Cefuroxime

C₁₆H₁₆N₄O₈SCAS 55268-75-2424.38 g/mol

Open in Covalent MOL file

Alkene Amide Carboxylic acid Lactam Oxime Sulfide

Properties

Molecular formula: C₁₆H₁₆N₄O₈S
Molar mass: 424.38 g/mol
Exact mass: 424.0689 Da
Melting point: 171.5–173 °C (decomposes)
logP: 0.72Crippen estimate
Polar surface area: 178.2 Å²
H-bond donors / acceptors: 4 / 9
Rotatable bonds: 7
Stereocentres: R, Rin SMILES atom order

Hazards

Danger

H317 May cause an allergic skin reaction31% of notifiers
H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled97.6% of notifiers
H373 May causes damage to organs through prolonged or repeated exposure66.7% of notifiers

Aggregated from 42 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P319, P321, P333+P317, P342+P316, P362+P364, P403, P501

Identifiers

CAS number

55268-75-2

SMILES

CO/N=C(C(O)=N[C@@H]1C(=O)N2C(C(=O)O)=C(COC(=N)O)CS[C@H]12)c1ccco1

InChIKey

JFPVXVDWJQMJEE-IZRZKJBUSA-N

InChI

InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9-/t10-,14-/m1/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

15 names · show all

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-[[2-furanyl(methoxyimino)acetyl]amino]-8-oxo-, [6R-[6α,7β(Z)]]-
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-(2-furanyl)-2-(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)-
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-furanyl(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)-
(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-2-ene-2-carboxylic acid
Cefuroxim
Cephuroxime
Cefaloxime
Biofuroksym
Cefuroxime acid
Ketocef
Cefasyn
Biofuroxim
Multisef
Maxalac
Zefu

Work with Cefuroxime

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Cefuroxime sodium56238-63-2Salt

Similar compounds

Cefuroxime axetil64544-07-676 % similar Ceftiofur80370-57-663 % similar Ceftiofur hydrochloride103980-44-561 % similar Cefotaxime63527-52-658 % similar Cefpodoxime80210-62-457 % similar Cefetamet65052-63-350 % similar Cefuzonam82219-78-148 % similar Cefteram82547-58-848 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Elsewhere

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