4-[6-(4-Hydroxy-3,5-dimethoxy-phenyl)-hexyl]-heptane-3,5-dione | 62325-78-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-[6-(4-Hydroxy-3,5-dimethoxy-phenyl)-hexyl]-heptane-3,5-dione
• 英文别名: 4-[6-(4-Hydroxy-3,5-dimethoxyphenyl)hexyl]-3,5-heptanedione；4-[6-(4-hydroxy-3,5-dimethoxyphenyl)hexyl]heptane-3,5-dione
• CAS: 62325-78-4
• 化学式: C₂₁H₃₂O₅
• 分子量: 364.482
• InChiKey: BUNFSYUTYBDCAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-庚烷二酮 、 4-(6-Iodo-hexyl)-2,6-dimethoxy-phenol 生成 4-[6-(4-Hydroxy-3,5-dimethoxy-phenyl)-hexyl]-heptane-3,5-dione
  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

• 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金属盐反应制备而成。
• US4171378A
  申请人：——

  公开号：US4171378A

  公开（公告）日：1979-10-16
• US4189500A
  申请人：——

  公开号：US4189500A

  公开（公告）日：1980-02-19
• US4275201A
  申请人：——

  公开号：US4275201A

  公开（公告）日：1981-06-23
• Antiviral activity of some .beta.-diketones. 1. Aryl alkyl diketones. In vitro activity against both RNA and DNA viruses
  作者：Guy D. Diana、U. Joseph Salvador、Ethel S. Zalay、Robert E. Johnson、Joseph C. Collins、David Johnson、William B. Hinshaw、Roman R. Lorenz、William H. Thielking、Francis Pancic

  DOI：10.1021/jm00216a003

  日期：1977.6

  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.