1,3-dimethyl-7-(2-oxo-2-phenylethyl)-3,7-dihydropurine-2,6-dione | 78491-57-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-dimethyl-7-(2-oxo-2-phenylethyl)-3,7-dihydropurine-2,6-dione
• 英文别名: 7-phenacyltheophylline；1,3-dimethyl-7-(2-oxo-2-phenyl-ethyl)-3,7-dihydro-purine-2,6-dione；1,3-Dimethyl-7-phenacyl-3,7-dihydro-purin-2,6-dion；7-Phenacyl-theophyllin；1,3-Dimethyl-7-phenacylpurine-2,6-dione
• CAS: 78491-57-3
• 化学式: C₁₅H₁₄N₄O₃
• mdl: MFCD01871244
• 分子量: 298.301
• InChiKey: XOZWAWUTOWNJEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-dimethyl-7-(2-oxo-2-phenylethyl)-3,7-dihydropurine-2,6-dione 在 吡啶 、 ammonium hydroxide 、 sodium tetrahydroborate 作用下， 以 1,4-二氧六环 、 甲醇 、 异丙醇 为溶剂， 反应 2.0h， 生成 7-(2-amino-2-phenylethyl)theophylline
  参考文献：
  名称：

  Reaction of 7-(2-Mesyloxy-2-phenylethyl)theophylline with Amines: Synthesis of 1,2,3,6-Tetrahydro-6-imino-2-oxo-7 H -purine Derivatives

  摘要：

  Theophylline was converted to 7-(2-phenyl-2-methanesulfonyloxy)ethyl congener and the product was treated with ammonia or primary amines in a mixture solution of water and organic solvents. Two products were proven to be the styrene analogue and 7-(2-amino-2-phenylethyl)theophylline. The structure of the third product was elucidated as the 1,2,3,6-tetrahydro-6-imino-2-oxo-7H-purine derivatives by spectroscopic analysis including HMBC correlation and X-ray crystallography. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00683-9
• 作为产物：
  描述：

  7-phenacyl-8-bromotheophylline 在 巯基乙酸 作用下， 反应 8.0h， 以81%的产率得到1,3-dimethyl-7-(2-oxo-2-phenylethyl)-3,7-dihydropurine-2,6-dione
  参考文献：
  名称：

  Synthesis and properties of derivatives of 7-aroylalkylxanthinyl-8-thioacetic acid

  摘要：

  DOI：

  10.1007/bf00509713

文献信息

• Synthesis of some novel hydrazono acyclic nucleoside analogues
  作者：Mohammad N Soltani Rad、Ali Khalafi-Nezhad、Somayeh Behrouz

  DOI：10.3762/bjoc.6.49

  日期：——

  The syntheses of novel hydrazono acyclic nucleosides similar to miconazole scaffolds are described. In this series of acyclic nucleosides, pyrimidine as well as purine and other azole derivatives replaced the imidazole function in miconazole and the ether group was replaced with a hydrazone moiety using phenylhydrazine. To interpret the dominant formation of (E)-hydrazone derivatives rather than (Z)-isomers

  描述了类似于咪康唑支架的新型腙无环核苷的合成。在这一系列无环核苷中，嘧啶以及嘌呤和其他唑类衍生物取代了咪康唑中的咪唑功能，并且使用苯肼将醚基团替换为腙部分。为了解释 (E)-腙衍生物而不是 (Z)-异构体的主要形成，进行了 PM3 半经验量子力学计算，表明 (E)-异构体具有较低的形成热。
• Zelnick et al., Bulletin de la Societe Chimique de France, 1956, p. 888,892
  作者：Zelnick et al.

  DOI：——

  日期：——
• Beitrag zur Reaktionsfähigkeit der 7-Stellung des Theophyllins. 2. Mitt. Über Synthesen in der Theophyllinreihe
  作者：Josef Klosa

  DOI：10.1002/ardp.19552880702

  日期：——
• Silica Sulfuric Acid (SSA) as a Highly Efficient Heterogeneous Catalyst for Persilylation of Purine and Pyrimidine Nucleobases and Other <i>N</i>-Heterocycles Using Hmds
  作者：Mohammad Navid Soltani Rad、Ali Khalafi-Nezhad、Masoumeh Divar、Somayeh Behrouz

  DOI：10.1080/10426500903383952

  日期：2010.8.25

  Purine and pyrimidine nucleobases and other N-heterocycles have been silylated with HMDS in excellent yields in the presence of a catalytic amount of silica sulfuric acid (SSA) as a heterogeneous catalyst. SSA utilizes a shorter reaction time and higher yields of silylated nucleobases. SSA is reusable for several times without a decrease in reactivity or yield of silylated adducts.
• Hori, Mikio; Kataoka, Tadashi; Shimizu, Hiroshi, Chemical and pharmaceutical bulletin, 1986, vol. 34, # 3, p. 1328 - 1332
  作者：Hori, Mikio、Kataoka, Tadashi、Shimizu, Hiroshi、Imai, Eiji、Matsumoto, Yukiharu、et al.

  DOI：——

  日期：——