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123458-61-7

123458-61-7 Structure

123458-61-7 Structure
IdentificationBack Directory
[Name]

Δ2-Cefuroxime Axetil
[CAS]

123458-61-7
[Synonyms]

Δ2-Cefuroxime Axetil
Cefuroxim Impurity 34
Cefuroxim Impurity 10
Delta2-Cefuroxime axetil
Cefuroxim axetil impurity A
Cefuroxime Axetil EP Impurity A
Cefuroxime Axetil Impurity A (EP)
Cefuroxime Axetil Impurities (EP)
(6R,7R)-1-acetoxyethyl 3-((carbamoyloxy)methyl)
Cefuroxime Axetil Impurity A (EP)(Δ3-Cefuroxime Axetil)
Cefuroxime Impurity 34(Cefuroxime Axetil EP Impurity A)
Δ2-Cefuroxime Axetil (Cefuroxime Axetil Delta-3 Isomer)
delta2-Cefuroxime Axetil (Cefuroxime Axetil Delta-3 Isomer)
1-acetoxyethyl (6R,7R)-3-((carbamoyloxy)methyl)-7-((Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylate
1-acetyloxyethyl (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylate
[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
(6R,7R)-1-Acetoxyethyl 3-((carbamoyloxy)methyl)-7-((Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylate (Cefuroxime Impurity)
(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
5-Thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-(2-furanyl)-2-(methoxyimino)acetyl]amino]-8-oxo-, 1-(acetyloxy)ethyl ester, (6R,7R)-
[Molecular Formula]

C20H22N4O10S
[MDL Number]

MFCD00864991
[MOL File]

123458-61-7.mol
[Molecular Weight]

510.474
Chemical PropertiesBack Directory
[Melting point ]

64-71°C
[density ]

1.61±0.1 g/cm3(Predicted)
[storage temp. ]

Hygroscopic, -20°C Freezer, Under inert atmosphere
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

8.33±0.60(Predicted)
[color ]

White to Pale Yellow
[Stability:]

Hygroscopic
[Major Application]

pharmaceutical (small molecule)
[InChIKey]

AQVGUOHUYICCIZ-WDVFJNCVSA-N
[SMILES]

S1[C@H]2N(C(C(=C1)COC(=O)N)C(=O)OC(OC(=O)C)C)C(=O)[C@H]2NC(=O)\C(=N/OC)\c3[o]ccc3
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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.
[Synthesis]

The ethyl acetate solution of δ2-cefuroxime was concentrated to 30% under vacuum -0.99 MPa to obtain δ2-cefuroxime concentrate. To 25 ml of isopropyl ether or petroleum ether, add 0.2 g of δ2- cefuroxime crystalline seed and stir rapidly to obtain cefuro
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