2-(4-Benzyloxyphenyl)-vinyl-cyclopropylketon | 52121-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-Benzyloxyphenyl)-vinyl-cyclopropylketon
• 英文别名: 1-Cyclopropyl-3-(4-phenylmethoxyphenyl)prop-2-en-1-one
• CAS: 52121-55-8
• 化学式: C₁₉H₁₈O₂
• 分子量: 278.351
• InChiKey: JYDGDGYMSUEFMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-Benzyloxyphenyl)-vinyl-cyclopropylketon 在 lithium aluminium tetrahydride 作用下， 生成 2-(4-Benzyloxyphenyl)ethyl cyclopropyl carbinol
  参考文献：
  名称：

  Antiviral activity of some .beta.-diketones. 1. Aryl alkyl diketones. In vitro activity against both RNA and DNA viruses

  摘要：

  The discovery that 4-[3-ethyl-6-[(3,4-methylenedioxy)phenyl]-3-hexenyl]-3,5-heptanedione (40) exhibited an in vitro inhibitory effect against equine rhinovirus led to a structure--activity study to establish the criteria for optimum activity. Modification of the bridge included removal of the ethyl group and reduction of the double bond. The heptanedione was replaced with hexanedione and pentanedione with a minimal effect. The effect of replacing the heptanedione with beta-keto esters and monoketones was also investigated. Maintaining the hexamethylene bridge and heptanedione, the methylenedioxy group was replaced with various substitutents. In general, most substituents did not adversely affect activity particularly against equine rhinovirus although there was some variation in activity against herpesvirus. Strongly hydrophilic groups significantly reduced activity. Finally, the effect of varying the length of the alkyl bridge was examined in the 4-hydroxyphenyl series, where peak activity was attained with n = 8.

  DOI：

  10.1021/jm00216a003
• 作为产物：
  描述：

  4-苄氧基苯甲醛 、 环丙甲基酮 在 sodium hydroxide 作用下， 生成 2-(4-Benzyloxyphenyl)-vinyl-cyclopropylketon
  参考文献：
  名称：

  Antiviral activity of some .beta.-diketones. 1. Aryl alkyl diketones. In vitro activity against both RNA and DNA viruses

  摘要：

  The discovery that 4-[3-ethyl-6-[(3,4-methylenedioxy)phenyl]-3-hexenyl]-3,5-heptanedione (40) exhibited an in vitro inhibitory effect against equine rhinovirus led to a structure--activity study to establish the criteria for optimum activity. Modification of the bridge included removal of the ethyl group and reduction of the double bond. The heptanedione was replaced with hexanedione and pentanedione with a minimal effect. The effect of replacing the heptanedione with beta-keto esters and monoketones was also investigated. Maintaining the hexamethylene bridge and heptanedione, the methylenedioxy group was replaced with various substitutents. In general, most substituents did not adversely affect activity particularly against equine rhinovirus although there was some variation in activity against herpesvirus. Strongly hydrophilic groups significantly reduced activity. Finally, the effect of varying the length of the alkyl bridge was examined in the 4-hydroxyphenyl series, where peak activity was attained with n = 8.

  DOI：

  10.1021/jm00216a003

文献信息

• Pyrazole derivatives
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：US20040116475A1

  公开（公告）日：2004-06-17

  A compound of the formula (I): 1 wherein R 1 is hydrogen or lower alkyl; R 2 is lower alkyl, etc.; R 3 is lower alkoxy, etc.; R 4 is hydroxy, etc.; X is O, S, etc.; Y is CH or N; Z is lower alkylene or lower alkenylene; and m is 0 or 1; or salts thereof, which are useful as a medicament.

  式（I）的化合物： 其中R1为氢或较低的烷基； R2为较低的烷基，等等； R3为较低的烷氧基，等等； R4为羟基，等等； X为氧、硫等； Y为CH或N； Z为较低的烷基烯基或较低的烯基烷基；以及 m为0或1；或其盐，可用作药物。
• Pyrazole Derivatives
  申请人：SHIRAI Fumiyuki

  公开号：US20070112037A1

  公开（公告）日：2007-05-17

  A compound of the formula (I): wherein R 1 is hydrogen or lower alkyl; R 2 is lower alkyl, etc.; R 3 is lower alkoxy, etc.; R 4 is hydroxy, etc.; X is O, S, etc.; Y is CH or N; Z is lower alkylene or lower alkenylene; and m is 0 or 1; or salts thereof, which are useful as a medicament.

  化合物的公式（I）：其中R1为氢或低级烷基；R2为低级烷基等；R3为低级烷氧基等；R4为羟基等；X为O，S等；Y为CH或N；Z为低级烷基或低级烯基；m为0或1；或其盐。这些化合物在药物方面有用。
• PYRAZOLE DERIVATIVES USEFUL AS COX-I INHIBITORS
  申请人：Astellas Pharma Inc.

  公开号：EP1567503B1

  公开（公告）日：2011-12-21
• US4182729A
  申请人：——

  公开号：US4182729A

  公开（公告）日：1980-01-08
• US4166074A
  申请人：——

  公开号：US4166074A

  公开（公告）日：1979-08-28