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Encyclopedia > Cefotaxime
Cefotaxime chemical structure
Cefotaxime
Systematic (IUPAC) name
(6R,7R,Z)-3-(acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)-
2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]
oct-2-ene-2-carboxylic acid
Identifiers
CAS number 63527-52-6
ATC code J01DD01
PubChem 456256
DrugBank APRD00854
Chemical data
Formula C16H17N5O7S2 
Mol. weight 455.47 g/mol
Pharmacokinetic data
Bioavailability n/a
Metabolism Hepatic
Half life 0.8–1.4 hours
Excretion 50–85% renal
Therapeutic considerations
Pregnancy cat.

B1(AU) B(US) Image File history File links Cefotaxime. ... IUPAC nomenclature is a systematic way of naming organic chemical compounds. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences and alloys. ... The Anatomical Therapeutic Chemical Classification System is used for the classification of drugs. ... A section of the Anatomical Therapeutic Chemical Classification System. ... PubChem is a database of chemical molecules . ... DrugBank is a database available at the University of Alberta that provides information about thousands of products. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ... General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... General Name, Symbol, Number nitrogen, N, 7 Chemical series nonmetals Group, Period, Block 15, 2, p Appearance colorless Atomic mass 14. ... General Name, Symbol, Number oxygen, O, 8 Chemical series Nonmetals, chalcogens Group, Period, Block 16, 2, p Appearance colorless (gas) very pale blue (liquid) Atomic mass 15. ... General Name, Symbol, Number sulfur, S, 16 Chemical series nonmetals Group, Period, Block 16, 3, p Appearance lemon yellow Atomic mass 32. ... The molecular mass of a substance (less accurately called molecular weight and abbreviated as MW) is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... In pharmacology, bioavailability is used to describe the fraction of an administered dose of medication that reaches the systemic circulation, one of the principal pharmacokinetic properties of drugs. ... Overview of the citric acid cycle The citric acid cycle, one of the central metabolic pathways in aerobic organisms. ... The liver is an organ in some animals, including mammals (and therefore humans), birds, and reptiles. ... The elimination half-life of a drug (or any xenobiotic agent) refers to the timecourse necessary for the quantity of the xenobiotic agent in the body (or plasma concentration) to be reduced to half of its original level through various elimination processes. ... Excretion is the biological process by which an organism chemically separates waste products from its body. ... The kidneys are bean-shaped excretory organs in vertebrates. ... The pregnancy category of a pharmaceutical agent is an assessment of the risk of fetal injury due to the pharmaceutical, if it is used as directed by the mother during pregnancy. ... Motto: None Anthem: Advance Australia Fair Royal anthem: God Save the Queen Capital Canberra Largest city Sydney English (de facto 1) Government Constitutional monarchy (federal)  - Queen Elizabeth II  - Governor-General Michael Jeffery  - Prime Minister John Howard Independence from the UK   - Constitution 1 January 1901   - Statute of Westminster 11 December 1931... Motto: (Out Of Many, One) (traditional) In God We Trust (1956 to date) Anthem: The Star-Spangled Banner Capital Washington D.C. Largest city New York City None at federal level (English de facto) Government Federal constitutional republic  - President George Walker Bush (R)  - Vice President Dick Cheney (R) Independence from...

Legal status

S4(AU) The regulation of therapeutic goods, that is drugs and therapeutic devices, varies by jurisdiction. ... Motto: None Anthem: Advance Australia Fair Royal anthem: God Save the Queen Capital Canberra Largest city Sydney English (de facto 1) Government Constitutional monarchy (federal)  - Queen Elizabeth II  - Governor-General Michael Jeffery  - Prime Minister John Howard Independence from the UK   - Constitution 1 January 1901   - Statute of Westminster 11 December 1931...

Routes Intravenous

Cefotaxime (INN) (IPA: [kɛfəˈtæksim, sɛfə-]) is a third-generation cephalosporin antibiotic. Like other third-generation cephalosporins, it has broad spectrum activity against Gram positive and Gram negative bacteria. In most cases, it is considered to be equivalent to ceftriaxone in terms of safety and efficacy. Cefotaxime sodium is marketed under various the trade names including Claforan (Sanofi-Aventis). In pharmacology and toxicology, a route of administration is the path by which a drug, fluid, poison or other substance is brought into contact with the body 1. ... Intravenous therapy or IV therapy is the administration of liquid substances directly into a vein. ... An International Nonproprietary Name (INN) is the official non-proprietary or generic name given to a pharmaceutical substance, as designated by the World Health Organization. ... For information on how to read IPA transcriptions of English words see here. ... The cephalosporins, are a class of β-lactam antibiotics. ... Staphylococcus aureus - Antibiotics test plate. ... Gram-positive bacteria are those that are stained dark blue or violet by gram staining, in contrast to Gram-negative bacteria, which are not affected by the stain. ... Gram-negative bacteria are those that do not retain crystal violet dye in the Gram staining protocol. ... Phyla Actinobacteria Aquificae Chlamydiae Bacteroidetes/Chlorobi Chloroflexi Chrysiogenetes Cyanobacteria Deferribacteres Deinococcus-Thermus Dictyoglomi Fibrobacteres/Acidobacteria Firmicutes Fusobacteria Gemmatimonadetes Lentisphaerae Nitrospirae Planctomycetes Proteobacteria Spirochaetes Thermodesulfobacteria Thermomicrobia Thermotogae Verrucomicrobia Bacteria (singular: bacterium) are unicellular microorganisms. ... Ceftriaxone (trade name Rocephin®) is a third-generation cephalosporin antibiotic. ... Sanofi-aventis (Euronext: SAN, NYSE: SNY), headquartered in Paris, France, is the worlds third largest company in the pharmaceutical industry behind Pfizer and GlaxoSmithKline but above Johnson & Johnson, Merck, AstraZeneca and Novartis. ...


Clinical use

Main article: Cephalosporin

The cephalosporins, are a class of β-lactam antibiotics. ...

Chemistry

The syn-configuration of the methoxyimino moiety confers stability to β-lactamase enzymes produced by many Gram-negative bacteria. Such stability to β-lactamases increases the activity of cefotaxime against otherwise resistant Gram-negative organisms. In chemistry, the methoxy prefix indicates the function group consisting of the methyl group and oxygen. ... An imine is a functional group or chemical compound containing a carbon-nitrogen double bond. ... Beta-lactamase is a type of enzyme (EC 3. ... Bacteria that are Gram-negative are not stained dark blue or violet by Gram staining, in contrast to Gram-positive bacteria. ...


External links

  • Links to external chemical sources.

Cefotaxime Information Site

Cephalosporin Antibiotics (J01D) edit
First Generation:

Cefacetrile, Cefadroxil, Cefalexin, Cefaloglycin, Cefalonium, Cefaloridine, Cefalotin, Cefapirin, Cefatrizine, Cefazaflur, Cefazedone, Cefazolin, Cefradine, Cefroxadine, Ceftezole The cephalosporins, are a class of β-lactam antibiotics. ... Staphylococcus aureus - Antibiotics test plate. ... A section of the Anatomical Therapeutic Chemical Classification System. ... Cefacetrile (also spelled cephacetrile) is a broad-spectrum first generation cephalosporin antibiotic effective in G+ and G- bacterial infections. ... Cefadroxil is a broadspectrum antibiotic effective on both bactria GRAM +ve and GRAM -ve bactria. ... Cefalexin (INN) (IPA: ) or cephalexin (USAN) is a first-generation cephalosporin antibiotic. ... Cefaloglycin INN, also spelled cephaloglycin) is a first generation cephalosporin antibiotic. ... Cefalotin (INN) (IPA: ) or cephalothin (USAN) (IPA: ) is a first-generation cephalosporin antibiotic. ... Cefapirin (or cephapirin) is a first-generation cephalosporin antibiotic. ... Cefazolin is an antibiotic in the chemical family of Cephalosporin. ... Cefradine (INN) or cephradine (former BAN) is a first generation cephalosporin antibiotic. ...

Second Generation:

Cefaclor, Cefamandole, Cefonicid, Ceforanide, Cefotiam, Cefprozil, Cefuroxime, Cefuzonam Cefaclor (brand name Raniclor®) is a 2nd generation cephalosporin antibiotic used to treat certain infections caused by bacteria such as pneumonia and ear, lung, skin, throat, and urinary tract infections. ... Ceforanide is a second-generation cephalosporin antibiotic Crowle A, Sbarbaro J, May M (1988). ... Cefotiam is a second-generation cephalosporin antibiotic. ... Cefprozil, sometimes spelled cefproxil and sold under the brand name Cefzil, is a cephalosporin antibiotic. ... Cefuroxime is a second-generation cephalosporin antibiotic that has been widely available in the USA since 1977. ...

Third Generation:

Cefcapene , Cefdaloxime, Cefdinir, Cefditoren, Cefetamet, Cefixime, Cefmenoxime, Cefodizime, Cefoperazone, Cefotaxime, Cefpimizole, Cefpiramide, Cefpodoxime, Cefsulodin, Ceftazidime, Cefteram, Ceftibuten, Ceftiofur, Ceftiolene, Ceftizoxime, Ceftriaxone, Latamoxef Cefdinir is a semi-synthetic antibiotic in the third generation of the cephalosporin family of antibiotics. ... Cefixime is an oral third generation cephalosporin antibiotic. ... Cefmenoxime is a third-generation cephalosporin antibiotic. ... Cefpiramide is a third-generation cephalosporin antibiotic. ... Cefpodoxime is an oral third generation cephalosporin antibiotic. ... Ceftazidime is an antibiotic which eliminates bacteria that cause many kinds of infections, including lung, skin, bone, joint, stomach, blood, gynecological, and urinary tract infections. ... Ceftriaxone (trade name Rocephin®) is a third-generation cephalosporin antibiotic. ...

Fourth Generation:

Cefclidine, Cefepime, Cefetecol, Cefluprenam, Cefoselis, Cefozopran, Cefpirome, Cefquinome This article needs to be cleaned up to conform to a higher standard of quality. ...


  Results from FactBites:
 
Cefotaxime for Injection 2g , SPC from the eMC (1951 words)
Cefotaxime may be used for pre-operative prophylaxis in patients undergoing surgical procedures, that may be classified as contaminated or potentially so.
Cefotaxime is exceptionally active in vitro against Gram-negative organisms sensitive or resistant to first or second generation cephalosporins.
Cefotaxime is supplied in Type III 10ml glass vials, closed with a Type I rubber stopper coated in Omniflex and sealed with an aluminium cap fitted with a detachable flip top.
Cefotaxime Sodium (715 words)
Cefotaxime’s in vitro activity against Pseudomonas aeruginosa is variable and results are usually disappointing when the drug is used clinically against this organism.
Cefotaxime crosses the placenta and activity in amniotic fluid either equals or exceeds that in maternal serum.
Cefotaxime and its metabolites are primarily excreted in the urine.
  More results at FactBites »


 
 

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