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dicloxacillin
Sign in to saveAlso known as Dycill, R-13423, Dynapen, BRL-1702, Pathocill, (2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, Dicloxacillina, Dicloxacilina
Dicloxacillin is a narrow-spectrum β-lactam antibiotic of the penicillin class. It is used to treat infections caused by susceptible (non-resistant) Gram-positive bacteria. It is active against beta-lactamase-producing organisms such as Staphylococcus aureus, which would otherwise be resistant to most penicillins. Dicloxacillin is available under a variety of trade names including Diclocil (BMS).
Chemical data
- Formula
- C19H17Cl2N3O5S
- Molecular weight
- 470.3 g/mol
- IUPAC name
- (2S,5R,6R)-6-[[3-(2,6-dichlorophenyl)-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=C(C=CC=C2Cl)Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O
- InChIKey
- YFAGHNZHGGCZAX-JKIFEVAISA-N
- XLogP
- 2.9
- Polar surface area
- 138 Ų
- H-bond donors
- 2
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
990 papers- Is dicloxacillin nephrotoxic?Acta orthopaedica Scandinavica · 1984
- Dicloxacillin-warfarin drug-drug interaction-A register-based study and in vitro investigations in 3D spheroid primary human hepatocytes.British journal of clinical pharmacology · 2023
- Transfer of Dicloxacillin into Human Milk.Breastfeeding medicine : the official journal of the Academy of Breastfeeding Medicine · 2020
- The isoxazolyl penicillins: oxacillin, cloxacillin, and dicloxacillin.The Medical clinics of North America · 1970
- [Dicloxacillin. Clinical trial].Prensa medica argentina · 1966
via PubMed
~5 min read
Encyclopedic overview
10 sectionsContents
- Medical uses
- Available forms
- Contraindications
- Adverse effects
- Interactions
- Resistance
- Mechanism of action
- Medicinal chemistry
- See also
- References
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| tradename = | Drugs.com = | MedlinePlus = a685017 | pregnancy_AU = B2 | pregnancy_US = B | legal_AU = S4 | legal_US = Rx-only | routes_of_administration = Oral
Excerpted from Wikipedia’s “dicloxacillin” article, available under the CC BY-SA 4.0 licence.