Cefadroxil
Cefadroxil
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Cefadroxil

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Catalog Number PR50370122
CAS 50370-12-2
Structure
Description Cefadroxil anhydrous is a Cephalosporin Antibacterial.
Synonyms Cephadroxil; Cefadroxilo; Cefadroxilum
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
Molecular Weight 363.4
Molecular Formula C16H17N3O5S
InChI BOEGTKLJZSQCCD-UEKVPHQBSA-N
InChI Key InChI=1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1
Drug Categories Amides; Anti-Bacterial Agents; Anti-Infective Agents; Antibacterials for Systemic Use; Antiinfectives for Systemic Use; beta-Lactams; Cephalosporins; Drugs that are Mainly Renally Excreted; First-Generation Cephalosporins; Heterocyclic Compounds, Fused-Ring; Lactams; Nephrotoxic agents; OAT1/SLC22A6 inhibitors; OAT3/SLC22A8 Inhibitors; Sulfur Compounds; Thiazines
Drug Interactions Abacavir-Cefadroxil may decrease the excretion rate of Abacavir which could result in a higher serum level.
Abciximab-The therapeutic efficacy of Abciximab can be decreased when used in combination with Cefadroxil.
Acamprosate-The excretion of Acamprosate can be decreased when combined with Cefadroxil.
Aceclofenac-The risk or severity of nephrotoxicity can be increased when Cefadroxil is combined with Aceclofenac.
Acemetacin-The risk or severity of nephrotoxicity can be increased when Cefadroxil is combined with Acemetacin.
Half-Life 1.5 hours
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
Packaging 25kg/Drum
Standard USP, EP, BP
Type Small Molecule
Pharmacology

Indications

Cefadroxil is primarily indicated for the treatment of infections caused by susceptible strains of bacteria. This includes skin infections, urinary tract infections (UTIs), and infections of the ear, nose, and throat (ENT). The specific pathogens that cefadroxil targets include Streptococcus pneumoniae, Haemophilus influenzae, staphylococci, Streptococcus pyogenes (group A beta-hemolytic streptococci), Escherichia coli, Proteus mirabilis, Klebsiella species, coagulase-negative staphylococci, and Streptococcus pyogenes.

Pharmacodynamics

As a first-generation cephalosporin antibiotic, cefadroxil demonstrates effective antibacterial activity. It is utilized in the management of urinary tract infections, skin and skin structure infections, as well as pharyngitis and tonsillitis. The antibiotic action of cefadroxil is primarily driven by its ability to inhibit bacterial cell wall synthesis, ultimately leading to bacterial cell death.

Absorption

Cefadroxil is efficiently absorbed when administered orally, ensuring high bioavailability. A noteworthy aspect of its oral administration is that the presence of food does not hinder its absorption, allowing for flexible dosing in relation to meals. This characteristic facilitates patient compliance and optimizes therapeutic efficacy.

Mechanism of Action

Cefadroxil functions as a beta-lactam antibiotic by specifically binding to penicillin-binding proteins (PBPs) situated within the bacterial cell wall. This interaction disrupts the crucial final stage of bacterial cell wall synthesis. As a result, the integrity of the cell wall is compromised, leading to cell lysis. This process is facilitated by the bacterium's own autolytic enzymes, including autolysins. It is also possible that cefadroxil may interfere with inhibitors of these autolytic enzymes, thereby enhancing its bactericidal effect.

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