5-bromobenzo[b]thiophene-3-carboxylic acid dimethylamide | 461663-91-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 5-bromobenzo[b]thiophene-3-carboxylic acid dimethylamide
• 英文别名: 5-bromo-N,N-dimethyl-1-benzothiophene-3-carboxamide
• CAS: 461663-91-2
• 化学式: C₁₁H₁₀BrNOS
• 分子量: 284.176
• InChiKey: BBVVVYVMAAYYNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  48.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-bromobenzo[b]thiophene-3-carboxylic acid dimethylamide 在 正丁基锂 作用下， 以 hexanes 、 diethyl ethyl 为溶剂， 反应 1.0h， 以44%的产率得到2.8-dibromo-dibenzo[d,d']benzo[1,2-b;4,5-b']dithiophene-6,12-dione
  参考文献：
  名称：

  WO2008/131835

  摘要：

  公开号：

文献信息

• Piperazine derivatives, their preparation and uses in therapy (5ht1b receptor activity)
  申请人：——

  公开号：US20040132720A1

  公开（公告）日：2004-07-08

  Compounds of formula (I) or a pharmaceutically acceptable salt thereof are disclosed: in which R a is a group of formula (i) wherein P 1 is phenyl, naphthyl or heteroaryl; R 1 is halogen, C 1-6 alkyl, C 3-6 cycloalkyl, COC 1-6 alkyl, C 1-6 alkoxy, hydroxy, hydroxyC 1-6 alkyl, nitro, haloC 1-6 alkyl, cyano, SR 6 , SOR 6 , SO 2 R 6 , SO 2 NR 6 R 7 , CO 2 R 6 , CONR 6 R 7 , OCONR 6 COR 7 , NR 6 r 7 , NR 6 COR 7 , NR 6 CO 2 R 7 , NR 6 SO 2 R 7 , NR 6 CONR 7 R 8 , CH 2 NR 6 COR 7 , CH 2 NR 6 CO 2 R 7 , CH 2 NR 6 SO 2 R 7 , CR 6 ═NOR 7 where R 6 , R 7 and R 8 are independently hydrogen or C 1-6 alkyl, a is 1, 1, 2, or 3; or R a is a group of formula (ii) where P 2 is phenyl, naphthyl, heteroaryl or a 5 to 7 membered heterocyclic ring; P 3 is phenyl, naphthyl or heteroaryl; R 2 is a defined above for R 1 in formula (I) or R 2 is heteroaryl optionally substituted By C 1 alkyl, halogen or COC 1-6 alkyl or is a 5-7 membered heterocyclic ring optionally substituted by oxo; R 3 is halogen, C 1-6 alkyl, C 3-6 cycloalkyl, C 1-6 alkyl, COC 1-6 alkyl, hydroxy, intro, haloC 1-6 alkyl, cyano, CO 2 R 6 , CONR 6 R 7 , NR 6 R 7 where R 6 and R 7 are as defined above; b and c are independently 0, 1, 2, or 3; Y is a single bond, CH 2 or NH; X is oxygen, sulfur or N—R 5 where R 5 is hydrogen or C 1-6 alkyl; R b is hydrogen, halogen, C 1-6 alkyl, haloC 1-6 alkyl, COC 1-6 alkyl or cyano; R c is hydrogen or C 1-6 alkyl. Processes for their preparation, pharmaceutical compositions containing them and their use in therapy as 5-HT 1B receptor antagonists, for diseases such as depression, are also disclosed. 1

  公开了化学式（I）或其药学上可接受的盐的化合物：其中，R是式（i）的基团，其中P1是苯基、萘基或杂环基；R1是卤素、C1-6烷基、C3-6环烷基、COC1-6烷基、C1-6烷氧基、羟基、羟基C1-6烷基、硝基、卤C1-6烷基、氰基、SR6、SOR6、SO2R6、SO2NR6R7、CO2R6、CONR6R7、OCONR6COR7、NR6r7、NR6COR7、NR6CO2R7、NR6SO2R7、NR6CONR7R8、 NR6COR7、 NR6CO2R7、 NR6SO2R7、CR6═NOR7，其中R6、R7和R8独立地为氢或C1-6烷基，a为1、1、2或3；或R是式（ii）的基团，其中P2是苯基、萘基、杂环基或5-7成员的杂环环；P3是苯基、萘基或杂环基；R2是在式（I）中定义的R1或R2是杂环基，可选地被C1烷基、卤素或COC1-6烷基取代，或是5-7成员的杂环环，可选地被氧代取代；R3是卤素、C1-6烷基、C3-6环烷基、C1-6烷氧基、羟基、介绍、卤C1-6烷基、氰基、CO2R6、CONR6R7、NR6R7，其中R6和R7如上所述；b和c独立地为0、1、2或3；Y是单键、CH2或NH；X是氧、硫或N-R5，其中R5是氢或C1-6烷基；Rb是氢、卤素、C1-6烷基、卤C1-6烷基、COC1-6烷基或氰基；Rc是氢或C1-6烷基。还公开了其制备方法、含有它们的药物组合物以及它们在治疗抑郁等疾病中作为5-HT1B受体拮抗剂的用途。
• Organic Semiconductors
  申请人：Heeney Martin

  公开号：US20100117066A1

  公开（公告）日：2010-05-13

  The invention relates to novel substituted dibenzo[d,d′]benzo[1,2-b;4,5-b′]dithiophenes (DBBDT), to methods of their synthesis, to organic semiconducting materials, formulations and layers comprising them, and to electronic devices, like organic field effect transistors (OFETs), comprising them.

  本发明涉及新颖的取代二苯并[d，d′]苯并[1,2-b;4,5-b′]二硫噻吩(DBBDT)，其合成方法，有机半导体材料，包含它们的配方和层，以及包含它们的电子器件，如有机场效应晶体管(OFETs)。
• PIPERAZINE DERIVATIVES, THEIR PREPARATION AND USES IN THERAPY (5HT1B RECEPTOR ACTIVITY)
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1368344A1

  公开（公告）日：2003-12-10
• [EN] PIPERAZINE DERIVATIVES, THEIR PREPARATION AND USES IN THERAPY (5HT1B RECEPTOR ACTIVITY)<br/>[FR] DERIVES DE PIPERAZINE, LEUR PREPARATION ET LEURS UTILISATIONS THERAPEUTIQUES (ACTIVITE DU RECEPTEUR 5HT1B)
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO2002074768A1

  公开（公告）日：2002-09-26

  Compounds of formula (I) or a pharmaceutically acceptable salt thereof are disclosed: in which Ra is a group of formula (i) wherein P1 is phenyl, naphthyl or heteroaryl; R1 is halogen, C¿1-6?alkyl, C3-6cycloalkyl, COC1-6alkyl, C1-6alkoxy, hydroxy, hydroxyC1-6alkyl, nitro, haloC1-6alkyl, cyano, SR?6, SOR6, SO¿2R6, SO2NR6R7, CO2R?6, CONR6R7, OCONR6COR7, NR6r7, NR6COR7, NR6CO¿2R?7, NR6SO¿2R?7, NR6CONR7R8, CH¿2NR?6COR7, CH¿2NR6CO2R7, CH2NR6SO2R?7, CR6=NOR7¿ where R?6, R7 and R8¿ are independently hydrogen or C¿1-6?alkyl, a is 1, 1, 2, or 3; or R?a¿ is a group of formula (ii) where P2 is phenyl, naphthyl, heteroaryl or a 5 to 7 membered heterocyclic ring; P3 is phenyl, naphthyl or heteroaryl; R2 is a defined above for R1 in formula (I) or R2 is heteroaryl optionally substituted By C¿1-6?alkyl, halogen or COC1-6alkyl or is a 5-7 membered heterocyclic ring optionally substituted by oxo; R?3¿ is halogen, C¿1-6?alkyl, C3-6cycloalkyl, C1-6alkyl, COC1-6alkyl, hydroxy, intro, haloC1-6alkyl, cyano, CO2R?6, CONR6R7, NR6R7¿ where R?6 and R7¿ are as defined above; b and c are independently 0, 1, 2, or 3; Y is a single bond, CH¿2? or NH; X is oxygen, sulfur or N-R?5¿ where R5 is hydrogen or C¿1-6?alkyl; R?b¿ is hydrogen, halogen, C¿1-6?alkyl, haloC1-6alkyl, COC1-6alkyl or cyano; R?c¿ is hydrogen or C¿1-6?alkyl. Processes for their preparation, pharmaceutical compositions containing them and their use in therapy as 5-HT1B receptor antagonists, for diseases such as depression, are also disclosed.
• [EN] ORGANIC SEMICONDUCTORS<br/>[FR] SEMI-CONDUCTEURS ORGANIQUES
  申请人：MERCK PATENT GMBH

  公开号：WO2008131835A1

  公开（公告）日：2008-11-06

  [EN] The invention relates to novel substituted dibenzo[d,d']benzo[1,2-b;4,5-b']dithiophenes (DBBDT), to methods of their synthesis, to organic semiconducting materials, formulations and layers comprising them, and to electronic devices, like organic field effect transistors (OFETs), comprising them.
  [FR] L'invention porte sur de nouveaux dibenzo[d,d']benzo[1,2-b;4,5-b']dithiophènes (DBBDT), sur des procédés pour leur synthèse, sur des matières semi-conductrices organiques, sur des formulations et couches les comprenant, et sur des dispositifs électroniques comme des transistors à effet de champ organiques (OFET) les comprenant.