3-Dimethylamino-1-phenyl-2-propen-1-on | 31919-75-2

• 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-Dimethylamino-1-phenyl-2-propen-1-on
• 英文别名: 3-Dimethylamino-1-phenyl-propenone；(Z)-3-(dimethylamino)-1-phenylprop-2-en-1-one
• CAS: 31919-75-2
• 化学式: C₁₁H₁₃NO
• 分子量: 175.23
• InChiKey: HUTKDPINCSJXAA-HJWRWDBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• 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：

  3-Dimethylamino-1-phenyl-2-propen-1-on 、 (E)-1-methylthio-2-nitro-N-phenethylethenamine 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以50.1%的产率得到3-Nitro-2-(2-phenylethyl)amino-6-phenylpyridin
  参考文献：
  名称：

  Mertens, Hubert; Troschuetz, Reinhard, Archiv der Pharmazie, 1987, vol. 320, # 11, p. 1143 - 1149

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 苯乙酮 反应 0.17h， 生成 3-Dimethylamino-1-phenyl-2-propen-1-on
  参考文献：
  名称：

  Rapid microwave-assisted solution phase synthesis of substituted 2-pyridone libraries

  摘要：

  2-Pyridone and 2-quinolone analogues are well-known biologically active heterocyclic scaffolds. Libraries of 3,5,6-substituted 2-pyridone derivatives are generated by rapid microwave assisted solution phase methods using a one-pot, two-step protocol. The three-component condensation of CH-acidic carbonyl compounds, NN-dimethylformamide dimethylacetal and methylene active nitriles, leads to 2-pyridones and fused analogues in moderate to good overall yields and high purities. The proposed mechanism of this novel multicomponent reaction, structure elucidation of products and intermediates are discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.100

文献信息

• Heterocyclen via Mannichbasen, 7. Mitt. Synthese von Pyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-onen
  作者：Hans Jürgen Klein、Reinhard Troschütz、Hermann J. Roth

  DOI：10.1002/ardp.19853180411

  日期：——

  Die Titelverbindungen 4 lassen sich aus 5‐Amino‐3‐methylpyrazolo[1,5‐a]pyrid‐7(4H)‐on (2) und Keton‐Mannichbasen oder Dehydro‐Keton‐Mannichbasen darstellen.

  标题化合物4可由5-氨基-3-甲基吡唑并[1，5-a]吡啶-7(4H)-酮(2)和酮-曼尼希碱或脱氢-酮-曼尼希碱制备。
• Synthesis and SAR of a New Series of COX-2-Selective Inhibitors:  Pyrazolo[1,5-<i>a</i>]pyrimidines
  作者：Carmen Almansa、Alberto F. de Arriba、Fernando L. Cavalcanti、Luis A. Gómez、Agustí Miralles、Manuel Merlos、Julián García-Rafanell、Javier Forn

  DOI：10.1021/jm0009383

  日期：2001.2.1

  The synthesis and pharmacological activity of a series of bicyclic pyrazolo[1,5-a]pyrimidines as potent and selective cyclooxygenase-2 (COX-2) inhibitors are described. The new compounds were evaluated both in vitro (COX-1 and COX-2 inhibition in human whole blood) and in vive (carrageenan-induced paw edema and air-pouch model). Modification of the pyrimidine substituents showed that 6,7-disubstitution provided the best activity and led to the identification of 3-(4-fluorophenyl)-6,7-dimethyl-2-(4-methylsulfonylphenyl)pyrazolo[1,5-a]pyrimidine (10f) as one of the most potent and selective COX-2 inhibitor in this series.
• Mertens, Hubert; Troschuetz, Reinhard; Roth, Hermann J., Liebigs Annalen der Chemie, 1986, # 2, p. 380 - 383
  作者：Mertens, Hubert、Troschuetz, Reinhard、Roth, Hermann J.

  DOI：——

  日期：——
• CN116162057
  申请人：——

  公开号：——

  公开（公告）日：——