thiophene-2-carboxylic acid carbamoylamide | 57280-38-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: thiophene-2-carboxylic acid carbamoylamide
• 英文别名: 1-(then-2-oyl)urea；2-thienoylurea；2-Thiophenoyl-harnstoff；N-(Aminocarbonyl)-2-thiophenecarboxamide；N-carbamoylthiophene-2-carboxamide
• CAS: 57280-38-3
• 化学式: C₆H₆N₂O₂S
• 分子量: 170.192
• InChiKey: FZLHESZFEXNRPL-UHFFFAOYSA-N

物化性质

• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  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

• Heterocyclic compounds useful as 5-HT.sub.3 antagonists
  申请人：John Wyeth & Brother Limited

  公开号：US04983600A1

  公开（公告）日：1991-01-08

  Aroyl ureas and carbamic acid derivatives of formula A--CO--NHCW--Y--B and pharmaceutically acceptable salts thereof wherein A is a specified aromatic radical including optionally substituted phenyl W is O or S Y is NH or S and B is a specified saturated azacyclic ring, eg tropan-3-yl or quinuclidin-3-yl, possess 5-HT.sub.3 -antagonistic activity and are, for example, useful in treatment of migraine, emesis, anxiety, gastro-intestinal disorders and as anti-psychotics.

  Aroyl尿素和公式A--CO--NHCW--Y--B的氨基甲酸衍生物及其药学上可接受的盐，其中A是指定的芳香基团，包括可选择地取代的苯基；W是O或S；Y是NH或S；B是指定的饱和氮杂环环，例如tropan-3-基或quinuclidin-3-基，具有5-HT.sub.3-拮抗活性，并且例如，在治疗偏头痛、呕吐、焦虑、胃肠道疾病和作为抗精神病药物方面是有用的。
• Piperid-4-yl ureas and thio ureas used as antidepressant agents
  申请人：——

  公开号：US04563466A1

  公开（公告）日：1986-01-07

  The invention concerns the preparation of compounds of formula ##STR1## and acid addition and quaternary ammoniun 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.

  该发明涉及化合物的制备的公式##STR1##以及其酸盐和季铵盐，其中虚线代表可选键，Ar代表公式##STR2##中的环系统，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，以及R.sup.7和R.sup.8（存在时），每个代表氢或从较低烷基、较低烯基、较低烷氧基、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，当相邻时，R.sup.4和R.sup.5或R.sup.6和R.sup.8也代表与它们连接的碳原子一起表示一个融合的五元或六元碳环或杂环，该环可以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.sup.1、R.sup.2、R.sup.3和R.sup.9分别是氢或较低烷基基团；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--，但如果Ar为未取代的苯基且R.sup.9为氢，则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：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。
• 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。
• 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。