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PHR1796

Imipenem

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Imipenem monohydrate, (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.24
PubChem Substance ID:
329823620
UNSPSC Code:
41116107
EC Number:
264-734-5
MDL number:
MFCD09753321

Key Documents

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Product Name

Imipenem, Pharmaceutical Secondary Standard; Certified Reference Material

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

grade

certified reference material
pharmaceutical secondary standard

agency

traceable to Ph. Eur. I0090000
traceable to USP 1337809

API family

imipenem

form

solid

CofA

current certificate can be downloaded

packaging

pkg of 200 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

storage temp.

-10 to -25°C

Quality Level

300

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Biochem/physiol Actions

Imipenem monohydrate is a broad spectrum B-lactam antibiotic. It is a member of the carbapenem class of "magic bullet" antibiotics for severe infections.
Imipenem monohydrate is a broad spectrum B-lactam antibiotic.

Analysis Note

These secondary standards offer multi-traceability to the USP and EP primary standards, where they are available.

Application

Imipenem may be used as a pharmaceutical reference standard for the quantification of the analyte in biological samples and pharmaceutical formulations by various analytical techniques.

General description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. Imipenem belongs to the class of carbapenems, a beta-lactam antibiotic, effective against aerobic and anaerobic bacteria. Carbapenems act by inhibiting the peptidoglycan synthesis involved in bacterial cell wall formation, thus causing the death of the target microorganism.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAC0262 in the Documents slot below. This is an example certificate only and may not be the lot that you receive.

Storage Class

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
This item has

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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Maria J Pons et al.
Microorganisms, 8(9) (2020-09-17)
The aim of this study was to characterize carbapenem-resistant Klebsiella pneumoniae (CR-Kp) isolates recovered from adults and children with severe bacteremia in a Peruvian Hospital in June 2018. Antimicrobial susceptibility was determined by disc/gradient diffusion and broth microdilution when necessary.
Daniela Scribano et al.
International journal of molecular sciences, 20(14) (2019-07-25)
Carbapenem-resistant Acinetobacter baumannii strains cause life-threatening infections due to the lack of therapeutic options. Although the main mechanisms underlying antibiotic-resistance have been extensively studied, the general response to maintain bacterial viability under antibiotic exposure deserves to be fully investigated. Since
Mahjabeen Khan et al.
Antibiotics (Basel, Switzerland), 9(9) (2020-09-18)
This study investigated genomic differences in Australian and Indian Pseudomonas aeruginosa isolates from keratitis (infection of the cornea). Overall, the Indian isolates were resistant to more antibiotics, with some of those isolates being multi-drug resistant. Acquired genes were related to
Stability-indicating HPLC method development and validation for simultane-ous determination of cilastatin and imipenem in pharmaceutical dosage forms
Kishore MS and Rambabu C
International Journal of Research in Pharmaceutical Sciences, 8(4), 560-567 (2017)
Zainab Edoo et al.
Scientific reports, 7(1), 9136-9136 (2017-08-24)
β-lactam antibiotics act as suicide substrates of transpeptidases responsible for the last cross-linking step of peptidoglycan synthesis in the bacterial cell wall. Nucleophilic attack of the β-lactam carbonyl by the catalytic residue (Ser or Cys) of transpeptidases results in the
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