1-(4-Fluorophenyl)-2-(3-methyl-1,2-oxazol-5-yl)ethanone | 157984-60-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-Fluorophenyl)-2-(3-methyl-1,2-oxazol-5-yl)ethanone
• CAS: 157984-60-6
• 化学式: C₁₂H₁₀FNO₂
• 分子量: 219.215
• InChiKey: MPQCYDYDGNMXKC-UHFFFAOYSA-N

物化性质

• 沸点：
  362.4±32.0 °C(predicted)
• 密度：
  1.230±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-Fluorophenyl)-2-(3-methyl-1,2-oxazol-5-yl)ethanone 在 乙酸铵 、 sodium hydride 、 溶剂黄146 、 二甲基亚砜 作用下， 生成 4-[5-(4-Fluoro-phenyl)-4-(3-methyl-isoxazol-5-yl)-1H-pyrrol-2-yl]-piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Synthesis and SAR of 2,3-diarylpyrrole inhibitors of parasite cGMP-dependent protein kinase as novel anticoccidial agents

  摘要：

  Several analogs of 2,3-diaryl pyrroles were synthesized and evaluated as inhibitors of Eimeria tenella cGMP-dependent protein kinase and in. in vivo anticoccidial assays. A 4-fluorophenyl group enhances both in vitro and in Vivo activities. The most potent analogs are the-5-(N-methyl, N-ethyl, and N-methylazetidine methyl) piperidyl derivatives 12, 23, and 34. These compounds have a broad spectrum of activity. Based on the in vivo efficacy and cost of synthesis, the N-ethyl analog 23 was chosen as a novel anticoccidial agent for a field trial. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.060
• 作为产物：
  描述：

  3,5-二甲基异唑 、 对氟苯甲酸乙酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 1-(4-Fluorophenyl)-2-(3-methyl-1,2-oxazol-5-yl)ethanone
  参考文献：
  名称：

  Synthesis and SAR of 2,3-diarylpyrrole inhibitors of parasite cGMP-dependent protein kinase as novel anticoccidial agents

  摘要：

  Several analogs of 2,3-diaryl pyrroles were synthesized and evaluated as inhibitors of Eimeria tenella cGMP-dependent protein kinase and in. in vivo anticoccidial assays. A 4-fluorophenyl group enhances both in vitro and in Vivo activities. The most potent analogs are the-5-(N-methyl, N-ethyl, and N-methylazetidine methyl) piperidyl derivatives 12, 23, and 34. These compounds have a broad spectrum of activity. Based on the in vivo efficacy and cost of synthesis, the N-ethyl analog 23 was chosen as a novel anticoccidial agent for a field trial. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.060

文献信息

• US5324837A
  申请人：——

  公开号：US5324837A

  公开（公告）日：1994-06-28
• US5338856A
  申请人：——

  公开号：US5338856A

  公开（公告）日：1994-08-16
• US5418247A
  申请人：——

  公开号：US5418247A

  公开（公告）日：1995-05-23
• Synthesis and SAR of 2,3-diarylpyrrole inhibitors of parasite cGMP-dependent protein kinase as novel anticoccidial agents
  作者：Tesfaye Biftu、Dennis Feng、Mitree Ponpipom、Narindar Girotra、Gui-Bai Liang、Xiaoxia Qian、Robert Bugianesi、Joseph Simeone、Linda Chang、Anne Gurnett、Paul Liberator、Paula Dulski、Penny Sue Leavitt、Tami Crumley、Andrew Misura、Terence Murphy、Sandra Rattray、Samantha Samaras、Tamas Tamas、John Mathew、Christine Brown、Don Thompson、Dennis Schmatz、Michael Fisher、Matthew Wyvratt

  DOI：10.1016/j.bmcl.2005.04.060

  日期：2005.7

  Several analogs of 2,3-diaryl pyrroles were synthesized and evaluated as inhibitors of Eimeria tenella cGMP-dependent protein kinase and in. in vivo anticoccidial assays. A 4-fluorophenyl group enhances both in vitro and in Vivo activities. The most potent analogs are the-5-(N-methyl, N-ethyl, and N-methylazetidine methyl) piperidyl derivatives 12, 23, and 34. These compounds have a broad spectrum of activity. Based on the in vivo efficacy and cost of synthesis, the N-ethyl analog 23 was chosen as a novel anticoccidial agent for a field trial. (c) 2005 Elsevier Ltd. All rights reserved.