Δ2-Cefuroxime Axetil

Base Information

• Chemical Name: Δ2-Cefuroxime Axetil
• CAS No.: 123458-61-7
• Molecular Formula: C20H22N4O10S
• Molecular Weight: 510.47448
• Mol file: 123458-61-7.mol

Synonyms:Δ2-Cefuroxime Axetil;(6R,7R)-3-[[(AMinocarbonyl)oxy]Methyl]-7-[[(2Z)-2-(2-furanyl)-2-(MethoxyiMino)acetyl]aMino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic Acid 1-(Acetyloxy)ethyl Ester;[6R-[6α, 7β(Z)]]-3-[[(Aminocarbonyl)oxy]methyl]-7-[[2-furanyl(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid 1-(acetyloxy)ethyl ester

Chemical Property of Δ2-Cefuroxime Axetil

Chemical Property:

• PKA: 8.33±0.60(Predicted)
• PSA: 218.84000
• Density: 1.61±0.1 g/cm3(Predicted)
• LogP: 1.12210
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

Δ2-CefuroximeAxetil(CefuroximeAxetilDelta-3Isomer) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: It is an oral prodrug of Cefuroxime (C248060), an injectable second generation cephalosporin with an excellent antibacterial activity. This ester is applied in therapy as a mixture of the R and S diastereoisomers. Δ2-Cefuroxime Axetil (Cefuroxime Axetil EP Impurity A) is an oral prodrug of Cefuroxime (C248060), an injectable second generation cephalosporin with an excellent antibacterial activity. This ester is applied in therapy as a mixture of the R and S diastereoisomers.

Technology Process of Δ2-Cefuroxime Axetil

There total 2 articles about Δ2-Cefuroxime Axetil 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:

cefuroxime axetil (64544-07-6) → Δ-2-cefuroxime axetil (123458-61-7)

Guidance literature:

With morpholine; In dichloromethane; at 20 ℃; for 7h; Solvent; Reagent/catalyst;

Reference yield:

cefuroxime axetil (64544-07-6) → cefuroxime sodium + Δ-2-cefuroxime axetil (123458-61-7) + (6R,7R)-7-[(Z)-2-(2-furyl)-2-methoxyiminoacetamido]-3-carbamoyloxymethyl-2-cephem-4-carboxylic acid

Guidance literature:

In phosphate buffer; at 37 ℃; for 24h; pH=7.4; Further Variations:; Solvents; Product distribution; Kinetics;

upstream raw materials:

cefuroxime axetil

Refernces

• 1、 Stoeckel, Klaus,Hofheinz, Werner,Laneury, Jean Paul,Duchene, Patrick,Shedlofsky, Steve,Blouin, Robert A.. "Stability of cephalosporin prodrug esters in human intestinal juice: Implications for oral bioavailability". . p. 2602 - 2606. Retrieved 2007/10/03.