1-(3,5-dimethylpyrazol-1-yl)-3-sulfanyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile | 1269792-66-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-(3,5-dimethylpyrazol-1-yl)-3-sulfanyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
• 英文别名: 4-cyano-1-(3,5-dimethylpyrazol-1-yl)-5,6,7,8-tetrahydroisoquinoline-3(2H)-thione；1-(3,5-dimethylpyrazol-1-yl)-3-sulfanylidene-5,6,7,8-tetrahydro-2H-isoquinoline-4-carbonitrile
• CAS: 1269792-66-6
• 化学式: C₁₅H₁₆N₄S
• 分子量: 284.385
• InChiKey: PACCRVVBFMUVFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  85.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3,5-dimethylpyrazol-1-yl)-3-sulfanyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile 在 sodium ethanolate 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 0.33h， 生成 1-amino-5-(3,5-dimethylpyrazol-1-yl)-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxamide
  参考文献：
  名称：

  吡唑基取代的四氢噻吩并[2,3-c]异喹啉衍生物的新合成和反应

  摘要：

  摘要 用原甲酸三乙酯、氯乙酰氯或二硫化碳处理异喹啉甲酰胺 4a，分别得到嘧啶酮 7、氧代嘧啶硫酮 12 和氯甲基嘧啶酮 18。这些产品被用作合成其他杂环化合物的通用起始材料。还得到杂环酰肼6。

  DOI：

  10.1515/hc-2015-0204
• 作为产物：
  描述：

  2,3,5,6,7,8-六氢-1-吗啉-4-基-3-硫代-异喹啉-4-甲腈 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 1-(3,5-dimethylpyrazol-1-yl)-3-sulfanyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
  参考文献：
  名称：

  Synthesis and biological activity of pyrazolothienotetrahydroisoquinoline and [1,2,4]triazolo[3,4-a]thienotetrahydroisoquinoline derivatives

  摘要：

  1-Hydrazino-3-thioxo-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile (3) was subjected to react with bifunctional compounds namely: acetylacetone, ethyl cyanoacetate, ethyl benzoylactate, diethylmalonate and ethyl acetoacetate to produce pyrazololthienotetrahydroisoquinoline derivatives 6-11. Also, heating of compound (3) with formic acid afforded triazolothienotetrahydroisoquinoline compound 5 which reacted with a-halogenated compounds to afford compounds 13a-e. Compound 13c when heated with triethylorthoformate afforded triazolo derivative 14. Also, compound 6 was used for synthesizing compounds 18-20. Representative compounds of the synthesized triazolo and pyrazolothienotetrahydroisoquinoline products were tested and evaluated as antimicrobial agents. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.036

文献信息

• Synthesis and biological activity of pyrazolothienotetrahydroisoquinoline and [1,2,4]triazolo[3,4-a]thienotetrahydroisoquinoline derivatives
  作者：Adel M. Kamal、Shaban M. Radwan、Remon M. Zaki

  DOI：10.1016/j.ejmech.2010.11.036

  日期：2011.2

  1-Hydrazino-3-thioxo-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile (3) was subjected to react with bifunctional compounds namely: acetylacetone, ethyl cyanoacetate, ethyl benzoylactate, diethylmalonate and ethyl acetoacetate to produce pyrazololthienotetrahydroisoquinoline derivatives 6-11. Also, heating of compound (3) with formic acid afforded triazolothienotetrahydroisoquinoline compound 5 which reacted with a-halogenated compounds to afford compounds 13a-e. Compound 13c when heated with triethylorthoformate afforded triazolo derivative 14. Also, compound 6 was used for synthesizing compounds 18-20. Representative compounds of the synthesized triazolo and pyrazolothienotetrahydroisoquinoline products were tested and evaluated as antimicrobial agents. (C) 2010 Elsevier Masson SAS. All rights reserved.
• Novel synthesis and reactions of pyrazolyl-substituted tetrahydrothieno[2,3-<i>c</i>]isoquinoline derivatives
  作者：Remon M. Zaki、Adel M. Kamal El Dean、Maisa I. Abd El Monem、Mohamed A. Seddik

  DOI：10.1515/hc-2015-0204

  日期：2016.4.1

  chloroacetyl chloride or carbon disulfide afforded the pyrimidinone 7, oxopyrimidinethione 12 and chloromethylpyrimidinone 18, respectively. These products were used as versatile starting materials for synthesis of other heterocyclic compounds. The heterocyclic hydrazide 6 was also obtained.

  摘要 用原甲酸三乙酯、氯乙酰氯或二硫化碳处理异喹啉甲酰胺 4a，分别得到嘧啶酮 7、氧代嘧啶硫酮 12 和氯甲基嘧啶酮 18。这些产品被用作合成其他杂环化合物的通用起始材料。还得到杂环酰肼6。