methyl 2-(5-(4-(1-methyl-1H-indazol-6-yl)phenyl)-1,1-dioxidothieno[2,3-d]isothiazol-2(3H)-yl)butanoate | 1435103-12-0

• 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 2-(5-(4-(1-methyl-1H-indazol-6-yl)phenyl)-1,1-dioxidothieno[2,3-d]isothiazol-2(3H)-yl)butanoate
• CAS: 1435103-12-0
• 化学式: C₂₄H₂₃N₃O₄S₂
• 分子量: 481.596
• InChiKey: KJFUVMWYAJPSFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  81.5
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl 2-(5-(4-(1-methyl-1H-indazol-6-yl)phenyl)-1,1-dioxidothieno[2,3-d]isothiazol-2(3H)-yl)butanoate 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 2-[5-[4-(1-methylindazol-6-yl)phenyl]-1,1-dioxo-3H-thieno[2,3-d][1,2]thiazol-2-yl]butanoic acid
  参考文献：
  名称：

  Design, synthesis and SAR investigation of thienosultam derivatives as ADAMTS-5 (aggrecanase-2) inhibitors

  摘要：

  A series of 1,1-dioxothieno[2,3-d]isothiazole (thienosultam) derivatives were designed and synthesized as novel ADAMTS-5 inhibitors for an investigation into a side chain of thienosultam for the S1' pocket. The resulting compounds (19 and 24) show high ADAMTS-5 inhibition and other MMP selectivity, and these compounds show good oral bioavailability. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.120
• 作为产物：
  描述：

  5-(4-Bromophenyl)-2-(hydroxymethyl)thiophene-3-sulfonamide 在 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 四溴化碳 、 sodium hydride 、 三苯基膦 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 methyl 2-(5-(4-(1-methyl-1H-indazol-6-yl)phenyl)-1,1-dioxidothieno[2,3-d]isothiazol-2(3H)-yl)butanoate
  参考文献：
  名称：

  Design, synthesis and SAR investigation of thienosultam derivatives as ADAMTS-5 (aggrecanase-2) inhibitors

  摘要：

  A series of 1,1-dioxothieno[2,3-d]isothiazole (thienosultam) derivatives were designed and synthesized as novel ADAMTS-5 inhibitors for an investigation into a side chain of thienosultam for the S1' pocket. The resulting compounds (19 and 24) show high ADAMTS-5 inhibition and other MMP selectivity, and these compounds show good oral bioavailability. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.120