(S)-2-(2,3-Dihydro-1H-indol-2-yl)-1H-benzoimidazole | 656257-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: (S)-2-(2,3-Dihydro-1H-indol-2-yl)-1H-benzoimidazole
• 英文别名: 2-[(2S)-2,3-dihydro-1H-indol-2-yl]-1H-benzimidazole
• CAS: 656257-41-9
• 化学式: C₁₅H₁₃N₃
• 分子量: 235.288
• InChiKey: MBQDKUAKHRMNHR-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-(2,3-Dihydro-1H-indol-2-yl)-1H-benzoimidazole 在 N-甲基吗啉 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-2-Amino-1-[2-(1H-benzoimidazol-2-yl)-2,3-dihydro-indol-1-yl]-propan-1-one
  参考文献：
  名称：

  Tripeptidyl-peptidase II (TPP II) inhibitory activity of ( S )-2,3-dihydro-2-(1 H -imidazol-2-yl)-1 H -indoles, a systematic SAR evaluation. Part 2

  摘要：

  We have systematically explored the structure-activity relationship (SAR) for a series of compounds 2 as inhibitors of tripeptidyl-peptidase II (TPP II), a serine protease responsible for the degradation of cholecystokinin-8 (CCK-8). This SAR evaluation of the core structure 2 suggest a fairly restrictive pharmacophore for such related structures, but has yielded a limited set of compounds (2b, 2c, 2d, 2s, and 2t) with potent TPP II inhibitory activity (IC50 4-11 nM). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.014
• 作为产物：
  描述：

  (S)-1-Acetyl-2,3-dihydro-1H-indole-2-carboximidic acid ethyl ester 在 盐酸 、 potassium acetate 作用下， 以 甲醇 为溶剂， 生成 (S)-2-(2,3-Dihydro-1H-indol-2-yl)-1H-benzoimidazole
  参考文献：
  名称：

  Tripeptidyl-peptidase II (TPP II) inhibitory activity of ( S )-2,3-dihydro-2-(1 H -imidazol-2-yl)-1 H -indoles, a systematic SAR evaluation. Part 2

  摘要：

  We have systematically explored the structure-activity relationship (SAR) for a series of compounds 2 as inhibitors of tripeptidyl-peptidase II (TPP II), a serine protease responsible for the degradation of cholecystokinin-8 (CCK-8). This SAR evaluation of the core structure 2 suggest a fairly restrictive pharmacophore for such related structures, but has yielded a limited set of compounds (2b, 2c, 2d, 2s, and 2t) with potent TPP II inhibitory activity (IC50 4-11 nM). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.014

文献信息

• Tripeptidyl-peptidase II (TPP II) inhibitory activity of ( S )-2,3-dihydro-2-(1 H -imidazol-2-yl)-1 H -indoles, a systematic SAR evaluation. Part 2
  作者：Henry J. Breslin、Tamara A. Miskowski、Michael J. Kukla、Hans L. De Winter、Maria V.F. Somers、Peter W.M. Roevens、Robert W. Kavash

  DOI：10.1016/j.bmcl.2003.09.014

  日期：2003.12

  We have systematically explored the structure-activity relationship (SAR) for a series of compounds 2 as inhibitors of tripeptidyl-peptidase II (TPP II), a serine protease responsible for the degradation of cholecystokinin-8 (CCK-8). This SAR evaluation of the core structure 2 suggest a fairly restrictive pharmacophore for such related structures, but has yielded a limited set of compounds (2b, 2c, 2d, 2s, and 2t) with potent TPP II inhibitory activity (IC50 4-11 nM). (C) 2003 Elsevier Ltd. All rights reserved.