1-methyl-5-(4-pyridinylamino)-1H-indole | 148868-42-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-methyl-5-(4-pyridinylamino)-1H-indole
• 英文别名: 1-methyl-N-pyridin-4-ylindol-5-amine
• CAS: 148868-42-2
• 化学式: C₁₄H₁₃N₃
• 分子量: 223.277
• InChiKey: ABFCZHBVZMUKSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氯甲酸甲酯 、 1-methyl-5-(4-pyridinylamino)-1H-indole 在 水 、 氯化钠 、 magnesium sulfate 、 solid 、 silica 、 乙酸乙酯 、 二氯甲烷 作用下， 以 二氯甲烷 、 三乙胺 为溶剂， 反应 1.0h， 以yielded 3.1 g of a solid的产率得到N-(1-Methyl-1H-indol-5-yl)-N-(4-pyridinyl) carbamic acid methyl ester
  参考文献：
  名称：

  A personality disorder treatment method and composition

  摘要：

  本发明涉及一种被取代的吡啶基氨基-1H-吲哚化合物，其化学式为##STR1##其中，Q为N或NR.sub.2; Y为CH; R.sub.1为氢、低碳基、低炔基、低烯基、芳基低碳基、低氧羰基氨基低碳基羰基、芳基低氧羰基氨基低碳基羰基、氨基低碳基羰基、低氧羰基或酰基; R.sub.2为氢或低碳基; R.sub.3为氢或低碳基; X为氢、低碳基、卤素; n为0或1，适用于治疗人格障碍，如强迫症。

  公开号：

  US05424322A1
• 作为产物：
  描述：

  1-甲基-1H-吲哚-5-胺 、 4-氯吡啶盐酸盐 以 N-甲基吡咯烷酮 、 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 1-methyl-5-(4-pyridinylamino)-1H-indole
  参考文献：
  名称：

  Substituted pyridinylamino-1H-indoles,1H-indazoles,2H-indazoles, benzo

  摘要：

  这项发明涉及配有取代基的吡啶基氨基-1H-吲哚、1H-吲哚、2H-吲哚、苯并[b]噻吩和1,2-苯并异噻唑的化合物，其化学式为##STR1##其中Q为S、N或NR.sub.2；Y为CH、N或NR.sub.2；R.sub.1为氢、较低的烷基、较低的炔基、较低的烯基、芳基较低的烷基、较低的烷氧羰胺较低的烷基羰基、芳基较低的烷氧羰胺较低的烷基羰基、氨基较低的烷基羰基、较低的烷氧羰基或酰基；R.sub.2为氢或较低的烷基；R.sub.3为氢或较低的烷基；X为氢、较低的烷基、卤素；n为0或1；或其药学上可接受的酸加盐。本发明的化合物可用于治疗由胆碱能缺陷所表现出的记忆功能障碍，例如与阿尔茨海默病和其他记忆障碍相关的类型。本发明的化合物还可作为神经递质功能调节剂，如去甲肾上腺素和5-羟色胺，因此可用于治疗抑郁症和强迫性障碍等人格障碍。此外，本发明的化合物还可用作治疗各种皮肤病的局部抗炎剂。

  公开号：

  US05185350A1

文献信息

• Substituted pyridinylamino benzo[b]thiophene compounds
  申请人：Hoechst-Roussel Pharmaceuticals Incorporated

  公开号：US05229401A1

  公开（公告）日：1993-07-20

  This invention relates to substituted pyridinylamino-1H-indoles, 1H-indazoles, 2H-indazoles, benzo[b]thiophenes and 1,2-benzisothiazoles of the formula ##STR1## wherein Q is S, N or NR.sub.2 ; Y is CH, N or NR.sub.2 ; R.sub.1 is hydrogen, loweralkyl, loweralkynyl, loweralkenyl, arylloweralkyl, loweralkoxycarbonylaminoloweralkylcarbonyl, arylloweralkoxycarbonylaminoloweralkylcarbonyl, aminoloweralkylcarbonyl, loweralkoxycarbonyl or acyl; R.sub.2 is hydrogen or loweralkyl; R.sub.3 is hydrogen or loweralkyl; X is hydrogen, loweralkyl, halogen; and n is 0 or 1; or a pharmaceutically acceptable acid addition salt thereof. The compounds of this invention are useful in the treatment of memory dysfunctions characterized by a cholinergic deficit such as the type associated with Alzhemier's disease and other memory disorders. Compounds of this invention also have utility as modulators of neurotransmitter function such as noradrenergic and serotonergic and as such are useful for treatment of depression and personality disorders such as obsessive compulsive disorders. Additionally, compounds of this invention are useful as topical antiinflammatory agents for the treatment of various dermatoses.

  本发明涉及以下式子的取代吡啶基氨基-1H-吲哚，1H-吲哚唑，2H-吲哚唑，苯并[b]噻吩和1,2-苯并异噻唑：## STR1 ## 其中Q是S，N或NR.sub.2; Y是CH，N或NR.sub.2; R.sub.1是氢，低烷基，低炔基，低烯基，芳基低烷基，低烷氧羰基氨基低烷基羰基，芳基低烷氧羰基氨基低烷基羰基，氨基低烷基羰基，低烷氧羰基或酰基; R.sub.2是氢或低烷基; R.sub.3是氢或低烷基; X是氢，低烷基，卤素; n为0或1; 或其药学上可接受的酸加盐。本发明的化合物在治疗记忆功能障碍方面具有用途，其特征是胆碱能缺陷，如与阿尔茨海默病和其他记忆障碍相关的类型。本发明的化合物还具有作为神经递质功能调节剂的用途，如去甲肾上腺素和5-羟色胺，并因此对抑郁症和强迫症等人格障碍的治疗有用。此外，本发明的化合物还可用作局部抗炎剂，用于治疗各种皮肤病。
• Substituted pyridinylamino-1H-indoles, 1H-indazoles, 2H-indazoles, benzo [b
  申请人：Hoechst Marion Roussel, Inc.

  公开号：US05631270A1

  公开（公告）日：1997-05-20

  This invention relates to substituted pyridinylamino-1H-indoles, 1H-indazoles, 2H-indazoles, benzo[b]thiophenes and 1,2-benzisothiazoles of the formula ##STR1## wherein Q is S, N or NR.sub.2 ; Y is CH, N or NR.sub.2 ; R.sub.1 is hydrogen, loweralkyl, loweralkynyl, loweralkenyl, arylloweralkyl, loweralkoxycarbonylaminoloweralkylcarbonyl, arylloweralkoxycarbonylaminoloweralkylcarbonyl, aminoloweralkylcarbonyl, loweralkoxycarbonyl or acyl; R.sub.2 is hydrogen or loweralkyl; R.sub.3 is hydrogen or loweralkyl; X is hydrogen, loweralkyl, halogen; and n is 0 or 1; or a pharmaceutically acceptable acid addition salt thereof that are useful in the treatment of memory dysfunctions.

  本发明涉及以下化学式的取代吡啶基氨基-1H-吲哚、1H-吲哚唑、2H-吲哚唑、苯并[b]噻吩和1,2-苯并异噻唑： ##STR1## 其中，Q为S、N或NR.sub.2；Y为CH、N或NR.sub.2；R.sub.1为氢、低碳基、低炔基、低烯基、芳基低烷基、低烷氧羰基氨基低烷基羰基、芳基低烷氧羰基氨基低烷基羰基、氨基低烷基羰基、低烷氧羰基或酰基；R.sub.2为氢或低碳基；R.sub.3为氢或低碳基；X为氢、低碳基、卤素；n为0或1；或其药学上可接受的酸加盐，用于治疗记忆障碍。
• Substituted pyridinylamino-1,2-benzisothiazoles and their use for
  申请人：Hoechst-Roussel Pharmaceuticals Incorporated

  公开号：US05246947A1

  公开（公告）日：1993-09-21

  This invention relates to substituted pyridinylamino-1H-indoles, 1H-indazoles, 2H-indazoles, benzo[b]thiophenes and 1,2-benzisothiazoles of the formula ##STR1## wherein Q is S, N or NR.sub.2 ; Y is CH, N or NR.sub.2 ; R.sub.1 is hydrogen, loweralkyl, loweralkynyl, loweralkenyl, arylloweralkyl, loweralkoxycarbonylaminoloweralkylcarbonyl, arylloweralkoxycarbonylaminoloweralkylcarbonyl, aminoloweralkylcarbonyl, loweralkoxycarbonyl or acyl; R.sub.2 is hydrogen or loweralkyl; R.sub.3 is hydrogen or loweralkyl; X is hydrogen, loweralkyl, halogen; and n is 0 or 1; or a pharmaceutically acceptable acid addition salt thereof. The compounds of this invention are useful in the treatment of memory dysfunctions characterized by a cholinergic deficit such as the type associated with Alzheimer's disease and other memory disorders. Compounds of this invention also have utility as modulators of neurotransmitter function such as noradrenergic and serotonergic and as such are useful for treatment of depression and personality disorders such as obsessive compulsive disorders. Additionally, compounds of this invention are useful as topical antiinflammatory agents for the treatment of various dermatoses.

  本发明涉及公式为##STR1##的取代吡啶基氨基-1H-吲哚、1H-吲哚唑、2H-吲哚唑、苯并[b]噻吩和1,2-苯并异噻唑的化合物，其中Q为S、N或NR.sub.2; Y为CH、N或NR.sub.2; R.sub.1为氢、低碳基、低炔基、低烯基、芳基低碳基、低碳氧羰基氨基低碳基羰基、芳基低碳氧羰基氨基低碳基羰基、氨基低碳基羰基、低碳氧羰基或酰基; R.sub.2为氢或低碳基; R.sub.3为氢或低碳基; X为氢、低碳基、卤素; n为0或1; 或其药学上可接受的酸加成盐。本发明的化合物在治疗以胆碱能缺乏为特征的记忆障碍，如阿尔茨海默病和其他记忆障碍类型方面具有用途。本发明的化合物还具有神经递质功能调节剂的用途，如去甲肾上腺素和5-羟色胺能，因此可用于治疗抑郁症和强迫症等人格障碍。此外，本发明的化合物还可用作治疗各种皮肤病的局部抗炎剂。
• Substituted pyridinylamino 1H-indazoles
  申请人：Hoechst-Roussel Pharmaceuticals Inc.

  公开号：US05328918A1

  公开（公告）日：1994-07-12

  This invention relates to substituted pyridinylamino-1H-indoles, 1H-indazoles, 2H-indazoles, benzo[b]thiophenes and 1,2-benzisothiazoles of the formula ##STR1## wherein Q is S, N or NR.sub.2 ; Y is CH, N or NR.sub.2 ; R.sub.1 is hydrogen, loweralkyl, loweralkynyl, loweralkenyl, arylloweralkyl, loweralkoxycarbonylaminoloweralkylcarbonyl, arylloweralkoxycarbonylaminoloweralkylcarbonyl, aminoloweralkylcarbonyl, loweralkoxycarbonyl or acyl; R.sub.2 is hydrogen or loweralkyl; R.sub.3 is hydrogen or loweralkyl; X is hydrogen, loweralkyl, halogen; and n is 0 or 1; or a pharmaceutically acceptable acid addition salt thereof. The compounds of this invention are useful in the treatment of memory dysfunctions characterized by a cholinergic deficit such as the type associated with Alzheimer's disease and other memory disorders. Compounds of this invention also have utility as modulators of neurotransmitter function such as noradrenergic and serotonergic and as such are useful for treatment of depression and personality disorders such as obsessive compulsive disorders. Additionally, compounds of this invention are useful as topical antiinflammatory agents for the treatment of various dermatoses.

  本发明涉及公式为##STR1##的取代的吡啶基氨基-1H-吲哚、1H-吲哚唑、2H-吲哚唑、苯并[b]噻吩和1,2-苯并异噻唑。其中，Q为S、N或NR.sub.2；Y为CH、N或NR.sub.2；R.sub.1为氢、低碳基、低炔基、低烯基、芳基低碳基、低氧羰基氨基低碳基羰基、芳基低氧羰基氨基低碳基羰基、氨基低碳基羰基、低氧羰基或酰基；R.sub.2为氢或低碳基；R.sub.3为氢或低碳基；X为氢、低碳基、卤素；n为0或1；或其药学上可接受的酸加盐。本发明的化合物在治疗以胆碱能缺失为特征的记忆障碍，如与阿尔茨海默病和其他记忆障碍相关的类型中有用。本发明的化合物还具有作为神经递质功能调节剂的效用，如去甲肾上腺素和5-羟色胺，并因此对于治疗抑郁症和强迫症等人格障碍有用。此外，本发明的化合物还可用作治疗各种皮肤病的局部抗炎剂。
• Substituted pyridinylamino-1H-indoles, 1H-indazoles, 2H-indazoles, benzo(b) thiophenes and 1,2-benzisothiazoles, a process for their preparation and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0534343A1

  公开（公告）日：1993-03-31

  This invention relates to substituted pyridinylamino-1H-indoles, 1H-indazoles, 2H-indazoles, benzo[b]thiophenes and 1,2-benzisothiazoles of the formula wherein    Q is S, N or NR₂;    Y is CH, N or NR₂;    R₁ is hydrogen, loweralkyl, loweralkynyl, loweralkenyl, arylloweralkyl, loweralkoxycarbonylaminoloweralkylcarbonyl, arylloweralkoxycarbonyl-aminoloweralkylcarbonyl, aminoloweralkylcarbonyl, loweralkoxycarbonyl or acyl;    R₂ is hydrogen or loweralkyl;    R₃ is hydrogen or loweralkyl;    X is hydrogen, loweralkyl, halogen; and    n is 0 or 1; or a pharmaceutically acceptable acid addition salt thereof. The compounds of this invention are useful in the treatment of memory dysfunctions characterized by a cholinergic deficit such as the type associated with Alzheimer's disease and other memory disorders. Compounds of this invention also have utility as modulators of neurotransmitter function such as noradrenergic and serotonergic and as such are useful for treatment of depression and personality disorders such as obesessive compulsive disorders. Additionally, compounds of this invention are useful as topical antiinflammatory agents for the treatment of various dermatoses.

  本发明涉及取代的吡啶基氨基-1H-吲哚、1H-吲唑、2H-吲唑、苯并[b]噻吩和 1,2-苯并异噻唑，其式为 其中 Q 是 S、N 或 NR₂； Y 是 CH、N 或 NR₂； R₁ 是氢、低级烷基、低级炔基、低级烯基、芳基低级烷基、低级烷氧基羰基氨基低级烷基羰基、芳基低级烷氧基羰基-氨基低级烷基羰基、氨基低级烷基羰基、低级烷氧基羰基或酰基； R₂ 是氢或低级烷基； R₃ 是氢或低级烷基； X 是氢、低级烷基、卤素；以及 n 为 0 或 1；或其药学上可接受的酸加成盐。 本发明的化合物可用于治疗以胆碱能缺陷为特征的记忆功能障碍，如与阿尔茨海默病和其他记忆障碍相关的类型。 本发明的化合物还可作为去甲肾上腺素能和血清素能等神经递质功能的调节剂，因此可用于治疗抑郁症和强迫症等人格障碍。 此外，本发明的化合物还可用作治疗各种皮肤病的局部消炎剂。