3-[6-(Dimethylamino)-1,3-benzothiazol-2-yl]-6-phenyl-1,3-oxazinane-2-thione | 531557-21-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 3-[6-(Dimethylamino)-1,3-benzothiazol-2-yl]-6-phenyl-1,3-oxazinane-2-thione
• CAS: 531557-21-8
• 化学式: C₁₉H₁₉N₃OS₂
• 分子量: 369.511
• InChiKey: QQGXDOHZFFNVKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  88.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[6-(Dimethylamino)-1,3-benzothiazol-2-yl]-6-phenyl-1,3-oxazinane-2-thione 以 phosphate buffer 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Anticonvulsant Activity of 3-(6-Substituted-benzothiazol-2-yl)-6-phenyl-[1, 3]-xazinane-2-thiones

  摘要：

  A new series of 3-(6-substituted-benzothiazol-2-yl)-6-phenyl-[1,3]-oxazinane-2-thiones (4 a-j) has been synthesised using an appropriate synthetic route (Scheme 1) and characterised by elemental analyses and spectral (IR, H-1 NMR, C-13 NMR, and El MS) data. The anticonvulsant activity of all the title compounds (4 a-j) was evaluated against Maximal Electroshock (MES) induced seizures and furthermore the most potent compounds were evaluated against subcutaneous pentylene-in mice. The neurotoxicity was assessed tetrazole (sc PTZ) induced seizures model, using the rotorod procedure. All the test compounds were administered intraperitoneally at various dose levels ranging from 30-200 mg/kg body wt and the median effective dose (ED50), median toxic dose (TD50), and protection index (PI) values were determined (Table 2). Among the compounds tested, the 3-(6-dimethylaminobenzothiazol-2-yl)-6-phenyl-[1,3]-oxazinane-2-thiones (4j) was found to be the most potent (ED50: 9.85 and 14.8 in MES model and 12 and 17 in scPTZ model at t = 0.5 h and 4 h, respectively, and TD50 42.8 and 44 at t = 0.5 h and 4 h, respectively, which has been found to be significant at p < 0.01 with respect to reference standard phenytoin) with protection index (PI) 4.85.

  DOI：

  10.1002/1521-4184(200211)335:8<381::aid-ardp381>3.0.co;2-s
• 作为产物：
  描述：

  N~6~,N~6~-二甲基-1,3-苯并噻唑-2,6-二胺 在 盐酸 、 sodium tetrahydroborate 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 9.0h， 生成 3-[6-(Dimethylamino)-1,3-benzothiazol-2-yl]-6-phenyl-1,3-oxazinane-2-thione
  参考文献：
  名称：

  Synthesis and Anticonvulsant Activity of 3-(6-Substituted-benzothiazol-2-yl)-6-phenyl-[1, 3]-xazinane-2-thiones

  摘要：

  A new series of 3-(6-substituted-benzothiazol-2-yl)-6-phenyl-[1,3]-oxazinane-2-thiones (4 a-j) has been synthesised using an appropriate synthetic route (Scheme 1) and characterised by elemental analyses and spectral (IR, H-1 NMR, C-13 NMR, and El MS) data. The anticonvulsant activity of all the title compounds (4 a-j) was evaluated against Maximal Electroshock (MES) induced seizures and furthermore the most potent compounds were evaluated against subcutaneous pentylene-in mice. The neurotoxicity was assessed tetrazole (sc PTZ) induced seizures model, using the rotorod procedure. All the test compounds were administered intraperitoneally at various dose levels ranging from 30-200 mg/kg body wt and the median effective dose (ED50), median toxic dose (TD50), and protection index (PI) values were determined (Table 2). Among the compounds tested, the 3-(6-dimethylaminobenzothiazol-2-yl)-6-phenyl-[1,3]-oxazinane-2-thiones (4j) was found to be the most potent (ED50: 9.85 and 14.8 in MES model and 12 and 17 in scPTZ model at t = 0.5 h and 4 h, respectively, and TD50 42.8 and 44 at t = 0.5 h and 4 h, respectively, which has been found to be significant at p < 0.01 with respect to reference standard phenytoin) with protection index (PI) 4.85.

  DOI：

  10.1002/1521-4184(200211)335:8<381::aid-ardp381>3.0.co;2-s

文献信息

• Synthesis and Anticonvulsant Activity of 3-(6-Substituted-benzothiazol-2-yl)-6-phenyl-[1, 3]-xazinane-2-thiones
  作者：Rajendra S. Chopade、Rajesh H. Bahekar、Pramod B. Khedekar、Kishore P. Bhusari、Akkinpalli Raghu Ram Rao

  DOI：10.1002/1521-4184(200211)335:8<381::aid-ardp381>3.0.co;2-s

  日期：2002.11

  A new series of 3-(6-substituted-benzothiazol-2-yl)-6-phenyl-[1,3]-oxazinane-2-thiones (4 a-j) has been synthesised using an appropriate synthetic route (Scheme 1) and characterised by elemental analyses and spectral (IR, H-1 NMR, C-13 NMR, and El MS) data. The anticonvulsant activity of all the title compounds (4 a-j) was evaluated against Maximal Electroshock (MES) induced seizures and furthermore the most potent compounds were evaluated against subcutaneous pentylene-in mice. The neurotoxicity was assessed tetrazole (sc PTZ) induced seizures model, using the rotorod procedure. All the test compounds were administered intraperitoneally at various dose levels ranging from 30-200 mg/kg body wt and the median effective dose (ED50), median toxic dose (TD50), and protection index (PI) values were determined (Table 2). Among the compounds tested, the 3-(6-dimethylaminobenzothiazol-2-yl)-6-phenyl-[1,3]-oxazinane-2-thiones (4j) was found to be the most potent (ED50: 9.85 and 14.8 in MES model and 12 and 17 in scPTZ model at t = 0.5 h and 4 h, respectively, and TD50 42.8 and 44 at t = 0.5 h and 4 h, respectively, which has been found to be significant at p < 0.01 with respect to reference standard phenytoin) with protection index (PI) 4.85.