Cefalonium

Base Information

• Chemical Name: Cefalonium
• CAS No.: 5575-21-3
• Molecular Formula: C20H18N4O5S2
• Molecular Weight: 458.519
• European Community (EC) Number: 226-948-7
• NSC Number: 759292
• UNII: K2P920217W
• DSSTox Substance ID: DTXSID5045388
• Wikipedia: Cefalonium
• Wikidata: Q5057218
• NCI Thesaurus Code: C98214
• Metabolomics Workbench ID: 126878
• ChEMBL ID: CHEMBL2105567
• Mol file: 5575-21-3.mol

Synonyms:cephalonium;Cepravin D.C.;Cepravin Dry Cow

Chemical Property of Cefalonium

Chemical Property:

• Melting Point: 147-150° (dec)
• PKA: 3.3(at 25℃)
• PSA: 190.05000
• LogP: -0.18980
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 458.07186203
• Heavy Atom Count: 31
• Complexity: 806

Purity/Quality:

99% ^*data from raw suppliers

Cefalonium hydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CS3)C(=O)[O-])C[N+]4=CC=C(C=C4)C(=O)N
• Isomeric SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CS3)C(=O)[O-])C[N+]4=CC=C(C=C4)C(=O)N
• Uses: Cephalonium is a first-generation cephalosporin antibiotic used as a long-acting intramammary cerate for infusion of dairy cows. antibacterial

Technology Process of Cefalonium

There total 7 articles about Cefalonium 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: 73.0%

Desacetylcephalothin (5935-65-9) + isonicotinamide (1453-82-3) → (6R,7R)-3-[(4-formamido-1-pyridinyl)methyl]-8-oxo-7-[(2-acetylamino-2-yl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (5575-21-3)

Guidance literature:

With sodium carbonate; sodium iodide; In water; at 60 - 65 ℃; Reagent/catalyst;

Reference yield: 72.8%

4-amino-1-(8-oxo-7-(2-((2-thienyl)acetamido)-2-(((trimethylsilyl)oxy)carbonyl)-5-azabicyclo[4.2.0]thio-2-octen-3-yl)methyl)pyridine → (6R,7R)-3-[(4-formamido-1-pyridinyl)methyl]-8-oxo-7-[(2-acetylamino-2-yl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (5575-21-3)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; In methanol; water; Reagent/catalyst;

Reference yield: 63.0%

2-thienylacetic acid chloride (39098-97-0) + isonicotinamide (1453-82-3) + 7-Aminocephalosporanic acid (957-68-6) → (6R,7R)-3-[(4-formamido-1-pyridinyl)methyl]-8-oxo-7-[(2-acetylamino-2-yl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (5575-21-3)

Guidance literature:

2-thienylacetic acid chloride; 7-Aminocephalosporanic acid; With triethylamine; In water; ethyl acetate; acetone; at 0 - 5 ℃; for 3h; pH=5-6;

isonicotinamide; With hydrogenchloride; In water; at 15 ℃; for 150h; pH=5; Reagent/catalyst; pH-value; Solvent; Temperature;

upstream raw materials:

2-thienylacetic acid chloride

isonicotinamide

7-Aminocephalosporanic acid

cephalothin