4-amino-6,7-bis(4-chlorophenyl)-1H-pyrazino[2,3-c][1,2,6]thiadiazine 2,2-dioxide | 120625-88-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-amino-6,7-bis(4-chlorophenyl)-1H-pyrazino[2,3-c][1,2,6]thiadiazine 2,2-dioxide
• 英文别名: 6,7-bis(4-chlorophenyl)-2,2-dioxo-1H-pyrazino[2,3-c][1,2,6]thiadiazin-4-amine
• CAS: 120625-88-9
• 化学式: C₁₇H₁₁Cl₂N₅O₂S
• 分子量: 420.279
• InChiKey: ZBLVPVWVJAMVFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  27
• 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：
  119
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  碘乙烷 、 4-amino-6,7-bis(4-chlorophenyl)-1H-pyrazino[2,3-c][1,2,6]thiadiazine 2,2-dioxide 在 三乙胺 作用下， 以 丙酮 为溶剂， 反应 200.0h， 以62%的产率得到6,7-Bis-(4-chloro-phenyl)-1-ethyl-2,2-dioxo-1,2-dihydro-2λ⁶-pyrazino[2,3-c][1,2,6]thiadiazin-4-ylamine
  参考文献：
  名称：

  Novel Arylpyrazino[2,3-c][1,2,6]thiadiazine 2,2-Dioxides as Platelet Aggregation Inhibitors. 2. Optimization by Quantitative Structure−Activity Relationships

  摘要：

  In the previous paper (Part 1), we described the synthesis and antiplatelet activity of a series of phenyl- and heteroarylpyrazino[2,3-c][1,2,6]thiadiazine 2,2-dioxides. In this paper, we report the optimization of the platelet aggregation inhibitory activity by an iterative sequence of quantitative structure-activity relationship studies which encompassed synthesis and evaluation of the effects of structure variations at the 1-, 6-, and 7-positions of the heterocyclic system. A model has been established that correctly correlates antiplatelet activity in this series with the partial atomic charges calculated by a local density functional ab initio method. As a result of this study, the experimental platelet aggregation inhibitory activity of the lead compound was improved 300-fold.

  DOI：

  10.1021/jm981104b
• 作为产物：
  描述：

  3,4,5-triamino-1,2,6-thiadiazine 1,1-dioxide 、 4,4'-二氯苯偶酰 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 72.0h， 以40%的产率得到4-amino-6,7-bis(4-chlorophenyl)-1H-pyrazino[2,3-c][1,2,6]thiadiazine 2,2-dioxide
  参考文献：
  名称：

  Novel Arylpyrazino[2,3-c][1,2,6]thiadiazine 2,2-Dioxides as Platelet Aggregation Inhibitors. 2. Optimization by Quantitative Structure−Activity Relationships

  摘要：

  In the previous paper (Part 1), we described the synthesis and antiplatelet activity of a series of phenyl- and heteroarylpyrazino[2,3-c][1,2,6]thiadiazine 2,2-dioxides. In this paper, we report the optimization of the platelet aggregation inhibitory activity by an iterative sequence of quantitative structure-activity relationship studies which encompassed synthesis and evaluation of the effects of structure variations at the 1-, 6-, and 7-positions of the heterocyclic system. A model has been established that correctly correlates antiplatelet activity in this series with the partial atomic charges calculated by a local density functional ab initio method. As a result of this study, the experimental platelet aggregation inhibitory activity of the lead compound was improved 300-fold.

  DOI：

  10.1021/jm981104b

文献信息

• Goya, Pilar; Herrero, Angela; Jimeno, Luisa, Heterocycles, 1988, vol. 27, # 9, p. 2201 - 2211
  作者：Goya, Pilar、Herrero, Angela、Jimeno, Luisa、Ochoa, Carmen、Paez, Juan Antonio、et al.

  DOI：——

  日期：——
• GOYA, PILAR;HERRERO, ANGELA;MARTINEZ, ANA;OCHOA, CARMEN, CHEM. SCR., 28,(1988) N, C. 415-417
  作者：GOYA, PILAR、HERRERO, ANGELA、MARTINEZ, ANA、OCHOA, CARMEN

  DOI：——

  日期：——
• Novel Arylpyrazino[2,3-<i>c</i>][1,2,6]thiadiazine 2,2-Dioxides as Platelet Aggregation Inhibitors. 2. Optimization by Quantitative Structure−Activity Relationships
  作者：Nuria Campillo、Pilar Goya、Juan A. Páez

  DOI：10.1021/jm981104b

  日期：1999.8.1

  In the previous paper (Part 1), we described the synthesis and antiplatelet activity of a series of phenyl- and heteroarylpyrazino[2,3-c][1,2,6]thiadiazine 2,2-dioxides. In this paper, we report the optimization of the platelet aggregation inhibitory activity by an iterative sequence of quantitative structure-activity relationship studies which encompassed synthesis and evaluation of the effects of structure variations at the 1-, 6-, and 7-positions of the heterocyclic system. A model has been established that correctly correlates antiplatelet activity in this series with the partial atomic charges calculated by a local density functional ab initio method. As a result of this study, the experimental platelet aggregation inhibitory activity of the lead compound was improved 300-fold.