2-formylamino-5-n-propyl-thiophene-3-carbonitrile | 1221897-88-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-formylamino-5-n-propyl-thiophene-3-carbonitrile
• 英文别名: N-(3-cyano-5-propylthiophen-2-yl)formamide
• CAS: 1221897-88-6
• 化学式: C₉H₁₀N₂OS
• 分子量: 194.257
• InChiKey: CXFOLXIRVBJPIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  81.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-formylamino-5-n-propyl-thiophene-3-carbonitrile 、 1-[2-(2,4-二氟苯基)-2,3-环氧基丙基]-1H-1,2,4-噻唑 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 乙酸乙酯 为溶剂， 反应 12.67h， 以90%的产率得到2-((2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl)amino)-5-propylthiophene-3-carbonitrile
  参考文献：
  名称：

  [EN] THIOPHENE CONTAINING ANALOGUES OF FLUCONAZOLE AS ANTIFUNGAL AGENTS AND PROCESS FOR THEIR PREPARATION
  [FR] ANALOGUES DE FLUCONAZOLE CONTENANT DU TIOPHÈNE UTILISÉS EN TANT QU'AGENTS ET PROCÉDÉ D'UTILISATION ASSOCIÉ

  摘要：

  公开号：

  WO2010046912A3
• 作为产物：
  描述：

  甲酸 、 2-amino-5-n-propyl-thiophene-3-carbonitrile 在 ammonium acetate 作用下， 反应 1.0h， 以93%的产率得到2-formylamino-5-n-propyl-thiophene-3-carbonitrile
  参考文献：
  名称：

  [EN] THIOPHENE CONTAINING ANALOGUES OF FLUCONAZOLE AS ANTIFUNGAL AGENTS AND PROCESS FOR THEIR PREPARATION
  [FR] ANALOGUES DE FLUCONAZOLE CONTENANT DU TIOPHÈNE UTILISÉS EN TANT QU'AGENTS ET PROCÉDÉ D'UTILISATION ASSOCIÉ

  摘要：

  公开号：

  WO2010046912A3

文献信息

• A short synthesis of 3,6-disubstituted N-2-thienyl/aryl-indoles
  作者：Hanumant B. Borate、Sangmeshwer P. Sawargave、Suleman R. Maujan

  DOI：10.1016/j.tetlet.2009.09.049

  日期：2009.11

  A short synthetic strategy for 3,6-disubstituted-N-2-thienyl/aryl-indoles, involving reaction of substituted 2,4-difluoro/dichloro-styrene epoxide with substituted 2-formylaminothiophenes or substituted N-formylanilines in the presence of a base followed by treatment with an acid, has been developed. The method was applied for the synthesis of a number of indoles with a variety of substituents at 1

  一种3,6-二取代的-N -2-噻吩基/芳基吲哚的短合成策略，涉及取代的2,4-二氟/二氯-苯乙烯环氧化物与取代的2-甲酰氨基噻吩或取代的N-甲酰苯胺在a的存在下的反应。已开发出碱，然后用酸处理。该方法用于合成在吲哚部分的1、3和6位具有多个取代基的许多吲哚。
• [EN] OPTICALLY ACTIVE FLUCONAZOLE ANALOGUES CONTAINING THIOPHENES AS ANTIFUNGAL AGENTS<br/>[FR] ANALOGUES DE FLUCONAZOLE OPTIQUEMENT ACTIFS CONTENANT DES THIOPHÈNES COMME AGENTS ANTIFONGIQUES
  申请人：FDC LTD

  公开号：WO2013065065A1

  公开（公告）日：2013-05-10

  The invention discloses an enantiomeric antifungal compounds of Formula (1a) and Formula (1b), wherein each R1 and R2, which may be the same or different, is independently selected from hydrogen or a halogen selected from fluorine, chlorine, bromine or iodine; each R3 and R4, which may be the same or different, is independently selected from hydrogen, alkyl group of linear or branched chain of 1 to 20 carbon atoms or R3 and R4 together form a cycloalkyl ring of 3 to 10 carbon atoms, and R5 is CN or COOR' (wherein R'= methyl or ethyl).

  本发明公开了一种手性抗真菌化合物，其化学式为（1a）和（1b），其中每个R1和R2，可以相同也可以不同，独立地选自氢或从氟、氯、溴或碘中选择的卤素;每个R3和R4，可以相同也可以不同，独立地选自1至20个碳原子的线性或支链烷基或R3和R4共同形成3至10个碳原子的环烷基，并且R5为CN或COOR'（其中R'=甲基或乙基）。
• OPTICALLY ACTIVE FLUCONAZOLE ANALOGUES CONTAINING THIOPHENES AS ANTIFUNGAL AGENTS
  申请人：BORATE Hanumant Bapurao

  公开号：US20140249194A1

  公开（公告）日：2014-09-04

  The invention discloses optically active compounds of Formula (1a) or Formula (1b), wherein R1 and R2 are independently selected from the group consisting of hydrogen and a halogen selected from the group consisting of fluorine, chlorine, bromine, and iodine; and wherein (a) R3 and R4 are independently selected from the group consisting of hydrogen and an alkyl group having a linear or branched chain having 1 to 20 carbon atoms, or (b) R3 and R4 together form a cycloalkyl ring having 3 to 10 carbon atoms fused to the thiophene ring; and wherein R5 is CN or COOR′, where R′ is methyl or ethyl. The compounds of Formula (1a) or Formula (1b) may be used in pharmaceutical compositions for treating fungal infections.

  本发明公开了公式（1a）或公式（1b）的光学活性化合物，其中R1和R2分别选自氢和氟、氯、溴和碘组成的卤素群；并且（a）R3和R4分别选自具有1至20个碳原子的线性或支链烷基或（b）R3和R4共同形成具有3至10个碳原子的环状烷基环，与噻吩环融合；R5为CN或COOR'，其中R'为甲基或乙基。公式（1a）或公式（1b）的化合物可用于制备治疗真菌感染的药物组合物。
• THIOPHENE CONTAINING ANALOGUES OF FLUCONAZOLE AS ANTIFUNGAL AGENTS AND PROCESS THEREOF
  申请人：Council of Scientific and Industrial Research

  公开号：EP2346861B1

  公开（公告）日：2013-01-23
• THIOPENE CONTAINING ANALOGUES OF FLUCONAZOLE AS ANTIFUNGAL AGENTS AND PROCESS FOR THEIR PREPARATION
  申请人：Borate Hanumant Bapurao

  公开号：US20110144171A1

  公开（公告）日：2011-06-16

  The present invention discloses novel compounds of the Formula (1), containing thiophene moieties and pharmaceutically acceptable salts thereof, methods for preparing these compounds, the use of these compounds in prevention and treatment of fungal infections, and pharmaceutical preparations containing these novel compounds.