1-acetyl-5-chloroindolin-2-one | 103585-68-8

• 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: 1-acetyl-5-chloroindolin-2-one
• 英文别名: 5-Chloro-1-acetyl-2-oxindole；1-acetyl-5-chloro-3H-indol-2-one
• CAS: 103585-68-8
• 化学式: C₁₀H₈ClNO₂
• 分子量: 209.632
• InChiKey: BGJIBXMUNLQWMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氯烟酰氯 、 1-acetyl-5-chloroindolin-2-one 在 calcium hydroxide 、 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 15.25h， 以61.8%的产率得到9-chloro-4-azachromeno[2,3-b]indol-11(6H)-one
  参考文献：
  名称：

  Synthesis of 4-Azachromeno[2,3-b]indol-11(6H)-one and Its Derivatives as Analogues of Ellipticine

  摘要：

  4-Azachromeno[2,3-b]indol-11(6H)-ones (4) and their derivatives (5) as analogues of ellipticine were synthesized through a straightforward, two or three-step process. Tetracyclic heterocycles (4) were obtained by facile cyclization of indolin-2-ones (2) or (3) and 2-chloronicotinoyl chloride under the condition of the 'Jensen'-reaction. Alkylation of the compounds (4) afforded 6-substituted 4-azachromeno[2,3-b]indol-11(6H)-ones.

  DOI：

  10.3987/com-08-s(s)3
• 作为产物：
  描述：

  5-氯氧化吲哚 生成 1-acetyl-5-chloroindolin-2-one
  参考文献：
  名称：

  KADIN, SAUL B.

  摘要：

  DOI：

文献信息

• Synthesis of oxindole from acetanilide via Ir(<scp>iii</scp>)-catalyzed C–H carbenoid functionalization
  作者：Pitambar Patel、Gongutri Borah

  DOI：10.1039/c6cc08788d

  日期：——

  Herein we disclose the first report on synthesis of oxindole derivatives from acetanilide via Ir(III)-catalyzed intermolecular C-H functionalization with diazotized Meldrum's acid. A broad range of substituted anilides were found...

  在这里，我们公开了关于通过重氮化的Meldrum酸经Ir（III）催化的分子间CH官能化从乙酰苯胺合成羟吲哚衍生物的第一份报道。发现了范围广泛的取代的苯胺类化合物。
• 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。
• 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。
• Arylpiperidine derivatives
  申请人：PFIZER INC.

  公开号：EP0372776A2

  公开（公告）日：1990-06-13

  A series of novel N-alkyl or oxyalkyl arylpiperidine derivatives have been prepared, including their pharmaceutically acceptable acid addition salts, wherein the N-alkyl or oxyalkyl side chain is further substituted by certain aryl or heterocyclic ring groups. These particular compounds are useful in therapy as neuroleptic agents for the control of various psychotic disorders. Typical and preferred member compounds include 4-4-4-(2-­methoxyphenyl)-1-piperidinyl]ethyl}phenyl}}thiazole-2-­amine, 4-4-4-[4-(2-methoxyphenyl)-1-piperidinyl]-n-­butyl}phenyl}}thiazole-2-amine, 3-4-[4-(2-methoxy­phenyl)-1-piperidinyl]-n-butyl}-1,8,8-trimethyl-3-­azabicyclo[3.2.1]heptane-2,4-dione, 5-2-[4-(2-methoxy­phenyl)-1-piperidinyl]ethyl}oxindole and 3-2-[4-(1-­naphthyl)-1-piperidinyl]ethyl}2-methyl-4H-pyrido­[1,2-a]pyrimidine-4-one, respectively. Methods for preparing all these compounds from known starting materials are provided.

  现已制备出一系列新型 N-烷基或氧烷基芳基哌啶衍生物，包括其药学上可接受的酸加成盐，其中 N-烷基或氧烷基侧链进一步被某些芳基或杂环基团取代。这些特殊化合物可作为神经安定剂用于治疗，控制各种精神障碍。典型和优选的成员化合物包括 4-4-4-(2-甲氧基苯基)-1-哌啶基]乙基}苯基}噻唑-2-胺、4-4-4-[4-(2-甲氧基苯基)-1-哌啶基]-正丁基}苯基}噻唑-2-胺、3-4-[4-(2-甲氧基苯基)-1-哌啶基]-正丁基}-1,8,8-三甲基-3-氮杂双环[3.2.1]庚烷-2,4-二酮、5-2-[4-（2-甲氧基苯基）-1-哌啶基]乙基}氧化吲哚和 3-2-[4-（1-萘基）-1-哌啶基]乙基}2-甲基-4H-吡啶并[1,2-a]嘧啶-4-酮。本文提供了用已知起始原料制备所有这些化合物的方法。
• 1-Substituted oxindole-3-carboxamines as antiinflammatory and analgesic agents
  申请人：PFIZER INC.

  公开号：EP0208510B1

  公开（公告）日：1991-09-11