tert-butyl (1R,2S)-1-hydroxy-1-(6-methoxypyridin-3-yl)propan-2-ylcarbamate | 1196452-55-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl (1R,2S)-1-hydroxy-1-(6-methoxypyridin-3-yl)propan-2-ylcarbamate
• 英文别名: [(1S,2R)-2-hydroxy-2-(6-methoxy-3-pyridinyl)-1-methylethyl]-carbamic acid t-butyl ester；tert-butyl N-[(1R,2S)-1-hydroxy-1-(6-methoxypyridin-3-yl)propan-2-yl]carbamate
• CAS: 1196452-55-7
• 化学式: C₁₄H₂₂N₂O₄
• 分子量: 282.34
• InChiKey: OPRCYFQPBSGYFO-CABZTGNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  80.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl (1R,2S)-1-hydroxy-1-(6-methoxypyridin-3-yl)propan-2-ylcarbamate 在 copper(l) iodide 、 N,N-二甲基甘氨酸 盐酸 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 丁腈 为溶剂， 反应 24.0h， 生成 (1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-1-(6-methoxypyridin-3-yl)propan-2-amine
  参考文献：
  名称：

  [EN] PHENYL OR PYRIDINYL SUBSTITUTED INDAZOLES DERIVATIVES
  [FR] DÉRIVÉS INDAZOLES À SUBSTITUTION PHÉNYL OU PYRIDINYLE

  摘要：

  一种化合物的化学式Ia：公式（Ia）。本发明涉及新型吲唑基衍生物，包括这种衍生物的药物组合物，制备这种新型衍生物的方法以及将这种衍生物用作药物的用途。

  公开号：

  WO2009142569A1
• 作为产物：
  描述：

  5-溴-2-甲氧基吡啶 在 异丙基氯化镁 、 aluminum isopropoxide 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 反应 19.0h， 生成 tert-butyl (1R,2S)-1-hydroxy-1-(6-methoxypyridin-3-yl)propan-2-ylcarbamate
  参考文献：
  名称：

  Discovery of indazole ethers as novel, potent, non-steroidal glucocorticoid receptor modulators

  摘要：

  A structure-based design approach led to the identification of a novel class of indazole ether based, nonsteroidal glucocorticoid receptor (GR) modulators. Several examples were identified that displayed cell potency in the picomolar range, inhibiting LPS-induced TNF-alpha release by primary peripheral blood mononuclear cells (PBMCs). Additionally, an improved steroid hormone receptor binding selectivity profile, compared to classical steroidal GR agonists, was demonstrated. The indazole ether core tolerated a broad range of substituents allowing for modulation of the physiochemical parameters. A small subset of indazole ethers, with pharmacokinetic properties suitable for oral administration, was investigated in a rat antigen-induced joint inflammation model and demonstrated excellent anti-inflammatory efficacy. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.10.052

文献信息

• Phenyl or Pyridinyl Substituted Indazoles Derivatives
  申请人：Berger Markus

  公开号：US20100080786A1

  公开（公告）日：2010-04-01

  A compound of formula Ia: The present invention relates to novel indazolyl derivatives, to pharmaceutical compositions comprising such derivatives, to processes for preparing such novel derivatives and to the use of such derivatives as medicaments

  一种化学式Ia的化合物：本发明涉及新颖的吲哚啉衍生物，包括这些衍生物的制药组合物，制备这些新型衍生物的方法以及将这些衍生物用作药物的用途。
• Discovery of indazole ethers as novel, potent, non-steroidal glucocorticoid receptor modulators
  作者：Martin Hemmerling、Karl Edman、Matti Lepistö、Anders Eriksson、Svetlana Ivanova、Jan Dahmén、Hartmut Rehwinkel、Markus Berger、Ramon Hendrickx、Matthew Dearman、Tina Jellesmark Jensen、Lisa Wissler、Thomas Hansson

  DOI：10.1016/j.bmcl.2016.10.052

  日期：2016.12

  A structure-based design approach led to the identification of a novel class of indazole ether based, nonsteroidal glucocorticoid receptor (GR) modulators. Several examples were identified that displayed cell potency in the picomolar range, inhibiting LPS-induced TNF-alpha release by primary peripheral blood mononuclear cells (PBMCs). Additionally, an improved steroid hormone receptor binding selectivity profile, compared to classical steroidal GR agonists, was demonstrated. The indazole ether core tolerated a broad range of substituents allowing for modulation of the physiochemical parameters. A small subset of indazole ethers, with pharmacokinetic properties suitable for oral administration, was investigated in a rat antigen-induced joint inflammation model and demonstrated excellent anti-inflammatory efficacy. (C) 2016 Elsevier Ltd. All rights reserved.
• [EN] PHENYL OR PYRIDINYL SUBSTITUTED INDAZOLES DERIVATIVES<br/>[FR] DÉRIVÉS INDAZOLES À SUBSTITUTION PHÉNYL OU PYRIDINYLE
  申请人：ASTRAZENECA AB

  公开号：WO2009142569A1

  公开（公告）日：2009-11-26

  A compound of formula Ia: Formula (la) The present invention relates to novel indazolyl derivatives, to pharmaceutical compositions comprising such derivatives, to processes for preparing such novel derivatives and to the use of such derivatives as medicaments.

  一种化合物的化学式Ia：公式（Ia）。本发明涉及新型吲唑基衍生物，包括这种衍生物的药物组合物，制备这种新型衍生物的方法以及将这种衍生物用作药物的用途。