5575-21-3

Basic information

• Product Name: Cephalonium
• Synonyms: Cephalonium;Pyridinium, 4-(aminocarbonyl)-1-(6R,7R)-2-carboxy-8-oxo-7-(2-thienylacetyl)amino-5-thia-1-azabicyclo4.2.0oct-2-en-3-ylmethyl-, inner salt;(6R,7R)-3-[(4-Carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;(6R,7R)-3-[(4-Carbamoylpyridinio)methyl]-8-oxo-7-[2-(2-thienyl)acetylamino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;(6R,7R)-3-[(4-aminocarbonylpyridin-1-ium-1-yl)methyl]-8-oxo-7-(2-thiophen-2-ylethanoylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;(6R,7R)-3-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-8-keto-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS NO: 5575-21-3
• Molecular Formula: C₂₀H₁₈N₄O₅S₂
• Molecular Weight: 458.51
• EINECS: 226-948-7
• Mol File: 5575-21-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 147-150° (dec)
• Appearance: /
• Storage Temp.: 2-8°C
• PKA: 3.3(at 25℃)
• CAS DataBase Reference: Cephalonium(CAS DataBase Reference)
• NIST Chemistry Reference: Cephalonium(5575-21-3)
• EPA Substance Registry System: Cephalonium(5575-21-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 5575-21-3(Hazardous Substances Data)

Usage

Description

Cephalonium is a first-generation cephalosporin antibiotic, characterized by its broad-spectrum antimicrobial activity and ability to inhibit bacterial cell wall synthesis. It is particularly effective against gram-positive and some gram-negative bacteria, making it a valuable asset in the treatment of various infections.

Uses

Used in Dairy Industry:
Cephalonium is used as a long-acting intramammary cerate for infusion in dairy cows. This application helps to prevent and treat mastitis, a common inflammatory condition of the mammary gland, by providing a sustained release of the antibiotic directly to the site of infection. This targeted approach minimizes the risk of antibiotic residues in milk and reduces the likelihood of bacterial resistance development.
Used in Antimicrobial Applications:
Cephalonium is used as an antibacterial agent for the treatment of various infections caused by susceptible bacteria. Its broad-spectrum activity makes it suitable for treating a wide range of bacterial infections, including skin infections, respiratory infections, and urinary tract infections. The first-generation cephalosporin's effectiveness against gram-positive bacteria, such as Staphylococcus and Streptococcus species, contributes to its widespread use in clinical settings.

InChI:InChI=1/C20H18N4O5S2/c21-17(26)11-3-5-23(6-4-11)9-12-10-31-19-15(18(27)24(19)16(12)20(28)29)22-14(25)8-13-2-1-7-30-13/h1-7,15,19H,8-10H2,(H3-,21,22,25,26,28,29)/t15-,19-/m1/s1

Upstream product

• 39098-97-0 2-thienylacetic acid chloride 
• 1453-82-3 isonicotinamide 
• 957-68-6 7-Aminocephalosporanic acid 
• 5935-65-9 Desacetylcephalothin 
• 80927-95-3 3-(trimethylsiloxy)-8-oxo-7-(2-(2-thienyl) acetamido)-5-thiazabicyclo [4.2.0]Carboxylic acid 
• 153-61-7 cephalothin 

Relevant articles and documents

Synthesizing and purifying method of cefalonium

The invention discloses a synthesizing and purifying method of cefalonium and belongs to the technical field of medicine production. The method comprises a synthesizing step and a purifying step, wherein the synthesizing step comprises a synthesizing step of a cefalonium intermediate and a synthesizing step of a cefalonium coarse product. The method is characterized by comprising the step of obtaining a cefalonium fine product through the purifying step by means of the synthesizing step of the cefalonium intermediate and the synthesizing step of the cefalonium coarse product by taking D-7ACA as a raw material. The method disclosed by the invention has the beneficial effects that the process is slow in reaction and relatively high in safety; by introducing a catalyst, the reaction time is shortened greatly, and the production efficiency is increased; and the production cost is lowered greatly by successfully replacing 7-ACA by D-7ACA.

A 7-amino cephalosporanic acid one-step process for preparing method for the preparation of cephalosporin Loening

The invention discloses a method for preparing cephalonium from 7-aminocephalosporanic acid at one step. The method comprises the following steps: (1) adding 7-aminocephalosporanic acid into water with the temperature of 0-10 DEG C; (2) regulating the pH value of the solution; (3) adding an organic solvent, tiophencacetyl chloride and ethyl acetate, and reacting for 1-3h while stirring at the temperature of 0-10 DEG C; (4) after the reaction is ended, standing for layering; (5) adding activated carbon into a water phase for decoloring, and carrying out suction filtration; (6) adjusting the pH value of the filtrate, then, adding isonicotinamide, and reacting at the temperature of 15-50 DEG C; (7) after the reaction is ended, growing the grain for over 1h; (8) filtering to obtain a crystal, and drying to obtain the cephalonium. The cephalonium is prepared at one step, and an intermediate is not needed to be separated and extracted in the reaction process, so that the method is simple and convenient in operation, simple in reaction step and high in yield; the 7-aminocephalosporanic acid is used as the raw material and is simple and easy to obtain and low in market price, so that the production cost is greatly reduced.