Oxacillin: Difference between revisions

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[[Image:Oxacillin structure.jpg|right|thumb|250px|{{#ifexist:Template:Oxacillin structure.jpg/credit|{{Oxacillin structure.jpg/credit}}<br/>|}}Oxacillin.]]
'''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.


{{Chem infobox
|align=right
|image=[[Image:Oxacillin structure.jpg|center|thumb|250px|{{#ifexist:Template:Oxacillin structure.jpg/credit|{{Oxacillin structure.jpg/credit}}<br/>|}}]] 
|width=250px
|molname=oxacillin
|synonyms='''Bactocill®'''
|molformula= C<sub>19</sub>H<sub>19</sub>N<sub>3</sub>O<sub>5</sub>S
|molmass= 401.4363
|uses= antibiotic drug
|properties=beta-lactam
|hazards=see drug interactions
|iupac= see chemistry section
|casnumber=66-79-5
}}
'''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 ==
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.
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]].[[Category:Suggestion Bot Tag]]

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oxacillin
IUPAC name: see chemistry section
Synonyms: Bactocill®
Formula: C19H19N3O5S

 Uses: antibiotic drug

 Properties: beta-lactam

 Hazards: see drug interactions

Mass (g/mol): CAS #:
401.4363 66-79-5


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.