2-Thiophen-2-yl-1,3-thiazole-4-carbonyl azide | 400776-57-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-Thiophen-2-yl-1,3-thiazole-4-carbonyl azide
• CAS: 400776-57-0
• 化学式: C₈H₄N₄OS₂
• 分子量: 236.278
• InChiKey: ADORIWPTXTZNNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Thiophen-2-yl-1,3-thiazole-4-carbonyl azide 在 polystyrene-C(C₆H₄-4-NO₂)=NOH resin 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 1-Morpholin-4-yl-3-(2-thiophen-2-yl-thiazol-4-yl)-urea
  参考文献：
  名称：

  A catch-and-release strategy for the combinatorial synthesis of 4-acylamino-1,3-thiazoles as potential CDK5 inhibitors

  摘要：

  Two-dimensional libraries of 4-acylamino-1,3-thiazoles 9 were prepared via Curtius rearrangement of 1,3-thiazole-4-carbonyl azides 6, trapping of the intermediate isocyanates with oxime resin, and thermal regeneration of the isocyanates from the washed resin in the presence of nucleophiles. Several compounds proved to be selective inhibitors of CDK5/p25 versus the closely homologous CDK2/cyclin A enzyme, with the best analogue (43) possessing over 100-fold selectivity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00726-1
• 作为产物：
  描述：

  2-(2-噻吩基)-1,3-噻唑-4-羧酸 在 sodium azide 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-Thiophen-2-yl-1,3-thiazole-4-carbonyl azide
  参考文献：
  名称：

  A catch-and-release strategy for the combinatorial synthesis of 4-acylamino-1,3-thiazoles as potential CDK5 inhibitors

  摘要：

  Two-dimensional libraries of 4-acylamino-1,3-thiazoles 9 were prepared via Curtius rearrangement of 1,3-thiazole-4-carbonyl azides 6, trapping of the intermediate isocyanates with oxime resin, and thermal regeneration of the isocyanates from the washed resin in the presence of nucleophiles. Several compounds proved to be selective inhibitors of CDK5/p25 versus the closely homologous CDK2/cyclin A enzyme, with the best analogue (43) possessing over 100-fold selectivity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00726-1

文献信息

• Thiazolyl urea compounds and methods of uses
  申请人：——

  公开号：US20020193405A1

  公开（公告）日：2002-12-19

  Selected novel urea compounds are effective for prophylaxis and treatment of diseases, such as cell proliferation or apoptosis mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving stoke, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  选定的新型尿素化合物对预防和治疗疾病有效，如细胞增殖或凋亡介导的疾病。该发明涵盖了新型化合物、类似物、前药和其药用可接受的盐，以及用于预防和治疗中风、癌症等疾病和其他疾病或病况的药物组合物和方法。该发明还涉及制备此类化合物的方法，以及在这些过程中有用的中间体。
• Urea compounds and methods of uses
  申请人：——

  公开号：US20020173507A1

  公开（公告）日：2002-11-21

  Selected novel urea compounds are effective for prophylaxis and treatment of diseases, such as cell proliferation or apoptosis mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving stoke, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  选择的新型尿素化合物对预防和治疗疾病有效，例如细胞增殖或凋亡介导的疾病。该发明涵盖了新型化合物、类似物、前药和其药用可接受的盐、预防和治疗涉及中风、癌症等疾病和其他疾病或病症的药物组合物和方法。该发明还涉及制备此类化合物的过程以及在此类过程中有用的中间体。
• [EN] THIAZOLYL UREA COMPOUNDS FOR THE TREATMENT OF CANCER<br/>[FR] COMPOSES DE THIAZOLYL UREE POUR LE TRAITEMENT DU CANCER
  申请人：AMGEN INC

  公开号：WO2003070727A1

  公开（公告）日：2003-08-28

  Selected thiazolyl urea compounds of formula (VI) are effective for prophylaxis and treatment of diseases, such as cell proliferation or apoptosis mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving stoke, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  公式（VI）的选定噻唑基脲类化合物对预防和治疗细胞增殖或凋亡介导的疾病有效。本发明涵盖新的化合物、类似物、前药和其药学上可接受的盐、药物组合物和预防和治疗中风、癌症等疾病及其他疾病或情况的方法。本发明还涉及制备这种化合物的过程以及在这种过程中有用的中间体。
• Urea compounds as kinase inhibitors
  申请人：Amgen, Inc.

  公开号：EP1619184A2

  公开（公告）日：2006-01-25

  Selected novel urea compounds are effective for prophylaxis and treatment of diseases, such as cell proliferation or apoptosis mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving stroke, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  精选的新型脲化合物可有效预防和治疗疾病，如细胞增殖或凋亡介导的疾病。本发明包括新型化合物、类似物、原药及其药学上可接受的盐、药物组合物以及用于预防和治疗涉及中风、癌症等疾病和其他弊病或病症的方法。本发明还涉及制造此类化合物的工艺以及在此类工艺中有用的中间体。
• UREA COMPOUNDS AND METHODS OF USES
  申请人：Amgen Inc.

  公开号：EP1309589A2

  公开（公告）日：2003-05-14