Cyclopropyl-[4-[(3,4-dimethoxyphenyl)methoxy]phenyl]methanone | 868699-43-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Cyclopropyl-[4-[(3,4-dimethoxyphenyl)methoxy]phenyl]methanone
• CAS: 868699-43-8
• 化学式: C₁₉H₂₀O₄
• 分子量: 312.365
• InChiKey: GVSFLMJSVNBMMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Cyclopropyl-[4-[(3,4-dimethoxyphenyl)methoxy]phenyl]methanone 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 Cyclopropyl-[4-[(3,4-dimethoxyphenyl)methoxy]phenyl]methanol
  参考文献：
  名称：

  An efficient synthesis of aryloxyphenyl cyclopropyl methanones: a new class of anti-mycobacterial agents

  摘要：

  An efficient, high yield and one-pot synthesis of phenyl cyclopropyl methanones by reaction of different aryl alcohols with 4'-fluoro-4-chloro-butyrophenone in THF/DMF in the presence of NaH/TBAB is reported. Most of the methanones were further reduced to respective alcohols or methylenes. All the compounds were evaluated for their anti-tubercular activities against M. tuberculosis H37Rv in vitro displaying MICs ranging from 25 to 3.125 mu g/mL. The most active compounds showed activity against MDR strains and two of them (14 and 16) showed marginal enhancement of MST in mice. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.007
• 作为产物：
  描述：

  4-氯-4'-氟苯丁酮 、 3,4-二甲氧基苄醇 在 四丁基溴化铵 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 Cyclopropyl-[4-[(3,4-dimethoxyphenyl)methoxy]phenyl]methanone
  参考文献：
  名称：

  An efficient synthesis of aryloxyphenyl cyclopropyl methanones: a new class of anti-mycobacterial agents

  摘要：

  An efficient, high yield and one-pot synthesis of phenyl cyclopropyl methanones by reaction of different aryl alcohols with 4'-fluoro-4-chloro-butyrophenone in THF/DMF in the presence of NaH/TBAB is reported. Most of the methanones were further reduced to respective alcohols or methylenes. All the compounds were evaluated for their anti-tubercular activities against M. tuberculosis H37Rv in vitro displaying MICs ranging from 25 to 3.125 mu g/mL. The most active compounds showed activity against MDR strains and two of them (14 and 16) showed marginal enhancement of MST in mice. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.007

文献信息

• An efficient synthesis of aryloxyphenyl cyclopropyl methanones: a new class of anti-mycobacterial agents
  作者：Namrata Dwivedi、Neetu Tewari、V.K. Tiwari、Vinita Chaturvedi、Y.K. Manju、A. Srivastava、A. Giakwad、S. Sinha、R.P. Tripathi

  DOI：10.1016/j.bmcl.2005.07.007

  日期：2005.10

  An efficient, high yield and one-pot synthesis of phenyl cyclopropyl methanones by reaction of different aryl alcohols with 4'-fluoro-4-chloro-butyrophenone in THF/DMF in the presence of NaH/TBAB is reported. Most of the methanones were further reduced to respective alcohols or methylenes. All the compounds were evaluated for their anti-tubercular activities against M. tuberculosis H37Rv in vitro displaying MICs ranging from 25 to 3.125 mu g/mL. The most active compounds showed activity against MDR strains and two of them (14 and 16) showed marginal enhancement of MST in mice. (c) 2005 Elsevier Ltd. All rights reserved.