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Biapenem

CAS No.:
120410-24-4
Catalog Number:
AG0034IP
Molecular Formula:
C15H18N4O4S
Molecular Weight:
350.3928
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%(HPLC)
In Stock USA
United States
$60
- +
10mg
98%(HPLC)
In Stock USA
United States
$94
- +
25mg
98%(HPLC)
In Stock USA
United States
$157
- +
50mg
98%(HPLC)
In Stock USA
United States
$293
- +
100mg
98%(HPLC)
In Stock USA
United States
$544
- +
Product Description
Catalog Number:
AG0034IP
Chemical Name:
Biapenem
CAS Number:
120410-24-4
Molecular Formula:
C15H18N4O4S
Molecular Weight:
350.3928
MDL Number:
MFCD00864863
IUPAC Name:
(4R,5S,6S)-3-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylsulfanyl)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
InChI:
InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/m1/s1
InChI Key:
MRMBZHPJVKCOMA-YJFSRANCSA-N
SMILES:
C[C@H]([C@H]1C(=O)N2[C@@H]1[C@@H](C)C(=C2C(=O)[O-])SC1C[n+]2n(C1)cnc2)O
UNII:
YR5U3L9ZH1
Properties
Complexity:
609  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
350.105g/mol
Formal Charge:
0
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
350.393g/mol
Monoisotopic Mass:
350.105g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
128A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
1.4  
Literature
Title Journal
In vivo efficacy and pharmacokinetics of biapenem in a murine model of ventilator-associated pneumonia with Pseudomonas aeruginosa. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20120801
Biapenem inactivation by B2 metallo β-lactamases: energy landscape of the post-hydrolysis reactions. PloS one 20120101
[Determination of biapenem in human plasma by high performance liquid chromatography]. Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20110701
Clinical efficacy and safety of biapenem for febrile neutropenia in patients with underlying hematopoietic diseases: a multi-institutional study. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20110201
Improved RP-HPLC method to determine biapenem in human plasma/urine and its application to a pharmacokinetic study. Arzneimittel-Forschung 20110101
In vitro activity of biapenem against Burkholderia pseudomallei. International journal of antimicrobial agents 20100501
HPLC method for measuring meropenem and biapenem concentrations in human peritoneal fluid and bile: application to comparative pharmacokinetic investigations. Journal of chromatographic science 20100101
A multicenter, randomized controlled clinical study on biapenem and imipenem/cilastatin injection in the treatment of respiratory and urinary tract infections. Chemotherapy 20100101
Common mechanistic features among metallo-beta-lactamases: a computational study of Aeromonas hydrophila CphA enzyme. The Journal of biological chemistry 20091009
Metallo-beta-lactamase inhibitory activity of phthalic acid derivatives. Bioorganic & medicinal chemistry letters 20090901
Pharmacokinetics and pharmacodynamics of biapenem in human cerebrospinal fluid. International journal of antimicrobial agents 20090801
The stability of biapenem and structural identification of impurities in aqueous solution. Journal of pharmaceutical and biomedical analysis 20090501
[Dosing regimen rationalization of biapenem in pediatric patients: use of Monte Carlo simulation]. The Japanese journal of antibiotics 20090201
Clinical and microbiological effects of biapenem in febrile neutropenic patients with hematologic malignancies. Scandinavian journal of infectious diseases 20090101
Pharmacodynamic evaluation of biapenem in peritoneal fluid using population pharmacokinetic modelling and Monte Carlo simulation. International journal of antimicrobial agents 20081001
Bacteremia caused by Desulfovibrio fairfieldensis. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20081001
Pharmacokinetics and pharmacodynamics of biapenem in critically ill patients under continuous venovenous hemodiafiltration. The Japanese journal of antibiotics 20081001
[Clinical effects of biapenem on febrile neutropenia in patients with hematological malignancy]. The Japanese journal of antibiotics 20080601
Population pharmacokinetics and pharmacodynamics of biapenem in paediatric patients. Journal of clinical pharmacy and therapeutics 20080401
[Clinical investigation on target value of T>MIC in carbapenems]. The Japanese journal of antibiotics 20080401
Pharmacokinetic and pharmacodynamic properties of biapenem, a carbapenem antibiotic, in rat experimental model of severe acute pancreatitis. Pancreas 20080301
Pharmacokinetic modeling and dosage adaptation of biapenem in Japanese patients during continuous venovenous hemodiafiltration. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20080201
Pharmacokinetic-pharmacodynamic target attainment analysis of biapenem in adult patients: a dosing strategy. Chemotherapy 20080101
[Analysis on the effective dosage regimens for meropenem, biapenem and doripenem against P. aeruginosa infection based on pharmacokinetics and pharmacodynamics theory]. The Japanese journal of antibiotics 20071201
Protonation state and substrate binding to B2 metallo-beta-lactamase CphA from Aeromonas hydrofila. Proteins 20071115
[Comparison of ciprofloxacin with biapenem in patients with moderate or severe pneumonia]. Kansenshogaku zasshi. The Journal of the Japanese Association for Infectious Diseases 20070501
[Clinical evaluation of biapenem for febrile neutropenia in patients with hematological disorders]. The Japanese journal of antibiotics 20070401
A simple and rapid determination of biapenem in plasma by high-performance liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20061121
[Antimicrobial susceptibility of Pseudomonas aeruginosa isolated from urine at one hospital to mainly carbapenem and fluoroquinolone drugs]. The Japanese journal of antibiotics 20060401
Catalytic mechanism of class B2 metallo-beta-lactamase. The Journal of biological chemistry 20060331
[The combination effects of antibacterial agents against clinical isolated multiple-drug resistant Pseudomonas aeruginosa]. The Japanese journal of antibiotics 20060201
Antibiotic binding to monozinc CphA beta-lactamase from Aeromonas hydropila: quantum mechanical/molecular mechanical and density functional theory studies. Journal of medicinal chemistry 20051020
Extrapolation of human pharmacokinetic parameters from rat, dog, and monkey data: Molecular properties associated with extrapolative success or failure. Journal of pharmaceutical sciences 20050701
A metallo-beta-lactamase enzyme in action: crystal structures of the monozinc carbapenemase CphA and its complex with biapenem. Journal of molecular biology 20050128
Role for rpoS gene of Pseudomonas aeruginosa in antibiotic tolerance. FEMS microbiology letters 20050101
[Combined effects of arbekacin with biapenem against in vitro and in vivo model of a mixture of MRSA and Pseudomonas aeruginosa]. The Japanese journal of antibiotics 20040601
Optimization of dose and dose regimen of biapenem based on pharmacokinetic and pharmacodynamic analysis. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20040401
Optimization of dose and dose regimen of biapenem based on pharmacokinetic and pharmacodynamic analysis. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20040401
[Proper use of carbapenem antibiotics based on the feature in the treatment of infectious diseases (discussion)]]. The Japanese journal of antibiotics 20040201
Noncognitive symptoms and long-term treatment expectations for Alzheimer disease. Alzheimer disease and associated disorders 20040101
[Clinical evaluation on biapenem for respiratory infections in elderly patients: safety for renal function]. Nihon Ronen Igakkai zasshi. Japanese journal of geriatrics 20030701
[Antibacterial activity of biapenem against recent clinical isolates]. The Japanese journal of antibiotics 20030401
[Bactericidal activity of biapenem against various efflux system mutants of Pseudomonas aeruginosa]. The Japanese journal of antibiotics 20020201
Biapenem. Drugs 20020101
[Bactericidal activity of biapenem against various bacteria]. The Japanese journal of antibiotics 20011201
[Comparative antibacterial activity of carbapenems against P. aeruginosa (1)]. The Japanese journal of antibiotics 20011101
[Antimicrobial activities of carbapenems and fourth generation cephems against clinically isolated strains]. The Japanese journal of antibiotics 20010901
Correlation between in vitro and in vivo models of proconvulsive activity with the carbapenem antibiotics, biapenem, imipenem/cilastatin and meropenem. Toxicology letters 19950401
Properties