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F8182

Sigma-Aldrich

Faropenem sodium hydrate

≥98% (HPLC)

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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
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

Quality Level

100

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Faropenem, a new oral penem: antibacterial activity against selected anaerobic and fastidious periodontal isolates.
Milazzo I, et al.
The Journal of Antimicrobial Chemotherapy, 51(3), 721-725 (2003)
S K Spangler et al.
Antimicrobial agents and chemotherapy, 38(11), 2599-2604 (1994-11-01)
The National Committee for Clinical Laboratory Standards agar dilution method was used to compare the in vitro activity of WY-49605 (also called SUN/SY 5555 and ALP-201), a new broad-spectrum oral penem, to those of amoxicillin, amoxicillin-clavulanate, imipenem, ciprofloxacin, cefaclor, cefpodoxime
S Furukawa et al.
The Japanese journal of antibiotics, 48(2), 210-219 (1995-02-01)
1. SY5555 dry syrup (powder which is dissolved before use) was administered to 25 patients with bacterial infections (6 cases of bronchitis, 2 cases of bronchopneumonia, 1 case of pertussis, 3 cases of scarlet fever, 5 cases of tonsillitis, 3
Treatment of acute uncomplicated cystitis with faropenem for 3 days versus 7 days: multicentre, randomized, open-label, controlled trial.
Hamasuna R, et al.
The Journal of Antimicrobial Chemotherapy, 69(6), 1675-1680 (2014)
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
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