N-(4-methoxyphenyl)-N'-(8-quinolyl)urea | 99541-12-5

• 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
• 英文名称: N-(4-methoxyphenyl)-N'-(8-quinolyl)urea
• 英文别名: 1-(4-methoxyphenyl)-3-(quinolin-8-yl)urea；1-(4-Methoxyphenyl)-3-quinolin-8-ylurea
• CAS: 99541-12-5
• 化学式: C₁₇H₁₅N₃O₂
• 分子量: 293.325
• InChiKey: FGIJPZDUXLSZJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  63.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯苯甲醚 在 tris-(dibenzylideneacetone)dipalladium(0) 、 2-二叔丁基膦-2′,4′,6′-三异丙基-3,6-二甲氧基-1,1′-联苯 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 21.0h， 生成 N-(4-methoxyphenyl)-N'-(8-quinolyl)urea
  参考文献：
  名称：

  钯催化芳基氯化物和三氟甲磺酸酯与氰酸钠的交叉偶联：不对称尿素的实际合成

  摘要：

  报道了一种钯催化芳基氯和三氟甲磺酸酯与氰酸钠交叉偶联的有效方法。该协议允许在一锅中合成不对称的 N,N'-di-和 N,N,N'-三取代脲，并且可以容忍多种功能组。通过对反应的金属转移和还原消除步骤的研究，包括从芳基钯异氰酸酯络合物中还原消除生成异氰酸芳基酯的首次演示，深入了解了芳基异氰酸酯的形成机制。

  DOI：

  10.1021/ja305212v

文献信息

• Synthesis and antilipolytic activities of quinolyl carbanilates and related analogs
  作者：John H. Musser、Utpal Chakraborty、Kevin Bailey、Stan Sciortino、Carol Whyzmuzis、Dilip Amin、Charles A. Sutherland

  DOI：10.1021/jm00384a011

  日期：1987.1

  A series of quinolyl carbanilates was prepared and tested as antilipolytic agents. These compounds inhibited production of glycerol from rat adipocytes and inhibited liberation of free fatty acids from triolein by canine cardiac triglyceride lipases. An extensive structure-activity relationship study indicated that 8-quinolyl 4-methoxycarbanilate (1) contained features necessary for maximum potency

  制备了一系列喹啉基氨基甲酸酯并作为抗脂解剂进行了测试。这些化合物抑制犬心脏甘油三酸酯脂肪酶从大鼠脂肪细胞中产生甘油，并抑制游离脂肪酸从三油精中释放。广泛的构效关系研究表明，4-喹啉基4-甲氧基氨基甲酸酯（1）具有体外最大效价所必需的功能。基于效力和结构新颖性，用苯并呋喃基取代1的喹啉基提供了最有趣的化合物。7-Benzofuranyl 4-methoxycarbanilate（44）在心肌脂肪酶和大鼠脂肪细胞分析中的IC50分别为16和0.3 microM。在体内，化合物44在大鼠中作为口服脂解抑制剂（25％/ kg，97％）具有口服活性。
• Agents for reversing epigenetic silencing of genes
  申请人：The Johns Hopkins University

  公开号：US10227654B2

  公开（公告）日：2019-03-12

  The present invention provides methods for discovering agents that are effective in reversing epigenetic silencing by inhibiting the interaction of methyl-binding (MBD) proteins with methylated genomic DNA. Also provided are methods for reactivating silenced genes having CpG island hypermethylation along with methods for treatment and prevention of diseases, such as cancer and sickle cell anemia, by administering an agent that modulates methyl-binding domain (MBD) protein-mediated transcriptional repression, thereby increasing gene transcription to prevent or treat disease. Additionally, compounds identified by the present invention useful for treatment and prevention of diseases, such as cancer and sickle cell anemia, are provided.

  本发明提供了通过抑制甲基结合（MBD）蛋白与甲基化基因组 DNA 的相互作用，发现可有效逆转表观遗传沉默的制剂的方法。本发明还提供了重新激活具有 CpG 岛超甲基化的沉默基因的方法，以及治疗和预防癌症和镰状细胞性贫血等疾病的方法，方法是施用一种调节甲基结合域（MBD）蛋白介导的转录抑制的制剂，从而增加基因转录以预防或治疗疾病。此外，还提供了本发明确定的有助于治疗和预防癌症和镰状细胞性贫血等疾病的化合物。
• Agents for Reversing Epigenetic Silencing of Genes
  申请人：Nelson William G.

  公开号：US20100093768A1

  公开（公告）日：2010-04-15

  The present invention provides methods for discovering agents that are effective in reversing epigenetic silencing by inhibiting the interaction of methyl-binding (MBD) proteins with methylated genomic DNA. Also provided are methods for reactivating silenced genes having CpG island hypermethylation along with methods for treatment and prevention of diseases, such as cancer and sickle cell anemia, by administering an agent that modulates methyl-binding domain (MBD) protein-mediated transcriptional repression, thereby increasing gene transcription to prevent or treat disease. Additionally, compounds identified by the present invention useful for treatment and prevention of diseases, such as cancer and sickle cell anemia, are provided.
• AGENTS FOR REVERSING EPIGENETIC SILENCING OF GENES
  申请人：The Johns Hopkins University

  公开号：US20150252438A1

  公开（公告）日：2015-09-10

  The present invention provides methods for discovering agents that are effective in reversing epigenetic silencing by inhibiting the interaction of methyl-binding (MBD) proteins with methylated genomic DNA. Also provided are methods for reactivating silenced genes having CpG island hypermethylation along with methods for treatment and prevention of diseases, such as cancer and sickle cell anemia, by administering an agent that modulates methyl-binding domain (MBD) protein-mediated transcriptional repression, thereby increasing gene transcription to prevent or treat disease. Additionally, compounds identified by the present invention useful for treatment and prevention of diseases, such as cancer and sickle cell anemia, are provided.
• US9034574B2
  申请人：——

  公开号：US9034574B2

  公开（公告）日：2015-05-19