2-氨基-5-氯-6-氟苯并咪唑 | 142356-64-7

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 2-氨基-5-氯-6-氟苯并咪唑
• 中文别名: (9ci)-5-氯-6-氟-1H-苯并咪唑-2-胺
• 英文名称: 5-chloro-6-fluoro-1H-benzo[d]imidazol-2-amine
• 英文别名: 5-chloro-6-fluoro-1H-benzimidazol-2-amine
• CAS: 142356-64-7
• 化学式: C₇H₅ClFN₃
• 分子量: 185.588
• InChiKey: BLXGHUSEUDLUBK-UHFFFAOYSA-N

物化性质

• 沸点：
  408.6±48.0 °C(Predicted)
• 密度：
  1.634±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氨基-5-氯-6-氟苯并咪唑 、 2-(2-(trifluoromethoxy)benzamido)thiazole-4-carboxylic acid 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以24%的产率得到N-(5-chloro-6-fluoro-1H-benzo[d]imidazol-2-yl)-2-(2-(trifluoromethoxy)benzamido)thiazole-4-carboxamide
  参考文献：
  名称：

  2-Benzamido-N-(1H-benzo[d]imidazol-2-yl)thiazole-4-carboxamide derivatives as potent inhibitors of CK1δ/ε

  摘要：

  In this study we identified two heterocyclic compounds (5 and 6) as potent and specific inhibitors of CK1 delta (IC50 = 0.040 and 0.042 mu M, respectively). Whereas compound 5 exhibited fivefold higher affinity towards CK1 delta than to CK1 epsilon (IC50 CK1 epsilon = 0.199 mu M), compound 6 also inhibited CK1 epsilon (IC50 = 0.0326 mu M) in the same range as CK1 delta. Selected compound 5 was screened over 442 kinases identifying 5 as a highly potent and selective inhibitor of CK1 delta. X-ray analysis of 5 bound to CK1 delta demonstrated its binding mode. In addition, characterization of 5 and 6 in a cell biological approach revealed the ability of both compounds to inhibit proliferation of tumor cell lines in a dose and cell line specific manner. In summary, our optimizations lead to the development of new highly selective CK1 delta and epsilon specific inhibitors with biological activity.

  DOI：

  10.1007/s00726-012-1234-x

文献信息

• [EN] INHIBITORS OF HISTONE DEACETYLASE<br/>[FR] INHIBITEURS D'HISTONE DEACETYLASE
  申请人：METHYLGENE INC

  公开号：WO2005030704A1

  公开（公告）日：2005-04-07

  The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.

  这项发明涉及抑制组蛋白去乙酰化酶。该发明提供了抑制组蛋白去乙酰化酶酶活性的化合物和方法。该发明还提供了治疗细胞增殖性疾病和症状的组合物和方法。
• Method for reducing a susceptibility to tumor formation induced by 3-deoxyglucosone and precursors thereof
  申请人：Brown R. Truman

  公开号：US20060089316A1

  公开（公告）日：2006-04-27

  Disclosed are methods of using various compounds, which are known to bind to 3-deoxyglucosone (3DG) or precursors thereof, in order to reduce a susceptibility to tumor formation and/or to prevent or delay onset of tumor formation induced by 3DG and its precursors. Also disclosed is the reduction of 3DG levels in high fructose corn syrop so that the high fructose corn syrup is less likely to induce tumor formation.

  公开了使用各种已知与3-脱氧葡萄糖酮（3DG）或其前体结合的化合物的方法，以减少对肿瘤形成的易感性和/或预防或延迟由3DG及其前体诱导的肿瘤形成。还公开了降低高果糖玉米糖浆中3DG水平的方法，以使高果糖玉米糖浆不太可能诱导肿瘤形成。
• 2,3-DIHYDROBENZOFURAN-5YL COMPOUNDS AS DYRK KINASE INHIBITORS
  申请人：4SC DISCOVERY GMBH

  公开号：US20160137637A1

  公开（公告）日：2016-05-19

  The present invention relates to compounds of below Formula (I), physiologically functional derivatives or salts thereof, where the groups R 1 , R 2 , R 3 , R 4 , R A , X 1 , and A, as well as the variables n, m and p are detailed further herein. In another aspect, the present invention provides methods for their preparation, their medical use and pharmaceutical compositions comprising said compounds, physiologically functional derivatives, solvates or salts thereof.

  本发明涉及以下公式（I）的化合物，其生理学功能衍生物或盐，其中R1，R2，R3，R4，RA，X1和A组，以及变量n，m和p的详细信息在此进一步说明。在另一方面，本发明提供了制备它们的方法，它们的医学用途和包含所述化合物、生理学功能衍生物、溶剂化物或其盐的制药组合物。
• 2,3-dihydrobenzofuran-5YL compounds as DYRK kinase inhibitors
  申请人：4SC DISCOVERY GMBH

  公开号：US10005769B2

  公开（公告）日：2018-06-26

  The present invention relates to compounds of below Formula (I), physiologically functional derivatives or salts thereof, where the groups R1, R2, R3, R4, RA, X1, and A, as well as the variables n, m and p are detailed further herein. In another aspect, the present invention provides methods for their preparation, their medical use and pharmaceutical compositions comprising said compounds, physiologically functional derivatives, solvates or salts thereof.

  本发明涉及下式（I）化合物、其生理功能衍生物或盐类，其中基团 R1、R2、R3、R4、RA、X1 和 A 以及变量 n、m 和 p 在此进一步详述。 在另一方面，本发明提供了包含上述化合物、其生理功能衍生物、溶液或盐的制备方法、医疗用途和药物组合物。
• [EN] 2,3-DIHYDROBENZOFURAN-5-YL COMPOUNDS AS DYRK KINASE INHIBITORS<br/>[FR] COMPOSÉS 2,3-DIHYDROBENZOFURAN-5-YL UTILISÉS COMME INHIBITEURS DE KINASES DYRK
  申请人：4SC DISCOVERY GMBH

  公开号：WO2014202638A9

  公开（公告）日：2016-03-03