2,4-二溴-7-氯喹啉 | 1215767-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 2,4-二溴-7-氯喹啉
• 英文名称: 2,4-dibromo-7-chloroquinoline
• CAS: 1215767-83-1
• 化学式: C₉H₄Br₂ClN
• 分子量: 321.398
• InChiKey: RJYNNNOJMWTQPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  13
• 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：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4-二溴-7-氯喹啉 在 溶剂黄146 作用下， 以 水 为溶剂， 生成 4-bromo-7-chloroquinolin-2(1H)-one
  参考文献：
  名称：

  Novel coumarin- and quinolinone-based polycycles as cell division cycle 25-A and -C phosphatases inhibitors induce proliferation arrest and apoptosis in cancer cells

  摘要：

  Cell division cycle phosphatases CDC25 A, B and C are involved in modulating cell cycle processes and are found overexpressed in a large panel of cancer typology. Here, we describe the development of two novel quinone-polycycle series of CDC25A and C inhibitors on the one hand la-k, coumarin-based, and on the other 2a-g, quinolinone-based, which inhibit either enzymes up to a sub-micro molar level and at single digit micro molar concentrations, respectively. When tested in six different cancer cell lines, compound 2c displayed the highest efficacy to arrest cell viability, showing in almost all cell lines sub-micro molar IC50 values, a profile even better than the reference compound NCS95397. To investigate the putative binding mode of the inhibitors and to develop quantitative structure-activity relationships, molecular docking and 3-D QSAR studies were also carried out. Four selected inhibitors, la, ld, 2a and 2c have been also tested in A431 cancer cells; among them, compound 2c was the most potent one leading to cell proliferation arrest and decreased CDC25C protein levels together with its splicing variant. Compound 2c displayed increased phosphorylation levels of histone H3, induction of PARP and caspase 3 cleavage, highlighting its contribution to cell death through pro-apoptotic effects. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.04.012
• 作为产物：
  描述：

  7-氯-喹啉-2,4-二醇 在 四磷十氧化物 、 四丁基溴化铵 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以26%的产率得到2,4-二溴-7-氯喹啉
  参考文献：
  名称：

  Novel coumarin- and quinolinone-based polycycles as cell division cycle 25-A and -C phosphatases inhibitors induce proliferation arrest and apoptosis in cancer cells

  摘要：

  Cell division cycle phosphatases CDC25 A, B and C are involved in modulating cell cycle processes and are found overexpressed in a large panel of cancer typology. Here, we describe the development of two novel quinone-polycycle series of CDC25A and C inhibitors on the one hand la-k, coumarin-based, and on the other 2a-g, quinolinone-based, which inhibit either enzymes up to a sub-micro molar level and at single digit micro molar concentrations, respectively. When tested in six different cancer cell lines, compound 2c displayed the highest efficacy to arrest cell viability, showing in almost all cell lines sub-micro molar IC50 values, a profile even better than the reference compound NCS95397. To investigate the putative binding mode of the inhibitors and to develop quantitative structure-activity relationships, molecular docking and 3-D QSAR studies were also carried out. Four selected inhibitors, la, ld, 2a and 2c have been also tested in A431 cancer cells; among them, compound 2c was the most potent one leading to cell proliferation arrest and decreased CDC25C protein levels together with its splicing variant. Compound 2c displayed increased phosphorylation levels of histone H3, induction of PARP and caspase 3 cleavage, highlighting its contribution to cell death through pro-apoptotic effects. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.04.012

文献信息

• [EN] GLUCAGON RECEPTOR ANTAGONIST COMPOUNDS, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS ANTAGONISTES DU RÉCEPTEUR DU GLUCAGON, COMPOSITIONS CONTENANT CES COMPOSÉS ET MÉTHODES D'UTILISATION
  申请人：MERCK SHARP & DOHME

  公开号：WO2010030722A1

  公开（公告）日：2010-03-18

  Glucagon receptor antagonist compounds are disclosed. The compounds are useful for treating type 2 diabetes and related conditions. Pharmaceutical compositions and methods of treatment are also included.

  葡萄糖素受体拮抗剂化合物已被披露。这些化合物可用于治疗2型糖尿病及相关疾病。同时还包括药物组合物和治疗方法。
• GLUCAGON RECEPTOR ANTAGONIST COMPOUNDS, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF USE
  申请人：Lin Songnian

  公开号：US20110172256A1

  公开（公告）日：2011-07-14

  Glucagon receptor antagonist compounds are disclosed. The compounds are useful for treating type 2 diabetes and related conditions. Pharmaceutical compositions and methods of treatment are also included.

  抑制胰高血糖素受体的化合物被披露。这些化合物对于治疗2型糖尿病及相关疾病非常有用。此外，还包括药物组成和治疗方法。
• Glucagon receptor antagonist compounds, compositions containing such compounds and methods of use
  申请人：Lin Songnian

  公开号：US08436015B2

  公开（公告）日：2013-05-07

  Glucagon receptor antagonist compounds of formula I are disclosed: The compounds are useful for treating type 2 diabetes and related conditions. Pharmaceutical compositions and methods of treatment are also included.

  公开了式I的胰高血糖素受体拮抗剂化合物：所述化合物可用于治疗2型糖尿病及相关疾病。还包括制药组合物和治疗方法。
• ORGANIC LIGHT EMITTING MATERIAL
  申请人：BEIJING SUMMER SPROUT TECHNOLOGY CO., LTD.

  公开号：US20210380618A1

  公开（公告）日：2021-12-09

  Provided is an organic light-emitting material. The organic light-emitting material is a metal complex having a ligand with a structure of Formula 1 or Formula 1′. The metal complex can be used as a light-emitting material in an electroluminescent device. These novel metal complexes can effectively adjust a light-emitting color to deep red, can improve external quantum efficiency of devices while maintaining a relatively narrow FWHM, and can provide better device performance. Further provided are an electroluminescent device and a compound formulation.
• US8436015B2
  申请人：——

  公开号：US8436015B2

  公开（公告）日：2013-05-07