5-(5-methoxy-3-pyridyl)-6,7-dihydro-4H-thiazolo[5,4-c]pyridin-2-amine | 1241752-55-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-(5-methoxy-3-pyridyl)-6,7-dihydro-4H-thiazolo[5,4-c]pyridin-2-amine
• 英文别名: 5-(5-methoxypyridin-3-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-amine；5-(5-Methoxypyridin-3-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-amine；5-(5-methoxypyridin-3-yl)-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-amine
• CAS: 1241752-55-5
• 化学式: C₁₂H₁₄N₄OS
• 分子量: 262.335
• InChiKey: PWTGCWYWFPWQPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  92.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(5-methoxy-3-pyridyl)-6,7-dihydro-4H-thiazolo[5,4-c]pyridin-2-amine 在 三乙胺 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 7.0h， 生成 1-(2-(1-(2,2-difluoroethyl)-1H-imidazol-4-yl)ethyl)-3-(5-(5-methoxypyridin-3-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)urea
  参考文献：
  名称：

  Discovery of Highly Isoform Selective Thiazolopiperidine Inhibitors of Phosphoinositide 3-Kinase γ

  摘要：

  A series of high,affinity second-generation thiazolopiperidine inhibitors of PI3K gamma were designed based on some general observations around lipid kinase structure. Optimization of the alkylimidazole group led to inhibitors with higher level of PI3K gamma selectivity. Additional insights into PI3K isoform selectivity related to sequence differences in a known distal hydrophobic pocket are also described.

  DOI：

  10.1021/acs.jmedchem.5b00498
• 作为产物：
  描述：

  3-溴-5-甲氧基吡啶 在 吡啶 、 tris-(dibenzylideneacetone)dipalladium(0) 、 sulfur 、 sodium t-butanolate 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 甲苯 、 叔丁醇 为溶剂， 反应 4.33h， 生成 5-(5-methoxy-3-pyridyl)-6,7-dihydro-4H-thiazolo[5,4-c]pyridin-2-amine
  参考文献：
  名称：

  Discovery of Highly Isoform Selective Thiazolopiperidine Inhibitors of Phosphoinositide 3-Kinase γ

  摘要：

  A series of high,affinity second-generation thiazolopiperidine inhibitors of PI3K gamma were designed based on some general observations around lipid kinase structure. Optimization of the alkylimidazole group led to inhibitors with higher level of PI3K gamma selectivity. Additional insights into PI3K isoform selectivity related to sequence differences in a known distal hydrophobic pocket are also described.

  DOI：

  10.1021/acs.jmedchem.5b00498

文献信息

• [EN] TETRAHYDROTHIAZOLOPYRIDINE INHIBITORS OF PHOSPHATIDYLINOSITOL 3-KINASE<br/>[FR] INHIBITEURS DE LA PHOSPHATIDYLINOSITOL 3-KINASE À BASE DE TÉTRAHYDROTHIAZOLOPYRIDINE
  申请人：VERTEX PHARMA

  公开号：WO2010096389A1

  公开（公告）日：2010-08-26

  The present invention relates to compounds (I) useful as inhibitors of PBK, particularly of PI3Kγ. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.

  本发明涉及化合物（I），其作为PBK的抑制剂，特别是作为PI3Kγ的抑制剂。该发明还提供了含有这些化合物的药学上可接受的组合物，以及使用这些组合物治疗各种疾病、症状或疾病的方法。
• TETRAHYDROTHIAZOLOPYRIDINE INHIBITORS OF PHOSPHATIDYLINOSITOL 3-KINASE
  申请人：Aronov Alex

  公开号：US20120039849A1

  公开（公告）日：2012-02-16

  The present invention relates to compounds useful as inhibitors of PI3K, particularly of PI3Kγ. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.

  本发明涉及用作PI3K抑制剂的化合物，特别是PI3Kγ的抑制剂。 本发明还提供了包含所述化合物的药学上可接受的组合物，以及使用该组合物治疗各种疾病，病况或障碍的方法。
• US8524906B2
  申请人：——

  公开号：US8524906B2

  公开（公告）日：2013-09-03
• Discovery of Highly Isoform Selective Thiazolopiperidine Inhibitors of Phosphoinositide 3-Kinase γ
  作者：Philip N. Collier、David Messersmith、Arnaud Le Tiran、Upul K. Bandarage、Christina Boucher、Jon Come、Kevin M. Cottrell、Veronique Damagnez、John D. Doran、James P. Griffith、Suvarna Khare-Pandit、Elaine B. Krueger、Mark W. Ledeboer、Brian Ledford、Yusheng Liao、Sudipta Mahajan、Cameron S. Moody、Setu Roday、Tiansheng Wang、Jinwang Xu、Alex M. Aronov

  DOI：10.1021/acs.jmedchem.5b00498

  日期：2015.7.23

  A series of high,affinity second-generation thiazolopiperidine inhibitors of PI3K gamma were designed based on some general observations around lipid kinase structure. Optimization of the alkylimidazole group led to inhibitors with higher level of PI3K gamma selectivity. Additional insights into PI3K isoform selectivity related to sequence differences in a known distal hydrophobic pocket are also described.