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药品详细

Temafloxacin (Temafloxacin )

化学结构式图
中文名
Temafloxacin
英文名
Temafloxacin
分子式
Not Available
化学名
1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
分子量
Average: 417.3811
Monoisotopic: 417.130026072
CAS号
108319-06-8
ATC分类
J01M 未知
药物类型
small molecule
阶段
商品名
Omniflox;
同义名
Temafloxacin hydrochloride;Temafloxacina [spanish];Temafloxacine [french];Temafloxacinum [latin];
基本介绍

Temafloxacin is a fluoroquinolone antibiotic drug which was withdrawn from sale in the U.S. shortly after its approval in 1992 because of serious adverse reactions resulting in three deaths.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]

生产厂家
    封装厂家
    参考
    Synthesis Reference Not Available
    General Reference Not Available
    剂型
    规格
    化合物类型
    Type small molecule
    Classes
    • Fluoroquinolones and Quinolones
    • Aminoquinolines and Derivatives
    Substructures
    • Hydroxy Compounds
    • Acetates
    • Aliphatic and Aryl Amines
    • Pyridines and Derivatives
    • Piperazines
    • Fluoroquinolones and Quinolones
    • Benzene and Derivatives
    • Aminoquinolines and Derivatives
    • Carboxylic Acids and Derivatives
    • Halobenzenes
    • Heterocyclic compounds
    • Aromatic compounds
    • (Iso)quinolines and Derivatives
    • Aryl Halides
    • Anilines
    适应症
    antibacterials 抗细菌;
    药理
    Indication For the treatment of lower respiratory tract infections, genital and urinary infections like prostatitis, and skin infections.
    Pharmacodynamics Temafloxacin (marketed by Abbott Laboratories as Omniflox), is a fluoroquinolone antibiotic drug which was withdrawn from sale in the U.S. shortly after its approval in 1992 because of serious adverse reactions resulting in three deaths.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.
    Mechanism of action The bactericidal action of temafloxacin results from interference with the activity of the bacterial enzymes DNA gyrase and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase appears to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV appears to be the preferential target in gram-positive organisms. Interference with these two topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. As a result DNA replication and transcription is inhibited.
    Absorption Studies in healthy volunteers indicate that the average bioavailability of temafloxacin exceeds 90%, with little intersubject variability.
    Volume of distribution Not Available
    Protein binding Not Available
    Metabolism

    Hepatic.

    Route of elimination Not Available
    Half life Approximately 8 hours in patients with normal renal function.
    Clearance Not Available
    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
    Pathways Not Available
    理化性质
    Properties
    State solid
    Melting point Not Available
    Experimental Properties
    Property Value Source
    logP -0.20 [BIOBYTE (1995)] PhysProp
    Predicted Properties
    Property Value Source
    water solubility 1.44e-02 g/l ALOGPS
    logP 0.94 ALOGPS
    logP 0.33 ChemAxon Molconvert
    logS -4.46 ALOGPS
    pKa ChemAxon Molconvert
    hydrogen acceptor count 6 ChemAxon Molconvert
    hydrogen donor count 2 ChemAxon Molconvert
    polar surface area 72.88 ChemAxon Molconvert
    rotatable bond count 3 ChemAxon Molconvert
    refractivity 104.53 ChemAxon Molconvert
    polarizability 39.70 ChemAxon Molconvert
    药物相互作用
    Drug Interaction
    Calcium Formation of non-absorbable complexes
    Iron Dextran Formation of non-absorbable complexes
    Magnesium Formation of non-absorbable complexes
    食物相互作用
    Not Available

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