4-(chlorophenyl)-1-mercapto-6,7,8,9-tetrahydrobenzo[b]thieno[2,3-b][1,2,4]triazolo[3,4-b]pyrimidin-5(4H)-one | 843624-33-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并嘧啶类
• 英文名称: 4-(chlorophenyl)-1-mercapto-6,7,8,9-tetrahydrobenzo[b]thieno[2,3-b][1,2,4]triazolo[3,4-b]pyrimidin-5(4H)-one
• 英文别名: 7-(4-Chlorophenyl)-3-sulfanylidene-16-thia-2,4,5,7-tetrazatetracyclo[7.7.0.02,6.010,15]hexadeca-1(9),5,10(15)-trien-8-one
• CAS: 843624-33-9
• 化学式: C₁₇H₁₃ClN₄OS₂
• 分子量: 388.901
• InChiKey: PUBRHFPHQITAQT-UHFFFAOYSA-N

物化性质

• 沸点：
  583.9±60.0 °C(Predicted)
• 密度：
  1.73±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二甲基硫 、 4-(chlorophenyl)-1-mercapto-6,7,8,9-tetrahydrobenzo[b]thieno[2,3-b][1,2,4]triazolo[3,4-b]pyrimidin-5(4H)-one 在 potassium hydroxide 作用下， 反应 12.0h， 生成 7-(4-Chlorophenyl)-3-methylsulfanyl-16-thia-2,4,5,7-tetrazatetracyclo[7.7.0.02,6.010,15]hexadeca-1(9),3,5,10(15)-tetraen-8-one
  参考文献：
  名称：

  Synthesis of novel bioactive derivatives of 3-(4-chlorophenyl)-2-hydrazino-5,6,7,8-tetrahydrobenzo(b)thieno[2,3-d]pyrimidine-4(3H)-ones

  摘要：

  A series of triazolo[4,3-a]tetrahydrobenzo(b)thieno[3,2-e]pyrimidine-5(4H)-ones (12a-n) were synthesized and evaluated for CNS depressant, skeletal muscle relaxant and anticonvulsant activities by photoactometer, Rotarod and pentylenetetrazole induced the convulsions method respectively in Swiss albino mice. Diazepam was used as standard drug. The five derivatives 12b, 12c, 12d, 12i and 12m showed the CNS depressant and skeletal muscle relaxant activities comparable to those of diazepam at a dose of 5 mg/kg. These derivatives also exhibited good activity when tested for anticonvulsant activity in mice at different dose levels. The ED50 values for these derivatives are in the range of 4.40-9.33 mg/kg. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.05.027
• 作为产物：
  描述：

  3-(4-chlorophenyl)-2-thioxo-2,3,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]-pyrimidin-4-one 在 吡啶 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成 4-(chlorophenyl)-1-mercapto-6,7,8,9-tetrahydrobenzo[b]thieno[2,3-b][1,2,4]triazolo[3,4-b]pyrimidin-5(4H)-one
  参考文献：
  名称：

  A Facile Microwave-Assisted Synthesis of Some Fused Pyrimidine Derivatives

  摘要：

  DOI：

  10.13005/ojc/300209

文献信息

• A Facile Microwave-Assisted Synthesis of Some Fused Pyrimidine Derivatives
  作者：S. A. Al Issa

  DOI：10.13005/ojc/300209

  日期：2014.7.1
• Synthesis of novel bioactive derivatives of 3-(4-chlorophenyl)-2-hydrazino-5,6,7,8-tetrahydrobenzo(b)thieno[2,3-d]pyrimidine-4(3H)-ones
  作者：Sunil V. Gupta、Kamalkishor Baheti、Rajesh Bora、Deepak Dekhane、Mahesh Chhabría、Murlidhar Shingare、Shivaji Pawar、C.J. Shishoo、S.N. Thore

  DOI：10.1016/j.ejmech.2009.05.027

  日期：2009.11

  A series of triazolo[4,3-a]tetrahydrobenzo(b)thieno[3,2-e]pyrimidine-5(4H)-ones (12a-n) were synthesized and evaluated for CNS depressant, skeletal muscle relaxant and anticonvulsant activities by photoactometer, Rotarod and pentylenetetrazole induced the convulsions method respectively in Swiss albino mice. Diazepam was used as standard drug. The five derivatives 12b, 12c, 12d, 12i and 12m showed the CNS depressant and skeletal muscle relaxant activities comparable to those of diazepam at a dose of 5 mg/kg. These derivatives also exhibited good activity when tested for anticonvulsant activity in mice at different dose levels. The ED50 values for these derivatives are in the range of 4.40-9.33 mg/kg. (C) 2009 Elsevier Masson SAS. All rights reserved.