Faropenem

Faropenem

Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	?
Routes	Oral
Identifiers
CAS number	106560-14-9 N
ATC code	None
PubChem	CID 65894
ChemSpider	59303 Y
UNII	F52Y83BGH3 Y
ChEBI	CHEBI:51257 Y
ChEMBL	CHEMBL556262 Y
Chemical data
Formula	C12H15NO5S
Mol. mass	285.317 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C12H15NO5S/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)/t5-,6-,7+,11-/m1/s1 Y Key:HGGAKXAHAYOLDJ-FHZUQPTBSA-N Y
N(what is this?)  (verify)

Faropenem is an orally-active beta-lactam antibiotic belonging to the penem group.^[1]

It is resistant to some forms of extended-spectrum beta-lactamase.^[2]

It is orally available.^[3]

Forms

Faropenem was developed by Daiichi Asubio Pharma, which markets it in two forms.

• The sodium salt faropenem sodium, available under the trade name Farom, has been marketed in Japan since 1997. (PubChem 636379)

• The prodrug form faropenem medoxomil^[4] (also known as faropenem daloxate) has been licensed from Daiichi Asubio Pharma by Replidyne, which plans to market it in conjunction with Forest Pharmaceuticals. The trade name proposed for the product was Orapem but company officials recently announced that this name was rejected by the FDA. (Q1 06 Investor Conf Call)(PubChem 6918218)

The company also stated their hope to have the product available for commercial sale months before the 2007 influenza season.^{[citation needed]}

Clinical use

Faropenem has yet to receive marketing approval in the United States, and was submitted for consideration by the United States Food and Drug Administration (FDA) on 20 December 2005. The new drug application (NDA) dossier submitted included four proposed indications:

• acute bacterial sinusitis
• community acquired pneumonia
• acute exacerbations of chronic bronchitis
• uncomplicated skin and skin structure infections

History

FDA rejects Replidyne’s faropenem Louisville firm drug rejected; considered “nonapprovable’ 10/24/06 The US Food and Drug Administration (FDA) refused to approve faropenem, an antibiotic manufactured by Louisville-based Replidyne. The FDA said the drug was “nonapprovable,” but did not refer to specific safety concerns about the product.

The company will have to conduct new studies and clinical trials, lasting an estimated two more years, to prove the drug treats community-acquired pneumonia, bacterial sinusitis, chronic bronchitis and skin infections.

References

1. ^ Critchley IA, Brown SD, Traczewski MM, Tillotson GS, Janjic N (December 2007). "National and regional assessment of antimicrobial resistance among community-acquired respiratory tract pathogens identified in a 2005-2006 U.S. Faropenem surveillance study". Antimicrob. Agents Chemother. 51 (12): 4382–9. doi:10.1128/AAC.00971-07. PMC 2168020. PMID 17908940. http://aac.asm.org/cgi/pmidlookup?view=long&pmid=17908940. 
2. ^ Mushtaq S, Hope R, Warner M, Livermore DM (May 2007). "Activity of faropenem against cephalosporin-resistant Enterobacteriaceae". J. Antimicrob. Chemother. 59 (5): 1025–30. doi:10.1093/jac/dkm063. PMID 17353220. http://jac.oxfordjournals.org/cgi/pmidlookup?view=long&pmid=17353220. 
3. ^ Milazzo I, Blandino G, Caccamo F, Musumeci R, Nicoletti G, Speciale A (March 2003). "Faropenem, a new oral penem: antibacterial activity against selected anaerobic and fastidious periodontal isolates". J. Antimicrob. Chemother. 51 (3): 721–5. doi:10.1093/jac/dkg120. PMID 12615878. http://jac.oxfordjournals.org/cgi/pmidlookup?view=long&pmid=12615878. 
4. ^ Gettig JP, Crank CW, Philbrick AH (January 2008). "Faropenem medoxomil". Ann Pharmacother 42 (1): 80–90. doi:10.1345/aph.1G232. PMID 18094341. http://www.theannals.com/cgi/pmidlookup?view=long&pmid=18094341. 

External links

• Replidyne website
• Daiichi Asubio Pharma products page