N-(3-acetyl)phenyl-N'-(3-(1-methylpiperidin-4-yl)-1H-indol-5-yl)urea | 182562-78-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(3-acetyl)phenyl-N'-(3-(1-methylpiperidin-4-yl)-1H-indol-5-yl)urea
• 英文别名: 1-(3-acetylphenyl)-3-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]urea
• CAS: 182562-78-3
• 化学式: C₂₃H₂₆N₄O₂
• 分子量: 390.485
• InChiKey: MDTSUQGMCQLIJX-UHFFFAOYSA-N

物化性质

• 沸点：
  535.7±50.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  77.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异氰酸3-乙酰基苯酯 、 1H-吲哚-5-胺,3-(1-甲基-4-哌啶基)- 生成 N-(3-acetyl)phenyl-N'-(3-(1-methylpiperidin-4-yl)-1H-indol-5-yl)urea
  参考文献：
  名称：

  Methods of treating or ameliorating the symptoms of common cold or

  摘要：

  这项发明提供了治疗或改善普通感冒或过敏性鼻炎症状的方法，包括向需要的哺乳动物施用一种5-羟色胺5-HT.sub.1F激动剂。

  公开号：

  US05962473A1

文献信息

• 5-Substituted-3-(1,2,3,6-tetrahydropyridin-4-yl)-and
  申请人：Eli Lilly and Company

  公开号：US05708008A1

  公开（公告）日：1998-01-13

  This invention provides novel 5-HT.sub.1F agonists of Formula I ##STR1## where A--B, R, R.sup.1 and X are as defined in the specification, which are useful for the treatment of migraine and associated disorders.

  这项发明提供了新颖的Formula I的5-HT.sub.1F激动剂，其中A-B、R、R.sup.1和X如规范中所定义，对治疗偏头痛及相关疾病有用。
• 5-Substituted-3-(1,2,3,6-tetrahydropyridin-4-yl)- and 3-(piperidin-4-yl)-1h-indoles: new 5-ht1f agonists
  申请人：ELI LILLY AND COMPANY

  公开号：EP0733628A1

  公开（公告）日：1996-09-25

  This invention provides novel 5-HT1F agonists which are useful for the treatment of migraine and associated disorders. The compounds have the formula in which A-B is -CH-CH2- or -C=CH-; R is H or C1-C6 alkyl; R1 is H or C1-C4 alkyl; X is -S-R2, -C(O)R3, -C(O)NR4R15, -NR5R6, -NR7SO2R8, -NHC(Q)NR10R11, -NHC(O)OR12 or -NR13C(O)R14; where Q is O, or S; R2 is phenyl, substituted phenyl, phenyl(C1-C4 alkylene), phenyl(C1-C4 alkylene) substituted in the phenyl ring, or pyridinyl; R3 is C1-C6 alkyl, phenyl(C1-C4 alkylene), phenyl(C1-C4 alkylene) substituted in the phenyl ring, naphthyl, N-methyl-N-methoxyamino, heteroaryl, substituted heteroaryl, heteroaryl(C1-C4 alkyl), or substituted heteroaryl(C1-C4 alkyl); R4 is heteroaryl, substituted heteroaryl, heteroaryl(C1-C4 alkyl), or substituted heteroaryl(C1-C4 alkyl); R4 and R15 taken together with the nitrogen atom form a pyrrolidine, piperidine, substituted piperidine, piperazine, 4-substituted piperazine, morpholine or thiomorpholine ring; R5 and R6 are both trifluoromethanesulfonyl; R7 is H or C1-C4 alkyl; R8 is C1-C4 alkyl, phenyl, substituted phenyl, or di(C1-C4 alkyl)amino; R10 and R11 are independently selected from the group consisting of C1-C6 alkyl, C3-C6 alkenyl, C3-C8 cycloalkyl, phenyl, substituted phenyl, phenyl(C1-C4 alkylene), phenyl(C1-C4 alkylene) substituted in the phenyl ring, ((C1-C4 alkyl or C1-C4 alkoxycarbonyl substituted)C1-C4 alkyl)phenyl, C1-C4 alkyl α-substituted with C1-C4 alkoxycarbonyl; or R10 and R11 taken together with the nitrogen atom form a pyrrolidine, piperidine, piperazine, 4-substituted piperazine, morpholine or thiomorpholine ring; R12 is C1-C6 alkyl, C3-C6 alkenyl, phenyl, substituted phenyl, C3-C8 cycloalkyl, C1-C4 alkyl ω-substituted with C1-C4 alkoxy; R13 is H or C1-C4 alkyl; R14 is C1-C10 alkyl substituted with up to three substituents selected from the group consisting of hydroxy, C1-C4 alkoxy, halo, aryloxy, C1-C4 alkoxycarbonyl and heteroaryloxy, C2-C10 alkenyl, C2-C10 alkynyl, C3-C8 cycloalkyl, phenyl, substituted phenyl, naphthyl, phenyl(C1-C4 alkylene), phenyl(C1-C4 alkylene) substituted on the phenyl ring, 2-phenylethylen-1-yl, diphenylmethyl, benzofused C4-C8 cycloalkyl, C1-C4 alkylene ω-substituted with C3-C6 cycloalkyl, or a heterocycle; R15 is H or C1-C6 alkyl;    subject to the proviso that when R7 is H, R8 is not C1-C4 alkyl; and pharmaceutically acceptable acid addition salts and solvates thereof.

  本发明提供了可用于治疗偏头痛及相关疾病的新型 5-HT1F 激动剂。这些化合物的化学式为 其中 A-B是-CH-CH2-或-C=CH-； R 是 H 或 C1-C6 烷基； R1 是 H 或 C1-C4 烷基； X 是-S-R2、-C(O)R3、-C(O)NR4R15、-NR5R6、-NR7SO2R8、-NHC(Q)NR10R11、-NHC(O)OR12 或-NR13C(O)R14； 其中 Q 是 O 或 S R2 是苯基、取代的苯基、苯基(C1-C4 亚烷基)、苯基环上取代的苯基(C1-C4 亚烷基)或吡啶基； R3 是 C1-C6 烷基、苯基（C1-C4 亚烷基）、在苯基环中取代的苯基（C1-C4 亚烷基）、萘基、N-甲基-N-甲氧基氨基、杂芳基、取代的杂芳基、杂芳基（C1-C4 烷基）或取代的杂芳基（C1-C4 烷基）； R4 是杂芳基、取代的杂芳基、杂芳基（C1-C4 烷基）或取代的杂芳基（C1-C4 烷基）； R4 和 R15 与氮原子一起形成吡咯烷、哌啶、取代的哌啶、哌嗪、4-取代的哌嗪、吗啉或硫代吗啉环； R5 和 R6 都是三氟甲烷磺酰基； R7 是 H 或 C1-C4 烷基； R8 是 C1-C4 烷基、苯基、取代苯基或二(C1-C4 烷基)氨基； R10 和 R11 独立地选自由 C1-C6 烷基、C3-C6 烯基、C3-C8 环烷基、苯基、取代苯基、苯基(C1-C4 亚烷基)、苯基环上取代的苯基(C1-C4 亚烷基)、((C1-C4 烷基或 C1-C4 烷氧基羰基取代的)C1-C4 烷基)苯基、被 C1-C4 烷氧基羰基 α 取代的 C1-C4 烷基组成的组；或 R10 和 R11 与氮原子一起形成吡咯烷、哌啶、哌嗪、4-取代哌嗪、吗啉或硫代吗啉环； R12 是 C1-C6 烷基、C3-C6 烯基、苯基、取代苯基、C3-C8 环烷基、ω-被 C1-C4 烷氧基取代的 C1-C4 烷基； R13 是 H 或 C1-C4 烷基； R14 是最多被三个取代基取代的 C1-C10 烷基，这三个取代基选自由羟基、C1-C4 烷氧基、卤代、芳氧基、C1-C4 烷氧羰基和杂芳氧基、C2-C10 烯基、C2-C10 炔基、C3-C8 环烷基、苯基、取代苯基、萘基、烷基酚和烷基酚组成的组、取代的苯基、萘基、苯基（C1-C4 亚烷基）、苯基环上取代的苯基（C1-C4 亚烷基）、2-苯基乙烯-1-基、二苯甲基、苯并 C4-C8 环烷基、被 C3-C6 环烷基取代的 C1-C4 亚烷基 ω 或杂环； R15 是 H 或 C1-C6 烷基； 但当 R7 为 H 时，R8 不是 C1-C4 烷基；以及其药学上可接受的酸加成盐和溶剂。
• Use of serotonin 5-HT1F agonists for the prevention of migraine
  申请人：ELI LILLY AND COMPANY

  公开号：EP0832650A2

  公开（公告）日：1998-04-01

  This invention provides methods for the prevention of migraine which comprises administering to a mammal in need thereof a serotonin 5-HT1F agonist.

  本发明提供了预防偏头痛的方法，其中包括向有需要的哺乳动物施用血清素 5-HT1F 激动剂。
• Use of a serotonin 5-HTlf agonist in the manufacture of a medicament for treating or ameliorating the symptoms of common cold or allergic rhinitis
  申请人：ELI LILLY AND COMPANY

  公开号：EP0824917A2

  公开（公告）日：1998-02-25

  This invention provides methods for the treatment or amelioration of the symptoms of the common cold or allergic rhinitis which comprises administering to a mammal in need thereof a serotonin 5-HT1F agonist.

  本发明提供了治疗或改善普通感冒或过敏性鼻炎症状的方法，其中包括向有需要的哺乳动物施用5-羟色胺5-HT1F激动剂。
• 5-Substituted-3-(1,2,3,6-tetrahydropyridin-4-yl)- and 3-(piperidin-4-yl)-1H-indoles: 5-HT1F agonists
  申请人：ELI LILLY AND COMPANY

  公开号：EP0733628B9

  公开（公告）日：2002-06-12