6-Fluoro-5-methyl-2-oxindole | 100487-75-0

• 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: 6-Fluoro-5-methyl-2-oxindole
• 英文别名: 6-fluoro-5-methyl-1,3-dihydroindol-2-one
• CAS: 100487-75-0
• 化学式: C₉H₈FNO
• 分子量: 165.16
• InChiKey: KWXPDYCLJCAFSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Fluoro-5-methyl-2-oxindole 、 氯磺酰异氰酸酯 、 甲苯 以 水 为溶剂， 生成 6-Fluoro-5-methyl-2-oxindole-1-carboxamide
  参考文献：
  名称：

  Process for making 2-oxindole-1-carboxamides and intermediates therefor

  摘要：

  通过2-氧吲哚与氯磺酰异氰酸酯反应制备2-氧吲哚-1-羧酰胺，生成新型N-氯磺酰基-2-氧吲哚-1-羧酰胺，然后水解成为2-氧吲哚-1-羧酰胺，该化合物可作为镇痛和抗炎制剂的中间体。

  公开号：

  US04652658A1
• 作为产物：
  描述：

  2-氯-n-(3-氟-4-甲基-苯基)-乙酰胺 、 三氯化铝 、 盐酸 在 乙醇 、 水 作用下， 以 ice 为溶剂， 反应 4.0h， 以to give 280 mg of the title compound, m.p. 168.5°-171° C.的产率得到6-Fluoro-5-methyl-2-oxindole
  参考文献：
  名称：

  3-Substituted 2-oxindole-1-carboxamides as analgesic and

  摘要：

  某些新的2-氧化吲哚-1-羧酰胺化合物，在3-位置具有酰基取代基，是环氧合酶(CO)和脂氧合酶(LO)酶的抑制剂，并且在哺乳动物主体中作为镇痛和抗炎药物非常有用。特别是，本发明的化合物对于减轻或消除人体手术或创伤恢复过程中的疼痛，并缓解慢性疾病（如类风湿性关节炎和骨关节炎）的症状在人体中非常有用。

  公开号：

  US04556672A1

文献信息

• Intermediates for 1,3-disubstituted 2-oxindoles as analgesic and
  申请人：Pfizer Inc.

  公开号：US04658037A1

  公开（公告）日：1987-04-14

  Certain 2-oxindole-1-carboxamide compounds having an acyl substituent at the 3-position, and also on the carboxamide nitrogen atom, are inhibitors of the cyclooxygenase (CO) and lipoxygenase (LO) enzymes, and are useful as analgesic agents and anti-inflammatory agents in mammalian subjects. Certain 2-oxindole compounds unsubstituted at the 1-position but having an acyl substituent at C-3 of the formula ##STR1## and the base salts thereof, wherein X is hydrogen, 5-fluoro, 5-chloro or 5-trifluoromethyl; Y is hydrogen, 6-fluoro, 6-chloro or 6-trifluoromethyl; and R.sup.1 is benzyl, furyl, thienyl or thienylmethyl; provided that when X and Y are both hydrogen, R.sup.1 is not benzyl are useful as intermediates to the aforementioned analgesic and anti-inflammatory agents.

  在3位上具有酰基取代基和在羧酰胺氮原子上的某些2-氧吲哚-1-羧酰胺化合物是环氧合酶（CO）和脂氧合酶（LO）酶的抑制剂，并且在哺乳动物中作为镇痛剂和抗炎剂具有用途。某些未在1位上取代但在C-3上具有酰基取代基的2-氧吲哚化合物，其化学式为##STR1##及其碱性盐，其中X为氢，5-氟，5-氯或5-三氟甲基；Y为氢，6-氟，6-氯或6-三氟甲基；R.sup.1为苯甲基，呋喃基，噻吩基或噻吩基甲基；前提是当X和Y都是氢时，R.sup.1不是苯甲基，作为上述镇痛剂和抗炎剂的中间体具有用途。
• 1,3-disubstituted 2-oxindoles as analgesic and anti-inflammatory agents
  申请人：Pfizer Inc.

  公开号：US04721712A1

  公开（公告）日：1988-01-26

  Certain 2-oxindole-1-carboxamide compounds having an acyl substituent at the 3-position, and also on the carboxamide nitrogen atom, are inhibitors of the cyclooxygenase (CO) and lipoxygenase (LO) enzymes, and are useful as analgesic agents and anti-inflammatory agents in mammalian subjects. These 2-oxindole-1-carboxamide compounds are of particular value for acute administration for ameliorating pain in human patients recovering from surgery or trauma, and also for chronic administration to human subjects for alleviating the symptoms of chronic diseases, such as rheumatoid arthritis and osteoarthritis. Certain 2-oxindole-1-carboxamide compounds unsubstituted at C-3, but having an acyl substituent on the carboxamide nitrogen atom, are useful as intermediates to the aforementioned analgesic and anti-inflammatory agents.

  某些在3位上带有酰基取代基，并且在羧酰胺氮原子上也带有取代基的2-氧吲哚-1-羧酰胺化合物是环氧合酶（CO）和脂氧合酶（LO）酶的抑制剂，可用作哺乳动物主体的镇痛剂和抗炎剂。这些2-氧吲哚-1-羧酰胺化合物对于急性治疗人类患者手术或创伤后缓解疼痛，以及长期治疗人类患者缓解慢性疾病症状，如类风湿性关节炎和骨关节炎具有特殊价值。某些在C-3未被取代的2-氧吲哚-1-羧酰胺化合物，但在羧酰胺氮原子上带有酰基取代基，可用作上述镇痛剂和抗炎剂的中间体。
• Analgesic and antiinflammatory 1-acyl-2-oxindole-3-carboxamides
  申请人：Pfizer Inc.

  公开号：US04791131A1

  公开（公告）日：1988-12-13

  Certain new 2-oxindole-3-carboxamide compounds having an acyl substituent at the 1-position are inhibitors of the cyclooxygenase (CO) and lipoxygenase (LO) enzymes, and are useful as analgesic and anti-inflammatory agents in mammalian subjects. In particular, the compounds of the invention are useful for acute administration for ameliorating or eliminating pain in human subjects recovering from surgery or trauma, and also for chronic administration for alleviating the symptoms of chronic diseases, such as rheumatoid arthritis and osteoarthritis, in human subjects.

  某些在1位具有酰基取代基的新2-氧吲哚-3-羧酰胺化合物是环氧合酶(CO)和脂氧合酶(LO)酶的抑制剂，并且对于哺乳动物主体作为镇痛和抗炎药物是有用的。特别地，该发明的化合物对于急性给药在人类主体中缓解或消除手术或创伤后的疼痛，对于慢性给药在人类主体中缓解类风湿性关节炎和骨关节炎等慢性疾病的症状是有用的。
• 3-Substituted 2-oxindole-1-carboxamides as analgesic and
  申请人：Pfizer Inc.

  公开号：US04556672A1

  公开（公告）日：1985-12-03

  Certain new 2-oxindole-1-carboxamide compounds having an acyl substituent at the 3-position are inhibitors of the cyclooxygenase (CO) and lipoxygenase (LO) enzymes, and are useful as analgesic and anti-inflammatory agents in mammalian subjects. In particular, the compounds of the invention are useful for ameliorating or eliminating pain in human subjects recovering from surgery or trauma, and in alleviating the symptoms of chronic diseases, such as rheumatoid arthritis and osteoarthritis, in human subjects.

  某些新的2-氧化吲哚-1-羧酰胺化合物，在3-位置具有酰基取代基，是环氧合酶(CO)和脂氧合酶(LO)酶的抑制剂，并且在哺乳动物主体中作为镇痛和抗炎药物非常有用。特别是，本发明的化合物对于减轻或消除人体手术或创伤恢复过程中的疼痛，并缓解慢性疾病（如类风湿性关节炎和骨关节炎）的症状在人体中非常有用。
• N,3-Disubstituted 2-oxindole-1-carboxamides as analgesic and
  申请人：Pfizer Inc.

  公开号：US04569942A1

  公开（公告）日：1986-02-11

  Certain 2-oxindole-1-carboxamide compounds having an acyl substituent at the 3-position, and also further substituted on the carboxamide nitrogen by an alkyl, cycloalkyl, phenyl or substituted phenyl group, are inhibitors of the cyclooxygenase (CO) and lipoxygenase (LO) enzymes, and are useful as analgesic and antiinflammatory agents in mammalian subjects. These 2-oxindole-1-carboxamide compounds are of particular value for ameliorating pain in human patients recovering from surgery or trauma, and alleviating the symptoms of chronic diseases, such as rheumatoid arthritis and osteoarthritis, in human subjects. Certain 2-oxindole-1-carboxamide compounds unsubstituted at C-3, but having a substituent on the carboxamide nitrogen, are useful as intermediates to the analgesic and antiinflammatory agents of the invention.

  在3位置具有酰基取代基，并且在羧酰胺氮上进一步取代为烷基、环烷基、苯基或取代苯基团的某些2-氧吲哚-1-羧酰胺化合物，是环氧合酶（CO）和脂氧合酶（LO）酶的抑制剂，并且在哺乳动物主体中作为镇痛和抗炎药物是有用的。这些2-氧吲哚-1-羧酰胺化合物对于缓解人类手术或创伤恢复中的疼痛，以及缓解人类主体的慢性疾病症状，如类风湿性关节炎和骨关节炎，具有特殊价值。在C-3未取代的某些2-氧吲哚-1-羧酰胺化合物，但在羧酰胺氮上具有取代基，可作为本发明中的镇痛和抗炎药物的中间体。