5,7-dimethyl-1-phenyl-1,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione | 36226-14-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 5,7-dimethyl-1-phenyl-1,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione
• 英文别名: 5,7-Dimethyl-1-phenyl-1,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione；5,7-dimethyl-1-phenylpyrazolo[3,4-d]pyrimidine-4,6-dione
• CAS: 36226-14-9
• 化学式: C₁₃H₁₂N₄O₂
• 分子量: 256.264
• InChiKey: SEGIYZDCLFUSGW-UHFFFAOYSA-N

物化性质

• 熔点：
  218-220 °C
• 沸点：
  429.6±37.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-azido-1,3-dimethyluracil 在 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 3.08h， 生成 5,7-dimethyl-1-phenyl-1,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione
  参考文献：
  名称：

  Hirota, Kosaku; Maruhashi, Kazuo; Asao, Tetsuji, Chemical and pharmaceutical bulletin, 1983, vol. 31, # 11, p. 3959 - 3966

  摘要：

  DOI：

文献信息

• Conformationally restrained, chiral (phenylisopropyl)amino-substituted pyrazolo[3,4-d]pyrimidines and purines with selectivity for adenosine A1 and A2 receptors
  作者：Norton P. Peet、Nelsen L. Lentz、Shyam Sunder、Mark W. Dudley、Ann Marie L. Ogden

  DOI：10.1021/jm00095a024

  日期：1992.8

  Two modes of tethering a chiral (phenylisopropyl)amino substituent in pyrazolo[3,4-d]pyrimidines and purines have been explored. One mode gave (S)-2,7-dihydro-7-phenyl-2-(phenylmethyl)-5-propoxy-3H-imidazo[1,2-c]pyrazolo-[4,3-e]pyrimidine (12a) and its corresponding R-enantiomer 12b, which were selective for A2 and A1 adenosine receptors, respectively. The corresponding diimidazo[1,2-c:4',5'-e]pyrimidines 12e and 12f were analogously selective. This is the first example where a single chiral recognition unit provides enantiomers with opposite selectivities for adenosine receptors. The second mode gave (2S-trans)-2,7-dihydro-2-methyl-3,7-diphenyl-5-propoxy-3H-imidazo[1,2-c]-pyrazolo[4,3-e]pyrimidine (12c) and its corresponding R-enantiomer 12d. Compounds 12c and 12d were significantly less potent than 12a and 12b at A1 receptors, and were nonselective.
• Studies on pyrimidine-annelated heterocycles: synthesis of novel pyrazolo[3′,4′:4,5]pyrido[2,3-d]pyrimidines by intramolecular 1,3-dipolar cycloadditions
  作者：Bipul Baruah、Dipak Prajapati、Jagir S. Sandhu、Anil C. Ghosh

  DOI：10.1039/p19960001999

  日期：——

  Suitably functionalised 1,3-substituted 6-chloro-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carbaldehydes 3a-1 cyclise intramolecularly to yield novel furo- and thieno-[2 '',3 '':4',5']pyrazolo[3',4':4,5]pyrido-[2,3-d]pyrimidines 8a-1 in fair to good yields together with the pyrazolopyrimidines 7 as side products. Remarkably, this synthesis not only left the pyrimidine nucleus unaffected but also gave no dimer formation.
• HIROTA, KOSAKU;MARUHASHI, KAZUO;ASAO, TETSUJI;KITAMURA, NORIHIKO;MAKI, YO+, CHEM. AND PHARM. BULL., 1983, 31, N 11, 3959-3966
  作者：HIROTA, KOSAKU、MARUHASHI, KAZUO、ASAO, TETSUJI、KITAMURA, NORIHIKO、MAKI, YO+

  DOI：——

  日期：——
• Hirota, Kosaku; Maruhashi, Kazuo; Asao, Tetsuji, Chemical and pharmaceutical bulletin, 1983, vol. 31, # 11, p. 3959 - 3966
  作者：Hirota, Kosaku、Maruhashi, Kazuo、Asao, Tetsuji、Kitamura, Norihiko、Maki, Yoshifumi、Senda, Shigeo

  DOI：——

  日期：——