2,4-di(trimethylsilyloxy)-5,6-trimethylenepyrimidine | 59282-54-1

• 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: 2,4-di(trimethylsilyloxy)-5,6-trimethylenepyrimidine
• 英文别名: 2,4-di(trimethylsilyloxy)-6,7-dihydro-5H-cyclopenta[d]pyrimidine；trimethyl-[(2-trimethylsilyloxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)oxy]silane
• CAS: 59282-54-1
• 化学式: C₁₃H₂₄N₂O₂Si₂
• 分子量: 296.517
• InChiKey: STIKDCSDZDJNAA-UHFFFAOYSA-N

物化性质

• 沸点：
  332.6±52.0 °C(Predicted)
• 密度：
  1.020±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-di(trimethylsilyloxy)-5,6-trimethylenepyrimidine 在 sodium methylate 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 1-((2S,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,5,6,7-tetrahydro-cyclopentapyrimidine-2,4-dione
  参考文献：
  名称：

  The Synthesis of Some 5-Substituted and 5,6-Disubstituted 2′-Deoxyuridines

  摘要：

  5-Alkyl(cycloalkyl)-2'-deoxyuridines VIa-VIf were synthesised in high yields by condensation of the corresponding silylated bases with 2-deoxy-3,5-di-O-p-toluoyl-D-erythro-pentosyl chloride in chloroform and subsequent deblocking with sodium methoxide in methanol. The beta-configuration, anti-glycosidic conformation and C2'-endo (S) sugar pucker of all of these compounds has been established from their H-1 NMR, C-13 NMR, UV and mass spectra. Under the same conditions, the condensation of silylated 5,6-trimethyleneuracil, resulted in 1:2/alpha:beta anomeric mixture (overall yield 71%) and syn-conformation of the 5,6-trimethylene-2'-deoxyuridine [Xg]. The results of the condensation of the silylated 5,6-dimethyluracil are discussed as well. No significant antiviral activity has been found in testing the synthesised compounds against a range of herpes, influenza and HIV-1 viruses.

  DOI：

  10.1080/15257779408013234
• 作为产物：
  描述：

  三甲基氯硅烷 、 6,7-二氢-1H-环戊并[D]嘧啶-2,4(3H,5H)-二酮 在 六甲基二硅氮烷 作用下， 生成 2,4-di(trimethylsilyloxy)-5,6-trimethylenepyrimidine
  参考文献：
  名称：

  The Synthesis of Some 5-Substituted and 5,6-Disubstituted 2′-Deoxyuridines

  摘要：

  5-Alkyl(cycloalkyl)-2'-deoxyuridines VIa-VIf were synthesised in high yields by condensation of the corresponding silylated bases with 2-deoxy-3,5-di-O-p-toluoyl-D-erythro-pentosyl chloride in chloroform and subsequent deblocking with sodium methoxide in methanol. The beta-configuration, anti-glycosidic conformation and C2'-endo (S) sugar pucker of all of these compounds has been established from their H-1 NMR, C-13 NMR, UV and mass spectra. Under the same conditions, the condensation of silylated 5,6-trimethyleneuracil, resulted in 1:2/alpha:beta anomeric mixture (overall yield 71%) and syn-conformation of the 5,6-trimethylene-2'-deoxyuridine [Xg]. The results of the condensation of the silylated 5,6-dimethyluracil are discussed as well. No significant antiviral activity has been found in testing the synthesised compounds against a range of herpes, influenza and HIV-1 viruses.

  DOI：

  10.1080/15257779408013234

文献信息

• 1-(arylmethyl)-5,6,7,8-tetrahydroquinazoline-2,4-diones and analogs and the use thereof
  申请人：Impact Therapeutics, Inc.

  公开号：US09102631B2

  公开（公告）日：2015-08-11

  Disclosed are novel 1-(arylmethyl)-5,6,7,8-tetrahydroquinazoline-2,4-diones and analogs thereof, represented by the Formula 1: wherein Ar, A, R1, R3-R6 are defined herein. Compounds having Formula I are PARP inhibitors. Therefore, compounds of the invention may be used to treat clinical conditions that are responsive to the inhibition of PARP activity, such as cancer.

  本发明涉及一种新型1-(芳基甲基)-5,6,7,8-四氢喹唑啉-2,4-二酮及其类似物，其化学式如下：其中Ar，A，R1，R3-R6在此定义。具有式I的化合物是PARP抑制剂。因此，本发明的化合物可用于治疗对PARP活性抑制敏感的临床病症，例如癌症。
• Frass, Elzbieta; Draminski, Marcin, Polish Journal of Chemistry, 1980, vol. 54, # 2, p. 189 - 193
  作者：Frass, Elzbieta、Draminski, Marcin

  DOI：——

  日期：——
• GOLANKIEWICZ K.; CELEWICZ L., POL. J. CHEM., 1979, 53, NO 6, 1367-1371
  作者：GOLANKIEWICZ K.、 CELEWICZ L.

  DOI：——

  日期：——
• US20140275711A1
  申请人：——

  公开号：——

  公开（公告）日：——