2-(4-Chlorophenyl)ethyl cyclopropyl carbinol | 52121-68-3

• 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: 2-(4-Chlorophenyl)ethyl cyclopropyl carbinol
• 英文别名: 2-(4-Chlorophenyl)ethyl-cyclopropyl-carbinol；2-(4-Chlorphenyl)ethyl-cyclopropylcarbinol；3-(4-chlorophenyl)-1-cyclopropylpropan-1-ol
• CAS: 52121-68-3
• 化学式: C₁₂H₁₅ClO
• 分子量: 210.704
• InChiKey: BJYPZJLUNSVRHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-Chlorophenyl)ethyl cyclopropyl carbinol 、 3,5-庚烷二酮 生成 4-[6-(4-chlorophenyl)hexyl]-3,5-heptanedione
  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：

  1-cyclopropyl-3-(p-chlorophenyl)prop-2-en-1-one 生成 2-(4-Chlorophenyl)ethyl cyclopropyl carbinol
  参考文献：
  名称：

  Aryl substituted diketones

  摘要：

  芳基取代的二酮和酮酯，可作为抗病毒剂和杀虫剂使用，通过将芳基烷基或芳基烯基碘化物与适当的二酮或酮酯的金属盐反应制备而成。

  公开号：

  US04171378A1

文献信息

• Dialkylaminophenylethyl (or vinyl) cyclopropyl carbinols
  申请人：Sterling Drug Inc.

  公开号：US04166074A1

  公开（公告）日：1979-08-28

  Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester. The intermediate iodides are prepared by condensing a methyl cyclopropyl ketone with an aromatic aldehyde to give an arylvinyl cyclopropyl ketone, reducing the latter to an arylethyl cyclopropyl carbinol or arylvinyl cyclopropyl carbinol, treating the carbinol with phosphorus tribromide and then with zinc bromide to give an arylalkyl or arylalkenyl bromide, and then replacing the bromine atom by iodine. The invention herein claimed relates to intermediate arylethyl cyclopropyl carbinols and arylvinyl cyclopropyl carbinols wherein aryl is phenyl substituted by dialkylamino.

  芳基取代的二酮和酮酯，作为抗病毒剂和杀虫剂有用，通过将芳基烷基或芳基烯基碘化物与适当的二酮或酮酯的金属盐反应制备。中间碘化物通过将甲基环丙酮与芳香醛缩合以得到芳基乙烯基环丙酮，将后者还原为芳基乙基环丙醇或芳基乙烯基环丙醇，将环丙醇与三溴化磷处理，然后与溴化锌处理以得到芳基烷基或芳基烯基溴化物，然后将溴原子替换为碘。本发明涉及中间芳基乙基环丙醇和芳基乙烯基环丙醇，其中芳基是由二烷基氨基取代的苯基。
• Methylenedioxyphenyl substituted aliphatic diketones
  申请人：Sterling Drug, Inc.

  公开号：US04093736A1

  公开（公告）日：1978-06-06

  Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester.

  芳基取代的二酮和酮酯，可用作抗病毒剂和杀虫剂，通过将芳基烷基或芳基烯基碘化物与适当的二酮或酮酯的金属盐反应制备。
• Aryl substituted ketones
  申请人：Sterling Drug Inc.

  公开号：US04125541A1

  公开（公告）日：1978-11-14

  Aryl substituted tertiary carbinols, useful as antiviral agents and insecticides, are prepared by reacting the Grignard reagent derived from an arylalkyl or arylalkenyl iodide with a dialkyl ketone or an alkyl alkenyl ketone; or by reacting an arylalkyl or arylalkenyl ketone with an alkyl- or alkenylmagnesium halide.

  芳基取代的三级碳醇，可用作抗病毒剂和杀虫剂，通过将从芳基烷基或芳基烯基碘化物衍生的格氏试剂与二烷基酮或烷烯基酮反应来制备；或通过将芳基烷基或芳基烯基酮与烷基或烯基镁卤化物反应来制备。
• Aryl substituted cycloalkanones
  申请人：Sterling Drug Inc.

  公开号：US04125714A1

  公开（公告）日：1978-11-14

  Aryl substituted tertiary carbinols, useful as anti-viral agents and insecticides, are prepared by reacting the Grignard reagent derived from an arylalkyl or arylalkenyl iodide with a dialkyl ketone or an alkyl alkenyl ketone; or by reacting an arylalkyl or arylalkenyl ketone with an alkyl- or alkenylmagnesium halide. Corresponding cyclic tertiary carbinols are also prepared via intermediate cyclic ketones.

  取代芳基三级醇是一种有用的抗病毒剂和杀虫剂，通过将来自芳基烷基或芳基烯基碘化物的Grignard试剂与二烷基酮或烷基烯基酮反应来制备；或通过将芳基烷基或芳基烯基酮与烷基或烯基卤化镁反应来制备。相应的环状三级醇也可通过中间环状酮制备。
• US4125541A
  申请人：——

  公开号：US4125541A

  公开（公告）日：1978-11-14