2-(thiophen-3-yl)-1H-imidazole | 1033715-40-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(thiophen-3-yl)-1H-imidazole
• 英文别名: 2-(3-thienyl)-1H-imidazole；2-thiophen-3-yl-1H-imidazole
• CAS: 1033715-40-0
• 化学式: C₇H₆N₂S
• 分子量: 150.204
• InChiKey: LCRYNZVBZZAJCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(thiophen-3-yl)-1H-imidazole 、 2-(phenyl-λ³-iodaneylidene)-cyclohexane-1,3-dione 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 cesium pivalate 作用下， 以 2,2,2-三氟乙醇 为溶剂， 以58 %的产率得到9,10-dihydroimidazo[1,2-a]thieno[3,2-c]quinolin-11(8H)-one
  参考文献：
  名称：

  Ru(II)-催化 2-芳基苯并咪唑与碘鎓叶立德的 C-H 官能化：直接获得桥头多环 N-杂环

  摘要：

  在此，我们公开了一种有效的钌催化的 2-芳基苯并咪唑/2-芳基咪唑与碘鎓叶立德的 C-H 官能化，产生取代的四环和五环桥头 N-杂环，其中碘鎓叶立德作为卡宾前体。碘鎓叶立德第一次通过 Ru-carbenoid 中间体进行。此外，该协议的合成效用成功地展示了克级合成和有用的合成转换。

  DOI：

  10.1021/acs.joc.2c01429
• 作为产物：
  描述：

  3-噻吩甲醛 、 草酸醛 在 ammonium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以56 %的产率得到2-(thiophen-3-yl)-1H-imidazole
  参考文献：
  名称：

  Ru(II)-催化 2-芳基苯并咪唑与碘鎓叶立德的 C-H 官能化：直接获得桥头多环 N-杂环

  摘要：

  在此，我们公开了一种有效的钌催化的 2-芳基苯并咪唑/2-芳基咪唑与碘鎓叶立德的 C-H 官能化，产生取代的四环和五环桥头 N-杂环，其中碘鎓叶立德作为卡宾前体。碘鎓叶立德第一次通过 Ru-carbenoid 中间体进行。此外，该协议的合成效用成功地展示了克级合成和有用的合成转换。

  DOI：

  10.1021/acs.joc.2c01429

文献信息

• KETOLIDE DERIVATIVES AS ANTIBACTERIAL AGENTS
  申请人：Das Biswajit

  公开号：US20090170790A1

  公开（公告）日：2009-07-02

  The present invention provides ketolide derivatives, which can be used as anti-bacterial agents. Compounds disclosed herein can be used for the treating or preventing conditions caused by or contributed to by gram positive, gram negative or anaerobic bacteria, more particularly against, for example, Staphylococci, Streptococci, Enterococci, Haemophilus, Moraxalla spp., Chlamydia spp., Mycoplasm, Legionella spp., Mycobacterium, Helicobacter, Clostridium, Bacteroides, Corynebacterium, Bacillus , Enterobactericeae or any combination thereof. Also provided are processes for preparing compounds disclosed herein, intermediates used in their synthesis, pharmaceutical compositions thereof, and methods of treating bacterial infections.

  本发明提供了酮烯类衍生物，可用作抗菌剂。本文披露的化合物可用于治疗或预防由革兰氏阳性、革兰氏阴性或厌氧细菌引起或导致的疾病，更具体地针对例如葡萄球菌、链球菌、肠球菌、流感嗜血杆菌、嗜痰菌属、衣原体属、支原体、军团菌属、分枝杆菌、幽门螺杆菌、梭菌、拟杆菌、白色杆菌、杆菌、肠杆菌科细菌或其任意组合。还提供了制备本文披露的化合物的方法、用于合成的中间体、其制药组合物以及治疗细菌感染的方法。
• QUINOXALINE DERIVATIVES
  申请人：Okada Makoto

  公开号：US20100048556A1

  公开（公告）日：2010-02-25

  The invention discloses quinoxaline derivatives or salts thereof having PDE9-inhibiting activity and being useful as treating agent of dysuria and the like, which are represented by the formula (I) in the formula, R 1 and R 2 each independently stands for hydrogen, halogen, alkyl, alkoxy, acyl, amino and the like, R 3 stands for alkyl, aryl, saturated carbocyclic group, saturated heterocyclic group, acyl and the like, R 4 stands for hydrogen, hydroxy, alkyl or amino, R 5 and R 8 each independently stands for hydrogen, halogen, alkyl, alkenyl, alkoxy, cyano or nitro, R 6 and R 7 each independently stands for hydrogen, halogen, alkyl, alkenyl, alkynyl, alkoxy, cyano, amino, carbocyclic group, heterocyclic group, COR 9 or SO 2 R 9 , R 9 stands for hydrogen, hydroxy, alkyl, amino, pyrrolidin- 1 -yl, piperidin-1-yl, pyperazin-1-yl or the like, X stands for S or O, and A 1 , A 2 and A 3 each independently stands for N or C.

  本发明揭示了具有PDE9抑制活性并可用作治疗排尿困难等的药物的喹啉衍生物或其盐，其由式（I）表示： 其中，R1和R2各自独立地表示氢、卤素、烷基、烷氧基、酰基、氨基等；R3表示烷基、芳基、饱和碳环族、饱和杂环族、酰基等；R4表示氢、羟基、烷基或氨基；R5和R8各自独立地表示氢、卤素、烷基、烯基、烷氧基、氰基或硝基；R6和R7各自独立地表示氢、卤素、烷基、烯基、炔基、烷氧基、氰基、氨基、碳环族、杂环族、COR9或SO2R9；R9表示氢、羟基、烷基、氨基、吡咯烷-1-基、哌啶-1-基、吡啶-1-基等；X表示S或O；A1、A2和A3各自独立地表示N或C。
• Substituted imidazo[1,5-A] quinoxalines as a PDE9 inhibitor
  申请人：Aska Pharmaceutical Co., Ltd.

  公开号：US08299080B2

  公开（公告）日：2012-10-30

  The invention discloses quinoxaline derivatives or salts thereof having PDE9-inhibiting activity and being useful as treating agent of dysuria and the like, which are represented by the formula (I) in the formula, R1 and R2 each independently stands for hydrogen, halogen, alkyl, alkoxy, acyl, amino and the like, R3 stands for alkyl, aryl, saturated carbocyclic group, saturated heterocyclic group, acyl and the like, R4 stands for hydrogen, hydroxy, alkyl or amino, R5 and R8 each independently stands for hydrogen, halogen, alkyl, alkenyl, alkoxy, cyano or nitro, R6 and R7 each independently stands for hydrogen, halogen, alkyl, alkenyl, alkynyl, alkoxy, cyano, amino, carbocyclic group, heterocyclic group, COR9 or SO2R9, R9 stands for hydrogen, hydroxy, alkyl, amino, pyrrolidin-1-yl, piperidin-1-yl, pyperazin-1-yl or the like, X stands for S or O, and A1, A2 and A3 each independently stands for N or C.

  本发明揭示了具有PDE9抑制活性的喹喔啉衍生物或其盐，可用作治疗尿急等药物。该化合物由式(I)表示： 其中，R1和R2各自独立地代表氢、卤素、烷基、烷氧基、酰基、氨基等；R3代表烷基、芳基、饱和碳环族、饱和杂环族、酰基等；R4代表氢、羟基、烷基或氨基；R5和R8各自独立地代表氢、卤素、烷基、烯基、烷氧基、氰基或硝基；R6和R7各自独立地代表氢、卤素、烷基、烯基、炔基、烷氧基、氰基、氨基、碳环族、杂环族、COR9或SO2R9；R9代表氢、羟基、烷基、氨基、吡咯烷基、哌啶-1-基、吡啶-1-基或类似基团；X代表S或O；A1、A2和A3各自独立地代表N或C。
• Substituted Imidazo[1,5-A]Quinoxalines As a PDE9 Inhibitor
  申请人：OKADA Makoto

  公开号：US20130225572A1

  公开（公告）日：2013-08-29

  The invention discloses quinoxaline derivatives or salts thereof having PDE9-inhibiting activity and being useful as treating agent of dysuria and the like, which are represented by the formula (I) in the formula, R 1 and R 2 each independently stands for hydrogen, halogen, alkyl, alkoxy, acyl, amino and the like, R 3 stands for alkyl, aryl, saturated carbocyclic group, saturated heterocyclic group, acyl and the like, R 4 stands for hydrogen, hydroxy, alkyl or amino, R 5 and R 8 each independently stands for hydrogen, halogen, alkyl, alkenyl, alkoxy, cyano or nitro, R 6 and R 7 each independently stands for hydrogen, halogen, alkyl, alkenyl, alkynyl, alkoxy, cyano, amino, carbocyclic group, heterocyclic group, COR 9 or SO 2 R 9 , R 9 stands for hydrogen, hydroxy, alkyl, amino, pyrrolidin-1-yl, piperidin-1-yl, pyperazin-1-yl or the like, X stands for S or O, and A 1 , A 2 and A 3 each independently stands for N or C.

  本发明揭示了具有PDE9抑制活性并可用作治疗排尿困难等的治疗剂的喹喔啉衍生物或其盐，其由公式(I)表示： 在公式中， R1和R2分别独立地表示氢、卤素、烷基、烷氧基、酰基、氨基等； R3表示烷基、芳基、饱和碳环基、饱和杂环基、酰基等； R4表示氢、羟基、烷基或氨基； R5和R8分别独立地表示氢、卤素、烷基、烯基、烷氧基、氰基或硝基； R6和R7分别独立地表示氢、卤素、烷基、烯基、炔基、烷氧基、氰基、氨基、碳环基、杂环基、COR9或SO2R9； R9表示氢、羟基、烷基、氨基、吡咯烷-1-基、哌啶-1-基、吡啶并嗪-1-基等； X表示S或O； A1、A2和A3分别独立地表示N或C。
• SUBSTITUTED IMIDAZO [1,5-a]QUINOXALINES AS A PDE9 INHIBITOR
  申请人：ASKA Pharmaceutical Co., Ltd.

  公开号：US20140336197A1

  公开（公告）日：2014-11-13

  The invention discloses quinoxaline derivatives or salts thereof having PDE9-inhibiting activity and being useful as treating agent of dysuria and the like, which are represented by the formula (I) in the formula, R 1 and R 2 each independently stands for hydrogen, halogen, alkyl, alkoxy, acyl, amino and the like, R 3 stands for alkyl, aryl, saturated carbocyclic group, saturated heterocyclic group, acyl and the like, R 4 stands for hydrogen, hydroxy, alkyl or amino, R 5 and R 8 each independently stands for hydrogen, halogen, alkyl, alkenyl, alkoxy, cyano or nitro, R 6 and R 7 each independently stands for hydrogen, halogen, alkyl, alkenyl, alkynyl, alkoxy, cyano, amino, carbocyclic group, heterocyclic group, COR 9 or SO 2 R 9 , R 9 stands for hydrogen, hydroxy, alkyl, amino, pyrrolidin-1-yl, piperidin-1-yl, pyperazin-1-yl or the like, X stands for S or O, and A 1 , A 2 and A 3 each independently stands for N or C.

  本发明公开了一种具有PDE9抑制活性并可用作治疗排尿困难等的奎诺克赖烷衍生物或其盐，其由式（I）表示，在该式中，R1和R2分别独立地代表氢、卤素、烷基、烷氧基、酰基、氨基等，R3代表烷基、芳基、饱和碳环族、饱和杂环族、酰基等，R4代表氢、羟基、烷基或氨基，R5和R8分别独立地代表氢、卤素、烷基、烯基、烷氧基、氰基或硝基，R6和R7分别独立地代表氢、卤素、烷基、烯基、炔基、烷氧基、氰基、氨基、碳环族、杂环族、COR9或SO2R9，R9代表氢、羟基、烷基、氨基、吡咯烷-1-基、哌啶-1-基、吡啶-1-基或类似物，X代表S或O，A1、A2和A3分别独立地代表N或C。