Dicloxacillin

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Dicloxacillin
Category Enzyme inhibitors
Catalog number BBF-01839
CAS 3116-76-5
Molecular Weight 470.32
Molecular Formula C19H17Cl2N3O5S
Purity ≥95%

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Description

Dicloxacillin, a β-lactamase resistant penicillin similar to oxacillin, used to treat infections caused by susceptible (non-resistant) Gram-positive bacteria.

Specification

Synonyms Veracillin, BRL1702; BRL 1702; BRL-1702;(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;
Shelf Life As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly.
Storage Store at -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
Canonical SMILES CC1=C(C(=NO1)C2=C(C=CC=C2Cl)Cl)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)O
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
InChI Key YFAGHNZHGGCZAX-JKIFEVAISA-N

Properties

Appearance White to Off-White Solid
Application Used as an antibiotic especially against Gram-positive bacteria and also be significant in biological studies.
Melting Point >185°C
Solubility Soluble in DMSO

Reference Reading

1.Safety and pharmacokinetics of dicloxacillin in healthy Chinese volunteers following single and multiple oral doses.
Wu G1, Zheng Y1, Zhou H1, Hu X1, Liu J1, Zhai Y1, Zhu M1, Wu L1, Shentu J1. Drug Des Devel Ther. 2015 Oct 16;9:5687-95. doi: 10.2147/DDDT.S92117. eCollection 2015.
BACKGROUND: Dicloxacillin, a semisynthetic isoxazolyl penicillin antibiotic, has antimicrobial activity against a wide variety of gram-positive bacteria including Staphylococcus aureus, Streptococcus pyogenes, Streptococcus pneumonia, Streptococcus epidermidis, Streptococcus viridans, Streptococcus agalactiae, and Neisseria meningitidis. The objective of this study was to evaluate the safety and pharmacokinetic profile of dicloxacillin after single and multiple oral dose in healthy Chinese volunteers.
2.Assessments of Thioridazine as a Helper Compound to Dicloxacillin against Methicillin-Resistant Staphylococcus aureus: In Vivo Trials in a Mouse Peritonitis Model.
Stenger M1, Hendel K2, Bollen P3, Licht PB4, Kolmos HJ2, Klitgaard JK5. PLoS One. 2015 Aug 12;10(8):e0135571. doi: 10.1371/journal.pone.0135571. eCollection 2015.
INTRODUCTION: The rise in antimicrobial resistance is a major global concern and requires new treatment strategies. The use of helper compounds, such as thioridazine (TDZ), an antipsychotic drug, in combination with traditional antibiotics must be investigated.

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