Biapenem

Modify Date: 2025-08-25 09:20:44

Biapenem Structure
Biapenem structure
Common Name Biapenem
CAS Number 120410-24-4 Molecular Weight 350.393
Density N/A Boiling Point N/A
Molecular Formula C15H18N4O4S Melting Point 265-271°C (dec.)
MSDS Chinese USA Flash Point N/A

 Use of Biapenem


Biapenem is a parenteral carbapenem antibacterial agent with a broad spectrum.Target: AntibacterialBiapenem is a carbapenem antibiotic of in vitro antibacterial activity encompassing many Gramnegative and Gram-positive aerobic and anaerobic bacteria, including species producing β-lactamases. Biapenem is more stable than imipenem, mero-penem and panipenem to hydrolysis by human renal dihydropeptidase-I (DHP-I), and therefore does not require the coadministration of a DHP-I inhibitor. In randomised, nonblind or double-blind clinical trials, biapenem showed good clinical and bacteriological efficacy (similar to that of imipenem/ cilastatin) in the treatment of adult patients with intra-abdominal infections, lower respiratory infections or complicated urinary tract infections.

 Names

Name biapenem
Synonym More Synonyms

 Biapenem Biological Activity

Description Biapenem is a parenteral carbapenem antibacterial agent with a broad spectrum.Target: AntibacterialBiapenem is a carbapenem antibiotic of in vitro antibacterial activity encompassing many Gramnegative and Gram-positive aerobic and anaerobic bacteria, including species producing β-lactamases. Biapenem is more stable than imipenem, mero-penem and panipenem to hydrolysis by human renal dihydropeptidase-I (DHP-I), and therefore does not require the coadministration of a DHP-I inhibitor. In randomised, nonblind or double-blind clinical trials, biapenem showed good clinical and bacteriological efficacy (similar to that of imipenem/ cilastatin) in the treatment of adult patients with intra-abdominal infections, lower respiratory infections or complicated urinary tract infections.
Related Catalog
References

[1]. Perry, C.M. and T. Ibbotson, Biapenem. Drugs, 2002. 62(15): p. 2221-34; discussion 2235.

[2]. Kasahara, S., et al., [Clinical effects of biapenem on febrile neutropenia in patients with hematological malignancy]. Jpn J Antibiot, 2008. 61(3): p. 115-21.

 Chemical & Physical Properties

Melting Point 265-271°C (dec.)
Molecular Formula C15H18N4O4S
Molecular Weight 350.393
Exact Mass 350.104889
PSA 127.67000
Index of Refraction 1.651
InChIKey MRMBZHPJVKCOMA-YJFSRANCSA-N
SMILES CC(O)C1C(=O)N2C(C(=O)[O-])=C(SC3Cn4cnc[n+]4C3)C(C)C12
Storage condition -20?C Freezer

 Safety Information

RIDADR NONH for all modes of transport

 Precursor & DownStream

Precursor  2

DownStream  0

 Articles30

More Articles
Nationwide surveillance of bacterial respiratory pathogens conducted by the surveillance committee of Japanese Society of Chemotherapy, the Japanese Association for Infectious Diseases, and the Japanese Society for Clinical Microbiology in 2010: General view of the pathogens' antibacterial susceptibility.

J. Infect. Chemother. 21 , 410-20, (2015)

The nationwide surveillance on antimicrobial susceptibility of bacterial respiratory pathogens from patients in Japan, was conducted by Japanese Society of Chemotherapy, Japanese Association for Infec...

Novel approach to optimize synergistic carbapenem-aminoglycoside combinations against carbapenem-resistant Acinetobacter baumannii.

Antimicrob. Agents Chemother. 59 , 2286-98, (2015)

Acinetobacter baumannii is among the most dangerous pathogens and emergence of resistance is highly problematic. Our objective was to identify and rationally optimize β-lactam-plus-aminoglycoside comb...

Biapenem inactivation by B2 metallo β-lactamases: energy landscape of the post-hydrolysis reactions.

PLoS ONE 7(1) , e30079, (2012)

The first line of defense by bacteria against β-lactam antibiotics is the expression of β-lactamases, which cleave the amide bond of the β-lactam ring. In the reaction of biapenem inactivation by B2 m...

 BiapenemBioassay

View more

Name: Minimum inhibitory concentration required for antibacterial activity against Escheric...
Source: ChEMBL
Target: Escherichia coli
External Id: CHEMBL678940
Name: Inhibition of penicillin-resistant Streptococcus pneumoniae 5204 PBP2X preincubated f...
Source: ChEMBL
Target: Penicillin-binding protein 2x
External Id: CHEMBL1053624
Name: Inhibition of penicillin-sensitive Streptococcus pneumoniae R6 PBP2X preincubated for...
Source: ChEMBL
Target: Penicillin-binding protein 2X
External Id: CHEMBL1053623
Name: Ratio of Kcat to Km for Pseudomonas aeruginosa beta-lactamaseVIM-2 by UV spectrophoto...
Source: ChEMBL
Target: Beta-lactamase class B VIM-2
External Id: CHEMBL1676796
Name: Tmax in epithelial lining fluid of healthy human at 0.3 gm/kg, iv after 0.5 hrs
Source: ChEMBL
Target: N/A
External Id: CHEMBL1667039
Name: Tmax in epithelial lining fluid of healthy human at 0.3 gm/kg, iv after 3 hrs
Source: ChEMBL
Target: N/A
External Id: CHEMBL1667040
Name: AUC in epithelial lining fluid of healthy human at 0.3 gm/kg, iv after 0.5 hrs
Source: ChEMBL
Target: N/A
External Id: CHEMBL1667041
Name: Antibacterial activity against Enterobacter cloacae ECL1058 expressing KPC3/SHV-11/TE...
Source: ChEMBL
Target: Enterobacter cloacae
External Id: CHEMBL3580387
Name: Minimum inhibitory concentration required for antibacterial activity against Staphylo...
Source: ChEMBL
Target: Staphylococcus aureus
External Id: CHEMBL804481
Name: AUC in epithelial lining fluid of healthy human at 0.3 gm/kg, iv after 3 hrs
Source: ChEMBL
Target: N/A
External Id: CHEMBL1667042
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 Synonyms

Biapenem (JAN/USAN)
EINECS 204-352-8
5H-Pyrazolo[1,2-a][1,2,4]triazol-4-ium, 6-[[(4R,5S,6S)-2-carboxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-, inner salt
BiapeneM Crude
Biapenem [USAN:INN]
(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
[4R-[4a,5b,6b(R*)]]-6-[[2-Carboxy-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5 H-pyrazolo[1,2-a][1,2,4]triazol-4-ium inner salt
LJ C10627
omegacin
MFCD00864863
Biapenem
LJ C10,627
Biapenern
L-627
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