3-benzyldihydropyrimidine-2,4(1H,3H)-dione | 21038-70-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-benzyldihydropyrimidine-2,4(1H,3H)-dione
• 英文别名: 1-Benzyl-2,6-dioxoperhydropyrimidin；3-Benzyl-2,4-dioxo-hexahydro-pyrimidin；N-Benzyl-3-(N'-benzylureido)propionamid；3-benzyl-dihydro-pyrimidine-2,4-dione；3-Benzyl-dihydro-pyrimidin-2,4-dion；3-Benzyldihydropyrimidine-2,4(1H,3H)-dione；3-benzyl-1,3-diazinane-2,4-dione
• CAS: 21038-70-0
• 化学式: C₁₁H₁₂N₂O₂
• mdl: MFCD24388012
• 分子量: 204.228
• InChiKey: SZWJKGWZFVOKLU-UHFFFAOYSA-N

物化性质

• 密度：
  1.238±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-benzylcarbamoyl-β-alanine ethyl ester 在 盐酸 、 sodium hydroxide 作用下， 生成 3-benzyldihydropyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Über β-Isocyanat-fettsäureester und einige ihrer Reaktionsprodukte

  摘要：

  DOI：

  10.1007/bf00900623

文献信息

• THE PREPARATION OF 1-ALLYLURACIL. <i>N</i>(1)-ALKYLATION OF <i>N</i>(3)-PROTECTED URACIL DERIVATIVES
  作者：Zdzislaw Paryzek、Bartlorniej Tabaczka

  DOI：10.1080/00304940109356610

  日期：2001.8

  (2001). THE PREPARATION OF 1-ALLYLURACIL. N(1)-ALKYLATION OF N(3)-PROTECTED URACIL DERIVATIVES. Organic Preparations and Procedures International: Vol. 33, No. 4, pp. 400-405.

  (2001)。1-烯丙基脲的制备。N(3)-保护的尿嘧啶衍生物的N(1)-烷基化。国际有机制剂和程序：卷。33，第 4 期，第 400-405 页。
• Synthesis and DNA-cleaving activity of lactenediynes conjugated with DNA-complexing moieties
  作者：Luca Banfi、Andrea Basso、Elisabetta Bevilacqua、Valentina Gandolfo、Giuseppe Giannini、Giuseppe Guanti、Loana Musso、Monica Paravidino、Renata Riva

  DOI：10.1016/j.bmc.2008.02.022

  日期：2008.4.1

  Lactenediynes are compounds characterized by the fusion of a beta-lactam with a cyclodeca-3-ene-1,5-diyne. In this work the most promising members of this family have been activated by attaching a carbalkoxy or a carbamoyl group to the azetidinone nitrogen, and conjugated to various DNA-complexing moieties, either acting by intercalation or through groove binding. These conjugated artificial enediynes have been demonstrated to possess in vitro ability to produce single and double strand cleavage of plasmid DNA. As potency and capacity to induce double cut, they rank among the best simple enediyne analogues ever prepared. A thorough investigation was carried out in order to develop the best suited linkers for assembling these conjugates. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis of hydantoins and dihydrouracils via thermally-promoted cyclization of ureidoacetamides
  作者：Michael C. Hillier、Hai-Hua Gong、Dean S. Clyne、Martin J. Babcock

  DOI：10.1016/j.tet.2014.10.033

  日期：2014.12

  The synthesis of hydantoins and dihydrouracils from ureidoacetamides has been carried out at high temperature in glycol solvents. A series of substrates were prepared and examined to determine the effect of substrate structure, N-acyl substitution (X), and solvent on the course of the reaction. A dramatic effect was observed when using ureidoacetamides (e.g., X=N-methyl-N-phenyl), which led to higher yields, faster reaction times, and lower racemization of chiral substrates. The rate of racemization of a chiral hydantoin in the presence of dibenzylamine and N-methyl aniline has also been determined. The thermal cyclization methodology has been applied to the preparation of a complex hydantoin. (C) 2014 Elsevier Ltd. All rights reserved.