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Cefoperazone information


Cefoperazone
Clinical data
AHFS/Drugs.comMicromedex Detailed Consumer Information
MedlinePlusa601206
ATC code
  • J01DD12 (WHO) QJ51DD12 (WHO)
Pharmacokinetic data
ExcretionHepatic
Identifiers
IUPAC name
  • (6R,7R)-7-[(2R)-2-{[(4-Ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetamido]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS Number
  • 62893-19-0 checkY
PubChem CID
  • 44185
DrugBank
  • DB01329 checkY
ChemSpider
  • 40206 checkY
UNII
  • 7U75I1278D
KEGG
  • D07645 checkY
ChEMBL
  • ChEMBL507674 checkY
CompTox Dashboard (EPA)
  • DTXSID2022759 Edit this at Wikidata
ECHA InfoCard100.057.936 Edit this at Wikidata
Chemical and physical data
FormulaC25H27N9O8S2
Molar mass645.67 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)[C@@H](c3ccc(O)cc3)NC(=O)N4C(=O)C(=O)N(CC)CC4)CSc5nnnn5C)C(=O)O
InChI
  • InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15-,16-,22-/m1/s1 checkY
  • Key:GCFBRXLSHGKWDP-XCGNWRKASA-N checkY
  (verify)

Cefoperazone is a third-generation cephalosporin antibiotic, marketed by Pfizer under the name Cefobid. It is one of few cephalosporin antibiotics effective in treating Pseudomonas bacterial infections which are otherwise resistant to these antibiotics.

It was patented in 1974 and approved for medical use in 1981.[1] Cefoperazone/sulbactam (Sulperazon) is a co-formulation with sulbactam.

  1. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 494. ISBN 9783527607495.

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Cefoperazone

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Cefoperazone is a third-generation cephalosporin antibiotic, marketed by Pfizer under the name Cefobid. It is one of few cephalosporin antibiotics effective...

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Timeline of antibiotics

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piperacillin 1981 – co-amoxiclav (amoxicillin/clavulanic acid) 1981 – cefoperazone 1981 – cefotiam 1981 – cefsulodin 1981 – latamoxef 1981 – netilmicin...

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Cephalosporin

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reaction with ethanol. These include latamoxef (moxalactam), cefmenoxime, cefoperazone, cefamandole, cefmetazole, and cefotetan. This is thought to be due to...

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Proteus vulgaris

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known to be sensitive: Ciprofloxacin Ceftazidime Netilmicin Sulbactam or cefoperazone Meropenem Piperacillin/tazobactam Ampicillin/sulbactam Proteus OX19 Swarming...

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Typhoid fever

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fever and other systemic salmonelloses with cefotaxime, ceftriaxone, cefoperazone, and other newer cephalosporins". Reviews of Infectious Diseases. 9 (4):...

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Sulbactam

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ampicillin/sulbactam (Unasyn) is available in the United States. The combination cefoperazone/sulbactam (Sulperazon) is available in many countries. The co-packaged...

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Ketorolac

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risk of bleeding increases with the concurrent medications clopidogrel, cefoperazone, valproic acid, cefotetan, eptifibatide, tirofiban, and ticlopidine....

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Vitamin K

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S2CID 7743991. Wong RS, Cheng G, Chan NP, Wong WS, NG MH (January 2006). "Use of cefoperazone still needs a caution for bleeding from induced vitamin K deficiency"...

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List of antibiotics

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Meiact Cefoperazone [Unlike most third-generation agents, cefoperazone is active against Pseudomonas aeruginosa], combination Cefoperazone with Sulbactam...

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Benzathine benzylpenicillin

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Benzathine benzylpenicillin/procaine benzylpenicillin Cefepime/enmetazobactam Cefoperazone/sulbactam Ceftazidime/avibactam Ceftolozane/tazobactam Imipenem/cilastatin#...

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Side effects of penicillin

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Benzathine benzylpenicillin/procaine benzylpenicillin Cefepime/enmetazobactam Cefoperazone/sulbactam Ceftazidime/avibactam Ceftolozane/tazobactam Imipenem/cilastatin#...

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Antibiotic

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Antibiotics such as metronidazole, tinidazole, cephamandole, latamoxef, cefoperazone, cefmenoxime, and furazolidone, cause a disulfiram-like chemical reaction...

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Ceftriaxone

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strains of Haemophilus and Neisseria. However, unlike ceftazidime and cefoperazone, ceftriaxone does not have useful activity against Pseudomonas aeruginosa...

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ATC code J01

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Cefixime J01DD09 Cefodizime J01DD10 Cefetamet J01DD11 Cefpiramide J01DD12 Cefoperazone J01DD13 Cefpodoxime J01DD14 Ceftibuten J01DD15 Cefdinir J01DD16 Cefditoren...

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Campylobacter fetus

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infected animals or people is routinely performed by culture on blood or cefoperazone deoxycholate agar. Subspecies of C. fetus commonly causes reproductive...

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Melioidosis

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administered for at least 10 to 14 days. Meropenem, imipenem and the cefoperazone-sulbactam combination (Sulperazone) are also effective. Intravenous...

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Avibactam

Last Update:

Benzathine benzylpenicillin/procaine benzylpenicillin Cefepime/enmetazobactam Cefoperazone/sulbactam Ceftazidime/avibactam Ceftolozane/tazobactam Imipenem/cilastatin#...

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Disulfiram

Last Update:

tolbutamide and chlorpropamide Several cephalosporin drugs, including cefoperazone, cefamandole and cefotetan, that have a N-methylthio-tetrazole moiety...

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Pseudomonas aeruginosa

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levofloxacin, but not moxifloxacin) cephalosporins (ceftazidime, cefepime, cefoperazone, cefpirome, ceftobiprole, but not cefuroxime, cefotaxime, or ceftriaxone)...

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Liver support system

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Diclofenac Cephazoline Omeprazole Clofibrate Chlorpromazine Ibuprofen Cefoperazone Antifungals Lovastatin Haloperidol Indomethacin Ceftriaxone Amphotericine...

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Proteus penneri

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with a few exceptions are also susceptible to: amikacin piperacillin cefoperazone All tested strains have been found resistant to: penicillin ampicillin...

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Pasteurella canis

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third-generation cephalosporins (cefixime, cefotaxime, ceftriaxone, and cefoperazone), ciprofloxacin (quinolones), trimethoprim/sulfamethoxazole (sulfonamides)...

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ATCvet code QJ51

Last Update:

QJ51DB10 Cefacetrile QJ51DB90 Cefalonium QJ51DC02 Cefuroxime QJ51DD12 Cefoperazone QJ51DD90 Ceftiofur QJ51DE90 Cefquinome QJ51EA01 Trimethoprim QJ51FA01...

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