1-环丙基-6,8-二氟-7-(3-甲基哌嗪-1-基)-4-氧代-1,4-二氢喹啉-3-羧酸乙酯 | 103460-87-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: 1-环丙基-6,8-二氟-7-(3-甲基哌嗪-1-基)-4-氧代-1,4-二氢喹啉-3-羧酸乙酯
• 英文名称: 1-Cyclopropyl-6,8-difluoro-7-(3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate；ethyl 1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylate
• CAS: 103460-87-3
• 化学式: C₂₀H₂₃F₂N₃O₃
• 分子量: 391.418
• InChiKey: GYZIKBVCDQFOAS-UHFFFAOYSA-N

物化性质

• 沸点：
  554.7±50.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.9
• 氢给体数：
  1
• 氢受体数：
  8

安全信息

• 海关编码：
  2933990090

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  1-环丙基-6,7,8-三氟-1,4-二氢-4-氧代-3-喹啉羧酸乙酯	1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid ethyl ester	94242-51-0	C15H12F3NO3	311.26

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  1-环丙基-6,8-二氟-7-(3-甲基哌嗪-1-基)-4-氧代-1,4-二氢喹啉-3-羧酸	1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid	103460-89-5	C18H19F2N3O3	363.364
  ——	ethyl 1-cyclopropyl-7-[4-[4-[6-(3-ethyl-4-methylanilino)-2,4-dioxo-1H-pyrimidin-3-yl]butyl]-3-methylpiperazin-1-yl]-6,8-difluoro-4-oxoquinoline-3-carboxylate	479069-86-8	C37H44F2N6O5	690.79
  ——	1-cyclopropyl-7-[4-(4-{4-[(3-ethyl-4-methylphenyl)amino]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}butyl)-3-methylpiperazin-1-yl]-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid	——	C35H40F2N6O5	662.737

反应信息

• 作为反应物：
  描述：

  1-环丙基-6,8-二氟-7-(3-甲基哌嗪-1-基)-4-氧代-1,4-二氢喹啉-3-羧酸乙酯 生成 1-环丙基-6,8-二氟-7-(3-甲基哌嗪-1-基)-4-氧代-1,4-二氢喹啉-3-羧酸
  参考文献：
  名称：

  IRIKURA, TSUTOMU;SUDZUEH, SEHJGO;XIRAI, KEHJDZI;ISIDZAKI, TAKAESI

  摘要：

  DOI：
• 作为产物：
  描述：

  1-环丙基-6,7,8-三氟-1,4-二氢-4-氧代-3-喹啉羧酸乙酯 、 2-甲基哌嗪 生成 1-环丙基-6,8-二氟-7-(3-甲基哌嗪-1-基)-4-氧代-1,4-二氢喹啉-3-羧酸乙酯
  参考文献：
  名称：

  Hybrid Antibacterials. DNA Polymerase−Topoisomerase Inhibitors

  摘要：

  Novel Gram-positive (Gram+) antibacterial compounds consisting of a DNA polymerase IIIC (pol IIIC) inhibitor covalently connected to a topoisomerase/gyrase inhibitor are described. Specifically, 3-substituted 6-(3-ethyl-4-methylanilino)uracils (EMAUs) in which the 3-substituent is a fluoroquinolone moiety (FQ) connected by various linkers were synthesized. The resulting "AU-FQ" hybrid compounds were significantly more potent than the parent EMAU compounds as inhibitors of pol IIIC and were up to 64-fold more potent as antibacterials in vitro against Gram+ bacteria. The hybrids inhibited the FQ targets, topoisomerase IV and gyrase, with potencies similar to norfloxacin but 10-fold lower than newer agents, for example, ciprofloxacin and sparfloxacin. Representative hybrids protected mice from lethal Staphylococcus aureus infection after intravenous dosing, and one compound showed protective effect against several antibiotic-sensitive and -resistant Gram+ infections in mice. The AU-FQ hybrids are a promising new family of antibacterials for treatment of antibiotic-resistant Gram+ infections.

  DOI：

  10.1021/jm0510023

文献信息

• Novel heterocyclic antibacterial compounds
  申请人：——

  公开号：US20030181719A1

  公开（公告）日：2003-09-25

  The invention provides heterocyclic organic compounds that inhibit bacterial DNA polymerase IIIC and type II bacterial topoisomerase. The invention further provides compounds that are useful as intermediates in the synthesis of such heterocyclic organic compounds. Syntheses and uses of such heterocyclic organic molecules are also described.

  该发明提供了抑制细菌DNA聚合酶IIIC和类型II细菌拓扑异构酶的杂环有机化合物。该发明还提供了在合成这种杂环有机化合物中作为中间体有用的化合物。该发明还描述了这种杂环有机分子的合成和用途。
• [EN] NOVEL HETEROCYCLIC ANTIBACTERIAL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSES ANTIBACTERIENS HETEROCYCLIQUES
  申请人：MICROBIOTIX INC

  公开号：WO2002102792A1

  公开（公告）日：2002-12-27

  The invention provides heterocyclic organic compounds that inhibit bacterial DNA polymerase IIIC and type II bacterial topoisomerase. The invention further provides compounds that are useful as intermediates in the synthesis of such heterocyclic organic compounds. Syntheses and uses of such heterocyclic organic molecules are also described.

  本发明提供了一些杂环有机化合物，可抑制细菌DNA聚合酶IIIC和II型细菌拓扑异构酶。本发明还提供了一些化合物，可用作合成此类杂环有机化合物的中间体。本发明还描述了这种杂环有机分子的合成和用途。
• Quinolinecarboxylic acid derivatives
  申请人：KYORIN PHARMACEUTICAL CO., LTD.

  公开号：EP0178388A1

  公开（公告）日：1986-04-23

  57 Quinolonecarboxylic acid derivatives of the following formula, wherein R' is hydrogen atom or lower alkyl group, R2 is hydrogen atom or methyl group and Y is chlorine or fluorine atom, the hydrates and pharmaceutically acceptable salts thereof, are useful as an antibacterial agent.

  57 下式的喹啉羧酸衍生物、 其中 R' 为氢原子或低级烷基，R2 为氢原子或甲基，Y 为氯原子或氟原子，其水合物和药学上可接受的盐类可用作抗菌剂。
• IRIKURA, TSUTOMU;SUDZUEH, SEHJGO;XIRAI, KEHJDZI;ISIDZAKI, TAKAESI
  作者：IRIKURA, TSUTOMU、SUDZUEH, SEHJGO、XIRAI, KEHJDZI、ISIDZAKI, TAKAESI

  DOI：——

  日期：——
• EP1401829A4
  申请人：——

  公开号：EP1401829A4

  公开（公告）日：2004-10-27