1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride

• ChemBase编号: 70344
• 分子式: C17H20ClF2N3O3
• 平均质量: 387.8088064
• 单一同位素质量: 387.11612564
• SMILES: n1(cc(c(=O)c2cc(c(c(c12)F)N1CC(NCC1)C)F)C(=O)O)CC.Cl
• Canonical SMILES: CCn1cc(C(=O)O)c(=O)c2c1c(F)c(N1CCNC(C1)C)c(c2)F.Cl
• InChI: InChI=1S/C17H19F2N3O3.ClH/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22;/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25);1H
• InChIKey: KXEBLAPZMOQCKO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
• IUPAC传统名: lomefloxacin hydrochloride
• 别名: Lomefloxacin hydrochloride; Maxaquin; Okacyn; Uniquin; 1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid Hydrochloride; Alkaflox; Bareon; Chimono; Lomebact; Lomef 400; Lomflox; Lomitas; Lomoxin; Mazaquin; NY 198; Orchacin; SC 47111; 1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid; Lomefloxacin hydrochloride

登记号

• CAS号: 98079-52-8
• MDL号: MFCD00214312
• PubChem SID: 162036064; 24278514
• PubChem CID: 68624

理论计算性质

• 摩尔折射率: 90.112 cm^3
• 极化性: 32.745754 Å^3
• 极化表面积: 72.88 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true
• Acid pKa: 5.6432548
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): -0.67024356
• LogD (pH = 7.4): -0.392002
• Log P: -0.3897759

分子性质

理化性质

• 溶解度: Water
• 外观: White Solid
• 熔点: 290-300°C

安全信息

• 保存条件: -20°C; -20°C Freezer
• 保存注意事项: IRRITANT
• RTECS编号: VB1997500
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: 95+%
• 成盐信息: hydrochloride
• 适用性: suitable for 1694 per US EPA

详细说明

Selleck Chemicals - S2539

Research Area: Infection
Biological Activity:
Lomefloxacin hydrochloride (Maxaquin) is a hydrochloride salt of lomefloxacin and is a fluoroquinolone antibiotic.Lomefloxacin hydrochloride (Maxaquin) is used to treat bacterial infections including bronchitis and urinary tract infections. Lomefloxacin hydrochloride (Maxaquin) is also used to prevent urinary tract infections prior to surgery. [1]

Sigma Aldrich - L2906

Application
Lomefloxacin is a fluoroquinolone antibiotic that is commonly used to treat bacterial infections, including bronchitis and urinary tract infections. It is used as a pre-operative prophylactic to prevent urinary tract infection caused by S. pneumoniae, H. influenzae, S. aureus, P. aeruginosa, E. cloacae, P. mirabilis, C. civersus, S. asprphyticus, E. coli, and K. pneumoniae. It is used to induce genomic instability in mice1 and modification of the kinetics of growth of Gram-negative bacteria2.
Biochem/physiol Actions
Lomefloxacin inhibits bacterial DNA gyrase (topoisomerase II) and topoisomerase IV.
Lomefloxacin is a bactericidal fluoroquinolone agent that is active against gram-negative and gram-positive organisms. Lomefloxacin inhibits bacterial DNA gyrase (topoisomerase II) and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase is thought to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV is thought to be the primary target in gram-positive organisms. The inhibition of the topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. Therefore, DNA replication and transcription is inhibited .

Toronto Research Chemicals - L469415

Lomefloxacin is a fluorinated quinolone antibacterial. Lomefloxacin is a DNA gyrase antagonist.

参考文献

• http://en.wikipedia.org/wiki/Lomefloxacin
• Hirose, T., et al.: Antimicrob. Agents Chemother., 31, 854 (1987)
• Sanzgiri, Y.D.. et al.: Anal. Profiles Drug Subs. Excip. 23, 321 (1994)