5-(4-fluorophenyl)pyrimidin-2-amine | 31408-40-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(4-fluorophenyl)pyrimidin-2-amine
• CAS: 31408-40-9
• 化学式: C₁₀H₈FN₃
• 分子量: 189.192
• InChiKey: ZBVCVRDYFKWLKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  trans-1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid 、 5-(4-fluorophenyl)pyrimidin-2-amine 在 吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 C₂₃H₁₉FN₄O₃
  参考文献：
  名称：

  Identification of positron emission tomography ligands for NPY Y5 receptors in the brain

  摘要：

  A series of trans-3-oxospiro[(aza)isobenzofuran-1(3H),1'-cyclohexane]-4'-carboxamide derivatives were synthesized and profiled for NPY Y5 binding affinity, brain and CSF penetrability in rats, and susceptibility to human and mouse P-glycoprotein transporters in order to develop a PET ligand. Compound 12b exhibited an acceptable profile for a PET ligand, and [C-11]12b was successfully utilized in clinical settings as a Y5 PET ligand. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.103
• 作为产物：
  描述：

  2-chloro-5-(4-fluoro phenyl)pyrimidine 在 氨 作用下， 以 甲醇 为溶剂， 生成 5-(4-fluorophenyl)pyrimidin-2-amine
  参考文献：
  名称：

  WO2008/64157

  摘要：

  公开号：

文献信息

• A General and Highly Efficient Method for the Construction of Aryl-Substituted N-Heteroarenes
  作者：Chun Liu、Na Han、Xiaoxiao Song、Jieshan Qiu

  DOI：10.1002/ejoc.201000962

  日期：2010.10

  A general, simple and highly efficient method has been developed for the Pd(OAc) 2 -catalyzed ligand-free and aerobic Suzuki reaction of N-heteroaryl halides, which is strongly dependent on the molecular structure of solvent.

  已经开发了一种通用、简单和高效的方法，用于 Pd(OAc) 2 催化的 N-杂芳基卤化物的无配体和有氧 Suzuki 反应，该反应强烈依赖于溶剂的分子结构。
• Preparation of 2,5‐disubstituted pyrimidines from vinamidinium salts and synthesis of novel disulfane derivatives
  作者：Ziba Rafiee Samani、Abdolmohammad Mehranpour、Alireza Hasaninejad

  DOI：10.1002/jhet.3935

  日期：2020.5

  Novel pyrimidine derivatives were prepared from the reaction of 2‐substituted 1,3‐bis(dimethylamino)‐trimethinium salts with thiourea or guanidine in the presence of ethyl‐diisopropylamine in ethanol at reflux, and also some 5‐substituted pyrimidine‐2‐thiols has been used for the synthesis of novel disulfane compounds. Infrared, 1H NMR, 13C NMR, and mass spectral data confirm the molecular structures

  新型嘧啶衍生物是由2-取代的1,3-双（二甲基氨基）-三甲基亚锡盐与硫脲或胍在乙基二异丙胺存在下于乙醇中回流反应制得的，还有一些5-取代的嘧啶-2-硫醇已用于合成新型二硫醚化合物。红外，1 H NMR，13 C NMR和质谱数据证实了新合成化合物的分子结构。在DMSO中检测了这些化合物的紫外光谱行为和ƛ最大这些化合物进行了研究。
• IMIDAZOTRIAZINES AND IMIDAZOPYRIMIDINES AS KINASE INHIBITORS
  申请人：Incyte Holdings Corporation

  公开号：US20160326178A1

  公开（公告）日：2016-11-10

  The present invention is directed to imidazo[1,2-b][1,2,4]triazines and imidazo[1,2-a]pyrimidines, and pharmaceutical compositions thereof, which are inhibitors of kinases such as c-Met and are useful in the treatment of cancer and other diseases related to the dysregulation of kinase pathways.

  本发明涉及咪唑[1,2-b][1,2,4]三嗪和咪唑[1,2-a]嘧啶，以及其制成的药物组合物，该组合物是c-Met激酶抑制剂，可用于治疗癌症和与激酶通路失调有关的其他疾病。
• Imidazotriazines and imidazopyrimidines as kinase inhibitors
  申请人：Incyte Corporation

  公开号：US07767675B2

  公开（公告）日：2010-08-03

  The present invention is directed to imidazo[1,2-b][1,2,4]triazines and imidazo[1,2-a]pyrimidines, and pharmaceutical compositions thereof, which are inhibitors of kinases such as c-Met and are useful in the treatment of cancer and other diseases related to the dysregulation of kinase pathways.

  本发明涉及咪唑并[1,2-b][1,2,4]三嗪和咪唑并[1,2-a]嘧啶，以及它们的药物组合物，它们是c-Met激酶抑制剂，可用于治疗与激酶通路失调相关的癌症和其他疾病。
• 2-POLYSUBSTITUTED AROMATIC RING-PYRIMIDINE DERIVATIVE AND PREPARATION AND MEDICAL USE
  申请人：Zhejiang University

  公开号：EP3530657A1

  公开（公告）日：2019-08-28

  The present invention provides a 2-polysubstituted aromatic ring-pyrimidine derivative and an optical isomer thereof, or a pharmaceutically acceptable salt or solvate thereof, the compound, and an optical isomer thereof or a pharmaceutically thereof acceptable salts or solvates can be used in the preparation of anti-tumor drugs. The invention designs and synthesizes a series of novel small molecule Chkl inhibitors by using N-substituted pyridin-2-aminopyrimidine obtained by structure-based virtual screening as a lead compound, and carries out Chkl kinase inhibitory activity test. The experiment confirmed that said compounds possess potent anticancer activity, Chkl kinase inhibitory activity, and are promising Chkl inhibitors, and can be used as new cancer therapeutic drugs, which can be applied to treat solid tumors or hematologic tumors related to proliferative disease of human or animal. The 2-polysubstituted aromatic ring-pyrimidine derivatives provided by the present invention has the structure of the formula I:

  本发明提供了一种2-多取代芳环嘧啶衍生物及其光学异构体或其药学上可接受的盐或溶液，该化合物及其光学异构体或其药学上可接受的盐或溶液可用于制备抗肿瘤药物。本发明以基于结构虚拟筛选得到的N-取代吡啶-2-氨基嘧啶为先导化合物，设计合成了一系列新型小分子Chkl抑制剂，并进行了Chkl激酶抑制活性试验。实验证实，上述化合物具有较强的抗癌活性和Chkl激酶抑制活性，是很有前途的Chkl抑制剂，可作为新型肿瘤治疗药物，用于治疗人或动物的实体瘤或与增殖性疾病相关的血液肿瘤。本发明提供的2-多取代芳环嘧啶衍生物具有式I的结构：