Oxacillin: Difference between revisions
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{{Chem infobox | {{Chem infobox | ||
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'''Oxacillin''', sold under the brand name '''Bactocill®''', is a penicillin beta-lactam type of antibiotic similar to flucloxacillin used in resistant staphylococci infections. It is active against Gram-positive bacteria and some Gram-negative bacteria. Like other penicillin-like antibiotics, it functions by interfering with the last stage of bacterial cell wall synthesis and leads to [[autolysis]] of the bacteria cells. It is stable against hydrolysis from beta-[[lactamase]]s, including [[penicillinase]]s, and [[cephalosporinase]]s. | '''Oxacillin''', sold under the brand name '''Bactocill®''', is a [[penicillin]] beta-[[lactam]] type of [[antibiotic]] similar to [[flucloxacillin]] used in resistant staphylococci infections. It is active against Gram-positive bacteria and some Gram-negative bacteria. Like other penicillin-like antibiotics, it functions by interfering with the last stage of bacterial cell wall synthesis and leads to [[autolysis]] of the bacteria cells. It is stable against hydrolysis from beta-[[lactamase]]s, including [[penicillinase]]s, and [[cephalosporinase]]s. | ||
== Chemistry == | == Chemistry == | ||
Its IUPAC chemical name is (2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl1,2-oxazole-4-carbonyl)amino]-7-oxo-4- | Its IUPAC chemical name is (2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl1,2-oxazole-4-carbonyl)amino]-7-oxo-4- | ||
thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid and it has molecular formula C<sub>19</sub>H<sub>19</sub>N<sub>3</sub>O<sub>5</sub>S, giving it a molecular mass of 401.4363 g/mol. | thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid and it has molecular formula C<sub>19</sub>H<sub>19</sub>N<sub>3</sub>O<sub>5</sub>S, giving it a molecular mass of 401.4363 g/mol. It is susceptible do degradation in bacteria which express [[beta-lactamase]]. | ||
Latest revision as of 15:41, 7 June 2009
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| oxacillin | |||||||
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| Uses: | antibiotic drug | ||||||
| Properties: | beta-lactam | ||||||
| Hazards: | see drug interactions | ||||||
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Oxacillin, sold under the brand name Bactocill®, is a penicillin beta-lactam type of antibiotic similar to flucloxacillin used in resistant staphylococci infections. It is active against Gram-positive bacteria and some Gram-negative bacteria. Like other penicillin-like antibiotics, it functions by interfering with the last stage of bacterial cell wall synthesis and leads to autolysis of the bacteria cells. It is stable against hydrolysis from beta-lactamases, including penicillinases, and cephalosporinases.
Chemistry
Its IUPAC chemical name is (2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl1,2-oxazole-4-carbonyl)amino]-7-oxo-4- thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid and it has molecular formula C19H19N3O5S, giving it a molecular mass of 401.4363 g/mol. It is susceptible do degradation in bacteria which express beta-lactamase.