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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

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

Related Categories

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

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.

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000133343
0000133342
0000115206
0000111866
0000111967

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P C Fuchs et al.
Antimicrobial agents and chemotherapy, 39(7), 1472-1479 (1995-07-01)
The in vitro antimicrobial activity of an oral penem, WY-49605, was compared with those of six other oral antimicrobial agents against 598 bacterial isolates representing 51 different species. WY-49605 exhibited good activity against most gram-positive bacteria and members of the
M G Cormican et al.
The Journal of antimicrobial chemotherapy, 35(4), 535-539 (1995-04-01)
Furopenem is a novel orally active penem. In this study, furopenem was highly active in vitro against Streptococcus pneumoniae (MIC90 0.03 mg/L), Haemophilus influenzae (MIC90, 2 mg/L), and Moraxella catarrhalls (MIC90, 0.5 mg/L). Its activity was not reduced by a
M Kino et al.
The Japanese journal of antibiotics, 48(2), 200-204 (1995-02-01)
A clinical study was performed on SY5555, a newly developed penem antibiotic, in children. SY5555 was given orally to 14 patients at 19-29 mg/kg/day in 3 doses for 4 to 12 days. Clinical evaluations were made on the 14 patients
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 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
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