1,2,5-Thiadiazolidine-2,4-dicarboxylic acid, 5-(phenylmethyl)-,2-(1,1-dimethylethyl) 4-methyl ester, 1,1-dioxide | 409108-07-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2,5-Thiadiazolidine-2,4-dicarboxylic acid, 5-(phenylmethyl)-,2-(1,1-dimethylethyl) 4-methyl ester, 1,1-dioxide
• CAS: 409108-07-2
• 化学式: C₁₆H₂₂N₂O₆S
• 分子量: 370.426
• InChiKey: FTSIQRWQIMUCFK-UHFFFAOYSA-N

物化性质

• 沸点：
  473.8±55.0 °C(Predicted)
• 密度：
  1.320±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.53
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  93.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,2,5-Thiadiazolidine-2,4-dicarboxylic acid, 5-(phenylmethyl)-,2-(1,1-dimethylethyl) 4-methyl ester, 1,1-dioxide 在 palladium dihydroxide copper diacetate 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 5-(4-Benzyloxy-phenyl)-1,1-dioxo-1λ6-[1,2,5]thiadiazolidine-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester
  参考文献：
  名称：

  Conversion of potent MMP inhibitors into selective TACE inhibitors

  摘要：

  Novel sultam hydroxamates with potent MMP activity were transformed into potent TACE inhibitors, lacking MMP activity. To accomplish this we relied on structural differences between the MMP and TACE Sl' pockets and the known advantageous tit of a 2-methyl-4-quinolinylmethoxyphenyl group into this region. From this approach, compound 7d was identified as a potent TACE inhibitor (IC50 = 3.7 nM) that lacked MMP-1, -2, -9, and -13 activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.078
• 作为产物：
  描述：

  N-(叔丁氧基羰基)磺酰氯 在 偶氮二甲酸二异丙酯 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 1,2,5-Thiadiazolidine-2,4-dicarboxylic acid, 5-(phenylmethyl)-,2-(1,1-dimethylethyl) 4-methyl ester, 1,1-dioxide
  参考文献：
  名称：

  Conversion of potent MMP inhibitors into selective TACE inhibitors

  摘要：

  Novel sultam hydroxamates with potent MMP activity were transformed into potent TACE inhibitors, lacking MMP activity. To accomplish this we relied on structural differences between the MMP and TACE Sl' pockets and the known advantageous tit of a 2-methyl-4-quinolinylmethoxyphenyl group into this region. From this approach, compound 7d was identified as a potent TACE inhibitor (IC50 = 3.7 nM) that lacked MMP-1, -2, -9, and -13 activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.078