7-(3,4-dichlorophenyl)-5-phenyl-1H-pyrrolo[2,3-d]pyrimidine-4-thione | 929626-88-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 7-(3,4-dichlorophenyl)-5-phenyl-1H-pyrrolo[2,3-d]pyrimidine-4-thione
• CAS: 929626-88-0
• 化学式: C₁₈H₁₁Cl₂N₃S
• 分子量: 372.277
• InChiKey: KHQVFOQFWBVCKL-UHFFFAOYSA-N

物化性质

• 熔点：
  253-255 °C(Solvent: Ethanol)
• 沸点：
  580.1±60.0 °C(predicted)
• 密度：
  1.45±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-(3,4-dichlorophenyl)-5-phenyl-1H-pyrrolo[2,3-d]pyrimidine-4-thione 在 吡啶 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 2,4-diamino-7'-(3,4-dichlorophenyl)-5'-phenyl-spiro[1H-pyrimidine-6,4'-3H-pyrrolo[2,3-d]pyrimidine]-5-carbonitrile
  参考文献：
  名称：

  吡咯并嘧啶类新型螺衍生物作为抗高血糖化合物的合成和评价。

  摘要：

  Pyrrolopyrimidin-4-ylidene-malononitriles IIa-d were prepared as important intermediates for preparation of a new series of spiro-pyrrolopyrimidines. These intermediates undergo cyclisation via reaction with acetylacetone, guanidine hydrochloride or hydrazine hydrate. Elemental and spectroscopic evidences for the structures of these compounds are presented. The final compounds have been monitored for in vivo antihyperglycemic activity, compared with Amaryl as standard drug. Among 12 tested compounds, both spiro (pyrano IIIb and pyrazlo Va) derivatives exhibit promising anti-hyperglycemic activity.

  DOI：

  10.1080/14756366.2018.1461854
• 作为产物：
  描述：

  7-(3,4-dichlorophenyl)-5-phenyl-3H-pyrrolo[2,3-d]pyrimidin-4-one 在 硫脲 、 三氯氧磷 作用下， 生成 7-(3,4-dichlorophenyl)-5-phenyl-1H-pyrrolo[2,3-d]pyrimidine-4-thione
  参考文献：
  名称：

  吡咯并嘧啶类新型螺衍生物作为抗高血糖化合物的合成和评价。

  摘要：

  Pyrrolopyrimidin-4-ylidene-malononitriles IIa-d were prepared as important intermediates for preparation of a new series of spiro-pyrrolopyrimidines. These intermediates undergo cyclisation via reaction with acetylacetone, guanidine hydrochloride or hydrazine hydrate. Elemental and spectroscopic evidences for the structures of these compounds are presented. The final compounds have been monitored for in vivo antihyperglycemic activity, compared with Amaryl as standard drug. Among 12 tested compounds, both spiro (pyrano IIIb and pyrazlo Va) derivatives exhibit promising anti-hyperglycemic activity.

  DOI：

  10.1080/14756366.2018.1461854

文献信息

• Synthesis and Biological Evaluation of Some Pyrrolo[2,3-d]pyrimidines
  作者：Aymn E. Rashad、Mosaad S. Mohamed、Magdy E. A. Zaki、Samar S. Fatahala

  DOI：10.1002/ardp.200600055

  日期：2006.12

  Pyrrolo[2,3‐d]pyrimidine and tetrazolopyrimidine derivatives 2a, b–5a, b were prepared. Also, acyclic and cyclic C‐nucleosides 7a, b–12a, b were prepared by treating compound 6 with some aldoses. All prepared products were tested for antiviral activity against hepatitis‐A virus (HAV, MBB‐cell culture adapted strain) and herpes simplex virus type‐1 (HSV‐1). Plaque reduction infectivity assay was used

  制备了吡咯并[2,3-d]嘧啶和四唑并嘧啶衍生物2a、b-5a、b。此外，通过用一些醛糖处理化合物 6 制备了无环和环状 C-核苷 7a、b-12a、b。测试所有制备的产品对甲型肝炎病毒（HAV，MBB 细胞培养适应株）和单纯疱疹病毒 1 型（HSV-1）的抗病毒活性。噬斑减少感染性测定用于确定由于用测试化合物处理而导致的病毒计数减少。化合物 2a 对 HAV 的作用最高，而化合物 11b 对 HSV-1 病毒的作用最高。