methyl (1H-indazol-6-yl)-dithiocarbamate | 1046454-12-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: methyl (1H-indazol-6-yl)-dithiocarbamate
• 英文别名: methyl N-(1H-indazol-6-yl)carbamodithioate
• CAS: 1046454-12-9
• 化学式: C₉H₉N₃S₂
• 分子量: 223.323
• InChiKey: RYGHMKYIBNRXPU-UHFFFAOYSA-N

物化性质

• 熔点：
  134-136 °C(Solv: dichloromethane (75-09-2); ligroine (8032-32-4))
• 沸点：
  422.4±37.0 °C(Predicted)
• 密度：
  1.488±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  98.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (1H-indazol-6-yl)-dithiocarbamate 在 溴 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 以93%的产率得到2-methylthio-thiazolo[4,5-g]-1H-indazole
  参考文献：
  名称：

  An expedient, regioselective synthesis of novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their anticancer potential

  摘要：

  Several novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their 6-alkyl and 8-alkyl derivatives have been synthesised in high overall yields starting from 5-nitro and 6-nitro-indazoles in a three-step route involving the regioselective cyclisation of thioureidoindazoles and indazolyl dithiocarbamates as the key steps. Some assorted thiazoloindazoles have been screened for anticancer properties, which demonstrated the anticancer potential of at least one product, justifying its further follow-up. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.009
• 作为产物：
  描述：

  二硫化碳 、 6-氨基吲唑 、 碘甲烷 在 吡啶 、 三乙胺 作用下， 反应 1.0h， 以75%的产率得到methyl (1H-indazol-6-yl)-dithiocarbamate
  参考文献：
  名称：

  An expedient, regioselective synthesis of novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their anticancer potential

  摘要：

  Several novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their 6-alkyl and 8-alkyl derivatives have been synthesised in high overall yields starting from 5-nitro and 6-nitro-indazoles in a three-step route involving the regioselective cyclisation of thioureidoindazoles and indazolyl dithiocarbamates as the key steps. Some assorted thiazoloindazoles have been screened for anticancer properties, which demonstrated the anticancer potential of at least one product, justifying its further follow-up. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.009

文献信息

• An expedient, regioselective synthesis of novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their anticancer potential
  作者：Manas Chakrabarty、Taraknath Kundu、Shiho Arima、Yoshihiro Harigaya

  DOI：10.1016/j.tet.2008.05.009

  日期：2008.7

  Several novel 2-alkylamino- and 2-alkylthiothiazolo[5,4-e]- and -[4,5-g]indazoles and their 6-alkyl and 8-alkyl derivatives have been synthesised in high overall yields starting from 5-nitro and 6-nitro-indazoles in a three-step route involving the regioselective cyclisation of thioureidoindazoles and indazolyl dithiocarbamates as the key steps. Some assorted thiazoloindazoles have been screened for anticancer properties, which demonstrated the anticancer potential of at least one product, justifying its further follow-up. (C) 2008 Elsevier Ltd. All rights reserved.