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

• ChemBase编号: 370
• 分子式: C17H20FN3O3
• 平均质量: 333.3574032
• 单一同位素质量: 333.14886974
• SMILES: Fc1c(N2CCN(CC2)C)cc2n(CC)cc(c(=O)c2c1)C(=O)O
• Canonical SMILES: CCn1cc(C(=O)O)c(=O)c2c1cc(N1CCN(CC1)C)c(c2)F
• InChI: InChI=1S/C17H20FN3O3/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21/h8-10H,3-7H2,1-2H3,(H,23,24)
• InChIKey: FHFYDNQZQSQIAI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC传统名: pefloxacin
• 商标名: PFLX; Pefloxacin mesylate; Pefloxacin methanesulfonate; Pefloxacin [INN-French]; Pefloxacine; Pefloxacino [INN-Spanish]; Pefloxacinum [INN-Latin]
• 别名: Pefloxacin

登记号

• CAS号: 70458-92-3
• PubChem SID: 160963833; 46507338
• PubChem CID: 51081

理论计算性质

JChem

• Acid pKa: 5.6647615
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 0.72274345
• LogD (pH = 7.4): 0.16012752
• Log P: 0.8768126
• 摩尔折射率: 90.7715 cm^3
• 极化性: 32.979492 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

ALOGPS 2.1

• Log P: 0.2
• LOG S: -2.43
• 溶解度: 1.23e+00 g/l

分子性质

理化性质

• 溶解度: 11.4 mg/mL at 25 oC
• 疏水性(logP): 2.4

详细说明

DrugBank - DB00487

• Drug Groups: approved
• Description: A synthetic broad-spectrum fluoroquinolone antibacterial agent active against most gram-negative and gram-positive bacteria. [PubChem]
• Indication: For the treatment of uncomplicated gonococcal urethritis in males and for gram-negative-bacterial infections in the gastrointestinal system and the genitourinary tract.
• Pharmacology: Pefloxacin is a fluoroquinolone antibiotic. Flouroquinolones such as pefloxacin possess excellent activity against gram-negative aerobic bacteria such as E.coli and Neisseria gonorrhoea as well as gram-positive bacteria including S. pneumoniae and Staphylococcus aureus. They also posses effective activity against shigella, salmonella, campylobacter, gonococcal organisms, and multi drug resistant pseudomonas and enterobacter.
• Toxicity: Adverse reactions include peripheral neuropathy, nervousness, agitation, anxiety, and phototoxic events (rash, itching, burning) due to sunlight exposure.
• Affected Organisms: Enteric bacteria and other eubacteria
• Biotransformation: Hepatic. Primary metabolites are pefloxacin N-oxide and norfloxacin.
• Absorption: Well absorbed by the oral route.
• Half Life: 8.6 hours
• Protein Binding: 20-30%
• External Links: Wikipedia