(S)-3,3-dichloro-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indolin-2-one | 220428-23-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (S)-3,3-dichloro-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indolin-2-one
• 英文别名: 3,3-dichloro-5-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl-1H-indol-2-one
• CAS: 220428-23-9
• 化学式: C₁₄H₁₆Cl₂N₂O₄S
• 分子量: 379.264
• InChiKey: IYAIZQNPIDEZTD-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 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：
  84.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-3,3-dichloro-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indolin-2-one 以 水 、 溶剂黄146 为溶剂， 以298 mg的产率得到5-[[（（2S）-2-（甲氧甲基）-1-吡咯烷基]磺酰基]-1H-吲哚-2,3-二酮
  参考文献：
  名称：

  Isatin 1,2,3-triazoles as potent inhibitors against caspase-3

  摘要：

  Sixteen disubstituted 1,2,3-triazoles were prepared using the Huisgen cycloaddition reaction and evaluated as inhibitors against caspase-3. The two most potent inhibitors were found to be (S)-1-((1-(2,3-dihydrobenzo[ b][ 1,4] dioxin-6-yl)-1H-1,2,3-triazol-4-yl)methyl)-5-((2-(methoxymethyl) pyrrolidin-1-yl)sulfonyl) indoline-2,3-dione (7f) and (S)-1-((1-benzyl-1H-1,2,3-triazol-5-yl)methyl)-5-((2-(methoxymethyl) pyrrolidin-1-yl) sulfonyl) indoline-2,3-dione (8g) with IC(50)-values of 17 and 9 nM, respectively. Lineweaver-Burk plots revealed that these two triazoles show competitive inhibitory mechanism against caspase-3. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.110
• 作为产物：
  描述：

  3,3-二氯-2-氧化吲哚-5-磺酰氯 、 (S)-(+)-2-(甲氧基甲基)吡唑烷 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 生成 (S)-3,3-dichloro-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indolin-2-one
  参考文献：
  名称：

  Isatin 1,2,3-triazoles as potent inhibitors against caspase-3

  摘要：

  Sixteen disubstituted 1,2,3-triazoles were prepared using the Huisgen cycloaddition reaction and evaluated as inhibitors against caspase-3. The two most potent inhibitors were found to be (S)-1-((1-(2,3-dihydrobenzo[ b][ 1,4] dioxin-6-yl)-1H-1,2,3-triazol-4-yl)methyl)-5-((2-(methoxymethyl) pyrrolidin-1-yl)sulfonyl) indoline-2,3-dione (7f) and (S)-1-((1-benzyl-1H-1,2,3-triazol-5-yl)methyl)-5-((2-(methoxymethyl) pyrrolidin-1-yl) sulfonyl) indoline-2,3-dione (8g) with IC(50)-values of 17 and 9 nM, respectively. Lineweaver-Burk plots revealed that these two triazoles show competitive inhibitory mechanism against caspase-3. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.110

文献信息

• [EN] QUINOLINE-CARBOXYLIC ACIDS AND THE DERIVATIVES THEREOF, A FOCUSED LIBRARY<br/>[FR] ACIDES QUINOLINE-CARBOXYLIQUES ET LEURS DERIVES ET BIBLIOTHEQUE FOCALISEE
  申请人：CHEMICAL DIVERSITY RES INST LT

  公开号：WO2004078731A1

  公开（公告）日：2004-09-16

  The invention relates to compounds, substituted guinoline-carboxylic acids and the derivatives thereof of general formula (1, 2, 3), the pharmaceutically acceptable salts thereof, N-oxides or hydrates and methods for the production thereof, a focused library, pharmaceutical compounds and the use thereof. Said compounds are embodied in the form of Caspase enzyme inhibitors and usefully used for curing various diseases associated to an increased apoptosis activity.
• Isatin 1,2,3-triazoles as potent inhibitors against caspase-3
  作者：Yang Jiang、Trond Vidar Hansen

  DOI：10.1016/j.bmcl.2011.01.110

  日期：2011.3

  Sixteen disubstituted 1,2,3-triazoles were prepared using the Huisgen cycloaddition reaction and evaluated as inhibitors against caspase-3. The two most potent inhibitors were found to be (S)-1-((1-(2,3-dihydrobenzo[ b][ 1,4] dioxin-6-yl)-1H-1,2,3-triazol-4-yl)methyl)-5-((2-(methoxymethyl) pyrrolidin-1-yl)sulfonyl) indoline-2,3-dione (7f) and (S)-1-((1-benzyl-1H-1,2,3-triazol-5-yl)methyl)-5-((2-(methoxymethyl) pyrrolidin-1-yl) sulfonyl) indoline-2,3-dione (8g) with IC(50)-values of 17 and 9 nM, respectively. Lineweaver-Burk plots revealed that these two triazoles show competitive inhibitory mechanism against caspase-3. (C) 2011 Elsevier Ltd. All rights reserved.