(S)-N-[(4R)-6,6-dimethyl-2-(2-methylpropyl)-5,7-dihydro-4H-indazol-4-yl]-2-methylpropane-2-sulfinamide | 1414357-32-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (S)-N-[(4R)-6,6-dimethyl-2-(2-methylpropyl)-5,7-dihydro-4H-indazol-4-yl]-2-methylpropane-2-sulfinamide
• CAS: 1414357-32-6
• 化学式: C₁₇H₃₁N₃OS
• 分子量: 325.519
• InChiKey: GAIUXPVXOVSRRY-QRQCRPRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  66.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-N-[(4R)-6,6-dimethyl-2-(2-methylpropyl)-5,7-dihydro-4H-indazol-4-yl]-2-methylpropane-2-sulfinamide 在 盐酸 、 甲醇 作用下， 以 1,4-二氧六环 为溶剂， 生成 (4R)-6,6-dimethyl-2-(2-methylpropyl)-5,7-dihydro-4H-indazol-4-amine
  参考文献：
  名称：

  Design and synthesis of potent hydroxyethylamine (HEA) BACE-1 inhibitors carrying prime side 4,5,6,7-tetrahydrobenzazole and 4,5,6,7-tetrahydropyridinoazole templates

  摘要：

  A set of low molecular weight compounds containing a hydroxyethylamine (HEA) core structure with different prime side alkyl substituted 4,5,6,7-tetrahydrobenzazoles and one 4,5,6,7-tetrahydropyridinoazole was synthesized. Striking differences were observed on potencies in the BACE-1 enzymatic and cellular assays depending on the nature of the heteroatoms in the bicyclic ring, from the low active compound 4 to inhibitor 6, displaying BACE-1 IC50 values of 44 nM (enzyme assay) and 65 nM (cell-based assay). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.097
• 作为产物：
  描述：

  2-dimethylaminomethylene-5,5-dimethylcyclohexane-1,3-dione 在 titanium(IV) tetraethanolate 、 sodium tetrahydroborate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 甲苯 为溶剂， 生成 (S)-N-[(4R)-6,6-dimethyl-2-(2-methylpropyl)-5,7-dihydro-4H-indazol-4-yl]-2-methylpropane-2-sulfinamide
  参考文献：
  名称：

  Design and synthesis of potent hydroxyethylamine (HEA) BACE-1 inhibitors carrying prime side 4,5,6,7-tetrahydrobenzazole and 4,5,6,7-tetrahydropyridinoazole templates

  摘要：

  A set of low molecular weight compounds containing a hydroxyethylamine (HEA) core structure with different prime side alkyl substituted 4,5,6,7-tetrahydrobenzazoles and one 4,5,6,7-tetrahydropyridinoazole was synthesized. Striking differences were observed on potencies in the BACE-1 enzymatic and cellular assays depending on the nature of the heteroatoms in the bicyclic ring, from the low active compound 4 to inhibitor 6, displaying BACE-1 IC50 values of 44 nM (enzyme assay) and 65 nM (cell-based assay). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.097

文献信息

• Design and synthesis of potent hydroxyethylamine (HEA) BACE-1 inhibitors carrying prime side 4,5,6,7-tetrahydrobenzazole and 4,5,6,7-tetrahydropyridinoazole templates
  作者：Christian Sund、Oscar Belda、Neera Borkakoti、Jimmy Lindberg、Dean Derbyshire、Lotta Vrang、Elizabeth Hamelink、Cathrine Åhgren、Esmeralda Woestenenk、Kristina Wikström、Anders Eneroth、Erik Lindström、Genadiy Kalayanov

  DOI：10.1016/j.bmcl.2012.08.097

  日期：2012.11

  A set of low molecular weight compounds containing a hydroxyethylamine (HEA) core structure with different prime side alkyl substituted 4,5,6,7-tetrahydrobenzazoles and one 4,5,6,7-tetrahydropyridinoazole was synthesized. Striking differences were observed on potencies in the BACE-1 enzymatic and cellular assays depending on the nature of the heteroatoms in the bicyclic ring, from the low active compound 4 to inhibitor 6, displaying BACE-1 IC50 values of 44 nM (enzyme assay) and 65 nM (cell-based assay). (C) 2012 Elsevier Ltd. All rights reserved.