Home Amines 66592-87-8
66592-87-8,MFCD00865091
Catalog No.:AA01CCF3

66592-87-8 | 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-,monohydrate, (6R,7R)-

Pack Size
Purity
Availability
Price(USD)
Quantity
  
100mg
≥98%
in stock  
$68.00   $47.00
- +
250mg
≥98%
in stock  
$156.00   $109.00
- +
500mg
≥98%
in stock  
$295.00   $206.00
- +
1g
≥98%
in stock  
$515.00   $360.00
- +
5g
≥98%
in stock  
$1,843.00   $1,290.00
- +
25g
≥98%
in stock  
$6,011.00   $4,208.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA01CCF3
Chemical Name:
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-,monohydrate, (6R,7R)-
CAS Number:
66592-87-8
Molecular Formula:
C16H19N3O6S
Molecular Weight:
381.4036
MDL Number:
MFCD00865091
SMILES:
O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C.O
Properties
Properties
 
BP:
789.9°C at 760 mmHg  
Form:
Solid  
MP:
>197℃(dec)  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
629  
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
4  

Literature

Title: Oral availability of cefadroxil depends on ABCC3 and ABCC4.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20120301

Title: Phase transited and vapor-induced dual capsular system (DCS) for achieving delayed and osmotic release of cefadroxil.

Journal: Pharmaceutical development and technology 20111001

Title: A severe laryngeal angioedema reaction from cefadroxil in a patient with no known allergies to penicillins.

Journal: The West Indian medical journal 20110601

Title: Distribution of glycylsarcosine and cefadroxil among cerebrospinal fluid, choroid plexus, and brain parenchyma after intracerebroventricular injection is markedly different between wild-type and Pept2 null mice.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20110101

Title: In Situ Phase-Transited Asymmetric Membrane Capsules: A Means for Achieving Delayed and Osmotic Release for pH Solubility-Dependant Drugs.

Journal: PDA journal of pharmaceutical science and technology 20110101

Title: [Deep vein thrombosis and septic pulmonary emboli associated with acute paediatric osteomyelitis due to methicillin-sensitive Staphylococcus aureus producing Panton-Valentine leukocidin].

Journal: Enfermedades infecciosas y microbiologia clinica 20110101

Title: Study on the binding behavior of bovine serum albumin with cephalosporin analogues by chemiluminescence method.

Journal: Talanta 20101215

Title: Kyotorphin transport and metabolism in rat and mouse neonatal astrocytes.

Journal: Brain research 20100806

Title: Shewanelia putrefaciens: a rare microbial agent associated with a non-healing ulcer in a leprosy patient.

Journal: Indian journal of leprosy 20100101

Title: Characterization of the interaction of cefadroxil with different metal ions using CE.

Journal: Electrophoresis 20090301

Title: Generalized pustulosis.

Journal: Indian pediatrics 20081101

Title: [Multifocal osteoarticular infection caused by Staphylococcus aureus: when antibiotic resistance is not the problem].

Journal: Enfermedades infecciosas y microbiologia clinica 20081101

Title: Efficacy and safety of cefovecin in treating bacterial folliculitis, abscesses, or infected wounds in dogs.

Journal: Journal of the American Veterinary Medical Association 20080801

Title: Asymmetric membrane in membrane capsules: a means for achieving delayed and osmotic flow of cefadroxil.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20080601

Title: Scleredema following scabies infestation.

Journal: Pediatric dermatology 20080101

Title: Bioequivalence study of two oral formulations of cefadroxil in healthy volunteers.

Journal: Arzneimittel-Forschung 20080101

Title: Role and relevance of PEPT2 in drug disposition, dynamics, and toxicity.

Journal: Drug metabolism and pharmacokinetics 20080101

Title: Baboon syndrome.

Journal: Indian pediatrics 20071201

Title: DRESS syndrome from cefadroxil confirmed by positive patch test.

Journal: Allergy 20071001

Title: In vitro activity of cefadroxil, cephalexin, cefatrizine and cefpirome in presence of essential and trace elements.

Journal: Pakistan journal of pharmaceutical sciences 20071001

Title: Fluorescence studies of the dehydration of cefadroxil monohydrate.

Journal: Journal of pharmaceutical sciences 20071001

Title: A comparative study of capillary zone electrophoresis and pH-potentiometry for determination of dissociation constants.

Journal: Journal of pharmaceutical and biomedical analysis 20070903

Title: Impact of genetic knockout of PEPT2 on cefadroxil pharmacokinetics, renal tubular reabsorption, and brain penetration in mice.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070701

Title: Human oral drugs absorption is correlated to their in vitro uptake by brush border membrane vesicles.

Journal: International journal of pharmaceutics 20070504

Title: Hydrates and solid-state reactivity: a survey of beta-lactam antibiotics.

Journal: Journal of pharmaceutical sciences 20070501

Title: Symptomatic relapse of group A beta-hemolytic streptococcal tonsillopharyngitis in children.

Journal: Clinical pediatrics 20070501

Title: Flow injection chemiluminescence determination of cefadroxil using potassium permanganate and formaldehyde system.

Journal: Journal of pharmaceutical and biomedical analysis 20060918

Title: Treatment of lichen sclerosus with antibiotics.

Journal: International journal of dermatology 20060901

Title: Chiral separation of cefadroxil by capillary electrochromatography.

Journal: Journal of pharmaceutical and biomedical analysis 20060616

Title: Determination of cefadroxil by sequential injection with spectrophotometric detector.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20060401

Title: Chemiluminescence flow-injection analysis of beta-lactam antibiotics using the luminol-permanganate reaction.

Journal: Luminescence : the journal of biological and chemical luminescence 20060101

Title: Urinary bactericidal activity of oral antibiotics against common urinary tract pathogens in an ex vivo model.

Journal: Chemotherapy 20060101

Title: Quantitative structure/activity relationship modelling of pharmacokinetic properties using genetic algorithm-combined partial least squares method.

Journal: Journal of drug targeting 20060101

Title: PEPT2 (Slc15a2)-mediated unidirectional transport of cefadroxil from cerebrospinal fluid into choroid plexus.

Journal: The Journal of pharmacology and experimental therapeutics 20051201

Title: A sensitive assay of amoxicillin in mouse serum and broncho-alveolar lavage fluid by liquid-liquid extraction and reversed-phase HPLC.

Journal: Journal of pharmaceutical and biomedical analysis 20050915

Title: Presumed pituitary abscess without infectious source treated successfully with antibiotics alone.

Journal: Journal of neuro-ophthalmology : the official journal of the North American Neuro-Ophthalmology Society 20050901

Title: Synthesis, characterization and electronic spectra of cefadroxil complexes of d-block elements.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20040801

Title: Comparative bioavailability of two cefadroxil products using serum and urine data in healthy human volunteers.

Journal: Clinical and experimental pharmacology & physiology 20040701

Title: Comparison of trimethoprim-sulfamethoxazole, cephadroxil and cefprozil as prophylaxis for recurrent urinary tract infections in children.

Journal: Journal of chemotherapy (Florence, Italy) 20040201

Title: Linezolid for the treatment of methicillin-resistant Staphylococcus aureus infections in children.

Journal: The Pediatric infectious disease journal 20030901

Title: Safety and tolerability of linezolid in children.

Journal: The Pediatric infectious disease journal 20030901

Title: Comparison of azithromycin and cefadroxil for the treatment of uncomplicated skin and skin structure infections.

Journal: Cutis 20030901

Title: Derivative spectrophotometry in the analysis of mixtures of cefotaxime sodium and cefadroxil monohydrate.

Journal: Journal of pharmaceutical and biomedical analysis 20030601

Title: Linezolid versus cefadroxil in the treatment of skin and skin structure infections in children.

Journal: The Pediatric infectious disease journal 20030401

Title: In-vitro and in-vivo antibacterial activity evaluation of a polyurethane matrix.

Journal: The Journal of pharmacy and pharmacology 20030401

Title: Interaction of human and rat organic anion transporter 2 with various cephalosporin antibiotics.

Journal: European journal of pharmacology 20030328

Title: [Long-term Cefadroxil prophylaxis in children with recurrent urinary tract infections].

Journal: Medicina (Kaunas, Lithuania) 20030101

Title: Efficacy of cephalexin two vs. three times daily vs. cefadroxil once daily for streptococcal tonsillopharyngitis.

Journal: Clinical pediatrics 20030101

Title: [Acute vesicular eruption over the trunk].

Journal: Enfermedades infecciosas y microbiologia clinica 20021201

Title: PepT1 mRNA expression is induced by starvation and its level correlates with absorptive transport of cefadroxil longitudinally in the rat intestine.

Journal: Pharmaceutical research 20021001

Title: Uptake of cyclic dipeptide by PEPT1 in Caco-2 cells: phenolic hydroxyl group of substrate enhances affinity for PEPT1.

Journal: The Journal of pharmacy and pharmacology 20020901

Title: Randomized, double-blind, multicenter comparison of oral cefditoren 200 or 400 mg BID with either cefuroxime 250 mg BID or cefadroxil 500 mg BID for the treatment of uncomplicated skin and skin-structure infections.

Journal: Clinical therapeutics 20020701

Title: Interaction of human organic anion transporters with various cephalosporin antibiotics.

Journal: European journal of pharmacology 20020308

Title: Effect of co-administration of piperine on pharmacokinetics of beta-lactam antibiotics in rats.

Journal: Indian journal of experimental biology 20020301

Title: Distribution and function of the peptide transporter PEPT2 in normal and cystic fibrosis human lung.

Journal: Thorax 20020101

Title: [Structure and function of GABAA receptors: recent studies by site-directed mutagenesis].

Journal: Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme 20011101

Title: No evidence for active peptide transport in forestomach epithelia of sheep.

Journal: Journal of animal physiology and animal nutrition 20011001

Title: Flow-injection spectrophotometric determination of certain cephalosporins based on the formation of dyes.

Journal: Farmaco (Societa chimica italiana : 1989) 20010801

Title: In-vitro release kinetics of cefadroxil-loaded sodium alginate interpenetrating network beads.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20010301

Title: [Clinical effectiveness of Duracef in children with ENT inflammation].

Journal: Vestnik otorinolaringologii 20010101

Title: beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter.

Journal: The Journal of biological chemistry 20000121

Title: [Drug induced hemolytic anemia associated with agranulocytosis].

Journal: Nihon Rinsho Men'eki Gakkai kaishi = Japanese journal of clinical immunology 19961001

Title: Application of International Consensus Meeting Criteria for classifying drug-induced liver disorders.

Journal: The Annals of pharmacotherapy 19950901

Title: Cephadroxil promotes vaginal colonization with Escherichia coli.

Journal: Infection 19930101

Title: Cephalosporin-induced cholestatic jaundice.

Journal: Lancet (London, England) 19820807

Title: Chen X, et al. Influence of peptide transporter 2 (PEPT2) on the distribution of cefadroxil in mouse brain: A microdialysis study. Biochem Pharmacol. 2017 May 1;131:89-97.

Title: Hu Y, et al. Species differences in the pharmacokinetics of cefadroxil as determined in wildtype and humanized PepT1 mice. Biochem Pharmacol. 2016 May 1;107:81-90.

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:66592-87-8 Molecular Formula|66592-87-8 MDL|66592-87-8 SMILES|66592-87-8 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-,monohydrate, (6R,7R)-