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Merck

SML0306

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
NACRES:
NA.77
PubChem Substance ID:
329825311
UNSPSC Code:
12352200
MDL number:
MFCD00864863
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated

Key Documents

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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

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 key

MRMBZHPJVKCOMA-YJFSRANCSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: ≥5 mg/mL (warmed)

storage temp.

−20°C

Quality Level

100

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000476237
0000476240
0000476240
0000476237
0000473605

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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
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
Katarzyna Michalska et al.
Journal of chromatography. A, 1282, 153-160 (2013-02-20)
The elaborated method of micellar electrokinetic chromatography (MEKC) used to separate biapenem from its related substances was successfully implemented using sweeping under an enhanced electric field, followed by UV absorption detection at 200nm. The best results were obtained with formic
Domenico L Gatti
PloS one, 7(1), e30079-e30079 (2012-01-25)
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 metallo β-lactamases (MβLs), after the β-lactam ring is
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