Dicloxacillin

For research use only. Not for therapeutic Use.

  • CAT Number: I006484
  • CAS Number: 3116-76-5
  • Molecular Formula: C19H17Cl2N3O5S
  • Molecular Weight: 470.32
  • Purity: ≥95%
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Dicloxacillin(Cat No.:I006484)is a penicillinase-resistant penicillin antibiotic used to treat infections caused by penicillinase-producing Staphylococcus aureus and other Gram-positive bacteria. It works by inhibiting bacterial cell wall synthesis, leading to cell lysis and death. Dicloxacillin is particularly effective for skin and soft tissue infections, respiratory infections, and bone infections, as it remains stable against bacterial beta-lactamase enzymes. Available in oral and injectable forms, it offers flexible dosing options, making it convenient for outpatient and hospital care. Its specificity makes it a preferred choice for staphylococcal infections.


Catalog Number I006484
CAS Number 3116-76-5
Synonyms

Dicloxacillin; Dicloxacilina; Dicloxacilline; Dicloxacillinum; Dicloxacycline; Dynapen; Diclocil;(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

Molecular Formula C19H17Cl2N3O5S
Purity ≥95%
Target Beta-lactamase
Solubility Soluble in DMSO, not in water
Storage -20°C
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
InChI 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
InChIKey YFAGHNZHGGCZAX-JKIFEVAISA-N
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
Reference

</br>1:Systemic thioridazine in combination with dicloxacillin against early aortic graft infections caused by Staphylococcus aureus in a porcine model: In vivo results do not reproduce the in vitro synergistic activity. Stenger M, Behr-Rasmussen C, Klein K, Grønnemose RB, Andersen TE, Klitgaard JK, Kolmos HJ, Lindholt JS.PLoS One. 2017 Mar 9;12(3):e0173362. doi: 10.1371/journal.pone.0173362. eCollection 2017. PMID: 28278183 Free PMC Article</br>2:Combination of thioridazine and dicloxacillin as a possible treatment strategy of staphylococci. Rasmussen KS, Poulsen MØ, Jacobsen K, Skov MN, Kolmos HJ, Kallipolitis BH, Klitgaard JK.New Microbiol. 2017 Apr;40(2):146-147. Epub 2017 Mar 1. PMID: 28255602 Free Article</br>3:Co-release of dicloxacillin and thioridazine from catheter material containing an interpenetrating polymer network for inhibiting device-associated Staphylococcus aureus infection. Stenger M, Klein K, Grønnemose RB, Klitgaard JK, Kolmos HJ, Lindholt JS, Alm M, Thomsen P, Andersen TE.J Control Release. 2016 Nov 10;241:125-134. doi: 10.1016/j.jconrel.2016.09.018. Epub 2016 Sep 20. PMID: 27663229 </br>4:A retrospective study of acute kidney injury in hip arthroplasty patients receiving gentamicin and dicloxacillin. Johansson S, Christensen OM, Thorsmark AH.Acta Orthop. 2016 Dec;87(6):589-591. Epub 2016 Sep 20. PMID: 27648882 Free PMC Article</br>5:Radical-scavenging activity of penicillin G, ampicillin, oxacillin, and dicloxacillin. Berczyński P, Kładna A, Kruk I, Aboul-Enein HY.Luminescence. 2017 May;32(3):434-442. doi: 10.1002/bio.3199. Epub 2016 Aug 11. PMID: 27511803 </br>6:Partial Least-Squares and Linear Support Vector Regression Chemometric Methods for Simultaneous Determination of Amoxicillin Trihydrate and Dicloxacillin Sodium in the Presence of Their Common Impurity. Naguib IA, Abdelaleem EA, Zaazaa HE, Hussein EA.J AOAC Int. 2016 Jul;99(4):972-9. doi: 10.5740/jaoacint.16-0033. Epub 2016 Jun 15. PMID: 27305461 </br>7:Safety and pharmacokinetics of dicloxacillin in healthy Chinese volunteers following single and multiple oral doses. Wu G, Zheng Y, Zhou H, Hu X, Liu J, Zhai Y, Zhu M, Wu L, Shentu J.Drug Des Devel Ther. 2015 Oct 16;9:5687-95. doi: 10.2147/DDDT.S92117. eCollection 2015. PMID: 26527863 Free PMC Article</br>8:Assessments of Thioridazine as a Helper Compound to Dicloxacillin against Methicillin-Resistant Staphylococcus aureus: In Vivo Trials in a Mouse Peritonitis Model. Stenger M, Hendel K, Bollen P, Licht PB, Kolmos HJ, Klitgaard JK.PLoS One. 2015 Aug 12;10(8):e0135571. doi: 10.1371/journal.pone.0135571. eCollection 2015. PMID: 26267376 Free PMC Article</br>9:Change in International Normalized Ratio Among Patients Treated With Dicloxacillin and Vitamin K Antagonists. Pottegård A, Henriksen DP, Madsen KG, Hellfritzsch M, Damkier P, Stage TB.JAMA. 2015 Jul 21;314(3):296-7. doi: 10.1001/jama.2015.6669. No abstract available. PMID: 26197191 </br>10:Evaluation of water matrix effects, experimental parameters, and the degradation pathway during the TiO2 photocatalytical treatment of the antibiotic dicloxacillin. Villegas-Guzman P, Silva-Agredo J, González-Gómez D, Giraldo-Aguirre AL, Flórez-Acosta O, Torres-Palma RA.J Environ Sci Health A Tox Hazard Subst Environ Eng. 2015;50(1):40-8. doi: 10.1080/10934529.2015.964606. PMID: 25438130

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