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Merck

I0160

Imipenem monohydrate

≥98% (HPLC), B-lactam antibiotic, powder

Synonym(s):

(5R,6S)-6-[(1R)-1-Hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monohydrate, Primaxin monohydrate, Tienam monohydrate

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About This Item

Empirical Formula (Hill Notation):
C12H17N3O4S · H2O
CAS Number:
74431-23-5
Molecular Weight:
317.36
NACRES:
NA.77
PubChem Substance ID:
329815301
UNSPSC Code:
12352200
EC Number:
264-734-5
MDL number:
MFCD09753321

Key Documents

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Product Name

Imipenem monohydrate, ≥98% (HPLC)

InChI key

GSOSVVULSKVSLQ-JJVRHELESA-N

InChI

1S/C12H17N3O4S.H2O/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17;/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19);1H2/t6-,7-,9-;/m1./s1

SMILES string

O.C[C@@H](O)[C@@H]1[C@H]2CC(SCCNC=N)=C(N2C1=O)C(O)=O

assay

≥98% (HPLC)

form

powder

color

white

antibiotic activity spectrum

mycobacteria

mode of action

cell wall synthesis | interferes

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

storage temp.

−20°C

Quality Level

100

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General description

Chemical structure: β-lactam

Application

Imipenem monohydrate has been used to determine the resistance profiles of Pseudomonas aeruginosa isolates. It has also been used in susceptibility testing against Acinetobacter baumannii.

Biochem/physiol Actions

Imipenem is found effective against gram positive and negative aerobes and anaerobes. Imipenem is often combined with cilastatin, to inhibit its metabolism in kidney.
Imipenem monohydrate is a broad spectrum B-lactam antibiotic.
Imipenem monohydrate is a broad spectrum B-lactam antibiotic. It is a member of the carbapenem class of "magic bullet" antibiotics for severe infections.

Features and Benefits

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000418193
0000418193
0000405322
0000384966
0000311736

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Qiwen Yang et al.
Journal of medical microbiology, 62(Pt 9), 1343-1349 (2013-06-07)
The objective of this study was to investigate the susceptibility of hospital-associated (HA) and community-associated (CA) Escherichia coli and Klebsiella pneumoniae isolated from patients with intra-abdominal infections (IAIs) in China. From 2002 to 2011, the minimum inhibitory concentrations (MICs) of
Could plazomicin alone or in combination be a therapeutical option against carbapenem-resistant Acinetobacter baumannii?
Garcia Salguero C, et al.
Antimicrobial agents and chemotherapy, AAC-00873 (2015)
David M Livermore et al.
The Journal of antimicrobial chemotherapy, 68(10), 2286-2290 (2013-05-23)
MK-7655 is a novel inhibitor of class A and C β-lactamases. We investigated its potential to protect imipenem. Chequerboard MICs were determined by CLSI agar dilution: (i) for Enterobacteriaceae with carbapenemases; (ii) for Enterobacteriaceae with carbapenem resistance contingent on combinations
Stefania Correale et al.
Acta crystallographica. Section D, Biological crystallography, 69(Pt 9), 1697-1706 (2013-09-04)
The modelling of peptidoglycan is responsible for key cellular processes in Mycobacterium tuberculosis such as cell growth, division and resuscitation from dormancy. The structure of M. tuberculosis peptidoglycan is atypical since it contains a majority of 3,3 cross-links synthesized by L,D-transpeptidases
Florence Suy et al.
Journal of clinical microbiology, 51(9), 3147-3150 (2013-07-05)
We report Campylobacter fetus meningitis associated with endocarditis in a 75-year-old diabetic man after he consumed raw liver. C. fetus was isolated from blood samples and cerebrospinal fluid. Cure was obtained with combined intravenous imipenem-gentamicin for 4 weeks; no relapse
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