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Ciprofloxacin

产品号 DB00537 公司名称 DrugBank
CAS号 85721-33-1 公司网站 http://www.ualberta.ca/
分子式 C17H18FN3O3 电 话 (780) 492-3111
分子量 331.3415232 传 真
纯 度 电子邮件 david.wishart@ualberta.ca
保 存 Chembase数据库ID: 419

产品价格信息

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产品别名

标题
Ciprofloxacin
IUPAC标准名
1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
IUPAC传统名
ciprofloxacin
商标名
Cipromycin
Bacquinor
Baycip
Bernoflox
Ciflox
Cifloxin
Cipro
Ciprodar
Ciproquinol
Floxin
Septicide
Ciloxan
Ciprinol
Cipro I.V.
Cipro XL
Cipro XR
Ciprobay
Ciprocinol
Ciproxan
Ciproxin
Flociprin
Ocuflox
Proquin XR
Velomonit
别名
Ciprofloxacin dihydrochloride
ciprofloxacin
Ciprofloxacin HCl
Ciprofloxacin monohydrochloride
Ciprofloxacin hydrochloride
Ciprofloxacina

产品登记号

PubChem CID 2764
PubChem SID 46504733
CAS号 85721-33-1

产品性质

疏水性(logP) 2.3
溶解度 1.1 mg/L

产品详细信息

详细说明 (English)
Item Information
Drug Groups approved; investigational
Description A broad-spectrum antimicrobial carboxyfluoroquinoline. [PubChem]
Indication For the treatment of the following infections caused by susceptible organisms: urinary tract infections, acute uncomplicated cystitis, chronic bacterial prostatitis, lower respiratory tract infections, acute sinusitis, skin and skin structure infections, bone and joint infections, complicated intra-abdominal infections (used in combination with metronidazole), infectious diarrhea, typhoid fever (enteric fever), uncomplicated cervical and urethral gonorrhea, and inhalational anthrax (post-exposure).
Pharmacology Ciprofloxacin is a broad-spectrum antiinfective agent of the fluoroquinolone class. Ciprofloxacin has in vitro activity against a wide range of gram-negative and gram-positive microorganisms. The mechanism of action of quinolones, including ciprofloxacin, is different from that of other antimicrobial agents such as beta-lactams, macrolides, tetracyclines, or aminoglycosides; therefore, organisms resistant to these drugs may be susceptible to ciprofloxacin. There is no known cross-resistance between ciprofloxacin and other classes of antimicrobials. Notably the drug has 100 times higher affinity for bacterial DNA gyrase than for mammalian.
Toxicity The major adverse effect seen with use of is gastrointestinal irritation, common with many antibiotics.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Hepatic. Four metabolites have been identified in human urine which together account for approximately 15% of an oral dose. The metabolites have antimicrobial activity, but are less active than unchanged ciprofloxacin.
Absorption Rapidly and well absorbed from the gastrointestinal tract after oral administration. The absolute bioavailability is approximately 70% with no substantial loss by first pass metabolism.
Half Life 4 hours
Protein Binding 20 to 40%
Elimination Approximately 40 to 50% of an orally administered dose is excreted in the urine as unchanged drug.
Clearance * Renal cl=300 mL/min
References
Drusano GL, Standiford HC, Plaisance K, Forrest A, Leslie J, Caldwell J: Absolute oral bioavailability of ciprofloxacin. Antimicrob Agents Chemother. 1986 Sep;30(3):444-6. [Pubmed]
Hilliard JJ, Krause HM, Bernstein JI, Fernandez JA, Nguyen V, Ohemeng KA, Barrett JF: A comparison of active site binding of 4-quinolones and novel flavone gyrase inhibitors to DNA gyrase. Adv Exp Med Biol. 1995;390:59-69. [Pubmed]
Spivey JM, Cummings DM, Pierson NR: Failure of prostatitis treatment secondary to probable ciprofloxacin-sucralfate drug interaction. Pharmacotherapy. 1996 Mar-Apr;16(2):314-6. [Pubmed]
Brouwers JR: Drug interactions with quinolone antibacterials. Drug Saf. 1992 Jul-Aug;7(4):268-81. [Pubmed]
External Links
Wikipedia
RxList
PDRhealth
Drugs.com

参考文献

  • Hilliard JJ, Krause HM, Bernstein JI, Fernandez JA, Nguyen V, Ohemeng KA, Barrett JF: A comparison of active site binding of 4-quinolones and novel flavone gyrase inhibitors to DNA gyrase. Adv Exp Med Biol. 1995;390:59-69. Pubmed
  • Spivey JM, Cummings DM, Pierson NR: Failure of prostatitis treatment secondary to probable ciprofloxacin-sucralfate drug interaction. Pharmacotherapy. 1996 Mar-Apr;16(2):314-6. Pubmed
  • Drusano GL, Standiford HC, Plaisance K, Forrest A, Leslie J, Caldwell J: Absolute oral bioavailability of ciprofloxacin. Antimicrob Agents Chemother. 1986 Sep;30(3):444-6. Pubmed
  • Brouwers JR: Drug interactions with quinolone antibacterials. Drug Saf. 1992 Jul-Aug;7(4):268-81. Pubmed