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1596-63-0

1596-63-0 Structure

1596-63-0 Structure
IdentificationBack Directory
[Name]

quinacillin
[CAS]

1596-63-0
[Synonyms]

quinacillin
3-Carboxy-2-quinoxalinylpenicillanic acid
6α-[[3-(Sodiooxycarbonyl)quinoxalin-2-yl]carbonylamino]penicillanic acid sodium salt
(2S,5R,6R)-6-[(3-carboxyquinoxaline-2-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2S,5R,6R)-6-[(3-carboxyquinoxaline-2-carbonyl)amino]-7-keto-3,3-dimethyl-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
(2S,5R,6R)-6-[(3-carboxyquinoxalin-2-yl)carbonylamino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(3-carboxy-2-quinoxalinyl)carbonyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
[EINECS(EC#)]

216-481-7
[Molecular Formula]

C18H16N4O6S
[MOL File]

1596-63-0.mol
[Molecular Weight]

416.41
Hazard InformationBack Directory
[Uses]

Quinacillin is a compound that undergoes hydrolysis catalyzed by penicillinase. Quinacillin is irreversibly covalently bound to proteins via its β-lactam carboxyl group[1].
[Definition]

ChEBI: Quinacillin is a semisynthetic penicillase-resistant penicillin with antibacterial activity; it binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. It has a role as an antibacterial drug. It is a penicillin and a quinoxaline derivative.
[References]

[1] Virden R, et al. The active site of penicillinase from Staphylococcus aureus PC1. Isolation of a specific covalent complex with the substrate quinacillin[J]. Biochemical Journal, 1975, 149(2): 397-401.
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