2-chloro-4-fluoro-N-(3-nitrophenyl)benzamide | 850083-27-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-chloro-4-fluoro-N-(3-nitrophenyl)benzamide
• CAS: 850083-27-1
• 化学式: C₁₃H₈ClFN₂O₃
• 分子量: 294.67
• InChiKey: PJNPIUXFFAUEDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-4-fluoro-N-(3-nitrophenyl)benzamide 在 盐酸 、 tin(ll) chloride 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 N-(3-aminophenyl)-2-chloro-4-fluorobenzamide
  参考文献：
  名称：

  [EN] SUBSTITUTED 2-CARBONYLAMINO-6-PIPERIDINAMINOPYRIDINES AND SUBSTITUTED 1-CARBONYLAMINO-3-PIPERIDINAMINOBENZENES AS 5-HT1F AGONISTS
  [FR] 2-CARBONYLAMINO-6-PIPERIDINAMINOPYRIDINES SUBSTITUES ET 1-CARBONYLAMINO-3-PIPERIDINAMINOBENZENES SUBSTITUES UTILISES EN TANT QU'AGONISTES DE 5-HT1F

  摘要：

  本发明涉及以下化合物的公式I：（I）或其药学上可接受的酸加盐，其中；X为C（R3c=或N=；R1为C2-C6烷基，取代的C2-C6烷基，C3-C7环烷基，取代的C3-C7环烷基，苯基，取代的苯基，杂环烷基，或取代的杂环烷基；R2为氢，C1-C3正烷基，C3-C6环烷基-C1-C3烷基，或公式II的基团（II），但当R1为C2-C6烷基或取代的C2-C6烷基时，R2为氢或甲基；R3a，R3b，和当X为C（R3c）=时，R3c，各自独立地为氢，氟，或甲基，但R3a，R3b，和R3c中的最多一个可能不是氢；R4为氢或C1-C3烷基；R5为氢，C1-C3烷基，或C3-C6环烷基甲酰，但当R3a不是氢时，R5为氢；R6为氢或C1-C6烷基；n为1到6的整数（包括1和6）。本发明的化合物可用于激活5-HT1F受体，抑制神经蛋白外渗，以及用于治疗或预防哺乳动物的偏头痛。

  公开号：

  WO2005035499A1
• 作为产物：
  描述：

  2-氯-4-氟苯甲酰氯 、 间硝基苯胺 在 吡啶 作用下， 生成 2-chloro-4-fluoro-N-(3-nitrophenyl)benzamide
  参考文献：
  名称：

  [EN] SUBSTITUTED 2-CARBONYLAMINO-6-PIPERIDINAMINOPYRIDINES AND SUBSTITUTED 1-CARBONYLAMINO-3-PIPERIDINAMINOBENZENES AS 5-HT1F AGONISTS
  [FR] 2-CARBONYLAMINO-6-PIPERIDINAMINOPYRIDINES SUBSTITUES ET 1-CARBONYLAMINO-3-PIPERIDINAMINOBENZENES SUBSTITUES UTILISES EN TANT QU'AGONISTES DE 5-HT1F

  摘要：

  本发明涉及以下化合物的公式I：（I）或其药学上可接受的酸加盐，其中；X为C（R3c=或N=；R1为C2-C6烷基，取代的C2-C6烷基，C3-C7环烷基，取代的C3-C7环烷基，苯基，取代的苯基，杂环烷基，或取代的杂环烷基；R2为氢，C1-C3正烷基，C3-C6环烷基-C1-C3烷基，或公式II的基团（II），但当R1为C2-C6烷基或取代的C2-C6烷基时，R2为氢或甲基；R3a，R3b，和当X为C（R3c）=时，R3c，各自独立地为氢，氟，或甲基，但R3a，R3b，和R3c中的最多一个可能不是氢；R4为氢或C1-C3烷基；R5为氢，C1-C3烷基，或C3-C6环烷基甲酰，但当R3a不是氢时，R5为氢；R6为氢或C1-C6烷基；n为1到6的整数（包括1和6）。本发明的化合物可用于激活5-HT1F受体，抑制神经蛋白外渗，以及用于治疗或预防哺乳动物的偏头痛。

  公开号：

  WO2005035499A1

文献信息

• Substituted 2-carbonylamino-6-piperidinaminopyridines and substituted 1-carbonylamino-3-piperidinaminobenzenes as 5-ht 1f agonists
  申请人：Blanco-Pillado Maria-Jesus

  公开号：US20060287363A1

  公开（公告）日：2006-12-21

  The present invention relates to compounds of formula I: (I) or a pharmaceutically acceptable acid addition salt thereof, where; X is C(R 3c ═ or N═; R 1 is C 2 -C 6 alkyl, substituted C 2 -C 6 alkyl, C 3 -C 7 cycloalkyl, substituted C 3 -C 7 cycloalkyl, phenyl, substituted phenyl, heterocycle, or substituted heterocycle; R 2 is hydrogen, C 1 -C 3 n-alkyl, C 3 -C 6 cycloalkyl-C 1 -C 3 alkyl, or a group of formula II (II) provided that when R 1 is C 2 -C 6 alkyl or substituted C 2 -C 6 alkyl, R 2 is hydrogen or methyl; R 3a , R 3b , and, when X is C(R 3c )═, R 3c , are each independently hydrogen, fluoro, or methyl, provided that no more than one of R 3a , R 3b , and R 3c may be other than hydrogen; R 4 is hydrogen or C 1 -C 3 alkyl; R 5 is hydrogen, C 1 -C 3 alkyl, or C 3 -C 6 cycloalkylcarbonyl, provided that when R 3a is other than hydrogen, R 5 is hydrogen; 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.

  本发明涉及公式I的化合物：（I）或其药学上可接受的酸加成盐，其中; X为C（R3c═或N═; R1为C2-C6烷基，取代C2-C6烷基，C3-C7环烷基，取代C3-C7环烷基，苯基，取代苯基，杂环基或取代杂环基; R2为氢，C1-C3n-烷基，C3-C6环烷基-C1-C3烷基，或公式II的基团（II），前提是当R1为C2-C6烷基或取代C2-C6烷基时，R2为氢或甲基; R3a，R3b和当X为C（R3c）═时，R3c各自独立地为氢，氟或甲基，前提是R3a，R3b和R3c中最多只有一个可能不是氢; R4为氢或C1-C3烷基; R5为氢，C1-C3烷基或C3-C6环烷基羰基，前提是当R3a不是氢时，R5为氢; R6为氢或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-HT1Freceptor，抑制神经元蛋白外渗以及治疗或预防哺乳动物偏头痛具有用处。
• Substituted 2-carbonylamino-6-piperidinaminopyridines and substituted 1-carbonylamino-3-piperidinaminobenzenes as 5-HT1F agonists
  申请人：Eli Lilly and Company

  公开号：US07291632B2

  公开（公告）日：2007-11-06

  The present invention relates to compounds of formula I: (I) or a pharmaceutically acceptable acid addition salt thereof, where; X is C(R3c═ or N═; R1 is C2–C6 alkyl, substituted C2–C6 alkyl, C3–C7 cycloalkyl, substituted C3–C7 cycloalkyl, phenyl, substituted phenyl, heterocycle, or substituted heterocycle; R2 is hydrogen, C1–C3 n-alkyl, C3–C6 cycloalkyl-C1–C3 alkyl, or a group of formula II (II) provided that when R1 is C2–C6 alkyl or substituted C2–C6 alkyl, R2 is hydrogen or methyl; R3a, R3b, and, when X is C(R3c)═, R3c, are each independently hydrogen, fluoro, or methyl, provided that no more than one of R3a, R3b, and R3c may be other than hydrogen; R4 is hydrogen or C1–C3 alkyl; R5 is hydrogen, C1–C3 alkyl, or C3–C6 cycloalkylcarbonyl, provided that when R3a is other than hydrogen, R5 is hydrogen; R6 is hydrogen or C1–C6 alkyl; and n is an integer from 1 to 6 inclusively. The compounds of the present invention are useful for activating 5-HT1F receptors, inhibiting neuronal protein extravasation, and for the treatment or prevention of migraine in a mammal.

  本发明涉及式I的化合物：（I）或其药学上可接受的酸加成盐，其中：X为C（R3c═或N═）; R1为C2-C6烷基，取代的C2-C6烷基，C3-C7环烷基，取代的C3-C7环烷基，苯基，取代的苯基，杂环或取代的杂环；R2为氢，C1-C3正烷基，C3-C6环烷基-C1-C3烷基，或式II的基团（II），其中当R1为C2-C6烷基或取代的C2-C6烷基时，R2为氢或甲基；R3a，R3b和当X为C（R3c）═时，R3c各自独立地为氢，氟或甲基，前提是R3a，R3b和R3c中最多只有一个不是氢；R4为氢或C1-C3烷基；R5为氢，C1-C3烷基或C3-C6环烷基羰基，前提是当R3a不是氢时，R5为氢；R6为氢或C1-C6烷基；n为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治疗或预防哺乳动物偏头痛具有用处。
• Substituted 2-carbonylamino-6-piperidinaminopyridines and substituted 1-carbonylamino-3-piperidinaminobenzenes as 5-HT1F agonists
  申请人：Blanco-Pillado Maria-Jesus

  公开号：US20070270466A1

  公开（公告）日：2007-11-22

  The present invention relates to compounds of formula I: or a pharmaceutically acceptable acid addition salt thereof, wherein X is C(R 3c )═ or N═; R 1 is C 2 -C 6 alkyl, substituted C 2 -C 6 alkyl, C 3 -C 7 cycloalkyl, substituted C 3 -C 7 cycloalkyl, phenyl, substituted phenyl, heterocycle, or substituted heterocycle; R 2 is hydrogen, C 1 -C 3 n-alkyl, C 3 -C 6 cycloalkyl-C 1 -C 3 alkyl, or a group of formula II provided that when R 1 is C 2 -C 6 alkyl or substituted C 2 -C 6 alkyl, R 2 is hydrogen or methyl; R 3a , R 3b and, when X is —C(R 3c )═, R 3c , are each independently hydrogen, fluoro, or methyl, provided that no more than one of R 3a , R 3b , and R 3c may be other than hydrogen; R 4 is hydrogen or C 1 -C 3 alkyl; R 5 is hydrogen, C 1 -C 3 alkyl, or C 3 -C 6 cycloalkylcarbonyl, provided that when R 3a is other than hydrogen, R 5 is hydrogen; 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 5HT 1F receptors, inhibiting neuronal protein extravasation, and for the treatment or prevention of migraine in a mammal.

  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X为C（R3c）═或N═; R1为C2-C6烷基，取代的C2-C6烷基，C3-C7环烷基，取代的C3-C7环烷基，苯基，取代的苯基，杂环或取代的杂环; R2为氢，C1-C3烷基，C3-C6环烷基-C1-C3烷基，或式II的基团，但当R1为C2-C6烷基或取代的C2-C6烷基时，R2为氢或甲基; R3a，R3b，当X为—C（R3c）═时，R3c各自独立地为氢，氟或甲基，但提供当R3a，R3b和R3c中的不超过一个不是氢时; R4为氢或C1-C3烷基; R5为氢，C1-C3烷基或C3-C6环烷基羰基，但当R3a不是氢时，R5为氢; R6为氢或C1-C6烷基; n为1至6的整数，包括1和6。本发明的化合物可用于激活5HT1F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。
• SUBSTITUTED 2-CARBONYLAMINO-6-PIPERIDINAMINOPYRIDINES AND SUBSTITUTED 1-CARBONYLAMINO-3-PIPERIDINAMINOBENZENES AS 5-HT1F AGONISTS
  申请人：Blanco-Pillado Maria-Jesus

  公开号：US20110034511A1

  公开（公告）日：2011-02-10

  The present invention relates to compounds of formula I: or a pharmaceutically acceptable acid addition salt thereof, wherein X is C(R3 c )═ or N═; R 1 is C 2 -C 6 alkyl, substituted C 2 -C 6 alkyl, C 3 -C 7 cycloalkyl, substituted C 3 -C 7 cycloalkyl, phenyl, substituted phenyl, heterocycle, or substituted heterocycle; R 2 is hydrogen, C 1 -C 3 n-alkyl, C 3 -C 6 cycloalkyl-C 1 -C 3 alkyl, or a group of formula II provided that when R 1 is C 2 -C 6 alkyl or substituted C 2 -C 6 alkyl, R 2 is hydrogen or methyl; R 3a , R 3b and, when X is —C(R 3c )═, R 3c , are each independently hydrogen, fluoro, or methyl, provided that no more than one of R 3a , R 3b , and R 3c may be other than hydrogen; R 4 is hydrogen or C 1 -C 3 alkyl; R 5 is hydrogen, C 1 -C 3 alkyl, or C 3 -C 6 cycloalkylcarbonyl, provided that when R 3a is other than hydrogen, R 5 is hydrogen; 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 5HT 1F receptors, inhibiting neuronal protein extravasation, and for the treatment or prevention of migraine in a mammal.

  本发明涉及以下式I的化合物：或其药学上可接受的酸加成盐，其中X为C（R3c）═或N═；R1为C2-C6烷基，取代的C2-C6烷基，C3-C7环烷基，取代的C3-C7环烷基，苯基，取代的苯基，杂环或取代的杂环；R2为氢，C1-C3烷基，C3-C6环烷基-C1-C3烷基，或式II的基团，但当R1为C2-C6烷基或取代的C2-C6烷基时，R2为氢或甲基；R3a，R3b和当X为-C（R3c）═时，R3c各自独立地为氢，氟或甲基，但提供当R3a，R3b和R3c中的不超过一个不为氢；R4为氢或C1-C3烷基；R5为氢，C1-C3烷基或C3-C6环烷基羰基，但当R3a为非氢时，R5为氢；R6为氢或C1-C6烷基；n为1到6的整数，包括6。本发明的化合物对于激活5HT1F受体，抑制神经元蛋白外渗以及治疗或预防哺乳动物偏头痛具有用处。
• US7291632B2
  申请人：——

  公开号：US7291632B2

  公开（公告）日：2007-11-06