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I0160

Sigma-Aldrich

Imipenem monohydrate

≥98% (HPLC)

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
EC Number:
264-734-5
MDL number:
MFCD09753321
UNSPSC Code:
12352200
PubChem Substance ID:
329815301
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +73 to +84°, c = 0.5 in water

color

white to beige

solubility

H2O: >5 mg/mL

antibiotic activity spectrum

mycobacteria

mode of action

cell wall synthesis | interferes

originator

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

storage temp.

−20°C

SMILES string

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

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

InChI key

GSOSVVULSKVSLQ-JJVRHELESA-N

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General description

Chemical structure: ß-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. 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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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)
Antibiotic and chemotherapy e-book, 234-234 (2010)
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)
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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