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

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$16.00	$11.00
5g	95%	in stock	$28.00	$19.00
10g	95%	in stock	$40.00	$28.00
25g	95%	in stock	$60.00	$42.00
100g	95%	in stock	$189.00	$132.00
500g	95%	in stock	$572.00	$400.00

Description

• Catalog Number: AD49358
• 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: 396.438
• MDL Number: MFCD00242614
• SMILES: CC(=O)OCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)Cc1cccs1

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

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

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  Enfermedades infecciosas y microbiologia clinica 20011201

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  Archives of internal medicine 20011022

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  Medicina clinica 20011013

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  International journal of antimicrobial agents 20010601

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  The Journal of toxicological sciences 20010501

• Bacillus circulans endophthalmitis.

  Clinical & experimental ophthalmology 20010401

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

  The Veterinary record 20010331

• Antimicrobial susceptibility of Listeria monocytogenes isolated from meningoencephalitis in sheep.

  International journal of antimicrobial agents 20010301

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

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  TheScientificWorldJournal 20010101

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

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

  Journal of molecular recognition : JMR 19960101

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

  Antimicrobial agents and chemotherapy 19951201

• Epileptogenic effect of antibiotic drugs.

  Journal of neurosurgery 19930601

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

  International archives of allergy and immunology 19920101

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

  Molecular immunology 19901101

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

  Molecular immunology 19900901

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

  International archives of allergy and applied immunology 19900101

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

  Antimicrobial agents and chemotherapy 19880601

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

  The Canadian journal of cardiology 19880101

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

  Antimicrobial agents and chemotherapy 19871001

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

  Drugs under experimental and clinical research 19870101

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  Zeitschrift fur Urologie und Nephrologie 19861001

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

  Japanese journal of pharmacology 19860101

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

  Experientia 19851215

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

  Antimicrobial agents and chemotherapy 19850101

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

  The Japanese journal of antibiotics 19831201

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

  Clinical pharmacy 19830101

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  Zeitschrift fur Urologie und Nephrologie 19820801

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

  International archives of allergy and applied immunology 19820101

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

  Oncology 19820101

• Antibiotic combination-associated nephrotoxicity in granulocytopenic patients with cancer.

  Archives of internal medicine 19811201

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

  The Journal of antimicrobial chemotherapy 19790901

• Relationship between aminoglycoside-induced nephrotoxicity and auditory toxicity.

  Antimicrobial agents and chemotherapy 19790601

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• Tetracycline-induced aplastic anemia.

  Southern medical journal 19790301

• Renal tubular necrosis following cephalothin.

  Nephron 19790101

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

  Arzneimittel-Forschung 19790101

• Gentamicin-cephalothin drug reaction.

  American journal of hospital pharmacy 19781101

• Drug-induced lysosomal changes and nephrotoxicity in rats.

  Acta pathologica japonica 19781101

• Antibiotics in acute cholecystitis.

  Annals of clinical research 19781001

• Cephalothin plus an aminoglycoside is more nephrotoxic than methicillin plus an aminoglycoside.

  Lancet (London, England) 19780916

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

  Cancer treatment reports 19780501

• Fanconi syndrome associated with cephalothin and gentamicin therapy.

  Cancer 19780201

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

  Transfusion 19780101

• Acute interstitial nephritis during treatment with penicillin and cephalothin.

  Acta medica Scandinavica 19780101

• Methicillin hemorrhagic cystitis.

  Antimicrobial agents and chemotherapy 19770901

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

  Archives of internal medicine 19770801

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

  The Journal of antimicrobial chemotherapy 19770701

• Drug-induced anaphylaxis, convulsions, deafness, and extrapyramidal symptoms.

  Lancet (London, England) 19770312

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

  American journal of hospital pharmacy 19770101

• Nephrotoxicity in combined cephalothin and gentamicin therapy.

  Acta medica Scandinavica 19770101

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

  Lancet (London, England) 19760911

• Comparison of thrombophlebitis associated with three cephalosporin antibiotics.

  Antimicrobial agents and chemotherapy 19760901

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

  Medizinische Klinik 19760806

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

  International journal of clinical pharmacology and biopharmacy 19760701

• Phlebitis associated with the intravenous use of cephalothin and cephapirin.

  American journal of hospital pharmacy 19760701

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

  Antimicrobial agents and chemotherapy 19760401

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

  Antimicrobial agents and chemotherapy 19760401

• Comparison of phlebitis produced by cephapirin and cephalothin.

  Antimicrobial agents and chemotherapy 19760401

• Cephalothin-induced immune hemolytic anemia.

  Acta haematologica 19760101

• Acute interstitial nephritis.

  The Journal of urology 19760101

• Therapeutic efficacy of tobramycin--a clinical and laboratory evaluation.

  The Journal of antimicrobial chemotherapy 19751201

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

  JAMA 19750804

• Acute renal failure associated with cephalosporin therapy.

  American heart journal 19750601

• Nephrotoxicity associated with cephalothin administration.

  Archives of internal medicine 19750601

• Nephrotoxicity of combined cephalothin-gentamicin regimen.

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

  Revista clinica espanola 19750515

• Reversible nephrotoxicity associated with cephalothin therapy.

  Archives of internal medicine 19750401

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

  Antimicrobial agents and chemotherapy 19750401

• Drug-induced haemolytic anemia.

  Clinics in haematology 19750201

• Cephaloridine, cephalothin and the kidney.

  The Journal of antimicrobial chemotherapy 19750101

• Letter: Drug-induced red cell aplasia.

  British medical journal 19741019

• Acute intracranial hypertension after nalidixic acid administration.

  Archives of disease in childhood 19740901

• Acute renal failure during cephalothin therapy.

  JAMA 19740805

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

  Cancer 19740801

• Nephropathy, an underestimated complication of methicillin therapy.

  The Journal of pediatrics 19740601

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

  American journal of hospital pharmacy 19740301

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

  Antimicrobial agents and chemotherapy 19740201

• Toxic liver injuries.

  Acta pathologica japonica 19730801

• Acute renal failure after high doses of gentamicin and cephalothin.

  Lancet (London, England) 19730519

• Acute renal failure associated with combined gentamicin and cephalothin therapy.

  British medical journal 19730519

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

  Antimicrobial agents and chemotherapy 19730201

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

  Therapie 19730101

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

  Journal d'urologie et de nephrologie 19730101

• Anuria and acute tubular necrosis associated with gentamicin and cephalothin.

  JAMA 19721218

• Relative nephrotoxicity of cephalosporin antibiotics in an animal model.

  Canadian Medical Association journal 19720909

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

  Antimicrobial agents and chemotherapy 19720901

• Cephalothin-induced tachycardia following aortic valve replacement.

  JAMA 19720807

• Antibiotics and hypokalaemia.

  Lancet (London, England) 19720318

• Nephrotoxicity and acute renal failure associated with cephalothin and cephaloridine.

  The New Zealand medical journal 19711101

• Hemolytic anemia associated with cephalothin.

  JAMA 19710830

• Nonoliguric renal failure secondary to sodium colistimethate: a report of four cases.

  The American journal of the medical sciences 19710801

• Acute renal failure in general surgical patients.

  Archives of surgery (Chicago, Ill. : 1960) 19710601

• Declining renal function associated with administration of cephalothin.

  Southern medical journal 19700401

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

  Antimicrobial agents and chemotherapy 19690101

• Treatment of bacterial endocarditis with cephalothin.

  The New England journal of medicine 19681212

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

  JAMA 19680101

• Penicillin-induced encephalopathy in uremic patients.

  JAMA 19670410