4-[4-(2-Methyl-quinolin-4-ylmethoxy)-benzoylamino]-dihydro-furan-3,3-dicarboxylic acid dimethyl ester | 554451-86-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-[4-(2-Methyl-quinolin-4-ylmethoxy)-benzoylamino]-dihydro-furan-3,3-dicarboxylic acid dimethyl ester
• CAS: 554451-86-4
• 化学式: C₂₆H₂₆N₂O₇
• 分子量: 478.502
• InChiKey: OOKVFUOZGDCNGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  113.05
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-[4-(2-Methyl-quinolin-4-ylmethoxy)-benzoylamino]-dihydro-furan-3,3-dicarboxylic acid dimethyl ester 、 尿素 在 magnesium methanolate 作用下， 以 甲醇 为溶剂， 生成 4-(2-methyl-quinolin-4-ylmethoxy)-N-(6,8,10-trioxo-2-oxa-7,9-diaza-spiro[4.5]dec-4-yl)-benzamide
  参考文献：
  名称：

  Discovery of low nanomolar non-hydroxamate inhibitors of tumor necrosis factor-α converting enzyme (TACE)

  摘要：

  Using a pyrimidine-2,4,6-trione motif as a zinc-binding group, a series of selective inhibitors of tumor necrosis factor-alpha converting enzyme (TACE) was discovered. Optimization of initial lead I resulted in a potent inhibitor (51), with an IC50 of 2 nM in a porcine TACE assay. To the best of our knowledge, compound 51 and related analogues represent first examples of non-hydroxamate-based inhibitors of TACE with single digit nanomolar potency. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.048
• 作为产物：
  描述：

  4-[(2-甲基-4-喹啉基)甲氧基]-苯甲酸 在 氯化亚砜 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 4-[4-(2-Methyl-quinolin-4-ylmethoxy)-benzoylamino]-dihydro-furan-3,3-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Discovery of low nanomolar non-hydroxamate inhibitors of tumor necrosis factor-α converting enzyme (TACE)

  摘要：

  Using a pyrimidine-2,4,6-trione motif as a zinc-binding group, a series of selective inhibitors of tumor necrosis factor-alpha converting enzyme (TACE) was discovered. Optimization of initial lead I resulted in a potent inhibitor (51), with an IC50 of 2 nM in a porcine TACE assay. To the best of our knowledge, compound 51 and related analogues represent first examples of non-hydroxamate-based inhibitors of TACE with single digit nanomolar potency. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.048