methyl (8S)-7-(benzenesulfonyl)-1,4-dioxa-7-azaspiro[4.4]nonane-8-carboxylate | 1036713-00-4

• 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: methyl (8S)-7-(benzenesulfonyl)-1,4-dioxa-7-azaspiro[4.4]nonane-8-carboxylate
• CAS: 1036713-00-4
• 化学式: C₁₄H₁₇NO₆S
• 分子量: 327.358
• InChiKey: CWDULFACOYCVBO-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  90.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (8S)-7-(benzenesulfonyl)-1,4-dioxa-7-azaspiro[4.4]nonane-8-carboxylate 在 羟胺钾盐 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以33%的产率得到(8S)-7-(benzenesulfonyl)-N-hydroxy-1,4-dioxa-7-azaspiro[4.4]nonane-8-carboxamide
  参考文献：
  名称：

  Design, synthesis and evaluation of novel sulfonyl pyrrolidine derivatives as matrix metalloproteinase inhibitors

  摘要：

  A series of novel sulfonyl pyrrolidine derivatives were designed, synthesized and assayed for their inhibitory activities on matrix metalloproteinase 2 (MMP-2) and aminopeptidase N (AP-N). The results showed that these pyrrolidine derivatives exhibited highly selective inhibition against MMP-2 as compared with AP-N. Compounds 6a-d were more potent MMP-2 inhibitors than the positive control LY52. The structure-activity relationships were also briefly discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.027
• 作为产物：
  描述：

  methyl (S)-4-oxo-1-(phenylsulfonyl)pyrrolidine-2-carboxylate 、 乙二醇 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以36%的产率得到methyl (8S)-7-(benzenesulfonyl)-1,4-dioxa-7-azaspiro[4.4]nonane-8-carboxylate
  参考文献：
  名称：

  Design, synthesis and evaluation of novel sulfonyl pyrrolidine derivatives as matrix metalloproteinase inhibitors

  摘要：

  A series of novel sulfonyl pyrrolidine derivatives were designed, synthesized and assayed for their inhibitory activities on matrix metalloproteinase 2 (MMP-2) and aminopeptidase N (AP-N). The results showed that these pyrrolidine derivatives exhibited highly selective inhibition against MMP-2 as compared with AP-N. Compounds 6a-d were more potent MMP-2 inhibitors than the positive control LY52. The structure-activity relationships were also briefly discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.027

文献信息

• Design, synthesis and evaluation of novel sulfonyl pyrrolidine derivatives as matrix metalloproteinase inhibitors
  作者：Xian-Chao Cheng、Qiang Wang、Hao Fang、Wei Tang、Wen-Fang Xu

  DOI：10.1016/j.bmc.2008.04.027

  日期：2008.5

  A series of novel sulfonyl pyrrolidine derivatives were designed, synthesized and assayed for their inhibitory activities on matrix metalloproteinase 2 (MMP-2) and aminopeptidase N (AP-N). The results showed that these pyrrolidine derivatives exhibited highly selective inhibition against MMP-2 as compared with AP-N. Compounds 6a-d were more potent MMP-2 inhibitors than the positive control LY52. The structure-activity relationships were also briefly discussed. (C) 2008 Elsevier Ltd. All rights reserved.