Dicloxacillin

Base Information

• Chemical Name: Dicloxacillin
• CAS No.: 3116-76-5
• Molecular Formula: C19H17Cl2N3O5S
• Molecular Weight: 470.333
• European Community (EC) Number: 221-488-3
• UNII: COF19H7WBK
• DSSTox Substance ID: DTXSID1022924
• Nikkaji Number: J3.048A
• Wikipedia: Dicloxacillin
• Wikidata: Q2313471
• NCI Thesaurus Code: C28986
• RXCUI: 3356
• Metabolomics Workbench ID: 42830
• ChEMBL ID: CHEMBL893
• Mol file: 3116-76-5.mol

Synonyms:Cilpen;Dichloroxacillin;Diclocil;Dicloxaciclin;Dicloxacillin;Dicloxacillin Sodium;Dicloxacillin, Monosodium Salt, Anhydrous;Dicloxacillin, Monosodium Salt, Mono-Hydrate;Dicloxacycline;Dicloxsig;Distaph;Ditterolina;Dycill;Dynapen;InfectoStaph;Pathocil;Posipen;Sodium, Dicloxacillin

Chemical Property of Dicloxacillin

Chemical Property:

• Appearance/Colour: white to off white free flowing crystalline powder
• Vapor Pressure: 3.98E-20mmHg at 25°C
• Melting Point: 218 °C (decomp)
• Refractive Index: 1.69
• Boiling Point: 692.4 °C at 760 mmHg
• PKA: pKa 2.76(H2O t=37 I=0.15 (KCl)) (Uncertain)
• Flash Point: 372.5 °C
• PSA: 138.04000
• Density: 1.62 g/cm³
• LogP: 3.53090
• Storage Temp.: 2-8°C
• Water Solubility.: 3.63 mg/L
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 469.0265972
• Heavy Atom Count: 30
• Complexity: 746

Purity/Quality:

99% ^*data from raw suppliers

Dicloxacillin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Penicillin (Penicillinase-Resistant)
• 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
• Isomeric 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
• Recent ClinicalTrials: Staphylococcus Aureus and The Skin Microbiome During Flare And Resolution Of Atopic Dermatitis
• Recent EU Clinical Trials: The Pathogenic Role Of Staphylococcus Aureus And The Skin Microbiome During Flare And Resolution Of Atopic Dermatitis
• Description: Chemically this is 3(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl penicillin. It differs from cloxacillin by having two chloride ions attached to the phenyl group. It comes as oral capsules of 250 and 500 mg, and in an injectable formulation of 500 mg and 1 g.
• Uses: Antibacterial.
• Therapeutic Function: Antibacterial

Technology Process of Dicloxacillin

There total 2 articles about Dicloxacillin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ dicloxacillin (3116-76-5)

Guidance literature:

7-Amino-penicillansaeure, entspr.Isoxazoloylchlorid IV;

Reference yield:

→ 6β-[3-(2,6-dichloro-phenyl)-5-methyl-isoxazole-4-carbonylamino]-penicillanic acid (3116-76-5)

Guidance literature:

Aus dem Phenacylester und NaSC6H5;aus dem p-Nitrobenzylester und H2; aus N-<3-(2',6'-Dichlorphenyl)-5-methyl-isoxazol-4-carbonyl>-benzylpenicillin-phenacylesterund NaSC6H5;

Reference yield: 80.0%

dicloxacillin (3116-76-5) + water (7732-18-5) + copper diacetate (142-71-2) → Cu(C19H16N3O5SCl2)(H2O)(OCOCH3)

Guidance literature:

In ethanol; water; aq. soln. of Cu salt and ligand (molar ratio 1:1) in water-EtOH refluxedfor 1 h; concd.; filtered; ppt. washed with hot H2O-EtOH; dried in vac. over anhyd. CaCl2; elem. anal.;

DOI:10.1016/S1386-1425(01)00401-2

Downstream raw materials:

Dicloxacillin S-sulphoxide

phenoxymethylpenicillin sulfoxide

methyl 6β-phenoxyacetamidopenicillanate-1β-sulfoxide

Dicloxacillin S-sulphoxide methylester