4-(benzoylureido)piperidine | 72807-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(benzoylureido)piperidine
• 英文别名: 1-Benzoyl-3-(piperid-4-yl)urea；4-Benzoylureidopiperidine；N-(piperidin-4-ylcarbamoyl)benzamide
• CAS: 72807-00-2
• 化学式: C₁₃H₁₇N₃O₂
• 分子量: 247.297
• InChiKey: VDPTZNWSWWZWNC-UHFFFAOYSA-N

物化性质

• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  70.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(benzoylureido)piperidine 、 2-溴甲基萘 生成 帕奴拉明
  参考文献：
  名称：

  ARCHIBALD, J. L.;WARD, T. J.

  摘要：

  DOI：

文献信息

• Antihypertensive ureidopiperidines
  作者：J. L. Archibald、D. R. Beardsley、G. M. F. Bisset、P. Fairbrother、J. L. Jackson、A. Opalko、T. J. Ward

  DOI：10.1021/jm00182a009

  日期：1980.8

  These compounds are related to the benzamidopiperidines exemplified by indoramin. Some of the ureidopiperidines are more potent antihypertensive agents than their benzamidopiperidine counterparts. Two examples, 1-(2-thenoyl)-3-[1-[2-(3-indolyl)ethyl]piperid-4-yl]urea and 1-(2-thenoyl)-3-[1-[4-(4-fluorophenyl)-4-oxobutyl]piperid-4-yl]urea (19 and 58), emerged as the most potent antihypertensive agents

  报道了一系列1-芳烷基-4-脲基哌啶的合成。这些化合物与吲哚胺为例的苯甲酰氨基哌啶有关。一些脲基哌啶比其苯甲酰氨基哌啶具有更强的抗高血压药。两个例子，1-（2-thenoyl）-3- [1- [2-（3-吲哚基）乙基]哌啶-4-基]脲和1-（2-thenoyl）-3- [1- [4- （4-氟苯基）-4-氧代丁基]哌啶-4-基]脲（19和58）成为本系列中最有效的降压药。
• Piperid-4-yl ureas and thio ureas used as anti-depressant agents
  申请人：John Wyeth & Brother Ltd.

  公开号：US04426387A1

  公开（公告）日：1984-01-17

  The invention concerns compounds of formula ##STR1## and acid addition and quaternary ammonium salts thereof, wherein the dotted line represents an optional bond, Ar represents a ring system of formula ##STR2## in which Q is O,S,--CR.sup.7 .dbd.CR.sup.8 --, --N.dbd.CR.sup.8 -- and --N.dbd.N--; R.sup.4, R.sup.5 and R.sup.6, and R.sup.7 and R.sup.8 when present, each represent hydrogen or defined substituents and additionally either R.sup.4 and R.sup.5 when adjacent or R.sup.6 and R.sup.8 when adjacent, together with the carbon atoms to which they are attached also represent a fused five or six membered carbocyclic or heterocyclic ring optionally carrying one or more defined substituents; R is an optionally substituted aryl or heteroaryl radical or a cycloalkyl radical containing 5 to 7 carbon atoms; R.sup.1, R.sup.2, R.sup.3 and R.sup.9 are each hydrogen or a lower alkyl group; n is 0 or 1; X is .dbd.O, .dbd.S or .dbd.NH; Y is --O-- or a direct bond and Z is --CO-- or --CH.sub.2 -- with the proviso that when Ar is unsubstituted phenyl and R.sup.9 is hydrogen then Y is --O--. The compounds of formula I exhibit psychotropic activity and are useful as antidepressants. Processes for preparing the compounds and pharmaceutical compositions containing them are disclosed.

  本发明涉及公式##STR1##的化合物及其酸加成物和季铵盐，其中点线表示可选键，Ar表示式##STR2##的环系统，其中Q为O、S、-CR.sup.7 =CR.sup.8-、-N=CR.sup.8-和-N=N-；R.sup.4、R.sup.5和R.sup.6，以及当存在时，R.sup.7和R.sup.8每个表示氢或定义的取代基，并且当相邻的R.sup.4和R.sup.5或相邻的R.sup.6和R.sup.8与它们连接的碳原子一起也表示融合的五元或六元碳环或杂环，可选地携带一个或多个定义的取代基；R是可选地取代的芳基或杂芳基基团或含有5到7个碳原子的环烷基基团；R.sup.1、R.sup.2、R.sup.3和R.sup.9分别是氢或较低的烷基基团；n为0或1；X为.dbd.O、.dbd.S或.dbd.NH；Y为--O--或直接键，Z为--CO--或--CH.sub.2--，但当Ar为未取代的苯基且R.sup.9为氢时，Y为--O--。公式I的化合物具有精神药物活性，并可用作抗抑郁剂。公开了制备这些化合物和含有它们的制药组合物的方法。
• Anti-depressant indole derivatives
  申请人：John Wyeth & Brother Limited

  公开号：US04209521A1

  公开（公告）日：1980-06-24

  The invention concerns a compound of formula II ##STR1## or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof wherein R.sup.5 represents hydrogen, hydroxy, lower alkoxy or lower alkyl, R.sup.6 represents hydrogen or lower alkyl, and R.sup.7 represents phenyl, lower alkoxy phenyl, halophenyl, or thenyl and X represents oxygen or sulphur. These indole derivatives exhibit psychotropic activity. The invention includes a method of alleviating depression in a warm blooded animal afflicted with depression which method comprises administering to said animal an effective amount of a compound of formula II or a pharmaceutically acceptable acid addition salt thereof.

  本发明涉及II式化合物，其中R.sup.5代表氢，羟基，较低的烷氧基或较低的烷基；R.sup.6代表氢或较低的烷基；R.sup.7代表苯基，较低的烷氧基苯基，卤代苯基或蒽基；X代表氧或硫。这些吲哚衍生物具有精神活性。本发明包括一种方法，用于缓解患有抑郁症的温血动物的抑郁症状，该方法包括向该动物施用II式化合物或其药学上可接受的酸加成盐的有效量。
• 3-benzoyl-1-[(oxo or thioheteroaryl-ylalkyl)-piperid-4-yl]ureas and
  申请人：John Wyeth and Brother Limited

  公开号：US04722930A1

  公开（公告）日：1988-02-02

  The invention concerns the preparation of compounds of formula ##STR1## and acid addition and quaternary ammonium salts thereof, wherein the dotted line represents an optional bond, Ar represents a ring system of formula ##STR2## in which Q is O, S, --CR.sup.7 .dbd.CR.sup.8 --, --N.dbd.CR.sup.8 -- and --N.dbd.N--; R.sup.4, R.sup.5 and R.sup.6, and R.sup.7 and R.sup.8 when present, each represent hydrogen or a substituent selected from lower alkyl, lower alkenyl, lower alkoxy, NO.sub.2, NH.sub.2, haloloweralkyl, hydroxyloweralkyl, aminoloweralkyl, substituted amino, halogen, loweralkoxycarbonyl, cyano, CONH.sub.2 and hydroxy; and additionally either R.sup.4 and R.sup.5 when adjacent or R.sup.6 and R.sup.8 when adjacent, together with the carbon atoms to which they are attached also represent a fused five or six membered carbocylic or heterocyclic ring optionally carrying one or more substituents as defined above; R is an optionally substituted aryl or heteroaryl radical or a cycloalkyl radical containing 5 to 7 carbon atoms; R.sup.1, R.sup.2, R.sup.3 and R.sup.9 are each hydrogen or a lower alkyl group; n is 0 or 1, X is .dbd.O, .dbd.S or .dbd.NH; Y is --O-- or a direct bond and Z is -- CO-- or --CH.sub.2 --, with the proviso that when Ar is unsubstituted phenyl and R.sup.9 is hydrogen then Y is --O--. The compounds of formula I exhibit psychotropic activity and are useful as antidepressants.

  本发明涉及公式##STR1##化合物的制备，以及其酸加成物和季铵盐，其中点线表示可选键，Ar表示公式##STR2##的环系统，其中Q为O，S，-CR.sup.7 =CR.sup.8 -，-N=CR.sup.8 -和-N=N-; 当存在时，R.sup.4，R.sup.5和R.sup.6，以及R.sup.7和R.sup.8，均表示氢或从较低的烷基，较低的烯基，较低的烷氧基，NO.sub.2，NH.sub.2，卤代较低烷基，羟基较低烷基，氨基较低烷基，取代氨基，卤素，较低烷氧羰基，氰基，CONH.sub.2和羟基中选择的取代基; 另外，当相邻的R.sup.4和R.sup.5或R.sup.6和R.sup.8存在时，它们与它们所附着的碳原子一起也表示一个融合的五元或六元环或杂环，可选地携带一个或多个上述定义的取代基; R是一个可选地取代的芳基或杂环芳基基团或含有5到7个碳原子的环烷基基团; R.sup.1，R.sup.2，R.sup.3和R.sup.9分别为氢或较低烷基; n为0或1，X为.dbd.O，.dbd.S或.dbd.NH; Y为-O-或直接键，Z为-CO-或-CH.sub.2-，但是当Ar为未取代的苯丙基且R.sup.9为氢时，Y为-O-。公式I的化合物具有精神活性，并可用作抗抑郁剂。
• Pyridyl-and/or pyridoyl-(piperid-4-yl) ureas and analogues thereof
  申请人：John Wyeth & Brother, Limited

  公开号：US04985438A1

  公开（公告）日：1991-01-15

  The invention concerns the preparation of compounds of formula ##STR1## and acid addition and quaternary ammonium salts thereof, wherein the dotted line represents an optional bond, Ar represents a ring system of formula ##STR2## in which Q is O, S, --CR.sup.7 .dbd.CR.sup.8 --, --N.dbd.CR.sup.8 -- and --N.dbd.N--; R.sup.4, R.sup.5 and R.sup.6 ; and R.sup.7 and R.sup.8 when present, each represent hydrogen or a substitutent selected from lower alkyl, lower alkenyl, lower alkoxy, NO.sub.2, NH.sub.2, haloloweralkyl, hydroxyloweralkyl, aminoloweralkyl, substituted amino, halogen, loweralkoxycarbonyl, cyano, CONH.sub.2 and hydroxy; and additionally either R.sup.4 and R.sup.5 when adjacent or R.sup.6 and R.sup.8 when adjacent, together with the carbon atoms to which they are attached also represent a fused five or six membered carbocylic or heterocyclic ring optionally carrying one or more substituents as defined above; R is an optionally substituted aryl or heteroaryl radical or a cycloalkyl radical containing 5 to 7 carbon atoms; R.sup.1, R.sup.2, R.sup.3 and R.sup.9 are each hydrogen or a lower alkyl group; n is 0 or 1; X is .dbd.O, .dbd.S or .dbd.NH; Y is--O-- or a direct bond and Z is --CO-- or --CH.sub.2 --, with the proviso that when Ar is unsubstituted phenyl and R.sup.9 is hydrogen then y is --O--. The compounds of formula I exhibit psychotropic activity and are useful as antidepressants.

  本发明涉及公式##STR1##化合物及其酸加成物和季铵盐的制备方法，其中点线表示可选键，Ar表示公式##STR2##的环系统，其中Q为O、S、--CR.sup.7 .dbd.CR.sup.8 --、--N.dbd.CR.sup.8 --和--N.dbd.N--；R.sup.4、R.sup.5和R.sup.6；当存在时，R.sup.7和R.sup.8各自表示氢或从下列取出的取代基：低烷基、低烯基、低烷氧基、NO.sub.2、NH.sub.2、卤代低烷基、羟基低烷基、氨基低烷基、取代氨基、卤素、低烷氧羰基、氰基、CONH.sub.2和羟基；并且在相邻的R.sup.4和R.sup.5或R.sup.6和R.sup.8之间，连同它们附着的碳原子，也表示一个融合的五元或六元碳环或杂环，可选地携带一个或多个上述定义的取代基；R是一个可选取代的芳基或杂环芳基基团或含有5到7个碳原子的环烷基基团；R.sup.1、R.sup.2、R.sup.3和R.sup.9各自表示氢或低烷基；n为0或1；X为.dbd.O、.dbd.S或.dbd.NH；Y为--O--或直接键，Z为--CO--或--CH.sub.2 --，但前提是当Ar为未取代的苯基且R.sup.9为氢时，y为--O--。公式I的化合物表现出精神活性并可用作抗抑郁剂。