- 関
- cefuroxime、cefuroxime axetil、cefuroxime pivoxetil
WordNet
- a silvery soft waxy metallic element of the alkali metal group; occurs abundantly in natural compounds (especially in salt water); burns with a yellow flame and reacts violently in water; occurs in sea water and in the mineral halite (rock salt) (同)Na, atomic number 11
- a cephalosporin that can be given parenterally (trade name Zinacef) or orally by tablets (trade name Ceftin); indicated for infections of the lungs or throat or ears or urinary tract or meninges (同)Ceftin, Zinacef
PrepTutorEJDIC
- ソジウム,ナトリウム(金属元素;化学記号はNa)
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/01/15 22:18:20」(JST)
[Wiki en表示]
Cefuroxime
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Systematic (IUPAC) name |
(6R,7R)-3-{[(aminocarbonyl)oxy]methyl}-7-{[(2Z)-2-(2-furyl)-2-(methoxyimino) acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
Clinical data |
Trade names |
Zinacef,TURBOCEF |
MedlinePlus |
a601206 |
Pregnancy cat. |
Not known to be harmful (BNF) |
Legal status |
Prescription Only Medicine |
Routes |
intramuscular, intravenous |
Pharmacokinetic data |
Bioavailability |
37 percent on empty stomach, up to 52 percent if taken after food |
Half-life |
80 minutes |
Excretion |
Urine 66–100 percent unchanged |
Identifiers |
CAS number |
55268-75-2 Y |
ATC code |
J01DC02 S01AA27 QJ51DC02 |
PubChem |
CID 5361202 |
DrugBank |
DB01112 |
ChemSpider |
4514699 Y |
UNII |
O1R9FJ93ED Y |
KEGG |
D00262 Y |
ChEMBL |
CHEMBL466 Y |
Chemical data |
Formula |
C16H16N4O8S |
Mol. mass |
424.386 g/mol |
SMILES
- O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)\c3occc3)COC(=O)N)C(=O)O
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InChI
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InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9+/t10-,14-/m1/s1 Y
Key:JFPVXVDWJQMJEE-SWWZKJRFSA-N Y
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Y (what is this?) (verify) |
Cefuroxime is a parenteral second-generation cephalosporin antibiotic. This antibiotic was discovered by the Glaxo company, now GlaxoSmithKline, and it was first marketed in 1978 as Zinacef. Zinacef was approved by the U.S. Food and Drug Administration on Oct 19, 1983.[1] The generic form of cefuroxime is also called "Ceftin". The 17-year patent for this antibiotic has now expired in the United States, hence the patent "rights" to produce this medication are now irrelevant.
In the United States this antibiotic is also sold as "Zinacef" by Covis Pharmaceuticals.[2] In India, this antibiotic is sold as Supacef by GSK.[3]
Cefuroxime axetil is an acetoxyetyl-ester-prodrug of cefuroxime which is effective orally.[4] In Bangladesh, this drug is available as Turbocef by Beximco Pharmaceuticals Limited.
Indications[edit]
As with the other cephalosporins, although as a second-generation variety, it is less susceptible to beta-lactamase. Hence it may have greater activity against Haemophilus influenzae, Neisseria gonorrhoeae, and Lyme disease. Unlike most other second-generation cephalosporins, cefuroxime can cross the blood-brain-barrier.
Side effects[edit]
Cefuroxime is generally well-tolerated and its side effects are usually transient. If ingested after food, this antibiotic is both better absorbed and less likely to cause its most common side effects of diarrhea, nausea, vomiting, headaches/migraines, dizziness, and abdominal pain compared to most antibiotics in its class.[citation needed]
Although there is a widely-stated crossallergic risk of about 10 percent between cephalosporins and penicillin, recent assessments have shown no increased risk for a crossallergic reaction for cefuroxime and several other second-generation or later cephalosporins.[5]
References[edit]
- ^ "Cefuroxime medical facts from". Drugs.com.
- ^ http://www.covispharma.ch/assets/pdf/covis-pharma-acquires-portfolio-of-drugs-from-glaxosmithkline.pdf
- ^ "GlaxoSmithKline Pharmaceuticals.Prescription Medicines – Anti-Infective". Gsk-india.com. 26 March 2013.
- ^ Walter Sneader. "Drug Discovery: History".
- ^ Pichichero ME (2006). "Cephalosporins can be prescribed safely for penicillin-allergic patients" (PDF). The Journal of family practice 55 (2): 106–12. PMID 16451776.
Antibacterials: cell envelope antibiotics (J01C-J01D)
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Intracellular |
- inhibit peptidoglycan subunit synthesis and transport: NAM synthesis inhibition (Fosfomycin)
- DADAL/AR inhibitors (Cycloserine)
- bactoprenol inhibitors (Bacitracin)
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Glycopeptide |
- inhibit PG chain elongation: Vancomycin# (Oritavancin
- Telavancin)
- Teicoplanin (Dalbavancin)
- Ramoplanin
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β-lactams/
(inhibit PBP
cross-links) |
Penicillins
(penams)
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Extended sp.
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- aminopenicillins: Amoxicillin#
- Ampicillin# (Pivampicillin
- Hetacillin
- Bacampicillin
- Metampicillin
- Talampicillin)
- Epicillin
- carboxypenicillins: Carbenicillin (Carindacillin)
- Ticarcillin
- Temocillin
- ureidopenicillins: Azlocillin
- Piperacillin
- Mezlocillin
- other: Mecillinam (Pivmecillinam)
- Sulbenicillin
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Narrow sp.
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β-lactamase sensitive
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- Benzylpenicillin (G)#: Clometocillin
- Benzathine benzylpenicillin#
- Procaine benzylpenicillin#
- Azidocillin
- Penamecillin
- Phenoxymethylpenicillin (V)#: Propicillin
- Benzathine phenoxymethylpenicillin
- Pheneticillin
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β-lactamase resistant
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- Cloxacillin# (Dicloxacillin
- Flucloxacillin)
- Oxacillin
- Meticillin
- Nafcillin
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Penems
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Carbapenems
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- Biapenem
- Ertapenem
- antipseudomonal (Doripenem
- Imipenem
- Meropenem)
- Panipenem
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Cephalosporins/Cephamycins
(cephems)
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1st (PEcK)
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- Cefazolin#
- Cefacetrile
- Cefadroxil
- Cefalexin
- Cefaloglycin
- Cefalonium
- Cefaloridine
- Cefalotin
- Cefapirin
- Cefatrizine
- Cefazedone
- Cefazaflur
- Cefradine
- Cefroxadine
- Ceftezole
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2nd (HEN)
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- Cefaclor
- Cefamandole
- Cefminox
- Cefonicid
- Ceforanide
- Cefotiam
- Cefprozil
- Cefbuperazone
- Cefuroxime
- Cefuzonam
- cephamycin (Cefoxitin
- Cefotetan
- Cefmetazole)
- carbacephem (Loracarbef)
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3rd
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- Cefixime#
- Ceftriaxone#
- antipseudomonal (Ceftazidime#
- Cefoperazone)
- Cefcapene
- Cefdaloxime
- Cefdinir
- Cefditoren
- Cefetamet
- Cefmenoxime
- Cefodizime
- Cefotaxime
- Cefpimizole
- Cefpiramide
- Cefpodoxime
- Cefsulodin
- Cefteram
- Ceftibuten
- Ceftiolene
- Ceftizoxime
- oxacephem (Flomoxef
- Latamoxef ‡)
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4th (antips-)
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- Cefepime
- Cefozopran
- Cefpirome
- Cefquinome
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5th
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- Ceftobiprole
- Ceftaroline fosamil
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Veterinary
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- Ceftiofur
- Cefquinome
- Cefovecin
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Monobactams
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- Aztreonam
- Tigemonam
- Carumonam
- Nocardicin A
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β-lactamase inh.
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- penam (Sulbactam
- Tazobactam)
- clavam (Clavulanic acid)
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Combinations
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- Amoxicillin/clavulanic acid#
- Imipenem/cilastatin#
- Ampicillin/flucloxacillin
- Ampicillin/sulbactam (Sultamicillin)
- Piperacillin/tazobactam
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Other |
- polymyxins/detergent (Colistin
- Polymyxin B)
- depolarizing (Daptomycin)
- hydrolyze NAM-NAG (Lysozyme)
- Gramicidin
- Isoniazid
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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gr+f/gr+a (t)/gr-p (c)/gr-o
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drug (J1p, w, n, m, vacc)
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GlaxoSmithKline
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Subsidiaries |
- GlaxoSmithKline Pakistan
- GlaxoSmithKline Pharmaceuticals Ltd
- Stiefel Laboratories
- ViiV Healthcare (85%)
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Predecessors and fully
integrated acquisitions |
- Allen & Hanburys
- Beecham Group
- Block Drug
- Burroughs Wellcome
- Glaxo
- Glaxo Wellcome
- Human Genome Sciences
- Recherche et Industrie Thérapeutiques
- SmithKline Beecham
- Smith, Kline & French
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Products
(List) |
Current
|
Pharmaceuticals
|
- Advair
- Albenza
- Alli
- Amerge
- Amoxil
- Arixtra
- Arranon/Atriance
- Augmentin
- Avamys/Veramyst
- Avandia
- Avodart
- AZT1
- Beconase
- Boniva
- Ceftin
- Combivir1
- Coreg
- Dexedrine
- Dyazide
- Epivir/Epivir-HBV/Heptovir/Zeffix1
- Flixonase
- Imitrex/Treximet
- Jayln
- Lamictal
- Lanoxin
- Levitra2
- Lovaza
- Parnate
- Paxil/Seroxat/Aropax
- Promacta
- Relenza
- Requip
- Rescriptor1
- Serlipet
- Tagamet
- Treximet
- Trizivir1
- Tykerb/Tyverb
- Valtrex/Zelitrex
- Ventolin HFA
- Viracept1
- Wellbutrin
- Zantac
- Ziagen1
- Zofran
- Zovirax
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Vaccines
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- Hepatyrix
- Pandemrix
- Twinrix
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Other
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- Aquafresh
- Boost
- Eno
- Horlicks
- Lucozade
- Maxinutrition
- Nicoderm
- Nicorette
- NiQuitin
- Panadol
- Panadol night
- Ralgex
- Ribena
- Sensodyne
- Solpadeine
- Synthol
- Tums
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Former
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- BC Powder
- Geritol
- Goody's Powder
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People |
Current directors
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- Chris Gent
- Andrew Witty
- Roy Anderson
- Stephanie Burns
- Stacey Cartwright
- Lawrence Culp
- Crispin Davis
- Simon Dingemans
- Judy Lewent
- Deryck Maughan
- James Murdoch
- Daniel Podolsky
- Moncef Slaoui
- Tom de Swaan
- Robert Wilson
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Other
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- Thomas Beecham
- Silas M. Burroughs
- Mahlon Kline
- John K. Smith
- Henry Wellcome
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Other |
- Canada v. GlaxoSmithKline Inc.
- GlaxoSmithKline Prize
- Side Effects
- United States v. GlaxoSmithKline
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- 1Products of ViiV Healthcare 2Co-marketed with Bayer Pharmaceuticals
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UpToDate Contents
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English Journal
- Community-acquired urinary tract infections in children: pathogens, antibiotic susceptibility and seasonal changes.
- Yolbas I, Tekin R, Kelekci S, Tekin A, Okur MH, Ece A, Gunes A, Sen V.SourceDepartment of Pediatrics, Faculty of Medicine, Dicle University, Diyarbakir, Turkey. ilyasyolbas@hotmail.com
- European review for medical and pharmacological sciences.Eur Rev Med Pharmacol Sci.2013 Apr;17(7):971-6.
- AIM: Urinary tract infections (UTIs) are common infections affecting children. The aim of our study is to determine microorganisms that cause community-acquired urinary tract infections and their antibiotic susceptibility in children.MATERIALS AND METHODS: Our investigation includes 150 cases which
- PMID 23640446
- In vitro susceptibility of European human Borrelia burgdorferi sensu stricto strains to antimicrobial agents.
- Veinović G, Cerar T, Strle F, Lotrič-Furlan S, Maraspin V, Cimperman J, Ružić-Sabljić E.SourceDepartment of Microbiology and Immunology, Faculty of Pharmacy, University of Belgrade, Vojvode Stepe 450, 11221 Belgrade, Serbia.
- International journal of antimicrobial agents.Int J Antimicrob Agents.2013 Mar;41(3):288-91. doi: 10.1016/j.ijantimicag.2012.11.016. Epub 2013 Jan 9.
- Broth microdilution and macrodilution assays were used to determine minimum inhibitory concentrations (MICs) and minimum bactericidal concentrations (MBCs) of six antimicrobial agents (ceftriaxone, cefuroxime sodium, azithromycin, amoxicillin, doxycycline and amikacin) for nine European human isolat
- PMID 23312603
Japanese Journal
- Cefuroxime sodiumの一般薬理作用 (Cefuroxime(CXM)<特集>)
Related Links
- indications It is prescribed in the treatment of lower respiratory tract, urinary tract, skin, and gonococcal infections; bacterial septicemia; and meningitis and for the prevention of postoperative infections. contraindications Hypersensitivity to the ...
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★リンクテーブル★
[★]
- 英
- cefuroxime CXM
- ラ
- cefuroximum
- 化
- セフロキシムアキセチル cefuroxime axetil、セフロキシムピボキセチル cefuroxime pivoxetil、セフロキシムナトリウム cefuroxime sodium
- 商
- オラセフ、Ceftin, Kefurox, Zinacef
[★]
- 関
- cefuroxime、cefuroxime pivoxetil、cefuroxime sodium
[★]
- 関
- cefuroxime、cefuroxime axetil、cefuroxime sodium
[★]
- 英
- cefuroxime sodium
- 関
- セフロキシム