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PZ0042

Sigma-Aldrich

Sulopenem

≥98% (HPLC)

Synonym(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

Empirical Formula (Hill Notation):
C12H15NO5S3
CAS Number:
120788-07-0
Molecular Weight:
349.45
UNSPSC Code:
51111800
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI key

FLSUCZWOEMTFAQ-JNCILSLHSA-N

Biochem/physiol Actions

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.

wgk_germany

WGK 3

Certificates of Analysis (COA)

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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
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)
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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