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Merck

32460

Supelco

Meropenem trihydrate

VETRANAL®, analytical standard

Sinónimos:

(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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About This Item

Fórmula empírica (notación de Hill):
C17H25N3O5S · 3H2O
Número de CAS:
Peso molecular:
437.51
Número MDL:
Código UNSPSC:
41116107
ID de la sustancia en PubChem:
NACRES:
NA.24

grado

analytical standard

Nivel de calidad

Línea del producto

VETRANAL®

caducidad

limited shelf life, expiry date on the label

técnicas

HPLC: suitable
gas chromatography (GC): suitable

aplicaciones

forensics and toxicology
pharmaceutical (small molecule)

formato

neat

Condiciones de envío

wet ice

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

CTUAQTBUVLKNDJ-OBZXMJSBSA-N

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Descripción general

Meropenem trihydrate (Meropenem) is a broad-spectrum carbapenem with antibacterial properties. It inhibits cell wall synthesis in both gram-negative and gram-positive bacteria.

Aplicación

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Acciones bioquímicas o fisiológicas

Meropenem has been used as a reference standard in an experiment conducted to investigate the effects on in vivo efficacy caused due to chemical differences in three generic products of meropenem.
Meropenem penetrates cell walls and binds to penicillin-binding protein targets. It acts against aerobes and anaerobes including E. coli, Klebsiella, Clostridium, Enterococcus sp. It is a common cause of mild transient aminotransferase elevations and can rarely result in clinically apparent, cholestatic liver injury.
Meropenem trihydrate is an ultra-broad spectrum beta-lactam antibiotic active against both Gram-positive and Gram-negative bacteria.

Información legal

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogramas

Health hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Resp. Sens. 1 - Skin Sens. 1

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Certificados de análisis (COA)

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Even apparently insignificant chemical deviations among bioequivalent generic antibiotics can lead to therapeutic nonequivalence: the case of meropenem.
Agudelo, M., et al.
Antimicrobial Agents and Chemotherapy, 58 (2), 1005-1018 (2014)
Laurens Manning et al.
PloS one, 9(7), e102023-e102023 (2014-07-16)
Concerns regarding the clinical impact of meropenem instability in continuous infusion (CI) devices may contribute to inconsistent uptake of this method of administration across outpatient parenteral antimicrobial therapy (OPAT) services. We retrospectively reviewed the clinical efficacy and safety of CIs
Ryuichi Fukuda et al.
Developmental cell, 51(1), 62-77 (2019-09-10)
Mechanical forces regulate cell behavior and tissue morphogenesis. During cardiac development, mechanical stimuli from the heartbeat are required for cardiomyocyte maturation, but the underlying molecular mechanisms remain unclear. Here, we first show that the forces of the contracting heart regulate
Johannes Zander et al.
Clinical chemistry and laboratory medicine, 53(5), 781-791 (2014-10-11)
Recent studies have demonstrated highly variable blood concentrations of piperacillin, tazobactam, cefepime, meropenem, ciprofloxacin and linezolid in critically ill patients with a high incidence of sub-therapeutic levels. Consequently, therapeutic drug monitoring (TDM) of these antibiotics has to be considered, requiring

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