Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C16H17N3O5S.H2O |
Molecular Weight | 381.404 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O.[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C3=CC=C(O)C=C3)C(O)=O
InChI
InChIKey=NBFNMSULHIODTC-CYJZLJNKSA-N
InChI=1S/C16H17N3O5S.H2O/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);1H2/t10-,11-,15-;/m1./s1
Molecular Formula | C16H17N3O5S |
Molecular Weight | 363.388 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | H2O |
Molecular Weight | 18.0153 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Cefadroxil is a new semisynthetic cephalosporin with a broad antibacterial spectrum and a high chemotherapeutic potential when administered orally. Many studies have established the efficacy of the administration of once- or twice-daily cefadroxil in the management of infections in the respiratory tract, urinary tract, skin and soft tissues, and bones and joints.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2354204 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7447421 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | DURICEF Approved UseCefadroxil is indicated for the treatment of patients with infection caused by susceptible strains of the designated organisms in the following diseases:
Urinary tract infections caused by E. coli, P. mirabilis, and Klebsiella species.
Skin and skin structure infections caused by staphylococci and/or streptococci.
Pharyngitis and/or tonsillitis caused by Streptococcus pyogenes (Group A beta-hemolytic streptococci). Launch Date1978 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
17.9 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7073267/ |
500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: |
CEFADROXIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
50.8 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7073267/ |
500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: |
CEFADROXIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1.2 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7073267/ |
500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: |
CEFADROXIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Doses
Dose | Population | Adverse events |
---|---|---|
50 mg/kg 2 times / day steady, oral (max) Dose: 50 mg/kg, 2 times / day Route: oral Route: steady Dose: 50 mg/kg, 2 times / day Sources: |
unhealthy, 2 days -15 years n = 395 Health Status: unhealthy Condition: infections Age Group: 2 days -15 years Sex: M+F Population Size: 395 Sources: |
Other AEs: Rash, Itching... Other AEs: Rash (1.5%) Sources: Itching (1.5%) Pruritus (1.5%) Nausea (7.5%) Vomiting (7.5%) Diarrhoea (7.5%) |
50 mg/kg 2 times / day steady, oral (max) Dose: 50 mg/kg, 2 times / day Route: oral Route: steady Dose: 50 mg/kg, 2 times / day Sources: |
unhealthy, 2 days -15 years n = 366 Health Status: unhealthy Condition: infections Age Group: 2 days -15 years Sex: M+F Population Size: 366 Sources: |
Disc. AE: Diarrhoea... AEs leading to discontinuation/dose reduction: Diarrhoea (severe, 2 patients) Sources: |
15 mg/kg 2 times / day steady, oral Dose: 15 mg/kg, 2 times / day Route: oral Route: steady Dose: 15 mg/kg, 2 times / day Sources: |
unhealthy, 6 months - 12 years n = 113 Health Status: unhealthy Condition: skin infections Age Group: 6 months - 12 years Sex: M+F Population Size: 113 Sources: |
Other AEs: Vomiting... |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Itching | 1.5% | 50 mg/kg 2 times / day steady, oral (max) Dose: 50 mg/kg, 2 times / day Route: oral Route: steady Dose: 50 mg/kg, 2 times / day Sources: |
unhealthy, 2 days -15 years n = 395 Health Status: unhealthy Condition: infections Age Group: 2 days -15 years Sex: M+F Population Size: 395 Sources: |
Pruritus | 1.5% | 50 mg/kg 2 times / day steady, oral (max) Dose: 50 mg/kg, 2 times / day Route: oral Route: steady Dose: 50 mg/kg, 2 times / day Sources: |
unhealthy, 2 days -15 years n = 395 Health Status: unhealthy Condition: infections Age Group: 2 days -15 years Sex: M+F Population Size: 395 Sources: |
Rash | 1.5% | 50 mg/kg 2 times / day steady, oral (max) Dose: 50 mg/kg, 2 times / day Route: oral Route: steady Dose: 50 mg/kg, 2 times / day Sources: |
unhealthy, 2 days -15 years n = 395 Health Status: unhealthy Condition: infections Age Group: 2 days -15 years Sex: M+F Population Size: 395 Sources: |
Diarrhoea | 7.5% | 50 mg/kg 2 times / day steady, oral (max) Dose: 50 mg/kg, 2 times / day Route: oral Route: steady Dose: 50 mg/kg, 2 times / day Sources: |
unhealthy, 2 days -15 years n = 395 Health Status: unhealthy Condition: infections Age Group: 2 days -15 years Sex: M+F Population Size: 395 Sources: |
Nausea | 7.5% | 50 mg/kg 2 times / day steady, oral (max) Dose: 50 mg/kg, 2 times / day Route: oral Route: steady Dose: 50 mg/kg, 2 times / day Sources: |
unhealthy, 2 days -15 years n = 395 Health Status: unhealthy Condition: infections Age Group: 2 days -15 years Sex: M+F Population Size: 395 Sources: |
Vomiting | 7.5% | 50 mg/kg 2 times / day steady, oral (max) Dose: 50 mg/kg, 2 times / day Route: oral Route: steady Dose: 50 mg/kg, 2 times / day Sources: |
unhealthy, 2 days -15 years n = 395 Health Status: unhealthy Condition: infections Age Group: 2 days -15 years Sex: M+F Population Size: 395 Sources: |
Diarrhoea | severe, 2 patients Disc. AE |
50 mg/kg 2 times / day steady, oral (max) Dose: 50 mg/kg, 2 times / day Route: oral Route: steady Dose: 50 mg/kg, 2 times / day Sources: |
unhealthy, 2 days -15 years n = 366 Health Status: unhealthy Condition: infections Age Group: 2 days -15 years Sex: M+F Population Size: 366 Sources: |
Vomiting | 9 patients | 15 mg/kg 2 times / day steady, oral Dose: 15 mg/kg, 2 times / day Route: oral Route: steady Dose: 15 mg/kg, 2 times / day Sources: |
unhealthy, 6 months - 12 years n = 113 Health Status: unhealthy Condition: skin infections Age Group: 6 months - 12 years Sex: M+F Population Size: 113 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
The importance of Bi-Digital O-Ring Test in the treatment of multiple hepatic abscesses: a case history. | 2003 |
|
Non-hospital antimicrobial usage and resistance in community-acquired Escherichia coli urinary tract infection. | 2003 Dec |
|
Enhanced intestinal absorption of drugs by activation of peptide transporter PEPT1 using proton-releasing polymer. | 2003 Nov |
|
Antimicrobial resistance in Escherichia coli in urine samples from children and adults: a 12 year analysis. | 2004 Apr |
|
Meta-analysis of cephalosporin versus penicillin treatment of group A streptococcal tonsillopharyngitis in children. | 2004 Apr |
|
Synthesis, characterization and electronic spectra of cefadroxil complexes of d-block elements. | 2004 Aug |
|
Comparison of trimethoprim-sulfamethoxazole, cephadroxil and cefprozil as prophylaxis for recurrent urinary tract infections in children. | 2004 Feb |
|
Penicillin acylase-catalyzed synthesis of beta-lactam antibiotics in highly condensed aqueous systems: beneficial impact of kinetic substrate supersaturation. | 2004 Feb 5 |
|
Thiolated chitosans: development and in vitro evaluation of a mucoadhesive, permeation enhancing oral drug delivery system. | 2004 Jan 8 |
|
Comparative bioavailability of two cefadroxil products using serum and urine data in healthy human volunteers. | 2004 Jul |
|
Minimum inhibitory concentrations for 25 selected antimicrobial agents against Dichelobacter nodosus and Fusobacterium strains isolated from footrot in sheep of Portugal and Spain. | 2004 Jun |
|
Physician behaviour for antimicrobial prescribing for paediatric upper respiratory tract infections: a survey in general practice in Trinidad, West Indies. | 2004 Jun 14 |
|
Direct visualization of peptide uptake activity in the central nervous system of the rat. | 2004 Jun 24 |
|
Molecularly imprinted solid phase extraction-pulsed elution-mass spectrometry for determination of cephalexin and alpha-aminocephalosporin antibiotics in human serum. | 2004 Nov 15 |
|
Antimicrobial susceptibility of skin-colonizing S. aureus strains in children with atopic dermatitis. | 2004 Oct |
|
The use of a monolithic column to improve the simultaneous determination of four cephalosporin antibiotics in pharmaceuticals and body fluids by HPLC after solid phase extraction--a comparison with a conventional reversed-phase silica-based column. | 2004 Sep 25 |
|
PEPT2 (Slc15a2)-mediated unidirectional transport of cefadroxil from cerebrospinal fluid into choroid plexus. | 2005 Dec |
|
Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. | 2005 Jan |
|
Heterogeneity of the IgE response to allergenic determinants of cefaclor in serum samples from patients with cefaclor-induced anaphylaxis. | 2005 Jun |
|
Bactericidal activity of oral beta-lactam antibiotics in plasma and urine versus isogenic Escherichia coli strains producing broad- and extended-spectrum beta-lactamases. | 2005 Jun |
|
Functional expression of the peptide transporter PEPT2 in the mammalian enteric nervous system. | 2005 Sep 12 |
|
A sensitive assay of amoxicillin in mouse serum and broncho-alveolar lavage fluid by liquid-liquid extraction and reversed-phase HPLC. | 2005 Sep 15 |
|
Quantitative structure/activity relationship modelling of pharmacokinetic properties using genetic algorithm-combined partial least squares method. | 2006 |
|
Urinary bactericidal activity of oral antibiotics against common urinary tract pathogens in an ex vivo model. | 2006 |
|
Determination of cefadroxil by sequential injection with spectrophotometric detector. | 2006 Apr |
|
Medication use for pediatric upper respiratory tract infections. | 2006 Aug |
|
European Surveillance of Antimicrobial Consumption (ESAC): outpatient cephalosporin use in Europe. | 2006 Aug |
|
Choroid plexus epithelial monolayers--a cell culture model from porcine brain. | 2006 Dec 21 |
|
Cephalosporins can be prescribed safely for penicillin-allergic patients. | 2006 Feb |
|
Molecular interactions between dipeptides, drugs and the human intestinal H+ -oligopeptide cotransporter hPEPT1. | 2006 Jul 1 |
|
Chemiluminescence flow-injection analysis of beta-lactam antibiotics using the luminol-permanganate reaction. | 2006 Jul-Aug |
|
Development of a Health-Related Quality of Life Questionnaire (HRQL) for patients with Extremity Soft Tissue Infections (ESTI). | 2006 Oct 11 |
|
Generalizability in two clinical trials of Lyme disease. | 2006 Oct 17 |
|
Treatment of lichen sclerosus with antibiotics. | 2006 Sep |
|
Flow injection chemiluminescence determination of cefadroxil using potassium permanganate and formaldehyde system. | 2006 Sep 18 |
|
Species distribution and properties of staphylococci from canine dermatitis. | 2007 Feb |
|
Impact of genetic knockout of PEPT2 on cefadroxil pharmacokinetics, renal tubular reabsorption, and brain penetration in mice. | 2007 Jul |
|
Idiopathic granulomatous mastitis masquerading as carcinoma of the breast: a case report and review of the literature. | 2007 Jul 27 |
|
Determination of beta-lactam antibiotics in milk using micro-flow chemiluminescence system with on-line solid phase extraction. | 2007 Jun 5 |
|
Do physician outcome judgments and judgment biases contribute to inappropriate use of treatments? Study protocol. | 2007 Jun 7 |
|
Demonstration of functional dipeptide transport with expression of PEPT2 in guinea pig cardiomyocytes. | 2007 Mar |
|
Symptomatic relapse of group A beta-hemolytic streptococcal tonsillopharyngitis in children. | 2007 May |
|
Hydrates and solid-state reactivity: a survey of beta-lactam antibiotics. | 2007 May |
|
Determination of cefquinome in pig plasma and bronchoalveolar lavage fluid by high-performance liquid chromatography combined with electrospray ionization mass spectrometry. | 2007 May |
|
Human oral drugs absorption is correlated to their in vitro uptake by brush border membrane vesicles. | 2007 May 4 |
|
Fluorescence studies of the dehydration of cefadroxil monohydrate. | 2007 Oct |
|
In vitro activity of cefadroxil, cephalexin, cefatrizine and cefpirome in presence of essential and trace elements. | 2007 Oct |
|
DRESS syndrome from cefadroxil confirmed by positive patch test. | 2007 Oct |
|
Multi-objective optimization of an industrial penicillin V bioreactor train using non-dominated sorting genetic algorithm. | 2007 Oct 15 |
|
A comparative study of capillary zone electrophoresis and pH-potentiometry for determination of dissociation constants. | 2007 Sep 3 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/pro/cefadroxil.html
Cefadroxil tablets are acid-stable and may be administered orally without regard to meals. Administration with food may be helpful in diminishing potential gastrointestinal complaints occasionally associated with oral cephalosporin therapy.
Adults
Urinary Tract Infections
For uncomplicated lower urinary tract infections (i.e., cystitis) the usual dosage is 1 or 2 g per day in a single (q.d.) or divided doses (b.i.d.). For all other urinary tract infections the usual dosage is 2 g per day in divided doses (b.i.d.).
Skin and Skin Structure Infections
For skin and skin structure infections the usual dosage is 1 g per day in single (q.d.) or divided doses (b.i.d.).
Pharyngitis and Tonsillitis
Treatment of group A beta-hemolytic streptococcal pharyngitis and tonsillitis – 1 g per day in single (q.d.) or divided doses (b.i.d.) for 10 days.
Children
For urinary tract infections, the recommended daily dosage for children is 30 mg/kg/day in divided doses every 12 hours. For pharyngitis, tonsillitis, and impetigo, the recommended daily dosage for children is 30 mg/kg/day in a single dose or in equally divided doses every 12 hours. For other skin and skin structure infections, the recommended daily dosage is 30 mg/kg/day in equally divided doses every 12 hours. In the treatment of beta-hemolytic streptococcal infections, a therapeutic dosage of Cefadroxil tablets should be administered for at least 10 days.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/848939
Cefadroxil very effectively inhibited a broad spectrum of gram-positive and gram-negative organisms with MIC (minimal inhibitory concentration) values less than 125 ug/ml.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:07:32 GMT 2023
by
admin
on
Fri Dec 15 15:07:32 GMT 2023
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Record UNII |
280111G160
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C357
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WHO-VATC |
QJ01DB05
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CFR |
21 CFR 520.314
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LIVERTOX |
NBK548358
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NDF-RT |
N0000175488
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LIVERTOX |
NBK548666
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WHO-ATC |
J01DB05
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204175
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526
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280111G160
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C28912
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D002434
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Cefadroxil
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Cefadroxil
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1097104
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66592-87-8
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280111G160
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SUB13272MIG
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DB01140
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47964
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4831
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Related Record | Type | Details | ||
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TRANSPORTER -> INHIBITOR | |||
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PARENT -> SALT/SOLVATE |
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ANHYDROUS->SOLVATE | |||
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BASIS OF STRENGTH->SUBSTANCE |
calculated on the anhydrous basis
ASSAY (HPLC)
USP
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BASIS OF STRENGTH->SUBSTANCE |
ASSAY (HPLC)
EP
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TRANSPORTER -> INHIBITOR | |||
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BINDER->LIGAND |
BINDING
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Related Record | Type | Details | ||
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
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Volume of Distribution | PHARMACOKINETIC |
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Biological Half-life | PHARMACOKINETIC |
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