ChemicalBook--->CAS DataBase List--->120788-07-0

120788-07-0

120788-07-0 Structure

120788-07-0 Structure
IdentificationBack Directory
[Name]

Sulopenem
[CAS]

120788-07-0
[Synonyms]

CP-70429
Sulopenem
CP-65207-S
Sulopenem USP/EP/BP
(S)-3-[[(5R)-2-Carboxy-6β-[(R)-1-hydroxyethyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]tetrahydrothiophene 1-oxide
(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
4-Thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6-[(1R)-1-hydroxyethyl]-7-oxo-3-[[(1R,3S)-tetrahydro-1-oxido-3-thienyl]thio]-, (5R,6S)-
[EINECS(EC#)]

604-604-1
[Molecular Formula]

C12H15NO5S3
[MDL Number]

MFCD00865089
[MOL File]

120788-07-0.mol
[Molecular Weight]

349.45
Chemical PropertiesBack Directory
[Boiling point ]

693.1±55.0 °C(Predicted)
[density ]

1.74±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[form ]

Solid
[pka]

3.88±0.40(Predicted)
[color ]

White to yellow
Hazard InformationBack Directory
[Description]

Sulopenem is a parenteral penem that demonstrates high activity against Gram-positive, Gram-negative, and anaerobic bacteria. Since it is stable in relation to renal dehydropeptidase I, it does not require concomitant administration of an inhibitor of this enzyme.
[Uses]

Antibacterial.
[Mechanism of action]

Sulopenem is one of the penems and, as such, interacts with penicillin-binding proteins (PBPs). From in vitro studies, sulopenem has shown a high affinity for PBP1a, 1b, 2, and 3 in E. coli.
[Pharmacokinetics]

When 1 g of CP-65,207 [containing 46.3% of S-isomer (sulopenem) and 53.7% of R-isomer] was administered by 10-minute intravenous infusions, the peak concentration of sulopenem in serum was 36.0 mg/ ml, its half-life was 52.8 minutes, and the area under the serum concentration-versus-time curve (AUC) from 0 to 8 hours was 21.0 mg/ml per hour.
[in vivo]

The protective effects of Sulopenem in murine experimental systemic infections are superior to those of Imipenem/Cilastatin. In murine experimental mixed infection with Escherichia coli and Bacteroides fragilis, Sulopenem has lower ED50. In guinea pigs experimental lung infection with Klebsiella pneumoniae, Sulopenem is more effective than CZON or Cefotiam[3].

[IC 50]

β-lactam
Spectrum DetailBack Directory
[Spectrum Detail]

Sulopenem(120788-07-0)1HNMR
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