4-phenyl-4,7-dihydro-1H,3H-furo[3,4-d]pyrimidine-2,5-dione | 14743-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-phenyl-4,7-dihydro-1H,3H-furo[3,4-d]pyrimidine-2,5-dione
• 英文别名: 4-phenyl-4,7-dihydrofuro<3,4-d>pyrimidine-2,5(1H,3H)-dione；2-Oxo-4-phenyl-6-hydroxymethyl-1.2.3.4-tetrahydro-pyrimidin-5-carbonsaeure-lacton；4-Phenyl-3,4-dihydrofuro[3,4-d]pyrimidine-2,5(1H,7H)-dione；4-phenyl-1,3,4,7-tetrahydrofuro[3,4-d]pyrimidine-2,5-dione
• CAS: 14743-95-4
• 化学式: C₁₂H₁₀N₂O₃
• 分子量: 230.223
• InChiKey: UXUKJXSIKFQAFB-UHFFFAOYSA-N

物化性质

• 熔点：
  255 °C(Solv: acetic acid (64-19-7); water (7732-18-5))
• 沸点：
  462.9±45.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  6-(溴甲基)-2-氧代-4-苯基-1,2,3,4-四氢嘧啶-5-羧酸乙酯 以76%的产率得到4-phenyl-4,7-dihydro-1H,3H-furo[3,4-d]pyrimidine-2,5-dione
  参考文献：
  名称：

  Chiba, Takuo; Sato, Hirotoshi; Kato, Tetsuzo, Heterocycles, 1984, vol. 22, # 3, p. 493 - 496

  摘要：

  DOI：

文献信息

• Metalation of Biginelli Compounds. A General Unprecedented Route to C-6 Functionalized 4-Aryl-3,4-dihydropyrimidinones
  作者：Kamaljit Singh、Sukhdeep Singh、Aman Mahajan

  DOI：10.1021/jo050675q

  日期：2005.7.1

  4-Aryl-6-methyl-3,4-dihydro-2(1H)-pyrimidinone esters (DHPMs) readily undergo metalation at the C-6 methyl (vinylogous ester) position on treatment with lithium diisopropylamide at −10 °C. The resulting anion intermediates can be treated with electrophilic reagents to afford functionalized DHPMs that have been chemically elaborated mainly at the C-6 position. Di- and trianion formation is also possible

  在-10°C下用二异丙基氨基锂处理时，4-芳基-6-甲基-3,4-二氢-2（1 H）-嘧啶酮酯（DHPM）易于在C-6甲基（乙烯基酯）位置发生金属化。可以用亲电试剂处理所得的阴离子中间体，以提供功能化的DHPM，该功能化的DHPM主要在C-6位置进行了化学修饰。当用过量当量的碱进行反应时，在乙烯基的甲基和NH位置也可能形成二阴离子和三阴离子。
• Bicyclic Dihydropyrimidines and Uses Thereof
  申请人：Mazitschek Ralph

  公开号：US20100152206A1

  公开（公告）日：2010-06-17

  The present invention provides compounds having formula (I): (I) and pharmaceutically acceptable derivatives thereof; as described generally and in subclasses herein, which compounds are useful as kinesin inhibitors (e.g., Eg5 inhibitors), and thus are useful, for example, for the treatment of proliferative disorders e.g., cancer. The invention additionally provides methods for preparing compounds of the invention, compositions comprising them, and methods for the use thereof in the treatment of various disorders where Eg5 is involved. In certain embodiments, the present invention provides for compounds, compositions, methods and systems for inhibiting cell growth. More specifically, the present invention provides for methods, compounds and compositions which are capable of inhibiting mitosis in metabolically active cells. Compounds, compositions and methods of the present invention inhibit the activity of a protein involved in the assembly and maintenance of the mitotic spindle. One class of proteins which acts on the mitotic spindle is the family of mitotic kinesins, a subset of the kinesin superfamily.

  本发明提供具有以下式（I）的化合物：（I）及其药学上可接受的衍生物；如本文档中一般描述和在子类中描述，这些化合物可用作kinesin抑制剂（例如，Eg5抑制剂），因此可用于治疗增殖性疾病，例如癌症。本发明还提供制备本发明化合物的方法，包含它们的组合物，以及在治疗涉及Eg5的各种疾病中使用它们的方法。在某些实施例中，本发明提供用于抑制细胞生长的化合物、组合物、方法和系统。更具体地，本发明提供了一种能够抑制代谢活跃细胞中有丝分裂的方法、化合物和组合物。本发明的化合物、组合物和方法抑制了参与有丝分裂纺锤体的组装和维护的蛋白质的活性。作用于有丝分裂纺锤体的蛋白质家族之一是有丝分裂kinesin家族，是kinesin超家族的一个子集。
• CHIBA, TAKUO;SATO, HIROTOSHI;KATO, TETSUZO, HETEROCYCLES, 1984, 22, N 3, 493-496
  作者：CHIBA, TAKUO、SATO, HIROTOSHI、KATO, TETSUZO

  DOI：——

  日期：——
• Chiba, Takuo; Sato, Hirotoshi; Kato, Tetsuzo, Heterocycles, 1984, vol. 22, # 3, p. 493 - 496
  作者：Chiba, Takuo、Sato, Hirotoshi、Kato, Tetsuzo

  DOI：——

  日期：——