N-(2-cyano-4-cyclopropylphenyl)acetamide | 68701-46-2

• 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: N-(2-cyano-4-cyclopropylphenyl)acetamide
• 英文别名: 2-cyano-4-cyclopropylacetanilide
• CAS: 68701-46-2
• 化学式: C₁₂H₁₂N₂O
• 分子量: 200.24
• InChiKey: HALMXNQTNCPRHP-UHFFFAOYSA-N

物化性质

• 熔点：
  140-141 °C(Solvent: Ethyl acetate ; Hexane)
• 沸点：
  408.6±45.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-cyano-4-cyclopropylphenyl)acetamide 在 氢氧化钾 、 sodium hydride 作用下， 以 水 、 乙二醇 为溶剂， 反应 24.5h， 生成 trans-3-(6-cyclopropyl-4-oxo-4H-quinazolin-3-yl)-2-propenoic acid methyl ester
  参考文献：
  名称：

  (E)-3-(4-oxo-4H-quinazolin-3-yl)-2-propenoic acids, a new series of antiallergy agents

  摘要：

  A series of substituted (E)-3-(4-oxo-4H-quinazolin-3-yl)-2-propenoic acids was prepared and evaluated in the rat passive cutaneous anaphylaxis (PCA) test for antiallergic activity. Alkoxy, alkylthio, and isopropyl substituents at the 6- or 8-positions provided highly potent compounds. Conversion to the Z isomer, reduction of the side chain double bond, or reduction of the quinazoline ring resulted in substantial loss of activity. Among the analogues that exhibited oral activity in the PCA test, (E)-3-[6-(methylthio)-4-oxo-4H-quinazolin-3-yl]-2-propenoic acid (5i) was the most potent.

  DOI：

  10.1021/jm00357a018
• 作为产物：
  描述：

  N-(4-cyclopropylphenyl)acetamide 在 溴 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 73.0h， 生成 N-(2-cyano-4-cyclopropylphenyl)acetamide
  参考文献：
  名称：

  (E)-3-(4-oxo-4H-quinazolin-3-yl)-2-propenoic acids, a new series of antiallergy agents

  摘要：

  A series of substituted (E)-3-(4-oxo-4H-quinazolin-3-yl)-2-propenoic acids was prepared and evaluated in the rat passive cutaneous anaphylaxis (PCA) test for antiallergic activity. Alkoxy, alkylthio, and isopropyl substituents at the 6- or 8-positions provided highly potent compounds. Conversion to the Z isomer, reduction of the side chain double bond, or reduction of the quinazoline ring resulted in substantial loss of activity. Among the analogues that exhibited oral activity in the PCA test, (E)-3-[6-(methylthio)-4-oxo-4H-quinazolin-3-yl]-2-propenoic acid (5i) was the most potent.

  DOI：

  10.1021/jm00357a018

文献信息

• Substituted 11-oxo-11H-pyrido[2,1-b]quinazolines and method of
  申请人：Hoffmann-La Roche Inc.

  公开号：US04348396A1

  公开（公告）日：1982-09-07

  Pyrido[2,1-b]quinazolines of the formulas ##STR1## wherein R.sub.1, R.sub.1 ', R.sub.2, R.sub.2 ', R.sub.3, R.sub.3 ', R.sub.4 and R.sub.10 are as hereinafter set forth, and processes for the preparation thereof, are described. The compounds of formulas I and II are useful as agents in the prevention of allergic reactions.

  本文描述了具有以下结构的吡啶并[2,1-b]喹唑啉的化学式##STR1##其中R.sub.1、R.sub.1'、R.sub.2、R.sub.2'、R.sub.3、R.sub.3'、R.sub.4和R.sub.10如下所述，以及其制备方法。化合物I和II的化学式对于预防过敏反应是有用的。
• LEMAHIEU, R. A.;CARSON, M.;NASON, W. C.;PARRISH, D. R.;WELTON, A. F.;BARU+, J. MED. CHEM., 1983, 26, N 3, 420-425
  作者：LEMAHIEU, R. A.、CARSON, M.、NASON, W. C.、PARRISH, D. R.、WELTON, A. F.、BARU+

  DOI：——

  日期：——
• US4348396A
  申请人：——

  公开号：US4348396A

  公开（公告）日：1982-09-07
• (E)-3-(4-oxo-4H-quinazolin-3-yl)-2-propenoic acids, a new series of antiallergy agents
  作者：Ronald A. LeMahieu、Mathew Carson、William C. Nason、David R. Parrish、Ann F. Welton、Herman W. Baruth、Bohdan Yaremko

  DOI：10.1021/jm00357a018

  日期：1983.3

  A series of substituted (E)-3-(4-oxo-4H-quinazolin-3-yl)-2-propenoic acids was prepared and evaluated in the rat passive cutaneous anaphylaxis (PCA) test for antiallergic activity. Alkoxy, alkylthio, and isopropyl substituents at the 6- or 8-positions provided highly potent compounds. Conversion to the Z isomer, reduction of the side chain double bond, or reduction of the quinazoline ring resulted in substantial loss of activity. Among the analogues that exhibited oral activity in the PCA test, (E)-3-[6-(methylthio)-4-oxo-4H-quinazolin-3-yl]-2-propenoic acid (5i) was the most potent.