Talk:Cefuroxime

IUPAC Name needs stereochemistry

IUPAC Name should be:

(6R,7R)-3-[(carbamoyloxy)methyl]-7-{[(2E)-2-(furan-2-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid--ChemSpiderMan (talk) 03:41, 26 May 2008 (UTC)

No, this is a (Z)-compound (source: Merck Index 14th Edition, p. 323). Best regards, --Jü (talk) 18:39, 5 June 2011 (UTC)

Structural formulae in the box

Structural formulae shows a (E)-C=N-double bond. This is wrong. According to Merck Index 14th Edition, p. 323 Cefuroxime has a (Z)-C=N-double bond. Best regards, --Jü (talk) 18:39, 5 June 2011 (UTC)

I wouldn't use the Merck Index as your only source of structural information, especially conformation. Nonetheless, I think you are correct. I've looked at the crystal structures of various similar cephalosporins, and of protein-bound cefuroxime (PDB 1QMF), and the oxime methoxy is always trans to the heterocycle (furan or thiazole). See, for example, ceftizoxime in A. Miyamae, S. Koda, Y. Morimoto, Chem. Pharm. Bull. (1986) 34 3539–3548 (CSD code FAJMAE). I have updated the image accordingly. --Ben (talk) 11:59, 9 June 2011 (UTC)

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Cefuroxime

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Is it safe to take alcohol after taking cefuroxime

Roy Shapure (talk) 06:59, 23 April 2018 (UTC)

2D structures mislabelled

In the 2D structures the stereocentre on the right should be flipped. 175.37.200.187 (talk) 14:11, 15 May 2025 (UTC)

Inconsistent data in the infobox

Data in the infobox conflates three different chemical entities, including cefuroxime (CID 5479529 from PubChem), trans-cefuroxime (CID 5361202 from PubChem), and delta2-cefuroxime (CID 23659637 from PubChem). I will fix it soon once I have it all sorted out. Marbletan (talk) 12:44, 1 May 2026 (UTC)

I think it is all consistent now. If someone want to check me to confirm, that would be good. Marbletan (talk) 13:24, 1 May 2026 (UTC)