4-hydroxy-7-nitro-2(1H)-quinolinone | 100748-67-2

• 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
• 英文名称: 4-hydroxy-7-nitro-2(1H)-quinolinone
• 英文别名: 4-Hydroxy-7-nitroquinolin-2(1H)-one；4-hydroxy-7-nitro-1H-quinolin-2-one
• CAS: 100748-67-2
• 化学式: C₉H₆N₂O₄
• 分子量: 206.158
• InChiKey: QLPHVDAVIDAZOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-hydroxy-7-nitro-2(1H)-quinolinone 在 溶剂黄146 、 三氯氧磷 作用下， 反应 26.0h， 生成 4-chloro-7-nitro-2(1H)-quinolinone
  参考文献：
  名称：

  通过区域选择性天线氟化调整发光镧系元素配合物的光物理性质

  摘要：

  在 3、5 或 6 位单氟化的喹诺酮类化合物由烯烃前体通过光化学异构化-环化途径合成，并结合到与 Tb( III ) 和 Eu( III )形成发光络合物的八齿环烯三乙酸酯配体中。发射器的光物理性质强烈依赖于氟化的位置。

  DOI：

  10.1039/d2cc01229d
• 作为产物：
  描述：

  2-氨基-4-硝基苯甲酸乙酯 在 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 4-hydroxy-7-nitro-2(1H)-quinolinone
  参考文献：
  名称：

  通过区域选择性天线氟化调整发光镧系元素配合物的光物理性质

  摘要：

  在 3、5 或 6 位单氟化的喹诺酮类化合物由烯烃前体通过光化学异构化-环化途径合成，并结合到与 Tb( III ) 和 Eu( III )形成发光络合物的八齿环烯三乙酸酯配体中。发射器的光物理性质强烈依赖于氟化的位置。

  DOI：

  10.1039/d2cc01229d

文献信息

• HETEROCYCLIDENE-N-(ARYL) ACETAMIDE DERIVATIVE
  申请人：UCHIDA Hideharu

  公开号：US20100016285A1

  公开（公告）日：2010-01-21

  The blow-described formula (I) [Ch. 1] a compound represented by formula (I) (wherein k, m, n, and p each represent 0 to 2; j and q represents 0 or 1; R 1 represents a halogen atom, a hydrocarbon group, a heterocyclic group, an alkoxy group, an alkoxycarbonyl group, NH 2 , OH, a carboxyl group, an alkanoyl group, CN, NO 2 , or the like; R 2 represents a halogen atom, an amino group, a hydrocarbon group, an aromatic heterocyclic group, an oxo group, or the like; represents an oxygen atom, —NR 3 —, or —S(O)r- (wherein r is an integer of 0 to 2); X 2 represents a methylene group, an oxygen atom, —NR 3 — (wherein R 3 is a hydrogen atom, a hydrocarbon group, or the like), or S(O)r- (wherein r is an integer of 0 to 2); W represents a methylene group, a carbonyl group, or a sulfonyl group; R 7 represents a hydrogen atom, a hydrocarbon group, a heterocyclic group, or the like; R 8 represents a hydrogen atom, a halogen atom, a hydrocarbon group, a heterocyclic group, the broken line in the ring containing X 1 and X 2 represents a condensation of two rings; cycle moiety represents a five- or six-membered aryl ring or heteroaryl ring; and the solid line and the broken line between L 1 and L 2 are a single bond or double bond, and the wavy line represents an E-isomer or a Z-isomer), a salt thereof, or solvates thereof, and a pharmaceutical composition containing the compound as an active ingredient.

  以下是所描述的公式(I)[Ch. 1]的化合物，由公式(I)表示（其中k、m、n和p各自表示0到2；j和q表示0或1；R1表示卤素原子、碳氢基团、杂环基团、烷氧基、烷氧羰基基团、NH2、OH、羧基、烷酰基、CN、NO2或类似物；R2表示卤素原子、氨基基团、碳氢基团、芳香杂环基团、氧代基团或类似物；表示氧原子、-NR3-或-S（O）r-（其中r为0至2的整数）；X2表示亚甲基基团、氧原子、-NR3-（其中R3为氢原子、碳氢基团或类似物）或S（O）r-（其中r为0至2的整数）；W表示亚甲基基团、羰基基团或磺酰基基团；R7表示氢原子、碳氢基团、杂环基团或类似物；R8表示氢原子、卤素原子、碳氢基团、杂环基团，环中的X1和X2之间的断线表示两个环的缩合；环基表示五元或六元芳基环或杂芳基环；实线和L1和L2之间的断线是单键或双键，波浪线表示E-异构体或Z-异构体），其盐或溶剂化物，以及含有该化合物作为活性成分的药物组成物。
• HETEROCYCLIDENE-N-(ARYL)ACETAMIDE DERIVATIVE
  申请人：MOCHIDA PHARMACEUTICAL CO., LTD.

  公开号：EP2128157A1

  公开（公告）日：2009-12-02

  The blow-described formula (I): [Ch. 1] a compound represented by formula (I) : (wherein k, m, n, and p each represent 0 to 2; j and q represents 0 or 1; R1 represents a halogen atom, a hydrocarbon group, a heterocyclic group, an alkoxy group, an alkoxycarbonyl group, NH2, OH, a carboxyl group, an alkanoyl group, CN, NO2, or the like; R2 represents a halogen atom, an amino group, a hydrocarbon group, an aromatic heterocyclic group, an oxo group, or the like; X1 represents an oxygen atom, -NR3-, or -S(O)r- (wherein r is an integer of 0 to 2); X2 represents a methylene group, an oxygen atom, -NR3- (wherein R3 is a hydrogen atom, a hydrocarbon group, or the like), or -S(O)r- (wherein r is an integer of 0 to 2); W represents a methylene group, a carbonyl group, or a sulfonyl group; R7 represents a hydrogen atom, a hydrocarbon group, a heterocyclic group, or the like; R8 represents a hydrogen atom, a halogen atom, a hydrocarbon group, a heterocyclic group, the broken line in the ring containing X1 and X2 represents a condensation of two rings; cycle moiety represents a five- or six-memebered aryl ring or heteroaryl ring; and the solid line and the broken line between L1 and L2 are a single bond or double bond, and the wavy line represents an E-isomer or a Z-isomer), a salt thereof, or solvates thereof, and a pharmaceutical composition containing the compound as an active ingredient.

  吹气式（I）： [1] 式 (I) 所代表的化合物： (其中 k、m、n 和 p 分别代表 0 至 2；j 和 q 代表 0 或 1；R1 代表卤素原子、烃基、杂环基、烷氧基、烷氧羰基、NH2、OH、羧基、烷酰基、CN、NO2 或类似物；X1 代表氧原子、-NR3- 或 -S(O)r- （其中 r 为 0 至 2 的整数）； X2 代表亚甲基、氧原子、-NR3- （其中 R3 为氢原子、烃基或类似基团）或 -S(O)r- （其中 r 为 0 至 2 的整数）；W 代表亚甲基、羰基或磺酰基； R7 代表氢原子、烃基、杂环基或类似基团； R8 代表氢原子、卤素原子、烃基、杂环基；L1和L2之间的实线和断线为单键或双键，波浪线代表E-异构体或Z-异构体）、其盐或其溶物，以及含有该化合物作为活性成分的药物组合物。
• Synthesis and binary QSAR study of antitubercular quinolylhydrazides
  作者：Atul Manvar、Vijay Khedkar、Jignesh Patel、Vipul Vora、Narsinh Dodia、Gautam Patel、Evans Coutinho、Anamik Shah

  DOI：10.1016/j.bmcl.2013.06.076

  日期：2013.9

  In continuation with our previous work in anti-TB research area, in the present study we have demonstrated the structural diversity of quinolylhydrazides as potent anti-tuberculars. The compound library was synthesized by molecular hybridization approach and tested in vitro against Mycobacterium tuberculosis H(37)Rv strains. Among the designed conjugates, the most promising molecules were found to exhibit 100% Growth Inhibition (GI) at MIC <6.25 mu g/mL. Moreover, several analogs in the designed series were also turned out as excellent anti-tuberculars. To probe the structural characteristics influencing on the SAR, the classification model was generated using a binary QSAR approach termed recursive partitioning (RP) analysis. The significant features outlined by the RP model act as a guide in order to design the 'lead' compound. (C) 2013 Elsevier Ltd. All rights reserved.
• Diversity oriented design of various hydrazides and their in vitro evaluation against Mycobacterium tuberculosis H37Rv strains
  作者：Atul Manvar、Abhay Bavishi、Ashish Radadiya、Jignesh Patel、Vipul Vora、Narshih Dodia、Kena Rawal、Anamik Shah

  DOI：10.1016/j.bmcl.2011.06.074

  日期：2011.8

  Control and prevention of tuberculosis is a major challenge, as one-third of the world's population is infected with Mycobacterium tuberculosis. The resurgence of tuberculosis and the emergence of multidrug-resistance strains of mycobacteria, necessitate the search for new class of antimycobacterial agents. As a part of investigation of new antitubercular agents in this laboratory, we describe the syntheses of various hydrazides of comarins, quinolones and pyrroles and screening against M. tuberculosis (Mtb) H37(Rv) by using rifampin as a standard drug. Among the designed molecules, the most prominent compounds 2a-g, 4a and 9a showed > 90% GI at MIC < 6.25 mu g/mL. Finally, these studies suggests that compounds 2a-g, 4a and 9a may serve as promising lead scaffolds for further generation of new anti-TB agents. (C) 2011 Elsevier Ltd. All rights reserved.
• Tuning the photophysical properties of luminescent lanthanide complexes through regioselective antenna fluorination
  作者：Daniel Kocsi、Andreas Orthaber、K. Eszter Borbas

  DOI：10.1039/d2cc01229d

  日期：——

  synthesised from olefinic precursors via a photochemical isomerisation-cyclisation route, and incorporated into octadentate cyclen triacetate ligands that formed luminescent complexes with Tb(III) and Eu(III). The photophysical properties of the emitters were strongly dependent on the position of the fluorination.

  在 3、5 或 6 位单氟化的喹诺酮类化合物由烯烃前体通过光化学异构化-环化途径合成，并结合到与 Tb( III ) 和 Eu( III )形成发光络合物的八齿环烯三乙酸酯配体中。发射器的光物理性质强烈依赖于氟化的位置。