Azlocillin: Difference between revisions

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{{drugbox
 
| IUPAC_name = 3,3-dimethyl-6-oxo-7- [2-(2-oxoimidazolidin-1-yl) carbonylamino-2-phenyl-acetyl] amino- 2-thia-5-azabicyclo[3.2.0] heptane-4-carboxylic acid
 
| image = Azlocillin.png
{{Drugbox
| verifiedrevid = 458972860
| IUPAC_name = (2''S'',5''R'',6''R'')-3,3-dimethyl-7-oxo-6-{[(2''R'')-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
| image = Azlocillin skeletal.svg
 
<!--Clinical data-->
| tradename = 
| Drugs.com = {{drugs.com|international|azlocillin}}
 
<!--Identifiers-->
| CASNo_Ref = {{cascite|correct|CAS}}
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 37091-66-0
| CAS_number = 37091-66-0
| ATC_prefix = J01
| ATC_prefix = J01
| ATC_suffix = CA09
| ATC_suffix = CA09
| ATC_supplemental =  
| PubChem = 6479523
| PubChem = 37625
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = APRD00814
| DrugBank = DB01061
| C=20 | H=23 | N=5 | O=6 | S=1
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| molecular_weight = 461.493 g/mol
| ChemSpiderID = 4980416
| bioavailability =  
| UNII_Ref = {{fdacite|correct|FDA}}
| protein_bound =  
| UNII = HUM6H389W0
| metabolism =  
| KEGG_Ref = {{keggcite|correct|kegg}}
| elimination_half-life =  
| KEGG = D02339
| pregnancy_category =  
| ChEBI_Ref = {{ebicite|correct|EBI}}
| legal_status =  
| ChEBI = 2956
| routes_of_administration =  
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 1537
 
<!--Chemical data-->
| C=20 | H=23 | N=5 | O=6 | S=1  
| molecular_weight = 461.491 g/mol
| smiles = O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)[C@@H](c1ccccc1)NC(=O)N2C(=O)NCC2)[C@H]4SC3(C)C
| InChI = 1/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1
| InChIKey = JTWOMNBEOCYFNV-NFFDBFGFBS
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = JTWOMNBEOCYFNV-NFFDBFGFSA-N
}}
}}
{{SI}}


'''Azlocillin''' is an [[acyl]][[ampicillin]] [[antibiotic]] with an extended spectrum of activity and greater ''[[in vitro]]'' potency than the carboxy [[penicillin]]s.
Azlocillin is similar to [[mezlocillin]] and [[piperacillin]]. It demonstrates antibacterial activity against a broad spectrum of [[bacteria]], including ''[[Pseudomonas aeruginosa]]'' and, in contrast to most [[cephalosporin]]s, exhibits activity against [[enterococcus|enterococci]].


'''Azlocillin''' is an [[acyl]][[ampicillin]] [[antibiotic]] with an extended spectrum of activity and greater [[in vitro]] potency than the carboxy [[penicillin]]s.
==Spectrum of bacterial susceptibility==
Azlocillin is similar to [[mezlocillin]] and [[piperacillin]]. It demonstrates antibacterial activity against a broad spectrum of [[bacterium|bacteria]], including ''[[Pseudomonas aeruginosa]]'' and, in contrast to most [[cephalosporin]]s, exhibits activity against [[enterococcus|enterococci]].
Azlocillin is considered a broad spectrum antibiotic and can be used against a number of Gram positive and Gram negative bacteria. The following represents MIC susceptibility data for a few medically significant organisms.<ref>http://www.toku-e.com/Assets/MIC/Azlocillin%20sodium%20salt.pdf</ref>
* ''Escherichia coli'' 1 μg/mL - 32 μg/mL
* ''Haemophilus'' spp. 0.03 μg/mL - 2 μg/mL
* ''Pseudomonas aeruginosa'' 4 μg/mL - 6.25 μg/mL
 
==References==
{{reflist|30em}}


{{PenicillinAntiBiotics}}
{{PenicillinAntiBiotics}}


[[Category:Beta-lactam antibiotics]]
[[Category:Beta-lactam antibiotics]]
[[Category:Enantiopure drugs]]
[[Category:Imidazolidinones]]




 
{{Antibiotic-stub}}
 
[[th:อะโซลซิลลิน]]
 
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Revision as of 13:49, 13 April 2015


Azlocillin
File:Azlocillin skeletal.svg
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC20H23N5O6S
Molar mass461.491 g/mol
3D model (JSmol)
  (verify)

Azlocillin is an acylampicillin antibiotic with an extended spectrum of activity and greater in vitro potency than the carboxy penicillins. Azlocillin is similar to mezlocillin and piperacillin. It demonstrates antibacterial activity against a broad spectrum of bacteria, including Pseudomonas aeruginosa and, in contrast to most cephalosporins, exhibits activity against enterococci.

Spectrum of bacterial susceptibility

Azlocillin is considered a broad spectrum antibiotic and can be used against a number of Gram positive and Gram negative bacteria. The following represents MIC susceptibility data for a few medically significant organisms.[1]

  • Escherichia coli 1 μg/mL - 32 μg/mL
  • Haemophilus spp. 0.03 μg/mL - 2 μg/mL
  • Pseudomonas aeruginosa 4 μg/mL - 6.25 μg/mL

References

  1. ↑ http://www.toku-e.com/Assets/MIC/Azlocillin%20sodium%20salt.pdf


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