N',4-Dihydroxy-3-methoxybenzimidamide | 885959-76-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N',4-Dihydroxy-3-methoxybenzimidamide
• 英文别名: N',4-dihydroxy-3-methoxybenzenecarboximidamide
• CAS: 885959-76-2
• 化学式: C₈H₁₀N₂O₃
• mdl: MFCD05663023
• 分子量: 182.179
• InChiKey: BLLLMJAEESLLSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  88.1
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N',4-Dihydroxy-3-methoxybenzimidamide 、 (3,5-二氯苯甲酰基)咪唑啉 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4-[5-(3,5-Dichlorophenyl)-1,2,4-oxadiazol-3-yl]-2-methoxyphenol
  参考文献：
  名称：

  Design and synthesis of 3,5-disubstituted boron-containing 1,2,4-oxadiazoles as potential combretastatin A-4 (CA-4) analogs

  摘要：

  We have designed and synthesized a small library of 3,5-disubstituted-1,2,4-oxadiazole containing combretastatin A-4 (CA-4) analogs. Our objective is to increase the efficacy of the CA-4 as an anti-tubulin and antimitotic agent by substituting the cis-alkene bond with one of its bioisosteres, the 1,2,4-oxadiazole ring. We also modified the substituents attached to both of the phenyl rings (ring A and B in Fig. 1) of CA-4 for the purpose of diversifying our analogs based on SAR. These compounds were synthesized via a coupling reaction between an amidoxime and a carboxylic acid in DMF solvent, with HOBt as a base, and utilizing EDCI as a coupling reagent. Using this protocol, we synthesized a small library of 10 compounds with moderate to good yields. A detailed biological study is currently undergoing in our laboratory to evaluate the activity of these compounds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.110
• 作为产物：
  描述：

  4-羟基-3-甲氧基苯甲腈 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 N',4-Dihydroxy-3-methoxybenzimidamide
  参考文献：
  名称：

  Design and synthesis of 3,5-disubstituted boron-containing 1,2,4-oxadiazoles as potential combretastatin A-4 (CA-4) analogs

  摘要：

  We have designed and synthesized a small library of 3,5-disubstituted-1,2,4-oxadiazole containing combretastatin A-4 (CA-4) analogs. Our objective is to increase the efficacy of the CA-4 as an anti-tubulin and antimitotic agent by substituting the cis-alkene bond with one of its bioisosteres, the 1,2,4-oxadiazole ring. We also modified the substituents attached to both of the phenyl rings (ring A and B in Fig. 1) of CA-4 for the purpose of diversifying our analogs based on SAR. These compounds were synthesized via a coupling reaction between an amidoxime and a carboxylic acid in DMF solvent, with HOBt as a base, and utilizing EDCI as a coupling reagent. Using this protocol, we synthesized a small library of 10 compounds with moderate to good yields. A detailed biological study is currently undergoing in our laboratory to evaluate the activity of these compounds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.110

文献信息

• Marcus, Chemische Berichte, 1891, vol. 24, p. 3652
  作者：Marcus

  DOI：——

  日期：——