4-hydroxy-N-(2-methylphenyl)-3,5-bis(pyrrolidin-1-ylmethyl)benzamide | 94042-56-5

• 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: 4-hydroxy-N-(2-methylphenyl)-3,5-bis(pyrrolidin-1-ylmethyl)benzamide
• CAS: 94042-56-5
• 化学式: C₂₄H₃₁N₃O₂
• 分子量: 393.529
• InChiKey: MMXHAWZXLSOPKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  55.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻甲苯胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 phosphorus pentoxide 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 9.0h， 生成 4-hydroxy-N-(2-methylphenyl)-3,5-bis(pyrrolidin-1-ylmethyl)benzamide
  参考文献：
  名称：

  Synthesis of new polyoxin derivatives and their activity against chitin synthase from Candida albicans

  摘要：

  Two analogues of L-alanylpolyoxin C with a modified peptide bond were synthesized and tested for inhibition of chitin synthase in Candida albicans. N-Methylation of the peptide bond (compound 13) or the replacement of it by NH2CH2 (compound 9) led to loss of activity in the enzyme assay. A novel analogue (compound 5) of nikkomycin was synthesized from uracil polyoxin C and (2S,3R)-3-hydroxyhomotyrosine, a component of echinocandin C. Despite high activity in the chitin synthase assay, 5 had no inhibitory effect on cells of C. albicans.

  DOI：

  10.1021/jm00381a003

文献信息

• STOUT, D. M.;MATIER, W. L.;BARCELON-YANG, C.;REYNOLDS, R. D.;BROWN, B. S., J. MED. CHEM., 1985, 28, N 3, 295-298
  作者：STOUT, D. M.、MATIER, W. L.、BARCELON-YANG, C.、REYNOLDS, R. D.、BROWN, B. S.

  DOI：——

  日期：——
• Synthesis of new polyoxin derivatives and their activity against chitin synthase from Candida albicans
  作者：Gerhard Emmer、Neil S. Ryder、Maximilian A. Grassberger

  DOI：10.1021/jm00381a003

  日期：1985.3

  Two analogues of L-alanylpolyoxin C with a modified peptide bond were synthesized and tested for inhibition of chitin synthase in Candida albicans. N-Methylation of the peptide bond (compound 13) or the replacement of it by NH2CH2 (compound 9) led to loss of activity in the enzyme assay. A novel analogue (compound 5) of nikkomycin was synthesized from uracil polyoxin C and (2S,3R)-3-hydroxyhomotyrosine, a component of echinocandin C. Despite high activity in the chitin synthase assay, 5 had no inhibitory effect on cells of C. albicans.