2H-吡喃并[3,2-c]喹啉-2,5(6H)-二酮,4-羟基-3,6-二苯基- | 161185-39-3

• 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: 2H-吡喃并[3,2-c]喹啉-2,5(6H)-二酮,4-羟基-3,6-二苯基-
• 英文名称: 4-hydroxy-3,6-diphenyl-2H-pyrano[3,2-c]quinoline-2,5(6H)-dione
• 英文别名: 4-Hydroxy-3,6-diphenylpyrano[3,2-c]quinoline-2,5-dione
• CAS: 161185-39-3
• 化学式: C₂₄H₁₅NO₄
• 分子量: 381.387
• InChiKey: WQQHFBAGXIRQKT-UHFFFAOYSA-N

物化性质

• 熔点：
  256-258 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
• 沸点：
  575.6±50.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2H-吡喃并[3,2-c]喹啉-2,5(6H)-二酮,4-羟基-3,6-二苯基- 在 sodium hydroxide 作用下， 以 乙二醇 为溶剂， 反应 1.5h， 以77%的产率得到4-hydroxy-1-phenyl-3-phenylacetyl-quinolin-2(1H)-one
  参考文献：
  名称：

  Syntheses of 3-Acyl-4-hydroxy-2(1H)quinolones

  摘要：

  3-Acyl-4-hydroxy-2(1H)-quinolones 5 are obtained by hydrolytic ring opening and subsequent decarboxylation from the corresponding pyrano[3,2-c]quinolin-2,5(6H)-diones 4, which in turn are easily obtained from 1:2 condensation of anilines 1 with diethyl malonate 2a or 1:1 condensation of diethyl alkyl- or arylmalonates 2b-e with 4-hydroxy-2(1H)-quinolones 3. Nitropyranoquinolinediones 6 furnish after ringopening 3-nitroacetyl-4-hydroxy-2(1H)quinolones 8. Pyranoquinolines 7 and 9 with acetyl- or aminosubstituents are hydrolyzed during basic ringopening to yield 5.

  DOI：

  10.1002/prac.19943360707
• 作为产物：
  描述：

  二苯胺 以 氯仿 、 苯 为溶剂， 反应 2.5h， 生成 2H-吡喃并[3,2-c]喹啉-2,5(6H)-二酮,4-羟基-3,6-二苯基-
  参考文献：
  名称：

  A Convenient One-Pot Synthesis of Pyrano[3,2-c]quinolin-2,5(6H)-dione and 2H,5H-Pyrano[3,2-c]chromene-2,5-dione Derivatives

  摘要：

  报道了以4-羟基喹啉-2(1H)-酮和4-羟基-2H-色烯-2-酮为起始物，通过氯代碳酰基烯酮合成新型吡喃并[3,2-c]喹啉-2,5(6H)-二酮和2H,5H-吡喃并[3,2-c]色烯-2,5-二酮衍生物的方法。该方法提供了一条在短时间内以良好至优异收率制备融合吡喃衍生物的新途径。

  DOI：

  10.1055/s-2006-926295

文献信息

• HETEROCYCLIC INHIBITORS OF BACTERIAL PEPTIDYL TRNA HYDROLASE AND USES THEREOF
  申请人：Choi Soongyu

  公开号：US20100069380A1

  公开（公告）日：2010-03-18

  Provided herein are compounds that modulate the activity of a bacterial peptidyl tRNA hydrolase, including compositions and dosage forms comprising the compounds. Further provided herein are methods for screening and identifying compounds that modulate the activity of a bacterial peptidyl tRNA hydrolase. In particular, provided herein are assays for the identification of compounds that inhibit or reduce the activity of a bacterial peptidyl tRNA hydrolase. The methods provided herein provide a simple, sensitive assay for high-throughput screening of libraries of compounds to identify pharmaceutical leads useful for preventing, treating, and managing a bacterial infection or one or more symptoms thereof. Further provided herein are methods for preventing or inhibiting bacterial proliferation as well as methods for preventing, treating, and/or managing a bacterial infection using such compounds and compositions.

  本文提供了调节细菌肽基tRNA水解酶活性的化合物，包括含有这些化合物的组合物和剂型。此外，本文还提供了筛选和鉴定调节细菌肽基tRNA水解酶活性的化合物的方法。具体而言，本文提供了用于鉴定抑制或减少细菌肽基tRNA水解酶活性的化合物的测定方法。本文提供的方法为高通量筛选化合物库以识别有用于预防、治疗和管理细菌感染或其一种或多种症状的药物前导化合物提供了简单、敏感的测定方法。此外，本文还提供了使用这些化合物和组合物预防或抑制细菌增殖的方法，以及预防、治疗和/或管理细菌感染的方法。
• [EN] HETEROCYCLIC INHIBITORS OF BACTERIAL PEPTIDYL TRNA HYDROLASE AND USES THEREOF<br/>[FR] INHIBITEURS HÉTÉROCYCLIQUES D'HYDROLASE D'ARNT PEPTIDYLE BACTÉRIENNE ET UTILISATIONS DE CEUX-CI
  申请人：PTC THERAPEUTICS INC

  公开号：WO2008127274A2

  公开（公告）日：2008-10-23

  [EN] Provided herein are compounds that modulate the activity of a bacterial peptidyl tRNA hydrolase, including compositions and dosage forms comprising the compounds. Further provided herein are methods for screening and identifying compounds that modulate the activity of a bacterial peptidyl tRNA hydrolase. In particular, provided herein are assays for the identification of compounds that inhibit or reduce the activity of a bacterial peptidyl tRNA hydrolase. The methods provided herein provide a simple, sensitive assay for high- throughput screening of libraries of compounds to identify pharmaceutical leads useful for preventing, treating, and managing a bacterial infection or one or more symptoms thereof. Further provided herein are methods for preventing or inhibiting bacterial proliferation as well as methods for preventing, treating, and/or managing a bacterial infection using such compounds and compositions.
  [FR] L'invention propose des composés qui modulent l'activité d'une hydrolase d'ARNt peptidyle bactérienne, comprenant des compositions et des formes galéniques comportant les composés. Il est également proposé ici des procédés pour cribler et identifier des composés qui modulent l'activité d'une hydrolase d'ARNt peptidyle bactérienne. En particulier, il est proposé le dosage pour l'identification de composés qui inhibent ou réduisent l'activité d'une hydrolase d'ARNt peptidyle bactérienne. Les procédés proposés ici fournissent un dosage simple et sensible pour un dépistage de haute capacité d'une bibliothèque de composés pour identifier des têtes de série pharmaceutiques utiles pour prévenir, traiter et gérer une infection bactérienne ou un ou plusieurs symptômes de celle-ci. Il est également proposé ici des procédés pour prévenir ou inhiber une prolifération bactérienne ainsi que des procédés pour prévenir, traiter et/ou gérer une infection bactérienne en utilisant de tels composés et compositions.
• Syntheses of 3-Acyl-4-hydroxy-2(1H)quinolones
  作者：Thomas Kappe、Rudolf Aigner、Peter Hohengassner、Wolfgang Stadlbauer

  DOI：10.1002/prac.19943360707

  日期：——

  3-Acyl-4-hydroxy-2(1H)-quinolones 5 are obtained by hydrolytic ring opening and subsequent decarboxylation from the corresponding pyrano[3,2-c]quinolin-2,5(6H)-diones 4, which in turn are easily obtained from 1:2 condensation of anilines 1 with diethyl malonate 2a or 1:1 condensation of diethyl alkyl- or arylmalonates 2b-e with 4-hydroxy-2(1H)-quinolones 3. Nitropyranoquinolinediones 6 furnish after ringopening 3-nitroacetyl-4-hydroxy-2(1H)quinolones 8. Pyranoquinolines 7 and 9 with acetyl- or aminosubstituents are hydrolyzed during basic ringopening to yield 5.
• A Convenient One-Pot Synthesis of Pyrano[3,2-<i>c</i>]quinolin-2,5(6<i>H</i>)-dione and 2<i>H</i>,5<i>H</i>-Pyrano[3,2-<i>c</i>]chromene-2,5-dione Derivatives
  作者：Hassan Sheibani、Mohammad Hossein Mosslemin、Soheila Behzadi、Mohammad Reza Islami、Kazem Saidi

  DOI：10.1055/s-2006-926295

  日期：——

  The preparation of novel pyrano[3,2-c]quinolin-2,5(6H)-dione and 2H,5H-pyrano[3,2-c]chromene-2,5-dione derivatives starting from 4-hydroxyquinolin-2(1H)-ones and 4-hydroxy-2H-chromene-2-one with chlorocarbonyl ketenes is described. This method provides a new route to produce fused pyrano derivatives in good to excellent yields in a short experimental time.

  报道了以4-羟基喹啉-2(1H)-酮和4-羟基-2H-色烯-2-酮为起始物，通过氯代碳酰基烯酮合成新型吡喃并[3,2-c]喹啉-2,5(6H)-二酮和2H,5H-吡喃并[3,2-c]色烯-2,5-二酮衍生物的方法。该方法提供了一条在短时间内以良好至优异收率制备融合吡喃衍生物的新途径。