1-(4-nitro-phenyl)-1H-pyrimidine-2,4-dione | 125236-31-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-nitro-phenyl)-1H-pyrimidine-2,4-dione
• 英文别名: 1-(4-nitrophenyl)-1H-pyrimidine-2,4-dione；1-(4-nitrophenyl)uracil；1-(4-nitrophenyl)-2,4(1H,3H)-pyrimidinedione；1-(4-Nitrophenyl)pyrimidine-2,4-dione
• CAS: 125236-31-9
• 化学式: C₁₀H₇N₃O₄
• 分子量: 233.183
• InChiKey: IUEJPGLGKJDIRU-UHFFFAOYSA-N

物化性质

• 熔点：
  306-308 °C(Solv: acetic acid (64-19-7))
• 密度：
  1.496±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-nitro-phenyl)-1H-pyrimidine-2,4-dione 在 硫酸 、 硝酸 作用下， 生成 1-(4-nitrophenyl)-5-nitrouracil
  参考文献：
  名称：

  尿嘧啶衍生物N-1芳构化的简便方法

  摘要：

  1-（4-硝基苯基）-和1-（2,4-二硝基苯基）尿嘧啶衍生物是通过使用1-氟-4-硝基苯或1-氟-2,4将尿嘧啶及其5-取代衍生物直接芳基化制得的-二硝基苯在碱的存在下。还介绍了新获得的尿嘧啶衍生物在进一步合成中的应用。

  DOI：

  10.1016/j.tetlet.2006.04.130
• 作为产物：
  描述：

  尿嘧啶 、 对氟硝基苯 在 silica gel 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 0.06h， 以62%的产率得到1-(4-nitro-phenyl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Microwave-assisted N-nitroarylation of some pyrimidine and purine nucleobases

  摘要：

  介绍了一种在二氧化硅和Cs2CO3存在下，以二甲基亚砜（DMSO）为均质溶剂，通过微波辅助核碱基的N-硝基芳基化，合成一些核碱基的N-硝基芳基衍生物的有效方法。关键词：微波；N-硝基芳基化；嘧啶；嘌呤；SNAr。

  DOI：

  10.1139/v06-119

文献信息

• 5-lipoxygenase inhibiting 4-(4-phenyl-1-piperazinyl)phenols
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04931444A1

  公开（公告）日：1990-06-05

  4-(4-phenyl-1-piperazinyl)phenols for use as 5-lipoxygenase inhibitors and a method of treating warm-blooded animals suffering from leukotriene mediated diseases and disorders using the same. Pharmaceutical compositions containing the same as active ingredient. Novel compounds used in said method and processes for preparing said novel compounds.

  4-(4-苯基-1-哌嗪基)苯酚用作5-脂氧合酶抑制剂，以及使用同一化合物治疗患有白三烯介导疾病和失调的温血动物的方法。含有该化合物作为活性成分的药物组合物。本方法中使用的 novel（新颖）化合物以及制备所述新颖化合物的过程。
• Regioselective N‐Arylation of Some Pyrimidine and Purine Nucleobases
  作者：Ali Khalafi‐Nezhad、Abdolkarim Zare、Abolfath Parhami、Mohammad Navid Soltani Rad、Gholam Reza Nejabat

  DOI：10.1080/00397910600943535

  日期：2006.11.1

  Abstract N‐Arylation of some pyrimidine and purine nucleobases in the presence of SiO2 and Cs2CO3 under solvent‐free as well as in solution conditions is described. In these conditions, N1‐aryl pyrimidines and N9‐aryl purines have been obtained regioselectively in moderate to high yields with relatively short reaction times.

  摘要 描述了在无溶剂和溶液条件下，在 SiO2 和 Cs2CO3 存在下一些嘧啶和嘌呤核碱基的 N-芳基化。在这些条件下，N1-芳基嘧啶和N9-芳基嘌呤可以区域选择性地以中等至高产率和相对较短的反应时间获得。
• Benzimidazole-derivatives as factor Xa inhibitors
  申请人：Nazare Marc

  公开号：US20050009829A1

  公开（公告）日：2005-01-13

  The present invention relates to compounds of the formula I, wherein R 0 , R 1 , R 2 , Q, V, G and M are as defined herein. The compounds of the formula I are valuable pharmacologically active compounds. They exhibit a strong antithrombotic effect and are suitable, for example, for the therapy and prophylaxis of cardiovascular disorders like thromboembolic diseases or restenoses. They are reversible inhibitors of the blood clotting enzymes factor Xa (FXa) and/or factor VIIa (FVIIa), and can in general be applied in conditions in which an undesired activity of factor Xa and/or factor VIIa is present or for the cure or prevention of which an inhibition of factor Xa and/or factor VIIa is intended. The invention furthermore relates to processes for the preparation of compounds of the formula I, their use, in particular as active ingredients in pharmaceuticals, and pharmaceutical preparations comprising them.

  本发明涉及式I的化合物，其中R0、R1、R2、Q、V、G和M如本文所定义。式I的化合物是有价值的药理活性化合物。它们表现出强烈的抗血栓作用，适用于心血管疾病如血栓栓塞病或再狭窄的治疗和预防。它们是血凝酶酶因子Xa（FXa）和/或因子VIIa（FVIIa）的可逆抑制剂，并且通常可以应用于存在因子Xa和/或因子VIIa的不良活性或者需要抑制因子Xa和/或因子VIIa以治疗或预防的情况。此外，本发明还涉及制备式I的化合物的方法，它们的使用，尤其是作为药物的活性成分，以及包含它们的制药制剂。
• N-Functionalization of uracil derivatives: synthesis of chiral 2-(3-methyl-5-nitro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)alkanoic acids and their methyl esters
  作者：Andrzej Gondela、Krzysztof Walczak

  DOI：10.1016/j.tetasy.2005.05.009

  日期：2005.6

  3-Methyl-5-nitro-1-(4-nitrophenyl)uracil has been obtained by regioselective arylation of uracil using 4-nitrofluorobenzene, followed by methylation at the nitrogen atom N-3 and subsequent nitration of the uracil ring. 3-Methyl-5-nitro-1-(4-nitrophenyl)uracil, which was treated with either certain amino acids methyl ester or free amino acids underwent an ANRORC type substitution reaction. Appropriate methyl 2-substituted alkanoates or alkanoic acids containing 3-methyl-5-nitrouracil parts were obtained in satisfactory yields. A similar reaction can be carried out using 5-cyano-3-methyl-1-(4-nitrophenyl)uracil as a substrate. (c) 2005 Elsevier Ltd. All rights reserved.
• A highly efficient protocol for the synthesis of N-aryl nucleobases using zinc oxide in ionic liquids
  作者：A. Zare、A. Hasaninejad、A. Khalafi-Nezhad、A. R. Moosavi-Zare、M. H. Beyzavi、F. Khedri、F. Asadi、N. Hayati、A. Asifi

  DOI：10.1007/bf03246033

  日期：2010.6

  A highly efficient and simple method for the synthesis of N-aryl derivatives of pyrimidine and purine nucleobases via N-arylation of nucleobases using zinc oxide in 1-butyl-3-methylimidazolium bromide ([bmim]Br) under microwave as well as thermal conditions is described. In both conditions, the title compounds were produced in high to excellent yields and in short reaction times.