N-[2-(4-allylpiperazin-1-yl)pyridin-5-yl]-4-bromobenzenesulfonamide | 773879-11-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-[2-(4-allylpiperazin-1-yl)pyridin-5-yl]-4-bromobenzenesulfonamide
• 英文别名: N-[6-(4-allylpiperazin-1-yl)pyridin-3-yl]-4-bromobenzenesulfonamide；4-bromo-N-[6-(4-prop-2-enylpiperazin-1-yl)pyridin-3-yl]benzenesulfonamide
• CAS: 773879-11-1
• 化学式: C₁₈H₂₁BrN₄O₂S
• 分子量: 437.36
• InChiKey: WNXBSIOHXSFGFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[2-(4-allylpiperazin-1-yl)pyridin-5-yl]-4-bromobenzenesulfonamide 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 N-[2-(4-Allylpiperazin-1-yl)pyridin-5-yl]-4-bromobenzenesulfonamide hydrochloride
  参考文献：
  名称：

  N-[(piperazinyl)hetaryl]arylsulfonamide compounds

  摘要：

  该发明涉及一般式I的N-[(哌嗪基)杂环基]芳基磺酰胺化合物，其中Q是双价的、具有1或2个N原子作为环成员的6元杂芳基基团，可选地携带一个或两个取代基Ra，其分别选自卤素、CN、NO2、CO2R4、COR5、C1-C4-烷基和C1-C4-卤代烷基；Ar是苯基或具有1或2个N原子作为环成员的6元杂芳基基团，可选地携带一个或两个取代基Rb，其选自卤素、NO2、CN、CO2R4、COR5、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、C3-C6-环烷基、C3-C6-环烷基-C1-C4-烷基和C1-C4-卤代烷基，其中也可能两个与Ar相邻的C原子上的基Rb结合在一起形成C3-C4-烷基；R1是氢、C1-C4-烷基、C1-C4-卤代烷基、C3-C6-环烷基、C3-C6-环烷基-C1-C4-烷基、C1-C4-羟基烷基、C1-C4-烷氧基-C1-C4-烷基、C3-C4-烯基或C3-C4-炔基；其中基团n、R1、R2、R3、R4和R5具有专利要求中给出的含义，涉及这些化合物的N-氧化物和生理耐受的酸盐，以及包含至少一种根据权利要求1至10中所述的N-[(哌嗪基)杂环基]芳基磺酰胺化合物和/或一种I的生理耐受的酸盐和/或I的N-氧化物的药物组合物，可能连同生理上可接受的载体和/或辅助物质，用于治疗对多巴胺D3受体拮抗剂或激动剂有反应的疾病，特别用于治疗中枢神经系统疾病和肾功能障碍。

  公开号：

  US20060160809A1

文献信息

• N-[(Piperazinyl)hetaryl]arylsulfonamide compounds
  申请人：Abbott GmbH & Co. KG.

  公开号：US20040204422A1

  公开（公告）日：2004-10-14

  The invention relates to N-[(piperazinyl)hetaryl]arylsulfonamide compounds of the general formula I 1 in which Q is a bivalent, 6-membered heteroaromatic radical which possesses 1 or 2 N atoms as ring members and which optionally carries one or two substituents R a which is/are selected, independently of each other, from halogen, CN, NO 2 , CO 2 R 4 , COR 5 , C 1 -C 4 -alkyl and C 1 -C 4 -haloalkyl; Ar is phenyl or a 6-membered heteroaromatic radical which possesses 1 or 2 N atoms as ring members and which optionally carries one or two substituents R b , which is/are selected from halogen, NO 2 , CN, CO 2 R 4 , COR 5 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl and C 1 -C 4 -haloalkyl, with it also being possible for two radicals R b which are bonded to adjacent C atoms of Ar to be together C 3 -C 4 -alkylene; R 1 is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, C 1 -C 4 -hydroxyalkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 4 -alkenyl or C 3 -C 4 -alkynyl; with the radicals n, R 1 , R 2 , R 3 , R 4 and R 5 having the meanings given in the patent claims, to the N-oxides and to the physiologically tolerated acid addition salts of these compounds and to pharmaceutical compositions which comprise at least one N-[(piperazinyl)hetaryl]arylsulfonamide compound as claimed in one of claims 1 to 10 and/or at least one physiologically tolerated acid addition salt of I and/or an N-oxide of I, where appropraite together with physiologically accpetable carriers and/or auxiliary substances for treating diseases which respond to influencing by dopamine D 3 receptor antagonists or agonists, in particular for treating diseases of the central nervous system and disturbances of kidney function.

  该发明涉及一般式I的N-[(哌嗪基)杂环基]芳基磺酰胺化合物，其中 Q是双价的、具有1或2个N原子作为环成员的6元杂芳基基团，可选地携带一个或两个取代基R a，该取代基R a独立地从卤素、CN、NO 2、CO 2R 4、COR 5、C 1 -C 4 -烷基和C 1 -C 4 -卤代烷基中选择； Ar是苯基或双价的、具有1或2个N原子作为环成员的6元杂芳基基团，可选地携带一个或两个取代基R b，该取代基R b从卤素、NO 2、CN、CO 2R 4、COR 5、C 1 -C 6 -烷基、C 2 -C 6 -烯基、C 2 -C 6 -炔基、C 3 -C 6 -环烷基、C 3 -C 6 -环烷基-C 1 -C 4 -烷基和C 1 -C 4 -卤代烷基中选择，其中还可能存在两个与Ar相邻的C原子结合的R b基团共同为C 3 -C 4 -亚烷基； R 1 为氢、C 1 -C 4 -烷基、C 1 -C 4 -卤代烷基、C 3 -C 6 -环烷基、C 3 -C 6 -环烷基-C 1 -C 4 -烷基、C 1 -C 4 -羟基烷基、C 1 -C 4 -烷氧基-C 1 -C 4 -烷基、C 3 -C 4 -烯基或C 3 -C 4 -炔基； 其中基团n、R 1 、R 2 、R 3 、R 4 和R 5 具有专利要求中给出的含义，以及这些化合物的N-氧化物和生理上可耐受的酸盐，以及包括至少一种根据权利要求1至10中的任一项所述的N-[(哌嗪基)杂环基]芳基磺酰胺化合物和/或I的至少一种生理上可耐受的酸盐和/或I的N-氧化物的药物组合物，适当地与生理上可接受的载体和/或辅助物质一起用于治疗对多巴胺D 3 受体拮抗剂或激动剂影响有反应的疾病，特别用于治疗中枢神经系统疾病和肾功能障碍。
• N-[(piperazinyl)hetary]arylsulfonamide compounds with affinity for the dopamine d3 receptor
  申请人：Braje Wilfried

  公开号：US20070054918A1

  公开（公告）日：2007-03-08

  The invention relates to N-[(piperazinyl)hetaryl]arylsulfonamide compounds of the general formula (I) in which Q is a bivalent, 6-membered heteroaromatic radical which possesses 1 or 2 N atoms as ring members and which optionally carries one or two substituents R a which is/are selected, independently of each other, from halogen, CN, NO 2 , CO 2 R 4 , COR 5 , C 1 —C 4 -alkyl and C 1 —C 4 -haloalkyl; Ar is phenyl or a 6-membered heteroaromatic radical which possesses 1 or 2 N atoms as ring members and which optionally carries one or two substituents R b , which is/are selected from halogen, NO 2 , CN, CO 2 R 4 , COR 5 , C 1 —C 6 -alkyl, C 2 —C 6 -alkenyl, C 2 —C 6 -alkynyl, C 3 —C 6 -cycloalkyl, C 3 —C 6 -cycloalkyl-C 1 —C 4 -alkyl and C 1 —C 4 -haloalkyl, with it also being possible for two radicals R b which are bonded to adjacent C atoms of Ar to be together C 3 —C 4 -alkylene; R 1 is hydrogen, C 1 —C 4 -alkyl, C 1 —C 4 -haloalkyl, C 3 —C 6 -cycloalkyl, C 3 —C 6 -cycloalkyl-C 1 —C 4 -alkyl, C 1 —C 4 -hydroxyalkyl, C 1 —C 4 -alkoxy-C 1 —C 4 -alkyl, C 3 —C 4 -alkenyl or C 3 —C 4 -alkynyl; with the radicals n, R 1 , R 2 , R 3 , R 4 and R 5 having the meanings given in the patent claims, to the N-oxides and to the physiologically tolerated acid addition salts of these compounds and to pharmaceutical compositions which comprise at least one N-[(piperazinyl)hetaryl]arylsulfonamide compound as claimed in one of claims 1 to 10 and/or at least one physiologically tolerated acid addition salt of I and/or an N-oxide of I, where appropriate together with physiologically acceptable carriers and/or auxiliary substances for treating diseases which respond to influencing by dopamine D 3 receptor antagonists or agonists, in particular for treating diseases of the central nervous system and disturbances of kidney function.

  本发明涉及一般式（I）中的N-[(哌嗪基)杂芳基]芳基磺酰胺化合物，其中Q是一个双价的6元杂环芳基基团，其具有1或2个N原子作为环成员，并且可选地携带一个或两个取代基Ra，该取代基独立地选择自卤素、CN、NO2、CO2R4、COR5、C1-C4烷基和C1-C4卤代烷基；Ar是苯基或一个6元杂环芳基基团，其具有1或2个N原子作为环成员，并且可选地携带一个或两个取代基Rb，该取代基独立地选择自卤素、 、CN、CO2R4、COR5、C1-C6烷基、C2-C6烯基、C2-C6炔基、C3-C6环烷基、C3-C6环烷基-C1-C4烷基和C1-C4卤代烷基，其中还可能有两个与Ar相邻的C原子结合的Rb基团共同成为C3-C4烷基；R1是氢、C1-C4烷基、C1-C4卤代烷基、C3-C6环烷基、C3-C6环烷基-C1-C4烷基、C1-C4羟基烷基、C1-C4烷氧基-C1-C4烷基、C3-C4烯基或C3-C4炔基；具有在专利权要求中给出的含义的基团n、R1、R2、R3、R4和R5，以及这些化合物的N-氧化物和生理上耐受的酸加合盐，以及包含至少一种在权利要求1到10中要求的N-[(哌嗪基)杂芳基]芳基磺酰胺化合物和/或一种I的生理上耐受的酸加合盐和/或I的N-氧化物的制药组合物，如有必要，还包括用于治疗对多巴胺D3受体拮抗剂或激动剂影响有反应的疾病的生理上可接受的载体和/或辅助物质，特别是用于治疗中枢神经系统疾病和肾功能障碍。
• N-[PIPERAZINYL HETARYL]ARYLSUFONAMIDE COMPOUNDS WITH AFFINITY FOR THE DOPAMINE D3 RECEPTOR
  申请人：Braje Wilfried

  公开号：US20110294817A1

  公开（公告）日：2011-12-01

  The invention related to N-[(piperazinyl)hetaryl]arylsulfonamide compounds of the general formula (I) in which Q is a bivalent, 6-membered heteroaromatic radical which possesses 1 or 2 N atoms as ring members and which optionally carries one or two substituents R a which is/are selected, independently of each other, from halogen, CN, NO 2 , CO 2 R 4 , COR 5 , C 1 -C 4 -alkyl and C 1 -C 4 -haloalkyl; Ar is phenyl or a 6-membered heteroaromatic radical which possesses 1 or 2 N atoms as ring members and which optionally carries one or two substituents R b , which is/are selected from halogen, NO 2 , CN, CO 2 R 4 , COR 5 , C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl and C 1 -C 4 -haloalkyl, with it also being possible for two radicals R b which are bonded to adjacent C atoms of Ar to be together C 3 -C 4 -alkylene; R 1 is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, C 1 -C 4 -hydroxyalkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 4 -alkenyl or C 3 -C 4 -alkynyl; with the radicals n, R 1 , R 2 , R 3 , R 4 and R 5 having the meanings given in the patent claims, to the N-oxides and to the physiologically tolerated acid addition salts of these compounds and to pharmaceutical compositions which comprise at least one N-[(piperazinyl)hetaryl]arylsulfonamide compound as claimed in one of claims 1 to 10 and/or at least one physiologically tolerated acid addition salt of I and/or an N-oxide of I, where appropriate together with physiologically acceptable carriers and/or auxiliary substances for treating diseases which respond to influencing by dopamine D 3 receptor antagonists or agonists, in particular for treating diseases of the central nervous system and disturbances of kidney function.

  该发明涉及通式（I）中的N-[(哌嗪基)杂环]芳基磺酰胺化合物，其中Q是一个双价的6元杂环芳基基团，其具有1或2个N原子作为环成员，并且可选地携带一个或两个取代基Ra，这些取代基独立地从卤素，CN，NO2，CO2R4，COR5，C1-C4烷基和C1-C4卤代烷基中选择；Ar是苯基或一个6元杂环芳基基团，其具有1或2个N原子作为环成员，并且可选地携带一个或两个取代基Rb，这些取代基独立地从卤素， ，CN，CO2R4，COR5，C1-C6烷基，C2-C6烯基，C2-C6炔基，C3-C6环烷基，C3-C6环烷基-C1-C4烷基和C1-C4卤代烷基中选择，还可以将与Ar相邻的两个Rb基团一起连接成C3-C4烷基；R1是氢，C1-C4烷基，C1-C4卤代烷基，C3-C6环烷基，C3-C6环烷基-C1-C4烷基，C1-C4羟基烷基，C1-C4烷氧基-C1-C4烷基，C3-C4烯基或C3-C4炔基；其中，n，R1，R2，R3，R4和R5的基团具有专利权要求中所给出的含义，以及这些化合物的N-氧化物和生理上可耐受的酸加合盐以及至少包括一种N-[(哌嗪基)杂环]芳基磺酰胺化合物或I的生理上可耐受的酸加合盐和/或I的N-氧化物的药物组合物，必要时与生理上可接受的载体和/或辅助物质一起用于治疗对多巴胺D3受体拮抗剂或激动剂起反应的疾病，特别是用于治疗中枢神经系统疾病和肾功能障碍。
• EP1613596A1
  申请人：——

  公开号：EP1613596A1

  公开（公告）日：2006-01-11
• N-[(PIPERAZINYL)HETARYL]ARYLSULFONAMIDE COMPOUNDS WITH AFFINITY FOR THE DOPAMINE D3 RECEPTOR
  申请人：Abbott GmbH & Co. KG

  公开号：EP1613596B1

  公开（公告）日：2008-03-12