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F8182

Sigma-Aldrich

Faropenem sodium hydrate

≥98% (HPLC)

Synonym(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

Empirical Formula (Hill Notation):
C12H14NNaO5S · xH2O
CAS Number:
122547-49-3
Molecular Weight:
307.30 (anhydrous basis)
MDL number:
MFCD17215925
UNSPSC Code:
12352200
PubChem Substance ID:
329799769
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +120 to +130°, c = 1.0 in water

storage condition

desiccated

color

white to light brown

solubility

H2O: ≥20 mg/mL

originator

Daiichi-Sankyo

storage temp.

−20°C

SMILES string

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

InChI key

FHSVCMPZCIOKGW-VIDQLUEFSA-M

General description

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.

Biochem/physiol Actions

Faropenem sodium is an ultra-broad spectrum, β-lactamase resistant, β-lactam antibiotic active against both Gram-positive and Gram-negative bacteria.

Features and Benefits

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
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
D Sewell et al.
Antimicrobial agents and chemotherapy, 39(7), 1591-1595 (1995-07-01)
The in vitro activity of WY-49605 (SUN5555) (WY) was compared with those of cefaclor, cefixime, and amoxicillin-clavulanic acid against 2,958 consecutive clinical isolates from five medical centers and 402 respiratory pathogens from 18 other facilities. Most members of the family
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