3-(3-phenyl-ureido)-cumarin | 6513-67-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-(3-phenyl-ureido)-cumarin
• 英文别名: 1-(2-oxo-2H-chromen-3-yl)-3-phenyl-urea；1-(2-Oxochromen-3-yl)-3-phenylurea
• CAS: 6513-67-3
• 化学式: C₁₆H₁₂N₂O₃
• 分子量: 280.283
• InChiKey: YCMCEEFJCIDUGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-Isocyanato-cumarin 、 苯胺 以 甲苯 为溶剂， 反应 0.33h， 以78%的产率得到3-(3-phenyl-ureido)-cumarin
  参考文献：
  名称：

  Synthesis of Unsymmetrical Ureas with Coumarin and Thiadiazole Ring Under Microwave Irradiation

  摘要：

  A series of coumarin-3-yl substituted unsymmetrical ureas were synthesized by the reaction of 3-coumarin isocyanate, which was prepared from 3-coumarinyl azide by Curtius rearrangement, with various aromatic amines, 2-amino-5-phenyl-1,3,4-thiadiazole, and 2-amino-5-aryloxymethylene-1,3,4-thiadiazoles under microwave irradiation. Compared to conventional methods, this synthesis has the advantages of mild reaction conditions, easy handling, and high yields. The products have been characterized by analytical and spectral (IR and 1H NMR) data.

  DOI：

  10.1080/10426500903036022

文献信息

• [EN] UREA AND BIS-UREA BASED COMPOUNDS AND ANALOGUES THEREOF USEFUL IN THE TREATMENT OF ANDROGEN RECEPTOR MEDIATED DISEASES OR DISORDERS<br/>[FR] URÉE ET COMPOSÉS À BASE DE BIS-URÉE ET ANALOGUES DE CEUX-CI UTILES DANS LE TRAITEMENT DE MALADIES OU TROUBLE À MÉDIATION PAR RÉCEPTEUR DES ANDROGÈNES
  申请人：UNIV MCGILL

  公开号：WO2016049774A1

  公开（公告）日：2016-04-07

  Urea-based and bis-urea based compounds and analogues thereof are disclosed. These compounds are useful in the treatment of androgen-dependent diseases or disorders and androgen receptor-mediated diseases or disorders. Specifically, the compounds are useful in the treatment of diseases or disorders that are AR negative.

  本文披露了基于尿素和双尿素的化合物及其类似物。这些化合物在治疗依赖于雄激素的疾病或紊乱以及雄激素受体介导的疾病或紊乱中具有用途。具体而言，这些化合物在治疗AR阴性的疾病或紊乱方面具有用途。
• UREA AND BIS-UREA BASED COMPOUNDS AND ANALOGUES THEREOF USEFUL IN THE TREATMENT OF ANDROGEN RECEPTOR MEDIATED DISEASES OR DISORDERS
  申请人：THE ROYAL INSTITUTION FOR THE ADVACEMENT OF LEARNING/MCGILL UNIVERSITY

  公开号：US20170273922A1

  公开（公告）日：2017-09-28

  Urea-based and bis-urea based compounds and analogues thereof are disclosed. These compounds are useful in the treatment of androgen-dependent diseases or disorders and androgen receptor-mediated diseases or disorders. Specifically, the compounds are useful in the treatment of diseases or disorders that are AR negative.