Azlocillin

Base Information

• Chemical Name: Azlocillin
• CAS No.: 37091-66-0
• Molecular Formula: C20H23N5O6S
• Molecular Weight: 461.499
• European Community (EC) Number: 253-347-7,253-348-2
• UNII: HUM6H389W0
• DSSTox Substance ID: DTXSID1022639
• Nikkaji Number: J19.344E
• Wikipedia: Azlocillin
• Wikidata: Q510154
• NCI Thesaurus Code: C293
• Metabolomics Workbench ID: 43299
• ChEMBL ID: CHEMBL1537
• Mol file: 37091-66-0.mol

Synonyms:Azlin;Azlocillin;Azlocillin Sodium;Azlocillin, Sodium;Bay e 6905;Bay-e 6905;Baye 6905;Securopen;Sodium Azlocillin;Sodium, Azlocillin

Chemical Property of Azlocillin

Chemical Property:

• Refractive Index: 1.696
• PKA: pKa 2.8 (Uncertain)
• PSA: 173.45000
• Density: 1.55 g/cm³
• LogP: 1.08060
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 461.13690464
• Heavy Atom Count: 32
• Complexity: 844

Purity/Quality:

98.0%Min ^*data from raw suppliers

Azlocillin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)NC(=O)N4CCNC4=O)C(=O)O)C
• Isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)NC(=O)N4CCNC4=O)C(=O)O)C
• Uses: Antibacterial. Azlocillin is an antibiotic.
• Indications: Azlocillin is active with respect to Gram-positive and Gram-negative aerobic and anaerobic microorganisms. It is highly effective with respect to bacillus pyocyaneus, including strains that are resistant to carbenicillin and aminoglycosides. It is destroyed by betalactamases. It is used for bacterial infections such as pyelonephritis, uretritis, cystitis, endometritis, cholecystitis, sepsis, peritonitis, endocarditis, meningitis, pneumonia, infections of the skin and soft tissues, infected burns, and so on. Synonyms of this drug are securopen and azlin.
• Therapeutic Function: Antibacterial

Technology Process of Azlocillin

There total 2 articles about Azlocillin 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: 99.5%

ampicillin (69-53-4) + 2-oxoimidazolidine-1-carbonyl chloride (13214-53-4) → azlocillin (37091-66-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; 1,4-dioxane; water; acetone; at 5 - 15 ℃; for 3h; Time; Temperature; Concentration;

Reference yield:

6-Aminopenicillanic Acid (551-16-6) + D-α-(2-Oxo-imidazolidinon-1-carboxamido)-α-phenylessigsaeure (37091-70-6) → azlocillin (37091-66-0)

Guidance literature:

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -5 deg C, 1 h; 2.) CH₂Cl₂, 0 deg C, 1 h;

Reference yield:

azlocillin (37091-66-0) → azlocillin sodium (37091-65-9)

Guidance literature:

With sodium hydroxide; In water; at 5 - 8 ℃; pH=7-7.6; Concentration;

upstream raw materials:

6-Aminopenicillanic Acid

D-α-(2-Oxo-imidazolidinon-1-carboxamido)-α-phenylessigsaeure

ampicillin

2-oxoimidazolidine-1-carbonyl chloride

Downstream raw materials:

azlocillin sodium

Refernces

• 1、 -. "A Azlocillin sodium freeze-dried powder preparation method (by machine translation)". Paragraph 0031; 0032; 0033; 0034; 0035; 0036; 0037. . Retrieved 2016/12/12.