4-(2,4-dichlorophenyl)-3-methyl-1-phenyl-4,8-dihydro-1H-pyrazolo[3,4-e][1,4]thiazepin-7(6H)-one | 693234-15-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(2,4-dichlorophenyl)-3-methyl-1-phenyl-4,8-dihydro-1H-pyrazolo[3,4-e][1,4]thiazepin-7(6H)-one
• 英文别名: 4-(2,4-dichlorophenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-e][1,4]thiazepin-7(4H,6H,8H)-one；4-(2,4-dichlorophenyl)-3-methyl-1-phenyl-4,8-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
• CAS: 693234-15-0
• 化学式: C₁₉H₁₅Cl₂N₃OS
• 分子量: 404.32
• InChiKey: IHWFLTDOTRBXIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  72.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-氨基-3-甲基-1-苯基吡唑 、 2,4-二氯苯甲醛 、 巯基乙酸 在 sulfuric acid groups functionalized carbonaceous material (C-SO₃H)of polyvinyl alcohol and hydroxyethylsulfuric acid 作用下， 以 水 为溶剂， 反应 6.0h， 以81%的产率得到4-(2,4-dichlorophenyl)-3-methyl-1-phenyl-4,8-dihydro-1H-pyrazolo[3,4-e][1,4]thiazepin-7(6H)-one
  参考文献：
  名称：

  固体酸在水中的多组分反应 合成4,8-二氢-1 H-吡唑并[3,4- e ] [1,4]噻唑啉-7（6 H）-one衍生物†

  摘要：

  发现一种用聚乙烯醇和羟乙基硫酸官能化的固体酸可有效催化取代基-吡唑，醛和巯基乙酸的一锅三组分缩合反应，从而提供广泛的4,8-二氢-1 H-吡唑并[ 3,4- e ] [1,4] thiazepin-7（6 H）-one衍生物，具有良好或优异的收率。可循环使用的非均相固体酸催化剂的使用使该过程温和，简单，高效和可持续。

  DOI：

  10.1039/c6ra24310j

文献信息

• Design and diversity-oriented synthesis of novel 1,4-thiazepan-3-ones fused with bioactive heterocyclic skeletons and evaluation of their antioxidant and cytotoxic activities
  作者：Feng Shi、Xiao-Ning Zeng、Xu-Dong Cao、Shu Zhang、Bo Jiang、Wei-Fa Zheng、Shu-Jiang Tu

  DOI：10.1016/j.bmcl.2011.09.081

  日期：2012.1

  This study has achieved the design and diversity-oriented synthesis of novel 1,4-thiazepine derivatives embedded with carbazole, pyrazole or isoxazole motif via microwave-assisted multicomponent reactions under solvent-free condition, thus providing a green and facile access to 1,4-thiazepine derivatives with prominent features of high structural diversity, short reaction time, high yields and environmental friendliness. More importantly, these novel compounds have been subjected to the test of in vitro antioxidant and cytotoxic activities, resulting in the finding that these 1,4-thiazepine derivatives not only have significant antioxidant activity, but also exhibit remarkably selective cytotoxicity to carcinoma cell line HCT 116. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis of 4,8-dihydro-1H-pyrazolo[3,4-e][1,4]thiazepin-7(6H)-one derivatives by solid acid-catalyzed multi-component reaction in water
  作者：Furen Zhang、Chunmei Li、Chenze Qi

  DOI：10.1039/c6ra24310j

  日期：——

  to efficiently catalyze the one-pot three-component condensation of substituent-pyrazoles, aldehydes, and thioglycollic acid to afford a wide range of 4,8-dihydro-1H-pyrazolo[3,4-e][1,4]thiazepin-7(6H)-one derivatives with good to excellent yields. The use of a recyclable heterogeneous solid acid catalyst makes this procedure mild, simple, efficient, and sustainable.

  发现一种用聚乙烯醇和羟乙基硫酸官能化的固体酸可有效催化取代基-吡唑，醛和巯基乙酸的一锅三组分缩合反应，从而提供广泛的4,8-二氢-1 H-吡唑并[ 3,4- e ] [1,4] thiazepin-7（6 H）-one衍生物，具有良好或优异的收率。可循环使用的非均相固体酸催化剂的使用使该过程温和，简单，高效和可持续。