8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid | 101987-76-2

• 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: 8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
• 英文别名: 8-chloro-1-cyclopropyl-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
• CAS: 101987-76-2
• 化学式: C₁₈H₁₉ClFN₃O₃
• 分子量: 379.819
• InChiKey: VVDWMIBWDRTATF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-甲基哌嗪 、 8-氯-1-环丙基-6,7-二氟-1,4-二氢-4-氧代-3-喹啉羧酸 在 盐酸 作用下， 以 吡啶 、 水 为溶剂， 生成 8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  参考文献：
  名称：

  1-Cyclopropyl-1,4-dihydro-4-oxo-7-(4-(2-oxo-1,3-dioxol-4-yl-

  摘要：

  新型具有抗菌活性的1-环丙基-1,4-二氢-4-氧基-7-[4-(2-氧代-1,3-二氧杂环丁基)-1-哌啶基]-3-喹啉羧酸的化学式如下：其中R为氢原子，或者与R.sup.1一起形成含有2或3个碳原子的烷基基团，R.sup.1为氢原子，含有1至4个碳原子的烷基或苯基，R.sup.2和R.sup.3分别独立地为氢、甲基、乙基、环己基、亚甲二氧苯基、呋喃基、四氢呋喃基或噻吩基；或者为苯基，该苯基可选择性地经氟、氯、溴、甲基、苯基、氰基、羟基、乙氧基、苄氧基、氨基、甲氨基、二甲胺基、哌啶基或硝基的单取代、双取代或三取代，X.sup.1为氢、卤素或硝基，X.sup.2为氢或卤素；或者其药学上可接受的水合物、酸盐、碱金属盐或碱土金属盐。

  公开号：

  US04703047A1

文献信息

• 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。
• Synthesis and biological activity of 5-amino- and 5-hydroxyquinolones, and the overwhelming influence of the remote N1-substituent in determining the structure-activity relationship
  作者：John M. Domagala、Alex J. Bridges、Townley P. Culbertson、Laura Gambino、Susan E. Hagen、Gregory Karrick、Kenneth Porter、Joseph P. Sanchez、Josephine A. Sesnie

  DOI：10.1021/jm00107a039

  日期：1991.3

  A series of 5-amino- and 5-hydroxyquinolone antibacterials substituted at C7 with a select group of common piperazinyl and 3-aminopyrrolidinyl side chains was prepared. These 5-substituted derivatives were compared to the analogous 5-hydrogen compounds for antiinfective activity by using DNA gyrase inhibition, minimum inhibitory concentrations against a variety of bacteria, and in vivo efficacy in the mouse infection model. The influence on the structure-activity relationships of varied substituents at C8 (H, F, Cl) and Ni (ethyl, cyclopropyl, difluorophenyl) was also studied. The results showed that several of the structure-activity conclusions regarding side-chain bulk at C7, the effect of halogen at C8, and the effect of the C5-amino group were greatly influenced by the choice of the N1-substituent. Several outstanding broad spectrum quinolones were identified in this work. In particular, the spectrum and potency of the 7-piperazinyl quinolones could be greatly enhanced by the judicious choice of C5-, C8-, and N1-substitutents.
• 1-Cyclopropyl-1,4-dihydro-4-oxo-7-[4-(2-oxo-1,3-dioxol-4-yl-methyl)-1-piperazinyl]-3-chinolincarbonsäuren, Verfahren zu ihrer Herstellung sowie diese enthaltende antibakterielle Mittel
  申请人：BAYER AG

  公开号：EP0191390B1

  公开（公告）日：1989-08-23
• US4703047A
  申请人：——

  公开号：US4703047A

  公开（公告）日：1987-10-27
• US4895803A
  申请人：——

  公开号：US4895803A

  公开（公告）日：1990-01-23