(3S,6R)-3-(BOC-氨基)-6-甲基哌啶 | 1271024-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: (3S,6R)-3-(BOC-氨基)-6-甲基哌啶
• 中文别名: 叔-丁基N-[(3S,6R)-6-甲基哌啶-3-基]氨基甲酯；N-[(3S,6R)-6-甲基哌啶-3-基]氨基甲酸叔丁酯
• 英文名称: 1,1-dimethylethyl [(3S,6R)-6-methyl-3-piperidinyl]carbamate
• 英文别名: tert-Butyl N-[(3S,6R)-6-methylpiperidin-3-yl]carbamate
• CAS: 1271024-76-0
• 化学式: C₁₁H₂₂N₂O₂
• 分子量: 214.308
• InChiKey: NNMBHCRWGGSRBE-BDAKNGLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3S,6R)-3-(BOC-氨基)-6-甲基哌啶 在 四(三苯基膦)钯 、 碳酸氢钠 、 一水合肼 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 水 为溶剂， 生成 1,1-dimethylethyl {(3S,6R)-1-[2-amino-6-(3-amino-1H-indazol-6-yl)-4-pyrimidinyl]-6-methyl-3-piperidinyl}carbamate
  参考文献：
  名称：

  Structure-Based Design of Potent and Selective 3-Phosphoinositide-Dependent Kinase-1 (PDK1) Inhibitors

  摘要：

  Phosphoinositide-dependent protein kinase-1 (PDK1) is a master regulator of the AGC family of kinases and an integral component of the PI3K/AKT/mTOR pathway. As this pathway is among the most commonly deregulated across all cancers, a selective inhibitor of PDKI might have utility as an anticancer agent. Herein we describe our lead optimization of compound 1 toward highly potent and selective PDKI inhibitors via a structure-based design strategy. The most potent and selective inhibitors demonstrated submicromolar activity as measured by inhibition of phosphorylation of PDK1 substrates as well as antiproliferative activity against a subset of AML cell lines. In addition, reduction of phosphorylation of PDK1 substrates was demonstrated in vivo in mice bearing OC1-AML2 xenografts. These observations demonstrate the utility of these molecules as tools to further delineate the biology of PDKI and the potential pharmacological uses of a PDK1 inhibitor.

  DOI：

  10.1021/jm101527u

文献信息

• 신규한 PIM 키나아제 억제 화합물 및 이의 용도
  申请人：제일약품주식회사

  公开号：KR20230154382A

  公开（公告）日：2023-11-08

  본 발명은 신규한 PIM 키나아제 억제제 및 이의 용도에 관한 것으로, 보다 상세하게는 PIM 키나아제 억제 활성을 가지는 신규한 화합물 및 이를 포함하는 PIM 키나아제 활성과 관련된 질환의 예방, 개선 또는 치료용 조성물에 관한 것이다. 본 발명의 화합물은 심장독성이 낮으면서도, 효과적으로 PIM 키나아제 억제 활성을 가지는 것을 확인하였으므로, 본 발명의 화합물은 PIM 키나아제 활성과 관련된 암, 자가면역질환, 골수 증식성 장애 또는 죽상동맥경화증과 같은 다양한 질환의 예방, 개선 또는 치료용 조성물로 유용하게 사용될 수 있다.

  本发明涉及新型PIM激酶抑制剂及其用途，更具体地说，涉及具有PIM激酶抑制活性的新型化合物和包含这些化合物的预防、改善或治疗与PIM激酶活性相关疾病的组合物。由于已发现本发明化合物具有有效的 PIM 激酶抑制活性，且心脏毒性低，因此本发明化合物可用于预防、改善或治疗与 PIM 激酶活性相关的各种疾病（如癌症、自身免疫性疾病、骨髓增生性疾病或动脉粥样硬化）的组合物中。