cloxacillin

Also known as (2S,5R,6R)-6-({[3-(2-chlorophenyl)-5-methylisoxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, [3-(o-chlorophenyl)-5-methyl-4-isoxazolyl]penicillin, 6-[3-(o-chlorophenyl)-5-methyl-4-isoxazolecarboxamido]penicillanic acid

Cloxacillin is an antibiotic useful for the treatment of several bacterial infections. This includes impetigo, cellulitis, pneumonia, septic arthritis, and otitis externa. It is not effective for methicillin-resistant Staphylococcus aureus (MRSA). It can be used by mouth and by injection.

Chemical data

Formula: C19H18ClN3O5S
Molecular weight: 435.9 g/mol
IUPAC name: (2S,5R,6R)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES: CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O
InChIKey: LQOLIRLGBULYKD-JKIFEVAISA-N
XLogP: 2.4
Polar surface area: 138 Å²
H-bond donors: 2
H-bond acceptors: 7
Formal charge: 0

via PubChem

Research

4,251 papers

Article

5 sections

Contents

Mechanism of action
Society and culture
See also
References
External links

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