ethyl 8-chloro-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate | 335428-52-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹嗪类
• 英文名称: ethyl 8-chloro-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate
• 英文别名: 8-chloro-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid ethyl ester；ethyl 8-chloro-1-cyclopropyl-9-methyl-4-oxoquinolizine-3-carboxylate
• CAS: 335428-52-9
• 化学式: C₁₆H₁₆ClNO₃
• 分子量: 305.761
• InChiKey: RCPDCUKLCLYADY-UHFFFAOYSA-N

物化性质

• 沸点：
  449.5±45.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 8-chloro-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 生成 1-cyclopropyl-8-(4-methylphenyl)-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid
  参考文献：
  名称：

  2-PYRIDONE ANTIMICROBIAL COMPOSITIONS

  摘要：

  描述了一系列2-吡啶酮化合物，作为一种强效且选择性的新型II型拓扑异构酶抑制剂，具有广谱抗菌活性，其通用公式为（I）；其中R1，R2，X和Y在本文中定义。这类化合物可用于治疗由革兰氏阳性病原体、革兰氏阴性病原体或耐药菌株引起的感染。

  公开号：

  EP3034078A1
• 作为产物：
  描述：

  2-溴-4-氯吡啶 在 哌啶 、 manganese(IV) oxide 、 正丁基锂 、 硫酸 、 异丙基氯化镁 、 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 8.25h， 生成 ethyl 8-chloro-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate
  参考文献：
  名称：

  2-PYRIDONE ANTIMICROBIAL COMPOSITIONS

  摘要：

  描述了一系列2-吡啶酮化合物，作为一种强效且选择性的新型II型拓扑异构酶抑制剂，具有广谱抗菌活性，其通用公式为（I）；其中R1，R2，X和Y在本文中定义。这类化合物可用于治疗由革兰氏阳性病原体、革兰氏阴性病原体或耐药菌株引起的感染。

  公开号：

  EP3034078A1

文献信息

• [EN] ANTIMICROBIAL 4-OXOQUINOLIZINES<br/>[FR] 4-OXOQUINOLIZINES ANTIMICROBIENNES
  申请人：EVOLVA SA

  公开号：WO2012104305A1

  公开（公告）日：2012-08-09

  This invention provides novel 4-oxoquinolizine compounds and their uses for a series of broad-spectrum antibiotics having no cross-resistance to existing or emerging classes of antibiotics. In addition the novel 4-oxoquinolizine compounds are useful against CDC Category A and B pathogens The invention also provides pharmaceutical compositions comprising certain 4-oxoquinolizines in combination with subinhibitory concentrations of polymyxin B against clinical isolates which are resistant to quinolones, carbapenems and other antimicrobial agents.

  这项发明提供了新颖的4-氧喹啉化合物及其用途，用于一系列广谱抗生素，不会产生对现有或新出现的抗生素类别的交叉耐药性。此外，这些新颖的4-氧喹啉化合物对CDC A类和B类病原体具有作用。该发明还提供了包含某些4-氧喹啉与亚抑菌浓度的多粘菌素B结合的药物组合物，用于对抗对喹诺酮、碳青霉烯和其他抗微生物药物产生耐药性的临床分离株。
• 4-Oxoquinolizine antimicrobial having 2-pyridone skeleton as partial structure
  申请人：SATO PHARMACEUTICAL CO., LTD.

  公开号：US20020173517A1

  公开（公告）日：2002-11-21

  A compound represented by the following Formula (I) or a pharmaceutically acceptable salt thereof: 1 wherein R 1 represents a hydrogen atom or a carboxyl-protecting group, R 2 represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group or a hydroxyl group, R 3 represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a nitro group, a cyano group, a hydroxyl group or an amino group; R 4 represents a hydrogen atom, an amino-protecting group, an alkyl group or a cycloalkyl group, and R 5 represents a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group, an alkoxy group, an alkylthio group, a hydroxyl group, an imino group or an amino group.

  化合物的化学式（I）或其药用盐表示为：其中R1代表氢原子或羧基保护基团，R2代表氢原子、卤原子、低碳基团、低氧基团或羟基，R3代表氢原子、卤原子、低碳基团、低氧基团、低硫基团、硝基、氰基、羟基或氨基；R4代表氢原子、氨基保护基团、烷基或环烷基，R5代表氢原子、卤原子、烷基、烯基、环烷基、芳基、氧基、硫基、羟基、亚胺基或氨基。
• 4-Oxoquinolizine antibacterial agent having 2-pyridone skeleton as partial structure
  申请人：SATO PHARMACEUTICAL CO., LTD.

  公开号：US20040229903A1

  公开（公告）日：2004-11-18

  The present invention provides a 4-oxoquinolizine antibacterial agent having a 2-pyridone skeleton as a partial structure and also having a strong antibacterial effect on gram-positive bacteria, gram-negative bacteria or anaerobic bacteria. The compound having the following formula (I) or a pharmaceutically acceptable salt thereof: 1 wherein: R 1 represents hydrogen atom or a carboxyl-protecting group, R 2 represents hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxyl group or hydroxyl group, R 3 represents phenyl group or an aromatic substituent selected from the group consisting of 5-membered and 6-membered heterocyclic groups and R 3 has a substituent selected from the group consisting of a hydrogen atom, a lower alkyl group, a lower alkoxyl group, a nitro group, a cyano group, an amino group, an acyl group, a carbamoyl group and a ureido group, and R 4 represents a hydrogen atom or a halogen atom.

  本发明提供了一种具有2-吡啶酮骨架作为部分结构并对革兰氏阳性菌、革兰氏阴性菌或厌氧菌具有强烈抗菌作用的4-氧喹啉类抗菌剂。该化合物具有以下式（I）或其药学上可接受的盐：1其中：R1代表氢原子或羧基保护基，R2代表氢原子、卤素原子、较低的烷基、较低的烷氧基或羟基，R3代表苯基或从5-成员和6-成员杂环基组成的芳香基取代基，且R3具有从氢原子、较低的烷基、较低的烷氧基、硝基、氰基、氨基、酰基、氨基甲酰基和尿素基组成的取代基，以及R4代表氢原子或卤素原子。
• 4-oxoquinolizine antimicrobial having 2-pyridone skeleton as partial structure
  申请人：SATO Pharmaceutical Co., Ltd.

  公开号：US06525066B2

  公开（公告）日：2003-02-25

  A compound represented by the following Formula (I) or a pharmaceutically acceptable salt thereof: wherein R1 represents a hydrogen atom or a carboxyl-protecting group, R2 represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group or a hydroxyl group, R3 represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a nitro group, a cyano group, a hydroxyl group or an amino group; R4 represents a hydrogen atom, an amino-protecting group, an alkyl group or a cycloalkyl group, and R5 represents a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group, an alkoxy group, an alkylthio group, a hydroxyl group, an imino group or an amino group.

  以下式(I)所表示的化合物或其药学上可接受的盐： 其中，R1代表氢原子或羧基保护基，R2代表氢原子、卤素原子、较低的烷基基团、较低的烷氧基团或羟基基团，R3代表氢原子、卤素原子、较低的烷基基团、较低的烷氧基团、较低的烷基硫基团、硝基基团、氰基团、羟基基团或氨基基团；R4代表氢原子、氨基保护基、烷基或环烷基，R5代表氢原子、卤素原子、烷基、烯基、环烷基、芳基、烷氧基、烷硫基、羟基、亚胺基或氨基基团。
• 4-oxoquinolizine antibacterial agent having 2-pyridone skeleton as partial structure
  申请人：Salo Pharmaceutical Co., Ltd.

  公开号：US07223773B2

  公开（公告）日：2007-05-29

  The present invention provides a 4-oxoquinolizine antibacterial agent having a 2-pyridone skeleton as a partial structure and also having a strong antibacterial effect on gram-positive bacteria, gram-negative bacteria or anaerobic bacteria. The compound having the following formula (I) or a pharmaceutically acceptable salt thereof: wherein: R1 represents hydrogen atom or a carboxyl-protecting group, R2 represents hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxyl group or hydroxyl group, R3 represents phenyl group or an aromatic substituent selected from the group consisting of 5-membered and 6-membered heterocyclic groups and R3 has a substituent selected from the group consisting of a hydrogen atom, a lower alkyl group, a lower alkoxyl group, a nitro group, a cyano group, an amino group, an acyl group, a carbamoyl group and a ureido group, and R4 represents a hydrogen atom or a halogen atom.

  本发明提供了一种具有2-吡啶酮骨架部分结构并对革兰氏阳性菌、革兰氏阴性菌或厌氧菌具有强烈抗菌作用的4-氧喹啉酮抗菌剂。该化合物具有以下式子(I)或其药学上可接受的盐：其中：R1代表氢原子或羧基保护基，R2代表氢原子、卤素原子、低碳基、低碳氧基或羟基，R3代表苯基或从5元和6元杂环基组成的芳香取代基，R3具有从氢原子、低碳基、低碳氧基、硝基、氰基、氨基、酰基、氨基甲酰基和尿素基组成的取代基，R4代表氢原子或卤素原子。