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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.
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