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SML0306

Sigma-Aldrich

Biapenem

≥98% (HPLC)

Synonym(s):

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-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium inner salt, Biapenern, CL 186-815, CL 186815, L 627, LJC 10627

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About This Item

Empirical Formula (Hill Notation):
C15H18N4O4S
CAS Number:
Molecular Weight:
350.39
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: ≥5 mg/mL (warmed)

storage temp.

−20°C

SMILES string

C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(SC3Cn4cnc[n+]4C3)=C(N2C1=O)C([O-])=O

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

Biochem/physiol Actions

Biapenem does not react to renal dihydropeptidase-I mediated hydrolysis in human. Biapenem is well absorbed by tissues and body fluids, following intravenous injection.
Biapenem is a broad spectrum, carbapenem-based antibiotic with activity against both Gram-positive and Gram-negative bacterial strains.
Biapenem is a broad spectrum, carbapenem-based antibiotic.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Yan Bai et al.
Antimicrobial agents and chemotherapy, 59(3), 1466-1471 (2014-12-24)
The antimicrobial treatment of multidrug-resistant (MDR) Acinetobacter baumannii infections has become a great challenge for medical staff all over the world. Increasing numbers of MDR A. baumannii infections have been identified and reported, but effective clinical treatments for them are
Eiki Kikuchi et al.
Antimicrobial agents and chemotherapy, 53(7), 2799-2803 (2009-04-22)
The time above the MIC (T>MIC) is the pharmacokinetic/pharmacodynamic (PK/PD) parameter that correlates with the therapeutic efficacy of beta-lactam antibiotics. A prolonged infusion can provide plasma drug concentrations that remain above the MIC for a long period. The objective of
Fabio Simona et al.
The Journal of biological chemistry, 284(41), 28164-28171 (2009-08-13)
Metallo-beta-lactamases (MbetaLs) constitute an increasingly serious clinical threat by giving rise to beta-lactam antibiotic resistance. They accommodate in their catalytic pocket one or two zinc ions, which are responsible for the hydrolysis of beta-lactams. Recent x-ray studies on a member
Ming Xia et al.
Journal of pharmaceutical and biomedical analysis, 49(4), 937-944 (2009-03-13)
The stability of biapenem in aqueous solution was investigated. Forced degradation of biapenem was carried out under different concentrations, pH values and temperatures. The degradation products were determined by reverse-phase HPLC and identified by LC-MS/MS. One dimeric impurity was obtained
Darija Viducic et al.
Antimicrobial agents and chemotherapy, 60(10), 5752-5764 (2016-07-20)
The ability of Pseudomonas aeruginosa to rapidly modulate its response to antibiotic stress and persist in the presence of antibiotics is closely associated with the process of cell-to-cell signaling. The alternative sigma factor RpoN (σ(54)) is involved in the regulation

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