1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase编号: 1214
• 分子式: C21H18F3N3O3
• 平均质量: 417.3811296
• 单一同位素质量: 417.13002611
• SMILES: Fc1c(N2CC(NCC2)C)cc2n(cc(c(=O)c2c1)C(=O)O)c1c(F)cc(F)cc1
• Canonical SMILES: CC1NCCN(C1)c1cc2n(cc(c(=O)c2cc1F)C(=O)O)c1ccc(cc1F)F
• InChI: InChI=1S/C21H18F3N3O3/c1-11-9-26(5-4-25-11)19-8-18-13(7-16(19)24)20(28)14(21(29)30)10-27(18)17-3-2-12(22)6-15(17)23/h2-3,6-8,10-11,25H,4-5,9H2,1H3,(H,29,30)
• InChIKey: QKDHBVNJCZBTMR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC传统名: temafloxacin hcl; temafloxacin
• 商标名: Omniflox
• 别名: Temafloxacin hydrochloride; Temafloxacina [spanish]; Temafloxacine [french]; Temafloxacinum [latin]; Temafloxacin

登记号

• CAS号: 108319-06-8
• PubChem SID: 160964674; 46508032
• PubChem CID: 60021

理论计算性质

JChem

• Acid pKa: 5.6024737
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 0.82024103
• LogD (pH = 7.4): 1.0817627
• Log P: 1.0832037
• 摩尔折射率: 104.5341 cm^3
• 极化性: 38.341084 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

ALOGPS 2.1

• Log P: 0.94
• LOG S: -4.46
• 溶解度: 1.44e-02 g/l

分子性质

理化性质

• 疏水性(logP): -0.20 [BIOBYTE (1995)]

产品相关信息

• 纯度: 97%

详细说明

DrugBank - DB01405

• Drug Groups: withdrawn
• Description: Temafloxacin is a fluoroquinolone antibiotic drug which was withdrawn from sale in the U.S. shortly after its approval in 1992 because of serious adverse reactions resulting in three deaths. [Wikipedia]
• Indication: For the treatment of lower respiratory tract infections, genital and urinary infections like prostatitis, and skin infections.
• Pharmacology: Temafloxacin (marketed by Abbott Laboratories as Omniflox), is a fluoroquinolone antibiotic drug which was withdrawn from sale in the U.S. shortly after its approval in 1992 because of serious adverse reactions resulting in three deaths. Flouroquinolones such as lomefloxacin 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: Severe adverse reactions, including allergic reactions and hemolytic anemia, developed in about fifty patients during the first four months of its use, leading to three patient deaths
• Affected Organisms: Enteric bacteria and other eubacteria
• Biotransformation: Hepatic.
• Absorption: Studies in healthy volunteers indicate that the average bioavailability of temafloxacin exceeds 90%, with little intersubject variability.
• Half Life: Approximately 8 hours in patients with normal renal function.
• External Links: Wikipedia