Subbu Perumal、Chelliah Bharkavi、Sundaravel Kumar

  DOI：10.1055/s-0034-1380722

  日期：——

  A library of novel bis-spiropiperidone–tetrahydrothiophene hybrid heterocycles have been synthesized via pseudo-three-component domino reaction of (3 E ,5 E )-3,5-bis(arylidene)-1-methyl/benzyl piperidin-4-ones and 1,4-dithiane-2,5-diol in the presence of triethylamine. This transformation presumably proceeds via two annulations each involving the generation of 2-mercaptoacetaldehyde from 1,4-dithiane-2

  通过 (3 E ,5 E )-3,5-双(亚芳基)-1-甲基/苄基哌啶-4-酮的假三组分多米诺反应合成了新型双螺哌啶酮-四氢噻吩杂环化合物库和 1,4-二噻烷-2,5-二醇在三乙胺的存在下。这种转化大概是通过两个环化进行的，每个环化都涉及从 1,4-二噻烷-2,5-二醇-迈克尔加成-分子内醛醇序列生成 2-巯基乙醛，这导致在一锅操作中产生四个新键。该协议的优点是原子经济性高、立体选择性高、反应时间短、操作简单。
• Curcumin Analogs and Methods of Making and Using Thereof
  申请人：Georgia State University Research Foundation.Inc.

  公开号：US20150152056A1

  公开（公告）日：2015-06-04

  Compounds having Formula I or II, and methods of making and using thereof, are described herein:

  本文描述了具有I或II式的化合物及其制备和使用方法：
• Multi-component, 1,3-dipolar cycloaddition reactions for the chemo-, regio- and stereoselective synthesis of novel hybrid spiroheterocycles in ionic liquid
  作者：Stephen Michael Rajesh、Balasubramainan Devi Bala、Subbu Perumal

  DOI：10.1016/j.tetlet.2012.07.078

  日期：2012.10

  A library of novel 1-methyl-4-arylpyrrolo-(spiro(2.2']indan-1',3'-dione)-spiro[3.3 '']-1 ''-methyl/benzyl-5 ''-(arylmethylidene)piperidin-4 ''-ones and 1-methyl-4-arylpyrrolo-(spiro[2.11']-11H-indeno(1,2-b]quinoxaline)-spiro[3.3 '']-1 ''-methyl/benzyl-5 ''-(arylmethylidene)piperidin-4 ''-ones have been synthesized via 1,3-dipolar azomethine ylide cycloaddition in the ionic liquid, 1-butyl-3-methylimidazolium bromide ([BMIm]Br), in excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.
• 3,5-DIARYLIDENYL-N-SUBSTITUTED-PIPERID-4-ONE-DERIVED INHIBITORS OF STAT3 PATHWAY ACTIVITY AND USES THEREOF
  申请人：Kiakos Konstantinos

  公开号：US20200399220A1

  公开（公告）日：2020-12-24

  3,5-Diarylidenyl-N-substituted-piperid-4-one analogs, and pharmaceutically acceptable derivatives thereof, are useful in the treatment or prevention of disorders including cancer, autoimmune disorders, inflammatory disorders, and fibrotic disorders. The compounds are included in pharmaceutical compositions, and are useful for treating disorders, such as cancer associated with aberrant Stat3 pathway activity. The compositions further include another therapeutic agent, such as an anticancer drug. Such compounds or compositions thereof are used to treat resistant and/or metastatic cancers. Methods also inhibit Stat3 pathway activity in a cell. Other methods are useful for making the pharmaceutical compounds. Synthetic methods are also useful for making the compounds. The compounds and compositions are useful as a fluorescent probe.