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Key Documents

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:
Molecular Weight:
317.36
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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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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)
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
Antibiotic and chemotherapy e-book, 234-234 (2010)
Investigation of the chemical composition and different effects of a Rumex dentatus methanol extract against drug resistant pseudomonas aeruginosa Isolates
Najafabadi MP, et al.
Iranian Red Crescent Medical Journal, 18(12) (2016)
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

Articles

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

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