7-(4-Methyl-1-piperazinyl)-1-cyclopropyl-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3carboxylic acid | 114152-40-8

• 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: 7-(4-Methyl-1-piperazinyl)-1-cyclopropyl-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3carboxylic acid
• 英文别名: 1-Cyclopropyl-6-fluoro-8-methyl-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
• CAS: 114152-40-8
• 化学式: C₁₉H₂₂FN₃O₃
• 分子量: 359.4
• InChiKey: TWZOTKDYRJQDLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-甲基哌嗪 、 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methyl-4-oxoquinoline-3-carboxylic Acid B(OCOCH3)2 Chelate 在 盐酸 作用下， 生成 7-(4-Methyl-1-piperazinyl)-1-cyclopropyl-6-fluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3carboxylic acid
  参考文献：
  名称：

  抗菌剂的研究。三，取代的1,4-二氢-8-甲基-4-氧代喹啉-3-羧酸的合成及抗菌活性。

  摘要：

  制备一系列在8位具有甲基的取代的4-氧代喹啉-3-羧酸，并测试其抗菌活性。7-（反式-3-氨基-4-甲基-1-吡咯烷基）-1-环丙基-1,4-二氢-6-氟-8-甲基-4-氧喹啉-3-羧酸（21）表现出强效对革兰氏阳性和革兰氏阴性细菌（包括铜绿假单胞菌）均具有抗菌活性。

  DOI：

  10.1248/cpb.38.2472

文献信息

• Studies on 6-Aminoquinolones:  Synthesis and Antibacterial Evaluation of 6-Amino-8-methylquinolones
  作者：Violetta Cecchetti、Arnaldo Fravolini、Maria Cristina Lorenzini、Oriana Tabarrini、Patrizia Terni、Tao Xin

  DOI：10.1021/jm950558v

  日期：1996.1.1

  The 6-aminoquinolone had previously been identified as a new class of quinolone antibacterial agents. To continue our structure-activity relationship (SAR) study in this series, novel 6-amino-8-methylquinolone derivatives have now been synthesized and evaluated for in vitro antibacterial activity. We have shown that the coupled presence of a methyl group at the C-8 position with an amino group at C-6 is effective for enhancing antibacterial activity, particularly against Gram-positive bacteria. The SARs associated with the N-1, C-6, and C-7 are discussed. The 1,2,3,4-tetrahydroisoquinolinyl derivative 19v showed the highest antibacterial activity with MIC values on Gram-positive bacteria superior to that of ciprofloxacin, especially against Staphylococcus aureus strains, including those strains which are methicillin- and ciprofloxacin-resistant.
• MIYAMOTO, HISASHI;UEDA, HIRAKI;OTSUKA, TATSUYA;AKI, SINJI;TAMAOKA, HISASH+, CHEM. AND PHARM. BULL., 38,(1990) N, C. 2472-2475
  作者：MIYAMOTO, HISASHI、UEDA, HIRAKI、OTSUKA, TATSUYA、AKI, SINJI、TAMAOKA, HISASH+

  DOI：——

  日期：——
• US4880806A
  申请人：——

  公开号：US4880806A

  公开（公告）日：1989-11-14