cefazaflur

Cefazaflur (INN) is a first-generation cephalosporin antibiotic. == Synthesis == Cefazaflur stands out among this group of analogues because it lacks an arylamide C-7 side chain (see cephacetrile for another example). thumb|center|700px|Cefazaflur synthesis: Cefazaflur is synthesized by reaction of 3-(1-methyl-1H-tetrazol-5-ylthiomethylene)-7-amino-cephem-4-carboxylic acid (1) with trifluoromethylthioacetyl chloride (2).

Chemical data

Formula: C13H13F3N6O4S3
Molecular weight: 470.5 g/mol
IUPAC name: (6R,7R)-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-7-[[2-(trifluoromethylsulfanyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES: CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CSC(F)(F)F)SC2)C(=O)O
InChIKey: HGXLJRWXCXSEJO-GMSGAONNSA-N
XLogP: 0.8
Polar surface area: 206 Å²
H-bond donors: 2
H-bond acceptors: 13
Formal charge: 0

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Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Mass: 470.011

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chemical formula: C₁₃H₁₃F₃N₆O₄S₃
Commons category: Cefazaflur
canonical SMILES: CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)NC(=O)CSC(F)(F)F)SC2)C(=O)O
isomeric SMILES: CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CSC(F)(F)F)SC2)C(=O)O

Sources (3)

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Encyclopedic overview

2 sections

Contents

Synthesis
References

== References ==

Excerpted from Wikipedia’s “cefazaflur” article, available under the CC BY-SA 4.0 licence.

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