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153-61-7,MFCD00242614
Catalog No.:AA007HN6

153-61-7 | (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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1g
98%(HPLC)
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$24.00   $17.00
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5g
98%(HPLC)
in stock  
$34.00   $24.00
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25g
98%
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$70.00   $49.00
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100g
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500g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA007HN6
Chemical Name:
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS Number:
153-61-7
Molecular Formula:
C16H16N2O6S2
Molecular Weight:
396.4380
MDL Number:
MFCD00242614
SMILES:
CC(=O)OCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)Cc1cccs1
Properties
Computed Properties
 
Complexity:
680  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
7  
XLogP3:
-0.4  

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Title: Enterococcus faecalis and Enterococcus faecium isolates from milk, beef, and chicken and their antibiotic resistance.

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Title: Antibiotics induce apoptosis of human peritoneal mesothelial cells.

Journal: Nephrology (Carlton, Vic.) 20030601

Title: Role of beta-lactam carboxyl group on binding of penicillins and cephalosporins to class C beta-lactamases.

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Title: Mitochondrial cytochrome c oxidase as a target site for cephalosporin antibiotics in renal epithelial cells (LLC-PK(1)) and renal cortex.

Journal: Life sciences 20021122

Title: beta-Lactam allergenic determinants: fine structural recognition of a cross-reacting determinant on benzylpenicillin and cephalothin.

Journal: Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20021101

Title: Cross-reactivity of cefotetan and ceftriaxone antibodies, associated with hemolytic anemia, with other: cephalosporins and penicillin.

Journal: American journal of clinical pathology 20020801

Title: Antimicrobial susceptibility of coagulase-negative staphylococci isolated from bovine mastitis in Argentina.

Journal: Journal of dairy science 20020801

Title: Effect of matrix metalloprotease inhibitors on the 95 kDa metallopeptidase of Candida albicans.

Journal: The Journal of antimicrobial chemotherapy 20020601

Title: Frequency of Pseudomonas aeruginosa serotypes in burn wound infections and their resistance to antibiotics.

Journal: Burns : journal of the International Society for Burn Injuries 20020601

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

Journal: European journal of pharmacology 20020308

Title: Involvement of rat organic anion transporter 3 (rOAT3) in cephaloridine-induced nephrotoxicity: in comparison with rOAT1.

Journal: Life sciences 20020308

Title: Emergence and rapid spread of tetracycline-resistant Vibrio cholerae strains, Madagascar.

Journal: Emerging infectious diseases 20020301

Title: Patterns and mechanisms of resistance to beta-lactams and beta-lactamase inhibitors in uropathogenic Escherichia coli isolated from dogs in Portugal.

Journal: The Journal of antimicrobial chemotherapy 20020101

Title: Antimicrobial susceptibility of udder pathogens isolated from dairy herds in the west littoral region of Uruguay.

Journal: Acta veterinaria Scandinavica 20020101

Title: [Activity of 14 antimicrobials against Eikenella corrodens].

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Title: [Beta-lactam resistance in aquatic Enterobacter cloacae strains using phenotypic and genotypic criteria].

Journal: Bacteriologia, virusologia, parazitologia, epidemiologia (Bucharest, Romania : 1990) 20020101

Title: [Fosfomycin: an underrated antibiotic for urinary tract infections due to Escherichia coli].

Journal: Enfermedades infecciosas y microbiologia clinica 20011201

Title: Reducing infections among women undergoing cesarean section in Colombia by means of continuous quality improvement methods.

Journal: Archives of internal medicine 20011022

Title: [Decreasing susceptibility to vancomycin in isogenic Staphylococcus aureus strains isolated from a single patient].

Journal: Medicina clinica 20011013

Title: Urinary tract infections in Norway: bacterial etiology and susceptibility. A retrospective study of clinical isolates.

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Title: [Coagulase negative staphylococci isolated on blood cultures].

Journal: Epidemiologie, mikrobiologie, imunologie : casopis Spolecnosti pro epidemiologii a mikrobiologii Ceske lekarske spolecnosti J.E. Purkyne 20010801

Title: Another look at differences in the susceptibility of Escherichia coli and Klebsiella pneumoniae to cephalothin and cefazolin.

Journal: International journal of antimicrobial agents 20010601

Title: [Immunological properties of S-1090, cefmatilen hydrochloride hydrate].

Journal: The Journal of toxicological sciences 20010501

Title: Bacillus circulans endophthalmitis.

Journal: Clinical & experimental ophthalmology 20010401

Title: Seroprevalence and antibiotic sensitivity of serotypes of Salmonella enterica in Greek pig herds.

Journal: The Veterinary record 20010331

Title: Antimicrobial susceptibility of Listeria monocytogenes isolated from meningoencephalitis in sheep.

Journal: International journal of antimicrobial agents 20010301

Title: Comparison of methods for the determination of antimicrobial resistance in Staphylococcus aureus from bovine mastitis.

Journal: Journal of veterinary medicine. B, Infectious diseases and veterinary public health 20010201

Title: Occurrence and antibiotic resistance of mesophilic Aeromonas in three riverine freshwaters of Marrakech, Morocco.

Journal: TheScientificWorldJournal 20010101

Title: [Arcanobacterium haemolyticum sinusitis].

Journal: Revista de la Facultad de Ciencias Medicas (Cordoba, Argentina) 20010101

Title: Antimicrobial sensitivity and adherence study in strains of coagulase-negative Staphylococcus spp.

Journal: Revista latinoamericana de microbiologia 20010101

Title: Anti-IL-4 monoclonal antibody prevents antibiotics-induced active fatal anaphylaxis.

Journal: Journal of immunology (Baltimore, Md. : 1950) 19970515

Title: beta-Lactam drug allergens: fine structural recognition patterns of cephalosporin-reactive IgE antibodies.

Journal: Journal of molecular recognition : JMR 19960101

Title: Can penicillins and other beta-lactam antibiotics be used to treat tuberculosis?

Journal: Antimicrobial agents and chemotherapy 19951201

Title: Epileptogenic effect of antibiotic drugs.

Journal: Journal of neurosurgery 19930601

Title: Epitope analysis of aztreonam by antiaztreonam monoclonal antibodies and possible consequences in beta-lactams hypersensitivity.

Journal: International archives of allergy and immunology 19920101

Title: Identification of penicillin allergenic determinants that bind IgE antibodies in the sera of subjects with penicillin allergy.

Journal: Molecular immunology 19901101

Title: The molecular basis of IgE antibody binding to thiopentone. Binding of IgE from thiopentone-allergic and non-allergic subjects.

Journal: Molecular immunology 19900901

Title: Drugs as allergens: an immunoassay for detecting IgE antibodies to cephalosporins.

Journal: International archives of allergy and applied immunology 19900101

Title: Protective effect of piperacillin against nephrotoxicity of cephaloridine and gentamicin in animals.

Journal: Antimicrobial agents and chemotherapy 19880601

Title: Human myocardial responses to antibiotics: gentamicin, tobramycin and cephalothin.

Journal: The Canadian journal of cardiology 19880101

Title: Broth microdilution testing of susceptibilities to 30 antimicrobial agents of Mycobacterium avium strains from patients with acquired immune deficiency syndrome.

Journal: Antimicrobial agents and chemotherapy 19871001

Title: Determination of MICs of conventional and experimental drugs in liquid medium by the radiometric method against Mycobacterium avium complex.

Journal: Drugs under experimental and clinical research 19870101

Title: [Renal dipeptidylpeptidase IV excretion in drug-induced kidney changes].

Journal: Zeitschrift fur Urologie und Nephrologie 19861001

Title: Heterogeneity of cross-reactivity of mouse anti-benzylpenicilloyl antibodies against cephalothin haptens or polymers.

Journal: Japanese journal of pharmacology 19860101

Title: Induction of IgG1 and IgE responses to protein-conjugated and unconjugated beta-lactam antibiotics in the mouse--efficacy of Freund's complete adjuvant.

Journal: Experientia 19851215

Title: Determination of in vitro susceptibility of Mycobacterium tuberculosis to cephalosporins by radiometric and conventional methods.

Journal: Antimicrobial agents and chemotherapy 19850101

Title: [Comparison of side effects of intravenous cephapirin and cephalothin with special reference to the incidence of phlebitis].

Journal: The Japanese journal of antibiotics 19831201

Title: Hepatic dysfunction following nafcillin and cephalothin therapy in a patient with a history of oxacillin hepatitis.

Journal: Clinical pharmacy 19830101

Title: Features of gentamicin nephrotoxicity and effect of concurrent cephalothin in the rat.

Journal: Nephron 19830101

Title: [Drug induced nephropathy and enzymes of renal origin in the urine].

Journal: Zeitschrift fur Urologie und Nephrologie 19820801

Title: Antigenicity of beta-lactam antibiotic preparations: production of IgE antibodies to beta-lactam antibiotic and their cross-reaction within the antibiotic group.

Journal: International archives of allergy and applied immunology 19820101

Title: Severe nephrotoxicity: a probable complication of cis-dichlorodiammineplatinum (II) and cephalothin-gentamicin therapy.

Journal: Oncology 19820101

Title: Antibiotic combination-associated nephrotoxicity in granulocytopenic patients with cancer.

Journal: Archives of internal medicine 19811201

Title: Prospective comparative evaluation of gentamicin or gentamicin plus cephalothin in the production of nephrotoxicity in man.

Journal: The Journal of antimicrobial chemotherapy 19790901

Title: Relationship between aminoglycoside-induced nephrotoxicity and auditory toxicity.

Journal: Antimicrobial agents and chemotherapy 19790601

Title: Peripheral nerve injection injury: an experimental study.

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Title: Tetracycline-induced aplastic anemia.

Journal: Southern medical journal 19790301

Title: Renal tubular necrosis following cephalothin.

Journal: Nephron 19790101

Title: Investigations on the potential nephrotoxicity of cefazedone and gentamicin and of their combination, in comparison with the combination of cefazolin and cephalothin with gentamicin.

Journal: Arzneimittel-Forschung 19790101

Title: Gentamicin-cephalothin drug reaction.

Journal: American journal of hospital pharmacy 19781101

Title: Drug-induced lysosomal changes and nephrotoxicity in rats.

Journal: Acta pathologica japonica 19781101

Title: Antibiotics in acute cholecystitis.

Journal: Annals of clinical research 19781001

Title: Cephalothin plus an aminoglycoside is more nephrotoxic than methicillin plus an aminoglycoside.

Journal: Lancet (London, England) 19780916

Title: Acute renal failure after cis-dichlorodiammineplatinum(II) and gentamicin-cephalothin therapies.

Journal: Cancer treatment reports 19780501

Title: Fanconi syndrome associated with cephalothin and gentamicin therapy.

Journal: Cancer 19780201

Title: Hemolysis induced by cefazolin and cephalothin in a patient with penicillin sensitivity.

Journal: Transfusion 19780101

Title: Acute interstitial nephritis during treatment with penicillin and cephalothin.

Journal: Acta medica Scandinavica 19780101

Title: Methicillin hemorrhagic cystitis.

Journal: Antimicrobial agents and chemotherapy 19770901

Title: Nephropathy associated with methicillin therapy. Prevalence and determinants in patients with staphylococcal bacteremia.

Journal: Archives of internal medicine 19770801

Title: The use of cephalothin sodium (keflin) as the prophylactic antibiotic for open heart surgery.

Journal: The Journal of antimicrobial chemotherapy 19770701

Title: Drug-induced anaphylaxis, convulsions, deafness, and extrapyramidal symptoms.

Journal: Lancet (London, England) 19770312

Title: Double-blind study to investigate methods to prevent cephalothin-induced phlebitis.

Journal: American journal of hospital pharmacy 19770101

Title: Nephrotoxicity in combined cephalothin and gentamicin therapy.

Journal: Acta medica Scandinavica 19770101

Title: Letter: Interaction between gentamicin and cephalothin as cause of acute renal failure.

Journal: Lancet (London, England) 19760911

Title: Comparison of thrombophlebitis associated with three cephalosporin antibiotics.

Journal: Antimicrobial agents and chemotherapy 19760901

Title: [Haemolytic anaemia and acute renal failure associated with cephalothin and furosemide therapy (author's transl)].

Journal: Medizinische Klinik 19760806

Title: Double-blind comparison of phlebitis associated with cefazolin and cephalothin.

Journal: International journal of clinical pharmacology and biopharmacy 19760701

Title: Phlebitis associated with the intravenous use of cephalothin and cephapirin.

Journal: American journal of hospital pharmacy 19760701

Title: Comparative incidence of phlebitis due to buffered cephalothin, cephapirin, and cefamandole.

Journal: Antimicrobial agents and chemotherapy 19760401

Title: Significant reduction in the incidence of phlebitis with buffered versus unbuffered cephalothin.

Journal: Antimicrobial agents and chemotherapy 19760401

Title: Comparison of phlebitis produced by cephapirin and cephalothin.

Journal: Antimicrobial agents and chemotherapy 19760401

Title: Cephalothin-induced immune hemolytic anemia.

Journal: Acta haematologica 19760101

Title: Acute interstitial nephritis.

Journal: The Journal of urology 19760101

Title: Therapeutic efficacy of tobramycin--a clinical and laboratory evaluation.

Journal: The Journal of antimicrobial chemotherapy 19751201

Title: Penicillin-induced immune hemolytic anemia. Occurrence of massive intravascular hemolysis.

Journal: JAMA 19750804

Title: Acute renal failure associated with cephalosporin therapy.

Journal: American heart journal 19750601

Title: Nephrotoxicity associated with cephalothin administration.

Journal: Archives of internal medicine 19750601

Title: Nephrotoxicity of combined cephalothin-gentamicin regimen.

Journal: Archives of internal medicine 19750601

Title: [Acute renal failure in the course of treatment with gentamicin alone or combined with other antibiotics. Report 6 cases].

Journal: Revista clinica espanola 19750515

Title: Reversible nephrotoxicity associated with cephalothin therapy.

Journal: Archives of internal medicine 19750401

Title: Double-blind comparison of phlebitis produced by cefazolin versus cephalothin.

Journal: Antimicrobial agents and chemotherapy 19750401

Title: Drug-induced haemolytic anemia.

Journal: Clinics in haematology 19750201

Title: Cephaloridine, cephalothin and the kidney.

Journal: The Journal of antimicrobial chemotherapy 19750101

Title: Letter: Drug-induced red cell aplasia.

Journal: British medical journal 19741019

Title: Acute intracranial hypertension after nalidixic acid administration.

Journal: Archives of disease in childhood 19740901

Title: Acute renal failure during cephalothin therapy.

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Title: Cephalothin, carbenicillin, and gentamicin combination therapy for febrile patients with acute non-lymphocytic leukemia.

Journal: Cancer 19740801

Title: Nephropathy, an underestimated complication of methicillin therapy.

Journal: The Journal of pediatrics 19740601

Title: Effect of buffering on the incidence and severity of cephalothin-induced phlebitis.

Journal: American journal of hospital pharmacy 19740301

Title: Double-blind comparison of phlebitis produced by cephalothin infusions with buffered and unbuffered diluents.

Journal: Antimicrobial agents and chemotherapy 19740201

Title: Toxic liver injuries.

Journal: Acta pathologica japonica 19730801

Title: Acute renal failure after high doses of gentamicin and cephalothin.

Journal: Lancet (London, England) 19730519

Title: Acute renal failure associated with combined gentamicin and cephalothin therapy.

Journal: British medical journal 19730519

Title: Double-blind controlled comparison of phlebitis produced by cephapirin and cephalothin.

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Title: [Severe myelopathy, peripheral neuropathy and optic neuritis appearing during treatment with chloroiodoquin (clioquinol)].

Journal: Therapie 19730101

Title: [Acute kidney failure following administration of cephalothin and gentamicin: renal histologic examination and optical and electronic microscopy].

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Title: Relative nephrotoxicity of cephalosporin antibiotics in an animal model.

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Title: Relative incidence of phlebitis caused by continuous intravenous infusion of cephapirin and cephalothin.

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Title: Cephalothin-induced tachycardia following aortic valve replacement.

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Title: Antibiotics and hypokalaemia.

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Title: Nephrotoxicity and acute renal failure associated with cephalothin and cephaloridine.

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Title: Hemolytic anemia associated with cephalothin.

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Title: Acute renal failure in general surgical patients.

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Title: Declining renal function associated with administration of cephalothin.

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Title: Renal damage associated with prolonged administration of ampicillin, cephaloridine, and cephalothin.

Journal: Antimicrobial agents and chemotherapy 19690101

Title: Treatment of bacterial endocarditis with cephalothin.

Journal: The New England journal of medicine 19681212

Title: Hemolytic anemia caused by penicillin. Report of a case in which antipenicillin antibodies cross-reacted with cephalothin sodium.

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Title: Morandi S, et al. Structure-based optimization of cephalothin-analogue boronic acids as beta-lactamase inhibitors. Bioorg Med Chem. 2008 Feb 1;16(3):1195-205. Epub 2007 Nov 7.

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SDS
Tags:153-61-7 Molecular Formula|153-61-7 MDL|153-61-7 SMILES|153-61-7 (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid