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'''Cefuroxime axetil''' is a second generation oral [[cephalosporin]] [[antibiotic]]. It was discovered by Glaxo now [[GlaxoSmithKline]] and introduced in 1987 as '''Zinnat'''.<ref>{{cite web | url = http://www.gsk.com/about/history.htm | title = Our history - About GSK | publisher = GlaxoSmithKline}}</ref> It was approved by FDA on Dec 28, 1987.<ref>http://www.drugs.com/monograph/cefuroxime-axetil.html</ref> It is available by [[GlaxoSmithKline|GSK]] as Ceftin in US<ref>https://www.gsksource.com/gskprm/en/US/adirect/gskprm?cmd=ProductsByName#C</ref> and Ceftum in India.<ref>{{Cite web | url = http://www.gsk-india.com/product-antiinfective.html | title = Our products | publisher = GlaxoSmithKline}}</ref>
'''Cefuroxime axetil''' is a second generation oral [[cephalosporin]] [[antibiotic]]. It was discovered by Glaxo now [[GlaxoSmithKline]] and introduced in 1987 as '''Zinnat'''.<ref>{{cite web | url = http://www.gsk.com/about/history.htm | title = Our history - About GSK | publisher = GlaxoSmithKline | deadurl = yes | archiveurl = https://web.archive.org/web/20110514143603/http://www.gsk.com/about/history.htm | archivedate = 2011-05-14 | df = }}</ref> It was approved by FDA on Dec 28, 1987.<ref>http://www.drugs.com/monograph/cefuroxime-axetil.html</ref> It is available by [[GlaxoSmithKline|GSK]] as Ceftin in US<ref>https://www.gsksource.com/gskprm/en/US/adirect/gskprm?cmd=ProductsByName#C</ref> and Ceftum in India.<ref>{{Cite web | url = http://www.gsk-india.com/product-antiinfective.html | title = Our products | publisher = GlaxoSmithKline}}</ref>


It is an acetoxyethyl ester [[prodrug]] of [[cefuroxime]] which is effective orally.<ref>{{cite book | title = Drug Discovery: A History | author = Walter Sneader | publisher = John Wiley, Chichester, UK | isbn = 0-471-89979-8 | page = | url = https://books.google.com/books?id=Cb6BOkj9fK4C&pg=PA326 }}</ref> The activity depends on ''[[in vivo]]'' [[hydrolysis]] and release of cefuroxime tablets.
It is an acetoxyethyl ester [[prodrug]] of [[cefuroxime]] which is effective orally.<ref>{{cite book | title = Drug Discovery: A History | author = Walter Sneader | publisher = John Wiley, Chichester, UK | isbn = 0-471-89979-8 | page = | url = https://books.google.com/books?id=Cb6BOkj9fK4C&pg=PA326 }}</ref> The activity depends on ''[[in vivo]]'' [[hydrolysis]] and release of cefuroxime tablets.

Revision as of 17:11, 1 August 2017

Cefuroxime axetil
Clinical data
Trade namesZinnat, Ceftin, Ceftum
Other namesCefuroxime 1-acetoxyethyl ester
Routes of
administration
Oral
Legal status
Legal status
Pharmacokinetic data
Bioavailabilitywell absorbed
MetabolismCefuroxime is not metabolized, Axetil is metabolized to acetaldehyde and acetic acid.
ExcretionUrine
Identifiers
  • 1-Acetoxyethyl (6R,7R)-3-[(carbamoyloxy)methyl]-7-{[(2Z)-2-(2-furyl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.166.374 Edit this at Wikidata
Chemical and physical data
FormulaC20H22N4O10S
Molar mass510.475 g/mol g·mol−1
3D model (JSmol)
  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)/c3occc3)COC(=O)N)C(=O)OC(OC(=O)C)C
  • InChI=1S/C20H22N4O10S/c1-9(25)33-10(2)34-19(28)15-11(7-32-20(21)29)8-35-18-14(17(27)24(15)18)22-16(26)13(23-30-3)12-5-4-6-31-12/h4-6,10,14,18H,7-8H2,1-3H3,(H2,21,29)(H,22,26)/b23-13-/t10?,14-,18-/m1/s1
  • Key:KEJCWVGMRLCZQQ-YJBYXUATSA-N

Cefuroxime axetil is a second generation oral cephalosporin antibiotic. It was discovered by Glaxo now GlaxoSmithKline and introduced in 1987 as Zinnat.[1] It was approved by FDA on Dec 28, 1987.[2] It is available by GSK as Ceftin in US[3] and Ceftum in India.[4]

It is an acetoxyethyl ester prodrug of cefuroxime which is effective orally.[5] The activity depends on in vivo hydrolysis and release of cefuroxime tablets.

See also

References

  1. ^ "Our history - About GSK". GlaxoSmithKline. Archived from the original on 2011-05-14. {{cite web}}: Unknown parameter |deadurl= ignored (|url-status= suggested) (help)
  2. ^ http://www.drugs.com/monograph/cefuroxime-axetil.html
  3. ^ https://www.gsksource.com/gskprm/en/US/adirect/gskprm?cmd=ProductsByName#C
  4. ^ "Our products". GlaxoSmithKline.
  5. ^ Walter Sneader. Drug Discovery: A History. John Wiley, Chichester, UK. ISBN 0-471-89979-8.