1-[1-(Naphth-2-ylmethyl)piperid-4-yl]-3-(then-2-oyl)urea | 103145-77-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[1-(Naphth-2-ylmethyl)piperid-4-yl]-3-(then-2-oyl)urea
• 英文别名: N-[[1-(naphthalen-2-ylmethyl)piperidin-4-yl]carbamoyl]thiophene-2-carboxamide
• CAS: 103145-77-3
• 化学式: C₂₂H₂₃N₃O₂S
• 分子量: 393.51
• InChiKey: BHSHILJPTDUUOF-UHFFFAOYSA-N

物化性质

• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  89.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  thiophene-2-carboxylic acid carbamoylamide 、 4-amino-1-(2-naphthalenylmethyl)piperidine 在 水 、 title compound 、 乙醇 、 盐酸 作用下， 以 吡啶 为溶剂， 反应 9.5h， 生成 1-[1-(Naphth-2-ylmethyl)piperid-4-yl]-3-(then-2-oyl)urea
  参考文献：
  名称：

  Piperid-4-yl ureas and thio ureas used as antidepressant agents

  摘要：

  该发明涉及以下结构的化合物的制备方法：##STR1##以及其酸加合物和季铵盐，其中虚线表示可选键，Ar表示以下结构的环系统：##STR2##其中Q为O、S、--CR.sup.7 .dbd.CR.sup.8 --、--N.dbd.CR.sup.8 --或--N.dbd.N--；R.sup.4、R.sup.5、R.sup.6以及当存在时R.sup.7和R.sup.8，每个都表示氢或从低烷基、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和羟基中选择的取代基；另外，当R.sup.4和R.sup.5相邻或R.sup.6和R.sup.8相邻时，连同它们所连接的碳原子，也表示一个融合的五元或六元碳环或杂环，可选地带有一个或多个如上所定义的取代基；R是一个可选择地取代的芳基或杂芳基基团，或者是含有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都是氢或低烷基；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 --，但当Ar为未取代的苯基且R.sup.9为氢时，Y为--O--。式I的化合物具有精神活性，并且可用作抗抑郁剂。

  公开号：

  US04563466A1

文献信息

• Pyridyl- and/or pyridoyl-(piperid-4-yl) ureas and analogues thereof
  申请人：John Wyeth & Brother, Limited

  公开号：US04806552A1

  公开（公告）日：1989-02-21

  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 --NM.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.NY; 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 v is --O--. The compounds of formula I exhibit psychotropic activity and are useful as antidepressants.

  该发明涉及化合物的制备，其化学式为##STR1##以及其酸加成物和季铵盐，其中虚线代表一个可选键，Ar代表一个化学式为##STR2##的环系统，其中Q为O、S、--CR^7.dbd.CR^8--、--N.dbd.CR^8--和--NM.dbd.N--; R^4、R^5和R^6; 当R^7和R^8存在时，每个都代表氢或从较低烷基、较低烯基、较低烷氧基、NO2、NH2、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、CONH2和羟基中选择的取代基; 此外，当相邻时，R^4和R^5或R^6和R^8，连同它们所连接的碳原子，也代表一个融合的五元或六元碳环或杂环，可选择携带一个或多个上述定义的取代基; R是一个可选择取代的芳基或杂环芳基基团或含有5至7个碳原子的环烷基基团; R^1、R^2、R^3和R^9分别是氢或较低烷基基团; n为0或1; X是.dbd.O、.dbd.S或.dbd.NY; Y是--O--或直接键，Z是--CO--或--CH2--，但当Ar为未取代的苯丙烯基且R^9为氢时，则v为--O--。化合物I的表现出精神活性，并可用作抗抑郁剂。
• 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。
• Piperidine derivatives
  申请人：John Wyeth and Brother Limited

  公开号：US05212179A1

  公开（公告）日：1993-05-18

  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.

  本发明涉及制备式为 ##STR1## 的化合物及其酸加成物和季铵盐，其中虚线表示可选键，Ar代表式为 ##STR2## 的环系，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和羟基中选择的取代基；此外，当相邻的R.sup.4和R.sup.5或R.sup.6和R.sup.8，连同它们所附着的碳原子，也表示一个融合的五元或六元环族或杂环族，可选地带有一个或多个上述定义的取代基；R为可选取代的芳基或杂芳基基团或含5至7个碳原子的环烷基基团；R.sup.1，R.sup.2，R.sup.3和R.sup.9各自为氢或低烷基；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--，但当Ar为未取代的苯基且R.sup.9为氢时，Y为--O--。式I的化合物表现出精神活性，并可用作抗抑郁剂。
• Piperidyl - urea, - thiourea and - guanidine derivatives, and intermediates therefor, processes for preparing them and pharmaceutical compositions containing the derivatives
  申请人：JOHN WYETH & BROTHER LIMITED

  公开号：EP0035374A2

  公开（公告）日：1981-09-09

  The invention concerns psychotropic agents useful as antidepressants having the formula and acid addition and quaternary ammonium salts thereof, wherein the dotted line represents an optional bond, Ar represents a ring system of formula in which Q is O,S,-CR7=CR8- and -N=N-; R4, R5 and R6, and R7 and R8 when present, each represent hydrogen or defined substituents and additionally either R4 and R5 when adjacent or R6 and R8 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; R1, R2, R3 and R9 are each hydrogen or a lower alkyl group; n is 0 or 1; X is =0, =S or =NH; Y is -O- or a direct bond and Z is -CO- or -CH2- with the proviso that when Ar is unsubstituted phenyl and R9 is hydrogen then Y is -0-. Processes for preparing the compounds and pharmaceutical compositions containing them are also disclosed. Analogues having a pyridinium ring or ZR representing hydrogen are also disclosed as intermediates.

  本发明涉及可用作抗抑郁剂的精神药物，其化学式为 及其酸加成盐和季铵盐，其中虚线代表任选键，Ar 代表式 其中 Q 是 O、S、-CR7=CR8- 和 -N=N-；R4、R5 和 R6 以及 R7 和 R8（当存在时）各自代表氢或定义的取代基，此外，R4 和 R5（当相邻时）或 R6 和 R8（当相邻时）与它们所连接的碳原子一起还代表可选带一个或多个定义取代基的融合的五或六成员碳环或杂环；R是任选取代的芳基或杂芳基或含有5至7个碳原子的环烷基；R1、R2、R3和R9各自是氢或低级烷基；n是0或1；X是＝0、＝S或＝NH；Y是-O-或直接键，Z是-CO-或-CH2-，但当Ar是未取代的苯基且R9是氢时，则Y是-0-。 此外，还公开了制备这些化合物和含有这些化合物的药物组合物的工艺。还公开了具有吡啶鎓环或 ZR 代表氢的类似物作为中间体。