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165800-04-4,MFCD00941980
Catalog No.:AA00ABH4

165800-04-4 | eperezolid

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5mg
98
in stock  
$575.00   $403.00
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10mg
98
in stock  
$950.00   $665.00
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25mg
98%
in stock  
$2,112.00   $1,479.00
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50mg
98
in stock  
$2,736.00   $1,915.00
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100mg
98
in stock  
$3,808.00   $2,665.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00ABH4
Chemical Name:
eperezolid
CAS Number:
165800-04-4
Molecular Formula:
C18H23FN4O5
Molecular Weight:
394.3974
MDL Number:
MFCD00941980
SMILES:
OCC(=O)N1CCN(CC1)c1ccc(cc1F)N1C[C@@H](OC1=O)CNC(=O)C
Properties
Computed Properties
 
Complexity:
599  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
5  
XLogP3:
-0.3  

Downstream Synthesis Route

[1]Narina,SrinivasaraoV.;Sudalai,Arumugam[TetrahedronLetters,2006,vol.47,#38,p.6799-6802]

[2]Brickner,StevenJ.;Hutchinson,DouglasK.;Barbachyn,MichaelR.;Manninen,PeterR.;Ulanowicz,DebraA.;etal.[JournalofMedicinalChemistry,1996,vol.39,#3,p.673-679]

[3]Schaus,ScottE.;Jacobsen,EricN.[TetrahedronLetters,1996,vol.37,#44,p.7937-7940]

[1]Lohray,BrajB.;Baskaran,Sundarababu;Rao,B.Srinivasa;Reddy,B.Yadi;Rao,I.Nageswara[TetrahedronLetters,1999,vol.40,#26,p.4855-4856]

81842-71-9    165800-04-4   
4-2-fluoro-4-(3-hydroxy-propylamino)-phenyl-piperazine-1-carboxylicacidbenzylester 

[1]Narina,SrinivasaraoV.;Sudalai,Arumugam[TetrahedronLetters,2006,vol.47,#38,p.6799-6802]

[1]TetrahedronLetters,2006,vol.47,p.6799-6802

[2]TetrahedronLetters,1996,vol.37,p.7937-7940

[1]Narina,SrinivasaraoV.;Sudalai,Arumugam[TetrahedronLetters,2006,vol.47,#38,p.6799-6802]

Literature

Title: Response of methicillin-resistant Staphylococcus aureus to amicoumacin A.

Journal: PloS one 20120101

Title: 4-(o-Tol-yl)piperazin-1-ium chloride.

Journal: Acta crystallographica. Section E, Structure reports online 20111101

Title: Production of icaADBC-encoded polysaccharide intercellular adhesin and therapeutic failure in pediatric patients with Staphylococcal device-related infections.

Journal: BMC infectious diseases 20100101

Title: Pharmacokinetics of Linezolid and Ertapenem in experimental parapneumonic pleural effusion.

Journal: Journal of inflammation (London, England) 20100101

Title: Clinical outcomes of antimicrobial lock solutions used in a treatment modality: a retrospective case series analysis.

Journal: Clinical pharmacology : advances and applications 20100101

Title: Synthesis and antibacterial activities of eperezolid analogs with glycinyl substitutions.

Journal: Archiv der Pharmazie 20090701

Title: Linezolid (ZYVOX), the first member of a completely new class of antibacterial agents for treatment of serious gram-positive infections.

Journal: Journal of medicinal chemistry 20080410

Title: Synthesis and in vitro antibacterial activities of novel oxazolidinones.

Journal: European journal of medicinal chemistry 20080401

Title: Synthesis and in vitro antibacterial activity of novel methylamino piperidinyl oxazolidinones.

Journal: Bioorganic & medicinal chemistry letters 20070915

Title: Evaluation of a basic physiologically based pharmacokinetic model for simulating the first-time-in-animal study.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20070701

Title: High-performance liquid chromatographic method for simple and rapid determination of linezolid in human plasma.

Journal: Biomedical chromatography : BMC 20060801

Title: Novel 4-N-substituted aryl pent-2-ene-1,4-dione derivatives of piperazinyloxazolidinones as antibacterials.

Journal: Bioorganic & medicinal chemistry letters 20060315

Title: Synthesis and SAR of novel oxazolidinones: discovery of ranbezolid.

Journal: Bioorganic & medicinal chemistry letters 20051001

Title: Synthesis and antibacterial activity of dihydro-1,2-oxazine and 2-pyrazoline oxazolidinones: novel analogs of linezolid.

Journal: Bioorganic & medicinal chemistry letters 20050602

Title: In vitro activity of vancomycin, quinupristin/dalfopristin, and linezolid against intact and disrupted biofilms of staphylococci.

Journal: Annals of clinical microbiology and antimicrobials 20050101

Title: Novel tetrahydro-thieno pyridyl oxazolidinone: an antibacterial agent.

Journal: Bioorganic & medicinal chemistry 20040901

Title: Simple method for the assay of eperezolid in brain heart infusion broth by high-performance liquid chromatography.

Journal: Journal of pharmaceutical and biomedical analysis 20040629

Title: Oxazolidinone: search for highly potent antibacterial.

Journal: Bioorganic & medicinal chemistry letters 20040621

Title: Simple method for the assay of linezolid in Brain Heart Infusion broth by high-performance liquid chromatography.

Journal: Biomedical chromatography : BMC 20040101

Title: Identification of phenylisoxazolines as novel and viable antibacterial agents active against Gram-positive pathogens.

Journal: Journal of medicinal chemistry 20030116

Title: Oxazolidinone antibacterial agents: a critical review.

Journal: Current topics in medicinal chemistry 20030101

Title: Carbon-carbon-linked (pyrazolylphenyl)oxazolidinones with antibacterial activity against multiple drug resistant gram-positive and fastidious gram-negative bacteria.

Journal: Bioorganic & medicinal chemistry 20011201

Title: The discovery of linezolid, the first oxazolidinone antibacterial agent.

Journal: Current drug targets. Infectious disorders 20010801

Title: Novel piperidinyloxy oxazolidinone antimicrobial agents.

Journal: Bioorganic & medicinal chemistry letters 20010723

Title: RU-79115 (Aventis Pharma).

Journal: Current opinion in investigational drugs (London, England : 2000) 20010601

Title: Oxazolidinones: a review.

Journal: Drugs 20000101

Title: Activities of several novel oxazolidinones against Mycobacterium tuberculosis in a murine model.

Journal: Antimicrobial agents and chemotherapy 19990501

Title: In vitro activities of U-100592 and U-100766, novel oxazolidinone antibacterial agents.

Journal: Antimicrobial agents and chemotherapy 19960401

Title: Synthesis and antibacterial activity of U-100592 and U-100766, two oxazolidinone antibacterial agents for the potential treatment of multidrug-resistant gram-positive bacterial infections.

Journal: Journal of medicinal chemistry 19960202

Title: Rybak MJ, et al. Comparative in vitro activities and postantibiotic effects of the oxazolidinone compounds eperezolid (PNU-100592) and linezolid (PNU-100766) versus vancomycin against Staphylococcus aureus, coagulase-negative staphylococci, Enterococcus faecalis, and Enterococcus faecium. Antimicrob Agents Chemother. 1998 Mar;42(3):721-4.

Title: Lin AH, et al. The oxazolidinone eperezolid binds to the 50S ribosomal subunit and competes with binding of chloramphenicol and lincomycin. Antimicrob Agents Chemother. 1997 Oct;41(10):2127-31.

Title: Zhou CC, et al. 1H nuclear magnetic resonance study of oxazolidinone binding to bacterial ribosomes. Antimicrob Agents Chemother. 2002 Mar;46(3):625-9.

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Tags:165800-04-4 Molecular Formula|165800-04-4 MDL|165800-04-4 SMILES|165800-04-4 eperezolid