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F8182

Sigma-Aldrich

Faropenem sodium hydrate

≥98% (HPLC)

Synonyme(s) :

(5R,6S,8R,2′R)-2-(2′-tetrahydrofuryl)-6-hydroxyethylpenem-3-carboxylate sodium salt, ALP 201, Farom, Fropenem, Furopenem, SUN 5555, SY 5555, Wy 49605

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About This Item

Formule empirique (notation de Hill) :
C12H14NNaO5S · xH2O
Numéro CAS:
122547-49-3
Poids moléculaire :
307.30 (anhydrous basis)
Numéro MDL:
MFCD17215925
Code UNSPSC :
12352200
ID de substance PubChem :
329799769
Nomenclature NACRES :
NA.77

Essai

≥98% (HPLC)

Forme

powder

Activité optique

[α]/D +120 to +130°, c = 1.0 in water

Conditions de stockage

desiccated

Couleur

white to light brown

Solubilité

H2O: ≥20 mg/mL

Auteur

Daiichi-Sankyo

Température de stockage

−20°C

Chaîne SMILES 

O.[Na+].C[C@@H](O)C1C2SC(C3CCCO3)=C(N2C1=O)C([O-])=O

InChI

1S/C12H15NO5S.Na.H2O/c1-5(14)7-10(15)13-8(12(16)17)9(19-11(7)13)6-3-2-4-18-6;;/h5-7,11,14H,2-4H2,1H3,(H,16,17);;1H2/q;+1;/p-1/t5-,6-,7+,11-;;/m1../s1

Clé InChI

FHSVCMPZCIOKGW-VIDQLUEFSA-M

Catégories apparentées

Description générale

Faropenem sodium hydrate belongs to the penem group of antibiotics prescribed for oral usage. Enterobacteriaceae bacterial infections with cephalosporin resistance are susceptible to faropenem. Faropenem could be an effective antibiotic to treat urinary tract infections caused by extended-spectrum beta-lactamases (ESBL) producing bacteria.

Actions biochimiques/physiologiques

Broad spectrum beta-lactam antibiotic belonging to the penem group; β-lactamase stable.
Faropenem sodium is an ultra-broad spectrum, β-lactamase resistant, β-lactam antibiotic active against both Gram-positive and Gram-negative bacteria.

Caractéristiques et avantages

This compound was developed by Daiichi-Sankyo. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
016M4708V
094M4705V
070M4713

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J M Woodcock et al.
The Journal of antimicrobial chemotherapy, 39(1), 35-43 (1997-01-01)
The in-vitro activity of faropenem, a novel oral penem, was studied in comparison with other beta-lactam antimicrobials against 711 recent clinical isolates including Gram-negative, Gram-positive and anaerobic bacteria. MIC data showed that faropenem was active against most members of the
Novel carbon-carbon bond cleavage reaction of penem antibiotic by class C beta-lactamases.
R Tanaka et al.
The Journal of antibiotics, 47(8), 945-948 (1994-08-01)
E Inoue et al.
Antimicrobial agents and chemotherapy, 38(9), 1974-1979 (1994-09-01)
The antibacterial activity of SY5555, a new oral penem antibiotic, was compared with those of cefaclor, cefixime, and cefteram. SY5555 was more active than the comparison agents against methicillin-susceptible Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus pneumoniae, Enterococcus faecalis, Citrobacter freundii, Enterobacter
T Sekiguchi et al.
The Japanese journal of antibiotics, 48(2), 220-228 (1995-02-01)
SY5555 in dry syrup (powder which is dissolved before use) or tablet form was given orally to 21 children with acute bacterial infections including 4 with acute pharyngitis, 5 with acute tonsillitis, 7 with acute bronchitis, 2 with acute gastroenteritis
S K Spangler et al.
Antimicrobial agents and chemotherapy, 38(12), 2902-2904 (1994-12-01)
In vitro susceptibility of 185 penicillin-susceptible and -resistant pneumococci to WY-49605, a new oral penem, was compared with susceptibility to penicillin G, amoxicillin with and without clavulanate, cefixime, cefaclor, cefpodoxime, cefuroxime, and cefdinir. WY-49605 yielded MICs for 50 and 90%
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