سفادروکسیل

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, Cefadroxil, 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 Å²
H-bond donors: 3
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1978
Admin. routes: oral
Indications: infection, pulmonary tuberculosis, bacterial disease, pharyngitis

via ChEMBL · EBI

Wikidata facts

Subclass of: cephalosporin antibiotic
Mass: 363.088892
Has use: medication

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chemical formula: C₁₆H₁₇N₃O₅S
subject has role: enzyme inhibitor
medical condition treated: staphylococcal infection
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

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via Wikidata sitelinks · CC0