4-chloro-3-hydrazonooxindole | 828-68-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-chloro-3-hydrazonooxindole
• 英文别名: 4-chloro-3-hydrazinylindol-2-one
• CAS: 828-68-2
• 化学式: C₈H₆ClN₃O
• 分子量: 195.608
• InChiKey: WPXZFSQTAFULLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.95
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.48
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-chloro-3-hydrazonooxindole 生成 4-氯-2-氧化吲哚
  参考文献：
  名称：

  KADIN, SAUL B.

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯靛红 在 sodium perchlorate 、 一水合肼 作用下， 以 乙醇 为溶剂， 以90 %的产率得到4-chloro-3-hydrazonooxindole
  参考文献：
  名称：

  Electro-organic synthesis of isatins and hydrazones through C–N cross-coupling and C(sp²)–H/C(sp³)–H functionalization

  摘要：

  本通讯报道了一种高效的电有机合成方法，通过 C-N 交叉偶联和 C(sp2)-H/C(sp3)-H 功能化，以 2-氨基苯乙酮为原料，在 I2-DMSO 支持下合成异汀（吲哚-2,3-二酮）。

  DOI：

  10.1039/d3ob01128c

文献信息

• 1,3-dicarboxamide-oxindoles as antiinflammatory agents
  申请人：Pfizer Inc.

  公开号：US04725616A1

  公开（公告）日：1988-02-16

  1,3-Dicarboxamidooxindoles as antiinflammatory agents prepared by reaction of the 1-carbamoyloxindole with an isocyanate or by aminolysis of the corresponding alkyl 1-carbamoyloxindole-3-carboxylate.

  1,3-二羧酰胺基吲哚作为抗炎药物，通过1-羰胺氧吲哚与异氰酸酯的反应或通过相应的烷基1-羰胺氧吲哚-3-羧酸酯的氨解反应制备。
• Process for making 2-oxindole-1-carboxamides and intermediates therefor
  申请人：Pfizer Inc.

  公开号：US04652658A1

  公开（公告）日：1987-03-24

  Preparation of 2-oxindole-1-carboxamides by reaction of 2-oxindoles with chlorosulfonyl isocyanate to produce novel N-chlorosulfonyl-2-oxindole-1-carboxamides which are then hydrolyzed to 2-oxindole-1-carboxamides useful as intermediates for analgesic and antiinflammatory agents.

  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。
• 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。
• Analgesic and antiinflammatory 1,3-diacyl-2-oxindole compounds
  申请人：Pfizer Inc.

  公开号：US04690943A1

  公开（公告）日：1987-09-01

  Certain novel 2-oxindole compounds, having an acyl substituent at both the 1-position and the 3-position, are inhibitors of the cyclooxygenase (CO) and lipoxygenase (LO) enzymes, and are useful as analgesic agents and antiinflammatory agents in mammalian subjects. These 1,3-diacyl-2-oxindole 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.

  某些新型的2-氧吲哚化合物，在1-位和3-位都具有酰基取代基，是环氧合酶（CO）和脂氧合酶（LO）酶的抑制剂，并且可用作哺乳动物主体的镇痛剂和抗炎剂。这些1,3-二酰基-2-氧吲哚化合物对于急性治疗人类患者手术或创伤后的疼痛缓解以及长期治疗人类患者类风湿性关节炎和骨关节炎等慢性疾病症状缓解具有特殊价值。
• 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。