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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:
120410-24-4
Molecular Weight:
350.39
MDL number:
MFCD00864863
UNSPSC Code:
12352200
PubChem Substance ID:
329825311
NACRES:
NA.77

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Caroline M Perry et al.
Drugs, 62(15), 2221-2234 (2002-10-17)
Biapenem is a new parenteral carbapenem antibacterial agent with a broad spectrum of in vitro antibacterial activity encompassing many Gram-negative and Gram-positive aerobic and anaerobic bacteria, including species producing beta-lactamases. Biapenem is more stable than imipenem, meropenem and panipenem to
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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