4-羟基-3-甲氧基-1-甲基喹啉-2(1H)-酮 | 90061-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 4-羟基-3-甲氧基-1-甲基喹啉-2(1H)-酮
• 英文名称: 4-hydroxy-3-methoxy-1-methyl-2(1H)-quinolinone
• 英文别名: 4-Hydroxy-3-methoxy-1-methylquinolin-2(1H)-one；4-hydroxy-3-methoxy-1-methylquinolin-2-one
• CAS: 90061-39-5
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: UYDLHTOWSNBXTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 4-羟基-3-甲氧基-1-甲基喹啉-2(1H)-酮 在 乙醚 作用下， 生成 2,3-dimethoxy-1-methyl-1H-quinolin-4-one
  参考文献：
  名称：

  Vardar, Istanbul Universitesi Fen Fakultesi Mecmuasi, Seri A: Matematik-Fizik-Kimya, 1951, vol. 16, p. 243,247, 251

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-dimethoxy-1-methyl-1H-quinolin-4-one 在 盐酸 作用下， 生成 4-羟基-3-甲氧基-1-甲基喹啉-2(1H)-酮
  参考文献：
  名称：

  Vardar, Istanbul Universitesi Fen Fakultesi Mecmuasi, Seri A: Matematik-Fizik-Kimya, 1951, vol. 16, p. 243,247, 251

  摘要：

  DOI：

文献信息

• The chemistry of 2<i>H</i>-3,1-benzoxazine-2,4(1<i>H</i>)-dione (isatoic anhydride). 18. A short synthesis of swietenidin A
  作者：Gary M. Coppola

  DOI：10.1002/jhet.5570220432

  日期：1985.7

  N-Methylisatoic anhydrides react with the lithium enolate of ethyl methoxyacetate at low temperatures to produce intermediates which, when cyclized, afford 4-hydroxy-3-methoxy-2(1H)-quinolinones. By this route, 3-methoxy-N-methylisatoic anhydride (8) can be converted to the alkaloid swietenidin A (2) in 71% yield.

  N-甲基氨基乙酸酐在低温下与甲氧基乙酸乙酯的烯醇锂反应生成中间体，将其环化后可得到4-羟基-3-甲氧基-2（1 H）-喹啉酮。通过这种途径，可以以71％的收率将3-甲氧基-N-甲基异戊酸酐（8）转化为生物碱类甜菜碱A（2）。
• Quinolinone derivative and antiallergic agent with said quinolinone derivative as the active ingredient
  申请人：DAINIPPON INK AND CHEMICALS, INC.

  公开号：EP0785190A2

  公开（公告）日：1997-07-23

  The present invention offers 7-aminoquinolinone derivatives, physiologically acceptable salts thereof, anti-allergic agents having as an active ingredient a 7-aminoquinolinone derivative or physiologically acceptable salt thereof, and 7-nitroquinolinone derivatives, wherein the 7-aminoquinolinone derivative is expressed by the following general formula (I):    wherein R1 is a hydrogen atom or an alkyl group; R2 and R3 are mutually different groups, each of which is selected from among hydrogen atoms, acyl groups, alkyl groups or alkenyl groups; and R4 and R5 are mutually different or identical groups, each of which is selected from among hydrogen atoms, acyl groups, alkyl groups, alkenyl groups or aralkyl groups; and physiologically acceptable salts thereof.

  本发明提供了7-氨基喹啉酮衍生物、其生理学上可接受的盐、以7-氨基喹啉酮衍生物或其生理学上可接受的盐为活性成分的抗过敏剂，以及7-硝基喹啉酮衍生物，其中7-氨基喹啉酮衍生物由以下通式(I)表示： 其中 R1 是氢原子或烷基； R2 和 R3 是互不相同的基团，每个基团选自氢原子、酰基、烷基或烯基；以及 R4 和 R5 是相互不同或相同的基团，各自选自氢原子、酰基、烷基、烯基或芳烷基； 及其生理上可接受的盐类。
• Quinolinone derivative, method for preparing the same, and anti-allergic agent
  申请人：DAINIPPON INK AND CHEMICALS, INC.

  公开号：EP0927718A1

  公开（公告）日：1999-07-07

  The present invention relates to a simple method for preparing a quinolinone derivative, which is effective as a medicine, e.g., as an agent for treating allergic diseases and the like; novel amide derivatives effective as an intermediate in the method; novel quinolinone derivatives obtained according to the method; and an anti-allergic agent contaiirng a quinolinone derivative and/or physiological salt of the same as the active ingredients. The quinolinone derivative is expressed by the following general formula (II); and the method is characterized in that an amide derivative, expressed by the following general formula (I), is reacted with a basic agent, followed by intramolecular ring formation:    General Formula (I)    [wherein, R1 represents a hydrogen atom, an alkyl group, an alkyl group containing a hydroxyl group, an alkenyl group, or an aryl group; R2 represents an alkyl group, an alkenyl group, an aryl group, or an aralkyl group; R3 represents a reactive carboxyl group; and R4 to R7 represent, respectively and independently, a hydrogen atom, a hydroxyl group, an alkyl group, an alkoxy group, an alkenyl group, an alkenyloxy group, an aryl group, an aryloxy group, an aralkyloxy group, a R8R9N group (wherein, R8 and R9 represent, respectively and independently, a hydrogen atom, an alkyl group, an aikenyl group, an aralkyl group, or an acyl group), a nitro group, or a R10OOC group (wherein, R10 represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, or an aralkyl group)].    General Formula (II)    [wherein, R1, R2 and R4 to R7 represent, respectively, the same constituents as described in general formula (I)].

  本发明涉及一种制备喹啉酮衍生物的简便方法，该衍生物可有效地用作药物，如治疗过敏性疾病等的药物；在该方法中作为中间体有效的新型酰胺衍生物；根据该方法获得的新型喹啉酮衍生物；以及含有喹啉酮衍生物和/或其生理盐作为有效成分的抗过敏药物。喹啉酮衍生物由以下通式（II）表示；该方法的特征在于，由以下通式（I）表示的酰胺衍生物与碱性剂反应，然后进行分子内成环： 通式 (I) [其中，R1 代表氢原子、烷基、含羟基的烷基、烯基或芳基；R2 代表烷基、烯基、芳基或芳烷基；R3 代表活性羧基；以及 R4 至 R7 分别独立地代表氢原子、羟基、烷基、烷氧基、烯基、烯氧基、芳基、芳氧基、芳烷氧基、R8R9N 基团（其中，R8 和 R9 分别独立地代表氢原子、羟基、烷基、烷氧基、烯基、烯氧基、芳氧基、芳烷氧基、芳烷氧基）、分别独立地代表氢原子、烷基、烯基、芳基或酰基）、硝基或 R10OOC 基团（其中，R10 代表氢原子、烷基、烯基、芳基或芳基）]。 通式 (II) [其中，R1、R2 和 R4 至 R7 分别代表与通式 (I) 所述相同的成分]。
• THERAPEUTIC AGENT FOR CHRONIC OBSTRUCTIVE PULMONARY DISEASE AND METHOD OF TREATMENT FOR CHRONIC OBSTRUCTIVE PULMONARY DISEASE WITH THE SAME
  申请人：DAINIPPON INK AND CHEMICALS, INC.

  公开号：EP1650191A1

  公开（公告）日：2006-04-26

  This therapeutic agent for chronic obstructive pulmonary disease comprises, an active ingredient, at least one of a 7-aminoquinolinone derivative represented by the general formula (I): wherein R1 represents a hydrogen atom or an alkyl group; R2 and R3 each represents a group selected from a hydrogen atom, an acyl group, an alkyl group and an alkenyl group; and R4 and R5 each represents a group selected from a hydrogen atom, an acyl group, an alkyl group, an alkenyl group and an aralkyl group, and its physiologically acceptable salt.

  这种慢性阻塞性肺病治疗剂的活性成分包括至少一种由通式（I）代表的 7-氨基喹啉酮衍生物：其中 R1 代表氢原子或烷基；R2 和 R3 各代表一个选自氢原子、酰基、烷基和烯基的基团；R4 和 R5 各代表一个选自氢原子、酰基、烷基、烯基和芳基的基团及其生理上可接受的盐。
• Ylides of heterocycles, VIII. Reactions of iodonium-ylides with acids
  作者：Erik Pongratz、Thomas Kappe

  DOI：10.1007/bf00798414

  日期：1984.2