ethyl 4-(3-aminophenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate | 898291-38-8

• 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: ethyl 4-(3-aminophenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• 英文别名: ethyl 4-(3-aminophenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 898291-38-8
• 化学式: C₁₄H₁₇N₃O₂S
• 分子量: 291.374
• InChiKey: FPKVSJIZTUVSPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-(3-aminophenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate 在 盐酸 、 sodium nitrite 、 sodium azide 作用下， 以 水 、 丙酮 、 乙醇 为溶剂， 反应 1.5h， 以98%的产率得到ethyl 4-(3-azidophenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Triazolyl Monastrol Analogues Using Cu-Catalyzed Click Chemistry

  摘要：

  The synthesis of triazolyl monastrol analogues through a Cu(I)-catalyzed [3+2] azide-alkyne cycloaddition (CuAAC) reactions and their biological evaluation against cancer cell lines is described.

  DOI：

  10.3987/com-17-13766
• 作为产物：
  描述：

  ethyl 6-methyl-4-(3-nitrophenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate 在 bis(acetylacetonate)nickel(II) 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以76%的产率得到ethyl 4-(3-aminophenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  镍催化的氢甲硅烷基化还原将硝基化合物选择性还原为伯胺†

  摘要：

  发现Ni（acac）2和PMHS是硝基化合物化学选择性转移加氢成伯胺的出色催化体系。在温和的条件下，一系列含有各种敏感官能团（包括醛，酯，氰基和腈）的硝基化合物被还原成其相应的胺，收率良好至优异，而没有副产物。

  DOI：

  10.1039/c5ra17731f

文献信息

• Selective reduction of nitro-compounds to primary amines by nickel-catalyzed hydrosilylative reduction
  作者：Shuai Sun、Zhengjun Quan、Xicun Wang

  DOI：10.1039/c5ra17731f

  日期：——

  found to be an excellent catalytic system for the chemoselective transfer hydrogenation of nitro-compounds to primary amines. Under mild conditions a series of nitro-compounds containing a variety of sensitive functional groups including aldehydes, esters, cyano, and nitrine were reduced to their corresponding amines in good to excellent yields with no byproduct.

  发现Ni（acac）2和PMHS是硝基化合物化学选择性转移加氢成伯胺的出色催化体系。在温和的条件下，一系列含有各种敏感官能团（包括醛，酯，氰基和腈）的硝基化合物被还原成其相应的胺，收率良好至优异，而没有副产物。
• 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。
• Synthesis and Biological Evaluation of Triazolyl Monastrol Analogues Using Cu-Catalyzed Click Chemistry
  作者：Hani Mutlak A. Hassan、Iuliana Denetiu、Kaltoom Sakkaf、Khalid A. Khan、Peter N. Pushparaj、Kalamegam Gauthaman

  DOI：10.3987/com-17-13766

  日期：——

  The synthesis of triazolyl monastrol analogues through a Cu(I)-catalyzed [3+2] azide-alkyne cycloaddition (CuAAC) reactions and their biological evaluation against cancer cell lines is described.