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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
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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

涉药品监管产品

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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
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)
The Radiostability of Meropenem Trihydrate in Solid State
Kilinska K, et al.
Molecules (Basel), 23(11), 2738-2738 (2018)
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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