5-methanesulfonylamino-1H-indole | 16148-48-4

• 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: 5-methanesulfonylamino-1H-indole
• 英文别名: 5-methanesulfonamido-1H-indole；N-(1H-indole-5-yl)-methansulfonamide；N-(1H-indol-5-yl)methanesulfonamide
• CAS: 16148-48-4
• 化学式: C₉H₁₀N₂O₂S
• 分子量: 210.257
• InChiKey: FUCXHYNBFBTGJX-UHFFFAOYSA-N

物化性质

• 熔点：
  135-139 °C(Solv: isopropanol (67-63-0))
• 沸点：
  428.0±37.0 °C(Predicted)
• 密度：
  1.476±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  70.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methanesulfonylamino-1H-indole 在 盐酸 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 6.75h， 生成 1-[(E)-[5-(methanesulfonamido)-1H-indol-3-yl]methylideneamino]-2-pentylguanidine
  参考文献：
  名称：

  The Serotonin 5-HT4 Receptor. 2. Structure-Activity Studies of the Indole Carbazimidamide Class of Agonists

  摘要：

  A number of substituted indole carbazimidamides were prepared and evaluated as 5-HT4 receptor agonists by using the isolated field-stimulated guinea pig ileum preparation. Their selectivity for the 5-HT4 receptor was established by examining their affinity for other 5-HT receptors using radioligand-binding techniques. Several selective and highly potent full as well as partial agonists emerged from this study. For example, 1b,d were found to be the most potent, full 5-HT4 receptor agonists described so far (EC(50) = 0.5 and 0.8 nM, respectively), being 6 and 4 times more potent than serotonin itself. On the other hand, 5b and 1h appeared as partial 5-HT4 receptor agonists in the nonstimulated guinea pig ileum preparation with potencies, evaluated against serotonin action, respectively similar (5b, K-i = 12 nM) to and 300-fold higher (1h, K-i = 0.04 nM) than serotonin.

  DOI：

  10.1021/jm00013a010
• 作为产物：
  描述：

  5-氨基吲哚 在 三乙胺 作用下， 以 四氢呋喃 、 甲基磺酰氯 为溶剂， 生成 5-methanesulfonylamino-1H-indole
  参考文献：
  名称：

  Use of serotonin 5-HT1F agonists for the prevention of migraine

  摘要：

  这项发明提供了预防偏头痛的方法，包括向需要的哺乳动物施用一种5-HT1F受体激动剂。

  公开号：

  EP0832650A3

文献信息

• Use of serotonin 5-HT1F agonists for the prevention of migraine
  申请人：ELI LILLY AND COMPANY

  公开号：EP0832650A3

  公开（公告）日：1998-09-02

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

  这项发明提供了预防偏头痛的方法，包括向需要的哺乳动物施用一种5-HT1F受体激动剂。
• 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：EP0824917A3

  公开（公告）日：2000-08-30

  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.

  这项发明提供了治疗或缓解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-HT1F受体激动剂。
• Methods of treating or ameliorating the symptoms of common cold or
  申请人：Eli Lilly and Company

  公开号：US05962473A1

  公开（公告）日：1999-10-05

  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-HT.sub.1F agonist.

  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。
• Substituted heteroaromatic 5-HT 1F agonists
  申请人：ELI LILLY AND COMPANY

  公开号：EP0875513A1

  公开（公告）日：1998-11-04

  This invention provides novel 5-HT1F agonists of the Formula in which X, Y, E, R, A, B, and n are as defined in the specification, which are useful for the treatment of migraine and associated disorders.

  这项发明提供了一种新型的5-HT1F激动剂，其化学式为X、Y、E、R、A、B和n如规范中所定义，可用于治疗偏头痛及相关疾病。
• 1H-indole derivatives as a highly selective cyclooxygenase-2 inhibitor
  申请人：CHEIL JEDANG Corporation

  公开号：US20030109568A1

  公开（公告）日：2003-06-12

  The present invention relates to a novel 1H-indole derivative having a structure of formula 1 and its pharmaceutically acceptable salts as a highly selective cyclooxygenase-2 inhibitor. 1 Wherein, X, Y, and Q are defined in this specification respectively.

  本发明涉及一种具有结构式1的新型1H-吲哚衍生物及其作为高度选择性环氧合酶-2抑制剂的药用可接受盐。其中，X、Y和Q分别在本说明书中定义。