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cefadroxil

Structure via PubChem · Public domain (PubChem)

EntityQ2319020· pop 22· linked from 194 articles

cefadroxil

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Also known as Duricef®, (6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, D-Cefadroxil, Cephadroxil, Cefadroxil anhydrous, CDX, Cefadroxilo

Cefadroxil (formerly trademarked as Duricef) is a broad-spectrum antibiotic of the cephalosporin type, effective in Gram-positive and Gram-negative bacterial infections. It is a bactericidal antibiotic.

Chemical data

Formula
C16H17N3O5S
Molecular weight
363.4 g/mol
IUPAC name
(6R,7R)-7-[[(2R)-2-azaniumyl-2-(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
SMILES
CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)[NH3+])SC1)C(=O)[O-]
InChIKey
BOEGTKLJZSQCCD-UEKVPHQBSA-N
XLogP
-1.4
Polar surface area
163 Ų
H-bond donors
3
H-bond acceptors
6
Formal charge
0

via PubChem

Wikidata facts

Mass
363.088892
Show 5 more facts
chemical formula
C₁₆H₁₇N₃O₅S
canonical SMILES
CC1=C(N2C(C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)SC1)C(=O)O
isomeric SMILES
CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)SC1)C(=O)O
defined daily dose
2
Commons category
Cefadroxil
Sources (5)

via Wikidata · CC0

~4 min read

Article

7 sections
Contents
  • Medical use
  • Spectrum of bacterial resistance and susceptibility
  • Side effects
  • Pharmacokinetics
  • Dosage
  • Veterinary use
  • References

{{Drugbox | Verifiedfields = changed | verifiedrevid = 460022388 | IUPAC_name = (6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | image = Cefadroxil.svg | image_class = skin-invert-image

| tradename = Duricef | Drugs.com = | MedlinePlus = a682730 | pregnancy_category = | legal_status = Rx Only | routes_of_administration = Oral

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