5-{4-[4-(4,5-dihydro-2-oxazolyl)phenoxy]butyl}-3-methylisoxazole | 98033-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-{4-[4-(4,5-dihydro-2-oxazolyl)phenoxy]butyl}-3-methylisoxazole
• 英文别名: Isoxazole, 5-(4-(4-(4,5-dihydro-2-oxazolyl)phenoxy)butyl)-3-methyl-；5-[4-[4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]butyl]-3-methyl-1,2-oxazole
• CAS: 98033-95-5
• 化学式: C₁₇H₂₀N₂O₃
• 分子量: 300.357
• InChiKey: BTENOQSYMMDCDC-UHFFFAOYSA-N

物化性质

• 熔点：
  93-94 °C
• 沸点：
  493.9±45.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  56.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-二甲基异唑 在 正丁基锂 、 potassium carbonate 、 二异丙胺 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 22.0h， 生成 5-{4-[4-(4,5-dihydro-2-oxazolyl)phenoxy]butyl}-3-methylisoxazole
  参考文献：
  名称：

  [[(4,5-Dihydro-2-oxazolyl)phenoxy]alkyl]isoxazoles. Inhibitors of picornavirus uncoating

  摘要：

  A series of [[(4,5-dihydro-2-oxazolyl)phenoxy]alkyl]isoxazoles has been synthesized and evaluated as antipicornavirus agents. The effect of alkyl groups in the 4- and 5-position of the oxazoline ring, as well as the alkyl chain length, on antiviral activity was examined. Compound 14 was evaluated in vivo and was found to significantly reduce mortality at an oral dose of 4 mg/kg in mice infected intracerebrally with poliovirus-2. Compound 14 was also effective in preventing paralysis when administered intraperitoneally to mice infected subcutaneously with a lethal dose of ECHO-9 virus. On the basis of the results of these studies, compound 14 is a strong candidate for clinical evaluation as a systemic agent for the treatment of picornavirus infections.

  DOI：

  10.1021/jm00150a025

文献信息

• (Substituted) Phenyl-aliphatic-isoxazoles useful as antiviral agents and preparation thereof
  申请人：STERLING WINTHROP INC.

  公开号：EP0137242A2

  公开（公告）日：1985-04-17

  Compounds of the formulas and wherein R is lower-alkyl or substituted-lower-alkyl; R1, R2, R3 and R4 are each hydrogen, lower-alkyl or substituted lower-alkyl; R5 is hydrogen, lower-alkyl, halogen, nitro, lower-alkoxy, lower-alkylthio or trifluoromethyl; R6 is lower-alkyl; X is 0 or a single bond; and n is an integer from 3 to 9, are useful as antiviral agents, especially against picomaviruses.

  公式如下的化合物 和 其中 R 是低级烷基或取代的低级烷基；R1、R2、R3 和 R4 分别是氢、低级烷基或取代的低级烷基；R5 是氢、低级烷基、卤素、硝基、低级烷氧基、低级烷硫基或三氟甲基；R6 是低级烷基；X 是 0 或单键；n 是 3 至 9 的整数。
• DIANA, G. D.;MCKINLAY, M. A.;OTTO, M. J.;AKULLIAN, V.;OGLESBY, C., J. MED. CHEM., 1985, 28, N 12, 1906-1910
  作者：DIANA, G. D.、MCKINLAY, M. A.、OTTO, M. J.、AKULLIAN, V.、OGLESBY, C.

  DOI：——

  日期：——
• US4843087A
  申请人：——

  公开号：US4843087A

  公开（公告）日：1989-06-27
• US5002960A
  申请人：——

  公开号：US5002960A

  公开（公告）日：1991-03-26