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Chemical Compound Review

AGN-PC-00JVLW     6-[[3-(2,6-dichlorophenyl)-5- methyl-1,2...

Synonyms: AG-K-00938, SureCN11407716, Oprea1_227571, CTK7J0836, FT-0603629, ...
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Disease relevance of dicloxacillin


Psychiatry related information on dicloxacillin

  • Growth of PA-48 cells in the presence of dicloxacillin (12.5 to 100 micrograms/ml) had no significant effect on the production rates or functional activity of the Id enzyme [4].

High impact information on dicloxacillin

  • Analysis of serum concentrations after intravenous administration of 1 and 2 gm dicloxacillin to healthy subjects revealed concentration-dependent kinetics with respect ot renal elimination [6].
  • In healthy volunteers the bioavailability after oral administration of 2 gm dicloxacillin or 2 gm cloxacillin amounted to 48.8% and 36.9% of the dose, respectively, when calculated from the area under the serum concentration-time curve, and to 74.1% and 48.5%, respectively, when calculated from the urinary excretion [6].
  • Mechanism of synergistic action of a combination of ampicillin and dicloxacillin against a beta-lactamase-producing strain of Citrobacter freundii [3].
  • These data support previous findings with dicloxacillin which show that patients with CF exhibit unusually rapid, active tubular secretion of certain penicillins that may necessitate use of larger doses of these drugs in treatment of infections [7].
  • Biofilms formed in the presence of sub-MIC concentrations of dicloxacillin contained less biomass, and there were notable changes in the composition of the biofilm matrix [8].

Chemical compound and disease context of dicloxacillin


Biological context of dicloxacillin

  • With the exception of a minor reduction in renal excretion, the pharmacokinetics of dicloxacillin showed no significant changes [9].
  • The serum protein binding of dicloxacillin was similar in both groups of subjects [14].
  • The time of occurrence of the peak serum concentration was similar in both groups and the total urinary recovery of dicloxacillin was normal or increased in the CF patients, suggesting that the intestinal absorption of the drug was unaffected by the disease [14].
  • Following rifampin dosing, the mean dicloxacillin C(max) across genotypes decreased from 31.4 +/- 10.8 to 22.9 +/- 7.0 microg/mL (P < .05), whereas the mean oral clearance increased from 235 +/- 82 to 297 +/- 71 mL/min (P < .001), and the mean absorption time increased from 0.71 +/- 0.55 to 1.34 +/- 0.77 h (P < .05) [15].
  • CASE SUMMARY: A 41-year-old man receiving warfarin 22 mg/wk with a final baseline prothrombin time (PT) of 20.7 sec was prescribed dicloxacillin 500 mg qid for 10 days [16].

Anatomical context of dicloxacillin


Associations of dicloxacillin with other chemical compounds


Gene context of dicloxacillin


Analytical, diagnostic and therapeutic context of dicloxacillin


  1. Kinetics and mechanism of inactivation of the RTEM-2 beta-lactamase by phenylpropynal. Identification of the characteristic chromophore. Grace, M.E., Schenkein, D.P., Pratt, R.F. J. Biol. Chem. (1987) [Pubmed]
  2. Efficacy of dicloxacillin-coated polyurethane catheters in preventing subcutaneous Staphylococcus aureus infection in mice. Sherertz, R.J., Forman, D.M., Solomon, D.D. Antimicrob. Agents Chemother. (1989) [Pubmed]
  3. Mechanism of synergistic action of a combination of ampicillin and dicloxacillin against a beta-lactamase-producing strain of Citrobacter freundii. Mizoguchi, J., Suginaka, H., Kotani, S. Antimicrob. Agents Chemother. (1979) [Pubmed]
  4. Bactericidal interactions of a beta-lactam and beta-lactamase inhibitors in experimental Pseudomonas aeruginosa endocarditis caused by a constitutive overproducer of type Id beta-lactamase. Bayer, A.S., Selecky, M., Babel, K., Hirano, L., Yih, J., Parr, T.R. Antimicrob. Agents Chemother. (1987) [Pubmed]
  5. Impact of pH and cationic supplementation on in vitro postantibiotic effect. Gudmundsson, A., Erlendsdottir, H., Gottfredsson, M., Gudmundsson, S. Antimicrob. Agents Chemother. (1991) [Pubmed]
  6. Dicloxacillin and cloxacillin: pharmacokinetics in healthy and hemodialysis subjects. Nauta, E.H., Mattie, H. Clin. Pharmacol. Ther. (1976) [Pubmed]
  7. Pharmacokinetics of methicillin in patients with cystic fibrosis. Yaffe, S.J., Gerbracht, L.M., Mosovich, L.L., Mattar, M.E., Danish, M., Jusko, W.J. J. Infect. Dis. (1977) [Pubmed]
  8. Effects of growth in the presence of subinhibitory concentrations of dicloxacillin on Staphylococcus epidermidis and Staphylococcus haemolyticus biofilms. Cerca, N., Martins, S., Sillankorva, S., Jefferson, K.K., Pier, G.B., Oliveira, R., Azeredo, J. Appl. Environ. Microbiol. (2005) [Pubmed]
  9. Effects of mezlocillin on the pharmacokinetics of oxacillin and dicloxacillin. Kampf, D. J. Antimicrob. Chemother. (1983) [Pubmed]
  10. Dicloxacillin and erythromycin at high concentrations increase ICAM-1 expression by endothelial cells: a possible factor in the pathogenesis of infusion phlebitis. Lanbeck, P., Odenholt, I., Riesbeck, K. J. Antimicrob. Chemother. (2004) [Pubmed]
  11. Once-daily azithromycin in the treatment of adult skin and skin-structure infections. Amaya-Tapia, G., Aguirre-Avalos, G., Andrade-Villanueva, J., Peredo-González, G., Morfín-Otero, R., Esparza-Ahumada, S., Rodríguez-Noriega, E. J. Antimicrob. Chemother. (1993) [Pubmed]
  12. Extracellular and intracellular killing in neutrophil granulocytes of Staphylococcus aureus with rifampicin in combination with dicloxacillin or fusidic acid. Nielsen, S.L., Black, F.T. J. Antimicrob. Chemother. (1999) [Pubmed]
  13. Subtherapeutic dicloxacillin levels in a neonate: possible mechanisms. Schwartz, G.J., Hegyi, T., Spitzer, A. J. Pediatr. (1976) [Pubmed]
  14. Enhanced renal excretion of dicloxacillin in patients with cystic fibrosis. Jusko, W.J., Mosovich, L.L., Gerbracht, L.M., Mattar, M.E., Yaffe, S.J. Pediatrics (1975) [Pubmed]
  15. Effect of the MDR1 C3435T variant and P-glycoprotein induction on dicloxacillin pharmacokinetics. Putnam, W.S., Woo, J.M., Huang, Y., Benet, L.Z. Journal of clinical pharmacology. (2005) [Pubmed]
  16. Potential interaction between warfarin and dicloxacillin. Mailloux, A.T., Gidal, B.E., Sorkness, C.A. The Annals of pharmacotherapy. (1996) [Pubmed]
  17. Activity of antibiotics in chronic granulomatous disease leukocytes. Jacobs, R.F., Wilson, C.B. Pediatr. Res. (1983) [Pubmed]
  18. Comparing radioactive and trephine-disk bioassays of dicloxacillin and gentamicin in ocular tissues in vitro. Barza, M., Baum, J.L., Kane, A. Am. J. Ophthalmol. (1977) [Pubmed]
  19. Penicillin-binding proteins in Listeria monocytogenes. Gutkind, G.O., Mollerach, M.E., De Torres, R.A. APMIS (1989) [Pubmed]
  20. Dicloxacillin concentrations in amputation. Jørgensen, L.N., Andreasen, J.J., Nielsen, P.T., Konradsen, L.A., Hartzen, S.H. Acta orthopaedica Scandinavica. (1989) [Pubmed]
  21. Plasma protein binding of dicloxacillin: effects of age and diseases. Pacifici, G.M., Viani, A., Taddeucci-Brunelli, G., Rizzo, G., Carrai, M. International journal of clinical pharmacology, therapy, and toxicology. (1987) [Pubmed]
  22. Efficacy of antibiotic-coated catheters in preventing subcutaneous Staphylococcus aureus infection in rabbits. Sherertz, R.J., Carruth, W.A., Hampton, A.A., Byron, M.P., Solomon, D.D. J. Infect. Dis. (1993) [Pubmed]
  23. A comparative study of the efficacy, safety and tolerance of azithromycin, dicloxacillin and flucloxacillin in the treatment of children with acute skin and skin-structure infections. Rodriguez-Solares, A., Pérez-Gutiérrez, F., Prosperi, J., Milgram, E., Martin, A. J. Antimicrob. Chemother. (1993) [Pubmed]
  24. Pseudomonas aeruginosa otochondritis complicating localized cutaneous leishmaniasis: prevention of mutilation by early antibiotic therapy. Van Der Vliet, D., Le Guern, A.S., Freitag, S., Gounod, N., Therby, A., Darie, H., Buffet, P.A. Am. J. Trop. Med. Hyg. (2006) [Pubmed]
  25. Can the enhanced renal clearance of antibiotics in cystic fibrosis patients be explained by P-glycoprotein transport? Susanto, M., Benet, L.Z. Pharm. Res. (2002) [Pubmed]
  26. A comparison of previous antibiotic therapy following isolation of MRSA versus MSSA in nursing home residents: a preliminary investigation. Drinka, P., Faulks, J.T., Gauerke, C., Goodman, B. Journal of the American Medical Directors Association. (2002) [Pubmed]
  27. Isolation of a Staphylococcus aureus beta-lactamase-dicloxacillin complex and kinetic studies on the reactivation of the enzyme. Hardy, L.W., Kirsch, J.F. Arch. Biochem. Biophys. (1989) [Pubmed]
  28. Controversies in antibiotic choices for bite wounds. Callaham, M. Annals of emergency medicine. (1988) [Pubmed]
  29. Influence of sulfaethidole on the human pharmacokinetics of dicloxacillin. DeSante, K.A., Dittert, L.W., Stavchansky, S., Doluisio, J.T. Journal of clinical pharmacology. (1980) [Pubmed]
  30. Application of ion-exchange cartridge clean-up in food analysis III. Determination of benzylpenicillin, phenoxymethyl-penicillin, oxacillin, cloxacillin, nafcillin and dicloxacillin in bovine liver and kidney by liquid chromatography with ultraviolet detection. Ito, Y., Ikai, Y., Oka, H., Matsumoto, H., Kagami, T., Takeba, K. Journal of chromatography. A. (2000) [Pubmed]
  31. Effects of hip arthroplasty and peroperative dicloxacillin prophylaxis on renal function. Wahlström, O., Maller, R., Larsson, R., Kågedal, B. Scand. J. Infect. Dis. (1992) [Pubmed]
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