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M2574

Sigma-Aldrich

Meropenem trihydrate

≥98% (HPLC)

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

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: ≥20 mg/mL

originator

AstraZeneca

storage temp.

−20°C

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

InChI key

CTUAQTBUVLKNDJ-OBZXMJSBSA-N

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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.

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.

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.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

涉药品监管产品

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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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
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)
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
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
Measurement and correlation of solubility of meropenem trihydrate in binary (water+ acetone/tetrahydrofuran) solvent mixtures
Zhou L, et al.
Chinese Journal of Chemical Engineering, 25(10), 1461-1466 (2017)
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