2-benzylthio-1,4,5,6-tetrahydropyrimidine hydrobromide | 135276-86-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-benzylthio-1,4,5,6-tetrahydropyrimidine hydrobromide
• 英文别名: 2-(Benzylsulfanyl)-1,4,5,6-tetrahydropyrimidine-hydrabromide；2-benzylsulfanyl-1,4,5,6-tetrahydropyrimidine;hydrobromide
• CAS: 135276-86-7
• 化学式: BrH*C₁₁H₁₄N₂S
• 分子量: 287.223
• InChiKey: IEBDLQOJPGGDBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzylthio-1,4,5,6-tetrahydropyrimidine hydrobromide 、 2-硝基苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以97%的产率得到1-(2-nitrobenzoyl)-2-benzylthio-1,4,5,6-tetrahydropyrimidine
  参考文献：
  名称：

  Studies on 1,2,4-Benzothiadiazine 1,1-Dioxides VII and Quinazolinones IV: Synthesis of Novel Built-In Hydroxyguanidine Tricycles as Potential Anticancer Agents

  摘要：

  Two representative built-in hydroxyguanidine tricycles containing 1,2,4-benzothiadiazine 1,1-dioxides (3) and quinazolinones (4) were prepared by reductive cyclization of 1-(2-nitrophenyl-sulfonyl)-2-benzylthio-2-imidazoline (9a), 1-(2-nitrophenylsulfonyl)-2-benzylthio-1,4,5,6-tetrahydropyrimidine (9b), 1-(2-nitrobenzoyl)-2-benzylthio-2-imidazolidine (10a) and 1-(2-nitrobenzoyl)-2-benzyl-thio-1,4,5,6-tetrahydropyrimidine hydrobromide respectively (10b) with zinc dust in acetic acid under ice-cooling. 2,10-Dihydro-10-hydroxy-3H-imidazo[1,2-b][1,2,4]benzothiadiazine 5,5-dioxide (3a) and 2,3,4,11-tetrahydro-11-hydroxypyrimido[1,2-b][1,2,4]benzothiadiazine 6,6-dioxide (3b) were found to be active against solid tumor cell lines such as KB, Colo 205, HeLa, and Hepa-2.

  DOI：

  10.3987/com-92-6285
• 作为产物：
  描述：

  溴甲苯 、 3,4,5,6-四氢-2-嘧啶硫醇 以 甲醇 为溶剂， 生成 2-benzylthio-1,4,5,6-tetrahydropyrimidine hydrobromide
  参考文献：
  名称：

  1,2,4苯并噻二嗪1,1-二氧化物。V：1合成内建的羟基胍三轮车作为潜在的抗癌药

  摘要：

  内置的两个典型的羟基胍三环化合物10 - N-羟基-2,3-二氢咪唑[1,2- ] [1,2,4]苯并噻二嗪5,5-二氧化物（a）和11 - N-羟基-2,3通过1 - （- ）的处理，分别以78％和30％的产率获得-二氢-4 H-嘧啶基-[ 1，2- c ] [1，2，4]苯并噻二嗪6，6-二氧化物（b）。在冰冷却下于乙酸中将2-硝基苯磺酰基）-2-苄硫基-2-咪唑烷和-4,5-二氢-6 H-嘧啶与乙酸在锌中冷却30分钟。

  DOI：

  10.1016/0040-4039(91)80654-o

文献信息

• 1,2,4 Benzothiadiazine 1,1-dioxide. V: 1 synthesis of built-in hydroxuguanidine tricycles as potential anticancer agents
  作者：Ji-Wang Chern、Jiann-Gwo Rong

  DOI：10.1016/0040-4039(91)80654-o

  日期：1991.6

  Two representative built in hydroxyguanidine tricycles, 10-N-hydroxy-2,3-dihydroimidazol [1,2-][1,2,4]benzothiadiazine 5,5-dioxide (a) and 11-N-hydroxy-2,3-dihydro-4H-pyrimido-[l,2-c] [l,2,4]benzothiadiazine 6,6-dioxide (b), were obtained in 78% and 30% yields, respectively by a treatment of 1-(2-nitrobenzenesulfonyl)-2-benzylthio-2-imidazolidine and -4,5-dihydro-6H-pyrimidine with zinc in acetic acid

  内置的两个典型的羟基胍三环化合物10 - N-羟基-2,3-二氢咪唑[1,2- ] [1,2,4]苯并噻二嗪5,5-二氧化物（a）和11 - N-羟基-2,3通过1 - （- ）的处理，分别以78％和30％的产率获得-二氢-4 H-嘧啶基-[ 1，2- c ] [1，2，4]苯并噻二嗪6，6-二氧化物（b）。在冰冷却下于乙酸中将2-硝基苯磺酰基）-2-苄硫基-2-咪唑烷和-4,5-二氢-6 H-嘧啶与乙酸在锌中冷却30分钟。
• Studies on 1,2,4-Benzothiadiazine 1,1-Dioxides VII and Quinazolinones IV: Synthesis of Novel Built-In Hydroxyguanidine Tricycles as Potential Anticancer Agents
  作者：Ji-Wang Chern、Yen-Chywan Liaw、Chien-Shu Chen、Jiann-Gwo Rong、Chien-Lin Huang、Chao-Han Chan、Andrew H.-J. Wang

  DOI：10.3987/com-92-6285

  日期：——

  Two representative built-in hydroxyguanidine tricycles containing 1,2,4-benzothiadiazine 1,1-dioxides (3) and quinazolinones (4) were prepared by reductive cyclization of 1-(2-nitrophenyl-sulfonyl)-2-benzylthio-2-imidazoline (9a), 1-(2-nitrophenylsulfonyl)-2-benzylthio-1,4,5,6-tetrahydropyrimidine (9b), 1-(2-nitrobenzoyl)-2-benzylthio-2-imidazolidine (10a) and 1-(2-nitrobenzoyl)-2-benzyl-thio-1,4,5,6-tetrahydropyrimidine hydrobromide respectively (10b) with zinc dust in acetic acid under ice-cooling. 2,10-Dihydro-10-hydroxy-3H-imidazo[1,2-b][1,2,4]benzothiadiazine 5,5-dioxide (3a) and 2,3,4,11-tetrahydro-11-hydroxypyrimido[1,2-b][1,2,4]benzothiadiazine 6,6-dioxide (3b) were found to be active against solid tumor cell lines such as KB, Colo 205, HeLa, and Hepa-2.