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Merck

M2574

Meropenem trihydrate

≥98% (HPLC), powder, antibacterial agent

Synonym(s):

(1R,5S,6S)-2-[(3S,5S)-5-(dimethylaminocarbonyl)pyrrolidin-3-ylthio]-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid trihydrate

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All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C17H25N3O5S · 3H2O
CAS Number:
119478-56-7
Molecular Weight:
437.51
NACRES:
NA.77
UNSPSC Code:
12352200
MDL number:
MFCD08600005

Product Name

Meropenem trihydrate, ≥98% (HPLC)

InChI key

CTUAQTBUVLKNDJ-OBZXMJSBSA-N

SMILES string

O.O.O.C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)=C(N2C1=O)C(O)=O

InChI

1S/C17H25N3O5S.3H2O/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4;;;/h7-12,18,21H,5-6H2,1-4H3,(H,24,25);3*1H2/t7-,8-,9+,10+,11-,12-;;;/m1.../s1

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

originator

AstraZeneca

storage temp.

−20°C

Quality Level

100

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Application

Meropenem trihydrate has been used in the
  • antibiotic susceptibility testing of E coli isolates from harbor estuary sediment samples
  • in the bacterial killing assay and for screening antibiotic resistance of cystic fibrosis patient′s sputum based Staphylococcus aureus transformed macrophages in phagocyte infection
  • for screening Enterococcus faecalis from human bile

Biochem/physiol Actions

Meropenem trihydrate is an ultra-broad spectrum beta-lactam antibiotic active against both Gram-positive and Gram-negative bacteria.
Meropenem trihydrate is an ultra-broad spectrum beta-lactam antibiotic.

Features and Benefits

This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

Meropenem trihydrate (MRP) belongs to the carbapenem group of compounds. It is susceptible to degradation at high temperature and humidity. It is soluble in methanol-water or acetone-water combinations. It is used as an antibacterial agent for treating meningitis and pneumonia.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

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
0000399409
0000399409
0000444308
0000444308
0000399408

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Lisa Kolano et al.
Chembiochem : a European journal of chemical biology, 21(18), 2628-2634 (2020-04-16)
Proline-rich antimicrobial peptides expressed in insects are primarily active against Enterobacteriaceae. Mechanistically, they target the bacterial (70S) ribosome after partially transporter-based cellular uptake, as revealed for Api137 and Onc112 on Escherichia coli. Following molecular modeling indicating that the Onc112 contact
Thanh C Tran et al.
MicrobiologyOpen, 9(12), e1130-e1130 (2020-11-10)
To assess a cost-effective in-house selective plate formula for actively screening carbapenem-resistant Enterobacteriaceae (CRE). The in-house formula included CHROMagarTM Orientation, meropenem, and ingredients present in the Mac-Conkey formula, such as bile salts and crystal violet (pH 6.9-7.2). American Type Culture
Human bile reduces antimicrobial activity of selected antibiotics against Enterococcus faecalis and Escherichia coli in vitro
Wulkersdorfer B, et al.
Antimicrobial agents and chemotherapy, 61(8), e00527-e00517 (2017)
Kaivon Assani et al.
Journal of cystic fibrosis : official journal of the European Cystic Fibrosis Society, 18(5), 622-629 (2018-10-28)
There are no effective treatments for Burkholderia cenocepacia in patients with cystic fibrosis (CF) due to bacterial multi-drug resistance and defective host killing. We demonstrated that decreased bacterial killing in CF is caused by reduced macrophage autophagy due to defective
AR-13 reduces antibiotic-resistant bacterial burden in cystic fibrosis phagocytes and improves cystic fibrosis transmembrane conductance regulator function
Assani K, et al.
Journal of Cystic Fibrosis : Official Journal of the European Cystic Fibrosis Society (2018)
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