3-(3,4,5-trimethoxyphenyl)-5-(4-nitrophenyl)isoxazole | 1184662-61-0

• 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: 3-(3,4,5-trimethoxyphenyl)-5-(4-nitrophenyl)isoxazole
• 英文别名: 5-(4-nitrophenyl)-3-(3,4,5-trimethoxyphenyl)isoxazole；5-(4-nitrophenyl)-3-(3,4,5-trimethoxyphenyl)-1,2-oxazole
• CAS: 1184662-61-0
• 化学式: C₁₈H₁₆N₂O₆
• 分子量: 356.335
• InChiKey: DGGCDLKTERDVMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  99.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(3,4,5-trimethoxyphenyl)-5-(4-nitrophenyl)isoxazole 在 palladium 10% on activated carbon 、 氢气 、 1,3-bis-n-butylimidazolium bromide 作用下， 以 乙醇 为溶剂， 70.0 ℃ 、101.33 kPa 条件下， 反应 12.67h， 生成 2-{4-[3-(3,4,5-trimethoxyphenyl)isoxazol-5-yl]phenylamino}benzo[d]thiazol-6-ol
  参考文献：
  名称：

  Design, Synthesis, and Anticancer Activity of Bis-isoxazole Incorporated Benzothiazole Derivatives

  摘要：

  A novel series of bis-isoxazole incorporated benzothiazole derivatives has been designed and synthesized. Molecular structures of the compounds have been confirmed by H-1 and C-13 NMR, and mass spectra. All products have been tested for their in vitro anticancer activity against breast MCF-7 and MDA MB-231, lungs A549, and prostate DU-145 cancer cell lines using the MTT assay and etoposide as a standard drug. Most of the compounds have demonstrated good to moderate activity, and some of those have exhibited more potent activity than etoposide.

  DOI：

  10.1134/s1070363220100229
• 作为产物：
  描述：

  3-(4-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one 在 氢氧化钾 、 羟胺 作用下， 以 甲醇 、 正丁醇 为溶剂， 反应 6.0h， 以48%的产率得到3-(3,4,5-trimethoxyphenyl)-5-(4-nitrophenyl)isoxazole
  参考文献：
  名称：

  Heterocyclic analogs of combretastatin A-4

  摘要：

  A novel route is proposed for the synthesis of heterocyclic analogs of the naturally occurring combretastatin A-4 based on the reaction of alpha-acetylenic ketones with polyfunctional nucleophiles (hydroxylamine, hydrazine, guanidine). Previously unknown combretastatin A-4 analogs with azole and azine bridges were obtained.

  DOI：

  10.1007/s10593-009-0171-4