N-[6-(1-methyl-piperidin-4-ylcarbonyl)-pyridine-2-yl]-thiophene-2-amide

• 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: N-[6-(1-methyl-piperidin-4-ylcarbonyl)-pyridine-2-yl]-thiophene-2-amide
• 英文别名: N-[6-(1-methylpiperidine-4-carbonyl)pyridin-2-yl]thiophene-2-carboxamide
• 化学式: C₁₇H₁₉N₃O₂S
• 分子量: 329.423
• InChiKey: XAGITCRZCFSHJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  90.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-噻吩甲酸 、 (6-氨基吡啶-2-基)(1-甲基哌啶-4-基)甲酮 在 2,4,6-三甲基吡啶 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 N-[6-(1-methyl-piperidin-4-ylcarbonyl)-pyridine-2-yl]-thiophene-2-amide
  参考文献：
  名称：

  [EN] PYRIDINOYLPIPERIDINES AS 5-HT1F AGONISTS
  [FR] PYRIDINOYLPIPERIDINES UTILISEES COMME AGONISTES DE 5-HT1F

  摘要：

  本发明涉及以下公式的化合物：或其药学上可接受的酸盐，其中; R1是C1-C6烷基，取代的C1-C6烷基，C3-C7环烷基，取代的C3-C7环烷基，C3-C7环烷基-C1-C3烷基，取代的C3-C7环烷基-C1-C3烷基，苯基，取代的苯基，杂环，或取代的杂环; R2是氢，C1-C3烷基，C3-C6环烷基-C1-C3烷基，或公式II的基团 II; R3是氢或C1-C3烷基; R4是氢，卤素，或C1-C3烷基; R5是氢或C1-C3烷基; R6是氢或C1-C6烷基; n是从1到6的整数（包括1和6）。本发明的化合物可用于激活5-HT1F受体，抑制神经蛋白外渗，并用于哺乳动物偏头痛的治疗或预防。本发明还涉及一种合成公式I化合物合成中间体的方法。

  公开号：

  WO2003084949A1

文献信息

• Pyridinoylpiperidines as 5-ht1f agonists
  申请人：Cohen Philip Michael

  公开号：US20050222206A1

  公开（公告）日：2005-10-06

  The present invention relates to compounds of formula I: or pharmaceutically acceptable acid addition salts thereof, where; R 1 is C 1 -C 6 alkyl, substituted C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, substituted C 3 -C 7 cycloalkyl, C 3 -C 7 cycloalkyl-C 1 -C 3 alkyl, substituted C 3 -C 7 cycloalkyl-C 1 -C 3 alkyl, phenyl, substituted phenyl, heterocycle, or substituted heterocycle; R 2 is hydrogen, C 1 -C 3 alkyl, C 3 -C 6 cycloalkyl-C 1 -C 3 alkyl, or a group of formula II R 3 is hydrogen or C 1 -C 3 alkyl; R 4 is hydrogen, halo, or C 1 -C 3 alkyl; R 5 is hydrogen or C 1 -C 3 alkyl; R 6 is hydrogen or C 1 -C 6 alkyl; and n is an integer from 1 to 6 inclusively. The compounds of the present invention are useful for activating 5 -HT 1F receptors, inhibiting neuronal protein extravasation, and for the treatment or prevention of migraine in a mammal. The present invention also relates to a process for the synthesis of intermediates in the synthesis of compounds of Formula I.

  本发明涉及式I的化合物或其药学上可接受的酸加成盐，其中；R1是C1-C6烷基，取代的C1-C6烷基，C3-C7环烷基，取代的C3-C7环烷基，C3-C7环烷基-C1-C3烷基，取代的C3-C7环烷基-C1-C3烷基，苯基，取代的苯基，杂环或取代的杂环；R2是氢，C1-C3烷基，C3-C6环烷基-C1-C3烷基或IIR3的基团；R3是氢或C1-C3烷基；R4是氢，卤素或C1-C3烷基；R5是氢或C1-C3烷基；R6是氢或C1-C6烷基；n为1到6的整数，包括1和6。 本发明的化合物对于激活5-HT1F受体，抑制神经蛋白外渗以及治疗或预防哺乳动物偏头痛具有用处。本发明还涉及一种用于合成式I化合物中间体的合成过程。
• Pyridinoylpiperidines as 5-HT1F agonists
  申请人：Cohen Michael Philip

  公开号：US20080300407A1

  公开（公告）日：2008-12-04

  The invention relates to compounds of formula I: or pharmaceutically acceptable acid addition salts thereof, where; R 1 is C 1 -C 6 alkyl, substituted C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, substituted C 3 -C 7 cycloalkyl, C 3 -C 7 cycloalkyl-C 1 -C 3 alkyl, substituted C 3 -C 7 cycloalkyl-C 1 -C 3 alkyl, phenyl, substituted phenyl, heterocycle, or substituted heterocycle; R 2 is hydrogen, C 1 -C 3 alkyl, C 3 -C 6 cycloalkyl-C 1 -C 3 alkyl, or a group of formula II; R 3 is hydrogen or C 1 -C 3 alkyl; R 4 is hydrogen, halo, or C 1 -C 3 alkyl; R 5 is hydrogen or C 1 -C 3 alkyl; R 6 is hydrogen or C 1 -C 6 alkyl; and n is an integer from 1 to 6 inclusively. The compounds of the present invention are useful for activating 5-HT 1F receptors, inhibiting neuronal protein extravasation, and for the treatment or prevention of migraine in a mammal. The present invention also relates to a process for the synthesis of intermediates in the synthesis of compounds of Formula I.

  本发明涉及I式化合物： 或其药学上可接受的酸加合物，其中： R1是C1-C6烷基，取代的C1-C6烷基，C3-C7环烷基，取代的C3-C7环烷基，C3-C7环烷基-C1-C3烷基，取代的C3-C7环烷基-C1-C3烷基，苯基，取代的苯基，杂环或取代的杂环； R2是氢，C1-C3烷基，C3-C6环烷基-C1-C3烷基或II式的基团； R3是氢或C1-C3烷基； R4是氢，卤素或C1-C3烷基； R5是氢或C1-C3烷基； R6是氢或C1-C6烷基； n是1到6的整数。 本发明的化合物对于激活5-HT1F受体，抑制神经元蛋白外渗以及用于哺乳动物偏头痛的治疗或预防是有用的。本发明还涉及一种在化合物I的合成中间体合成的过程。
• Pyridinoylpiperidines As 5-HT1F Agonists
  申请人：Cohen Michael P.

  公开号：US20120329820A1

  公开（公告）日：2012-12-27

  The present invention relates to compounds of formula I: or pharmaceutically acceptable acid addition salts thereof, where; R 1 is C 1 -C 6 alkyl, substituted C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, substituted C 3 -C 7 cycloalkyl, C 3 -C 7 cycloalkyl-C 1 -C 3 alkyl, substituted C 3 -C 7 cycloalkyl-C 1 -C 3 alkyl, phenyl, substituted phenyl, heterocycle, or substituted heterocycle; R 2 is hydrogen, C 1 -C 3 alkyl, C 3 -C 6 cycloalkyl-C 1 -C 3 alkyl, or a group of formula II R 3 is hydrogen or C 1 -C 3 alkyl; R 4 is hydrogen, halo, or C 1 -C 3 alkyl; R 5 is hydrogen or C 1 -C 3 alkyl; R 6 is hydrogen or C 1 -C 6 alkyl; and n is an integer from 1 to 6 inclusively. The compounds of the present invention are useful for activating 5-HT 1F receptors, inhibiting neuronal protein extravasation, and for the treatment or prevention of migraine in a mammal. The present invention also relates to a process for the synthesis of intermediates in the synthesis of compounds of Formula I.

  本发明涉及公式I的化合物或其药学上可接受的酸加成盐，其中：R1是C1-C6烷基，取代的C1-C6烷基，C3-C7环烷基，取代的C3-C7环烷基，C3-C7环烷基-C1-C3烷基，取代的C3-C7环烷基-C1-C3烷基，苯基，取代的苯基，杂环或取代的杂环；R2是氢，C1-C3烷基，C3-C6环烷基-C1-C3烷基，或公式II的基团；R3是氢或C1-C3烷基；R4是氢，卤素或C1-C3烷基；R5是氢或C1-C3烷基；R6是氢或C1-C6烷基；n是从1到6的整数。本发明的化合物可用于激活5-HT1F受体，抑制神经元蛋白外渗，并用于哺乳动物偏头痛的治疗或预防。本发明还涉及一种合成公式I化合物中间体的合成过程。
• PYRIDINOYLPIPERIDINES AS 5-HT1F AGONISTS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1492786B1

  公开（公告）日：2006-10-04
• US7423050B2
  申请人：——

  公开号：US7423050B2

  公开（公告）日：2008-09-09