2-(3-p-anisyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylbutyl)isoindole-1,3-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(3-p-anisyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylbutyl)isoindole-1,3-dione
• 英文别名: 2-[1-[3-(4-Methoxyphenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl]-3-methyl-butyl]isoindoline-1,3-dione；2-[1-[3-(4-methoxyphenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl]-3-methylbutyl]isoindole-1,3-dione
• 化学式: C₂₃H₂₁N₅O₃S
• 分子量: 447.517
• InChiKey: ATZWTDVSUDSLBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-氨基-2,4-二氢-5-(4-甲氧基苯基)-3H-1,2,4-三唑-3-硫酮 、 2-(1,3-二氧代-1,3-二氢-2H-异吲哚-2-基)-4-甲基戊酸 在 三氯氧磷 作用下， 反应 2.0h， 以67%的产率得到2-(3-p-anisyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylbutyl)isoindole-1,3-dione
  参考文献：
  名称：

  SYNTHESIS OF SOME NEW 4-AMINO-1,2,4-TRIAZOLE DERIVATIVES AS POTENTIAL ANTI-HIV AND ANTI-HBV

  摘要：

  Some novel [1,2,4] triazolo[3,4-b][1,3,4] thiadiazolylisoindole-1,3-dione 2a-c were prepared by heating 4-amino-5-aryl-1,2,4-triazole-3-thiones 1a-c with different (1,3-dioxo-1,3-diliydro-isoitidol-2-yl) carboxylic acids in. POCl3. Compounds 2a,b were hydrolyzed using HCl, to yield [1,2,4]triazolo[3,4-b][1,3,4]thiadiazolyl-alkylamines 3a,b. Coupling 1a,c with 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyraizosyl bromide (ABG) afforded the corresponding S-glucosides 4a,6, which oil oxidation. with. KMnO4 gave the corresponding sulfone 5. Treatment 1b,c with diphenyl diazonzethane afforded benzhydrylsulfanyltriazolylamines 7a,b. 1,8-Bis-(4-chloro-phenyl)-bis-[1,2,4]triazolo[3,4-c-,4',3'-e][1,2,4,5]dithiadiazine 8 was formed by oxidation of 1b with lead tetracetate. Compound 1c reacted with. morpholine in the presence of KI and I-2 to give the triazolodisulfide 9.

  DOI：

  10.1080/10426500490463989

文献信息

• SYNTHESIS OF SOME NEW 4-AMINO-1,2,4-TRIAZOLE DERIVATIVES AS POTENTIAL ANTI-HIV AND ANTI-HBV
  作者：A. A. El-Barbary、A. Z. Abou-El-Ezz、A. A. Abdel-Kader、Mai El-Daly、Claus Nielsen

  DOI：10.1080/10426500490463989

  日期：2004.8

  Some novel [1,2,4] triazolo[3,4-b][1,3,4] thiadiazolylisoindole-1,3-dione 2a-c were prepared by heating 4-amino-5-aryl-1,2,4-triazole-3-thiones 1a-c with different (1,3-dioxo-1,3-diliydro-isoitidol-2-yl) carboxylic acids in. POCl3. Compounds 2a,b were hydrolyzed using HCl, to yield [1,2,4]triazolo[3,4-b][1,3,4]thiadiazolyl-alkylamines 3a,b. Coupling 1a,c with 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyraizosyl bromide (ABG) afforded the corresponding S-glucosides 4a,6, which oil oxidation. with. KMnO4 gave the corresponding sulfone 5. Treatment 1b,c with diphenyl diazonzethane afforded benzhydrylsulfanyltriazolylamines 7a,b. 1,8-Bis-(4-chloro-phenyl)-bis-[1,2,4]triazolo[3,4-c-,4',3'-e][1,2,4,5]dithiadiazine 8 was formed by oxidation of 1b with lead tetracetate. Compound 1c reacted with. morpholine in the presence of KI and I-2 to give the triazolodisulfide 9.