1-tert-butyl-5-(4-methyl-piperazin-1-ylmethyl)-1H-pyrazole-3-carboxylic acid | 1202482-54-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-tert-butyl-5-(4-methyl-piperazin-1-ylmethyl)-1H-pyrazole-3-carboxylic acid
• 英文别名: 1-Tert-butyl-5-[(4-methylpiperazin-1-yl)methyl]pyrazole-3-carboxylic acid
• CAS: 1202482-54-9
• 化学式: C₁₄H₂₄N₄O₂
• 分子量: 280.37
• InChiKey: UUQUDFVONHOMDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N3-[1-(6-amino-pyrimidin-4-yl)-1H-benzoimidazol-2-yl]-4-methyl-benzene-1,3-diamine 、 1-tert-butyl-5-(4-methyl-piperazin-1-ylmethyl)-1H-pyrazole-3-carboxylic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 1-tert-butyl-5-(4-methyl-piperazin-1-ylmethyl)-1H-pyrazole-3-carboxylic acid {3-[1-(6-amino-pyrimidin-4-yl)-1H-benzoimidazol-2-ylamino]-4-methyl-phenyl}-amide
  参考文献：
  名称：

  Discovery of pyrimidine benzimidazoles as Src-family selective Lck inhibitors. Part II

  摘要：

  A series of 4-amino-6-benzimidazole-pyrimidines was designed to target lymphocyte-specific tyrosine kinase (Lck), a member of the Src-family kinases (SFKs). These type II inhibitors were optimized using a cellular Lck-dependent proliferation assay and are capable of inhibiting Lck at single-digit nanomolar concentrations. This scaffold is likely to serve a valuable template for developing potent inhibitors of a number of SFKs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.123

文献信息

• Compounds and Compositions as Protein Kinase Inhibitors
  申请人：Ren Pingda

  公开号：US20070225286A1

  公开（公告）日：2007-09-27

  The invention provides a novel class of compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with abnormal or deregulated kinase activity, particularly diseases or disorders that involve abnormal activation of the Abl, BCR-Abl, PDGF-R, trkB, c-SRC, BMX, FGFR 3 , b-RAF, ΣΓK, Ttε 2 , Λχκ, ΘNK 2α2 , MKK 4 , c-RAF, MKK 6 , SAPK 2 α and SAPK 2 β kinases.

  本发明提供了一种新型化合物类、包含此类化合物的药物组合物以及使用此类化合物治疗或预防与异常或失调激酶活性有关的疾病或疾病的方法，特别是与Abl、BCR-Abl、PDGF-R、trkB、c-SRC、BMX、FGFR3、b-RAF、ΣΓK、Ttε2、Λχκ、ΘNK2α2、MKK4、c-RAF、MKK6、SAPK2α和SAPK2β激酶异常活化相关的疾病或疾病。
• Pyrimidine-Substituted Benzimidazole Derivatives as Protein Kinase Inhibitors
  申请人：Zhang Guobao

  公开号：US20080255112A1

  公开（公告）日：2008-10-16

  The invention provides a novel class of compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with abnormal or deregulated kinase activity, particularly diseases or disorders that involve abnormal activation of Alk, Abl, BRK, Blk, BMX, CSK, c-Src, c-Raf, EGFR, Fes, FGFR3, Fms, Fyn, IGF-IR, IR, IKKα, IKKβ, JAK2, JAK3, KDR, Lck, Met, p70S6k, Ros, Rsk1, SAPK2α, SAPK2β, SAPK3, SIK, Tie2, TrkB and/or WNK3 kinases.

  本发明提供了一种新型的化合物类别，包括这种化合物的药物组合物和使用这种化合物的方法，用于治疗或预防与异常或去调节激酶活性相关的疾病或障碍，特别是涉及Alk、Abl、BRK、Blk、BMX、CSK、c-Src、c-Raf、EGFR、Fes、FGFR3、Fms、Fyn、IGF-IR、IR、IKKα、IKKβ、JAK2、JAK3、KDR、Lck、Met、p70S6k、Ros、Rsk1、SAPK2α、SAPK2β、SAPK3、SIK、Tie2、TrkB和/或WNK3激酶异常激活的疾病或障碍。
• METHODS, COMPOSITIONS AND KITS FOR PROMOTING MOTOR NEURON SURVIVAL AND TREATING AND DIAGNOSING NEURODEGENERATIVE DISORDERS
  申请人：PRESIDENT AND FELLOWS OF HARVARD COLLEGE

  公开号：US20160082015A1

  公开（公告）日：2016-03-24

  Methods, compositions, and kits for promoting motor neuron survival and for treatment and diagnosis of neurodegenerative disorders such as Amyotrophic lateral sclerosis (ALS) and Spinal muscular atrophy (SMA) are described herein.

  本文描述了促进运动神经元存活以及治疗和诊断神经退行性疾病，如肌萎缩侧索硬化症（ALS）和脊髓性肌萎缩症（SMA）的方法、组合物和试剂盒。
• COMPOUNDS AND COMPOSITIONS AS PROTEIN KINASE INHIBITORS
  申请人：IRM LLC

  公开号：EP1758892B1

  公开（公告）日：2012-10-17
• PYRIMIDINE-SUBSTITUTED BENZIMIDAZOLE DERIVATIVES AS PROTEIN KINASE INHIBITORS
  申请人：IRM LLC A Delware Limited Liability Company

  公开号：EP1899329A1

  公开（公告）日：2008-03-19