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Key Documents

PHR1796

Supelco

Imipenem

Pharmaceutical Secondary Standard; Certified Reference Material

Sinônimo(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

Fórmula empírica (Notação de Hill):
C12H17N3O4S · H2O
Número CAS:
Peso molecular:
317.36
Número CE:
Número MDL:
Código UNSPSC:
41116107
ID de substância PubChem:
NACRES:
NA.24

grau

certified reference material
pharmaceutical secondary standard

Nível de qualidade

Agency

traceable to Ph. Eur. I0090000
traceable to USP 1337809

família API

imipenem

forma

solid

Certificado de análise (CofA)

current certificate can be downloaded

embalagem

pkg of 200 mg

técnica(s)

HPLC: suitable
gas chromatography (GC): suitable

aplicação(ões)

pharmaceutical (small molecule)

temperatura de armazenamento

-10 to -25°C

cadeia de caracteres SMILES

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

chave InChI

GSOSVVULSKVSLQ-JJVRHELESA-N

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Descrição geral

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.

Aplicação

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.

Ações bioquímicas/fisiológicas

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

Nota de análise

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

Outras notas

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.

Nota de rodapé

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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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
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
Determination of imipenem in plasma by high-performance liquid chromatography for pharmacokinetic studies in patients
Garcia-Capdevila L, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 692(1), 127- 132 (1997)
Tae Hwan Kim et al.
mBio, 11(1) (2020-02-13)
Poor penetration through the outer membrane (OM) of Gram-negative bacteria is a major barrier of antibiotic development. While β-lactam antibiotics are commonly used against Klebsiella pneumoniae and Enterobacter cloacae, there are limited data on OM permeability especially in K. pneumoniae
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)

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