Mr. Ibrahem/Dicloxacillin
Clinical data
Pronunciationdye klox' a sil' in[1]
AHFS/Drugs.comMonograph
MedlinePlusa685017
Pregnancy
category
  • AU: B2
Routes of
administration
By mouth
Drug classAntibiotic (penicillin)[1]
Legal status
Legal status
Pharmacokinetic data
Bioavailability60 to 80%
Protein binding98%
MetabolismLiver
Elimination half-life0.7 hours
ExcretionKidney and biliary
Identifiers
  • (2S,5R,6R)-6-{[3-(2,6-dichlorophenyl)-5-methyl-
    oxazole-4-carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-
    1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Chemical and physical data
FormulaC19H17Cl2N3O5S
Molar mass470.32 g·mol−1
3D model (JSmol)
  • O=C(O)[C@@H]3N4C(=O)[C@@H](NC(=O)c2c(onc2c1c(Cl)cccc1Cl)C)[C@H]4SC3(C)C
  • InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1 checkY
  • Key:YFAGHNZHGGCZAX-JKIFEVAISA-N checkY
  (verify)

Dicloxacillin is an antibiotics used to treat Staphylococcal infections.[2] This may include cellulitis, osteomyelitis, and pneumonia.[3] While it is effective in penicillinase resistant disease it not effective for MRSA.[2] It is taken by mouth.[2]

Common side effects include nausea, diarrhea, rash, and allergic reactions.[1] Other side effects may include anaphylaxis, Clostridium difficile diarrhea and low white blood cells.[1] Use in pregnancy appears to be relatively safe, but has not been well studied.[4] It is a β-lactam antibiotic and penicillin.[1] It works by interfering with the bacterial cell wall.[1]

Dicloxacillin was patented in 1961 and approved for medical use in 1968.[5] It is available as a generic medication.[1] In the United States 40 pills of 500 mg costs about 30 USD as of 2021.[6]

References edit

  1. ^ a b c d e f g h i "Dicloxacillin". LiverTox: Clinical and Research Information on Drug-Induced Liver Injury. National Institute of Diabetes and Digestive and Kidney Diseases. 2012. Archived from the original on 28 August 2021. Retrieved 24 December 2021.
  2. ^ a b c d "Dicloxacillin Monograph for Professionals". Drugs.com. Archived from the original on 20 January 2021. Retrieved 24 December 2021.
  3. ^ "289107 DICLOXACILLIN MYLAN 500 dicloxacillin (as sodium) 500 mg capsule bottle". Archived from the original on 11 January 2022. Retrieved 24 December 2021.
  4. ^ "Dicloxacillin Use During Pregnancy". Drugs.com. Archived from the original on 3 December 2020. Retrieved 24 December 2021.
  5. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 491. ISBN 9783527607495. Archived from the original on 2021-05-20. Retrieved 2020-12-01.
  6. ^ "Dicloxacillin Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 6 February 2017. Retrieved 24 December 2021.