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PZ0042

Sigma-Aldrich

Sulopenem

≥98% (HPLC)

Synonyme(s) :

(5R,6S)-6-[(1R)-1-Hydroxyethyl]-7-oxo-3-[[(1R,3S)-tetrahydro-1-oxido-3-thienyl]thio]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, CP-70429

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About This Item

Formule empirique (notation de Hill):
C12H15NO5S3
Numéro CAS:
120788-07-0
Poids moléculaire :
349.45
Code UNSPSC :
51111800
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 2 mg/mL, clear

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

O=C(O)C1=C(S[C@@H]2C[S@+]([O-])CC2)S[C@@]3([H])N1C([C@]3([H])[C@H](O)C)=O

InChI

1S/C12H15NO5S3/c1-5(14)7-9(15)13-8(11(16)17)12(20-10(7)13)19-6-2-3-21(18)4-6/h5-7,10,14H,2-4H2,1H3,(H,16,17)/t5-,6?,7+,10-,21?/m1/s1

Clé InChI

FLSUCZWOEMTFAQ-JNCILSLHSA-N

Actions biochimiques/physiologiques

Sulopenem is an orally available penem antibiotic designed to treat Gram-negative multi-drug resistant infections. It can be administered as an intravenous preparation, and it is also orally available.
Sulopenem, formerly CP-70,429, is stable to renal dehydropeptidase I and hydrolytic activity of AmpC β-lactamases and extended-spectrum β-lactamases (ESBLs) that convey resistance to third-generation cephalosporins. This action of sulopenem helps to act against urgent drug-resistant antimicrobial threats, including ESBL-producing Enterobacteriaceae. Sulopenem is effective than ciprofloxacin for treating urogenital upper urinary tract infection (uUTI) in adult women due to quinolone non-susceptible pathogens.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Consulter la Bibliothèque de documents

LB-1. Efficacy and Safety of Oral Sulopenem Etzadroxil/Probenecid Versus Oral Ciprofloxacin in the Treatment of Uncomplicated Urinary Tract Infections (uUTI) in Adult Women: Results from the SURE-1 Trial
Open forum infectious diseases, 7(Suppl 1) , S844-S844 (2020)
James A Karlowsky et al.
Antimicrobial agents and chemotherapy, 63(1) (2018-11-07)
The in vitro activity of sulopenem was assessed against a collection from 2014 to 2016 of 539 urinary isolates of Escherichia coli from Canadian patients by using CLSI-defined broth microdilution methodology. A concentration of sulopenem 0.03 µg/ml inhibited both 50% (MIC50)
Simi S Paknikar et al.
North American journal of medical sciences, 4(11), 537-547 (2012-11-28)
In order to deal with the rising problem of antibiotic resistance, newer antibacterials are being discovered and added to existing pool. Since the year 2000, however, only four new classes of antibacterials have been discovered. These include the oxazolidinones, glycolipopeptides
Klaudia Kosowska-Shick et al.
Antimicrobial agents and chemotherapy, 53(6), 2239-2247 (2009-03-25)
For 297 penicillin-susceptible, -intermediate, and -resistant pneumococcal strains, the sulopenem MIC(50)s were 0.008, 0.06, and 0.25, respectively, and the sulopenem MIC(90)s were 0.016, 0.25, and 0.5 microg/ml, respectively. The MIC(50)s of amoxicillin for the corresponding strains were 0.03, 0.25, and

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