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Merck
CN

F8182

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)
NACRES:
NA.77
PubChem Substance ID:
329799769
UNSPSC Code:
12352200
MDL number:
MFCD17215925
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated

Key Documents

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Product Name

Faropenem sodium hydrate, ≥98% (HPLC)

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

SMILES string

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

InChI key

FHSVCMPZCIOKGW-VIDQLUEFSA-M

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

Quality Level

100

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.

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.

Storage Class

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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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
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
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)
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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