6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride

• ChemBase编号: 122599
• 分子式: C21H20ClF2N3O3
• 平均质量: 435.8516064
• 单一同位素质量: 435.11612564
• SMILES: c1(c(=O)c2c(n(c1)c1ccc(cc1)F)cc(N1CCN(CC1)C)c(c2)F)C(=O)O.Cl
• Canonical SMILES: CN1CCN(CC1)c1cc2c(cc1F)c(=O)c(cn2c1ccc(cc1)F)C(=O)O.Cl
• InChI: InChI=1S/C21H19F2N3O3.ClH/c1-24-6-8-25(9-7-24)19-11-18-15(10-17(19)23)20(27)16(21(28)29)12-26(18)14-4-2-13(22)3-5-14;/h2-5,10-12H,6-9H2,1H3,(H,28,29);1H
• InChIKey: JFMGBGLSDVIOHL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
• IUPAC传统名: 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride; difloxacin hydrochloride
• 别名: 6-氟-1-(4-氟苯基)-7-(4-甲基哌嗪-1-基)-4-氧代喹啉-3-甲酸 盐酸盐; 双氟沙星 盐酸盐; 6-Fluoro-1-(4-fluorophenyl)-1,4-dihydro-7-(4-methylpiperazino)-4-oxo-3-quinolinecarboxylic acid hydrochloride; Difloxacin hydrochloride; Difloxacin HCl; 6-Fluoro-1-(4-fluorophenyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid Hydrochloride Salt; Difloxacin Hydrochloride Salt; 6-fluoro-1-(4-fluorophenyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride

登记号

• CAS号: 98106-17-3; 91296-86-5
• MDL号: MFCD03840489
• PubChem SID: 24860689; 162216952
• PubChem CID: 56205

理论计算性质

• Acid pKa: 5.637776
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 2.218182
• LogD (pH = 7.4): 1.6240574
• Log P: 2.3609521
• 摩尔折射率: 105.1936 cm^3
• 极化性: 38.571358 Å^3
• 极化表面积: 64.09 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Off-White to Pale Yellow Solid
• 熔点: >245°C (dec.)

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere
• RTECS编号: VB2008975
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: room temp

药理学性质

• 作用靶点: Others
• 生物活性机理: DNA gyrase inhibitor

产品相关信息

• 纯度: ≥98% (HPLC)
• 级别: VETRANAL™, analytical standard
• 成盐信息: HCl
• 应用领域: Antibacterial agent
• Empirical Formula (Hill Notation): C21H19F2N3O3 · HCl

详细说明

Sigma Aldrich - D2819

Biochem/physiol Actions
Difloxacin inhibits bacterial DNA gyrase and the topoisomerase II enzyme, which inhibits DNA replication and transcription
Fluoroquinolone antibacterial compound. Structurally related to norfloxacin.
Pefloxacin is a synthetic fluoroquinolone that functions an antibacterial agent. It is an analog of norfloxacin. Mode of Action: A ds-DNA binding DNA gyrase inhibitor to dysrupt DNA synthesis. Use to study the metabolism of glycosaminoglycans and collagen in organ cultures of articular cartilage. Antimicrobial spectrum: Pefloxacin is highly active against Staphylococcus aureus, E. coli, other enterobacteria, and Pseudomonas aeruginosa.1 Active against gram-positive bacteria and excellent activity against gram-negative bacteria.2
Application
Difloxacin is a fluoroquinolone antibiotic commonly used in veterinary medicine. It is a potential treatment for Chlamydia trachomatis infections1 and chronic Q fever in humans2. It has been used to study how potential supplementation (magnesium) may reduce quinolone-induced damage in the horse and dog models3.

Sigma Aldrich - 33984

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - D445600

A fluoroquinolone antibacterial structurally related to norfloxacin.

参考文献

• Stamm, J.M., et al.: Antimicrob. Ag. Chemother., 29, 193 (1986)
• Granneman, G.R., et al.: Antimicrob. Ag. Chemother., 30, 689 (1986)
• Chu, D.T.W. et al., J. Med. Chem., 1985, 28, 1558, (synth, pharmacol)
• Fernandes, P.B. et al., Antimicrob. Agents Chemother., 1986, 29, 201, (pharmacol)
• Granneman, G.R. et al., Antimicrob. Agents Chemother., 1986, 30, 689, (metab)
• Granneman, G.R. et al., J. Chromatogr., 1987, 413, 199, (hplc)
• Shen, L.L. et al., Biochemistry, 1989, 28, 3886, (mech, sar)
• Xiao, W. et al., J. Pharm. Sci., 1989, 78, 585, (activity)
• Burkhardt, J.E. et al., Vet. Pathol., 1990, 27, 162, (tox)
• Burkhardt, J.E. et al., Fundam. Appl. Toxicol., 1993, 20, 257, (tox)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 159