Pleconaril

From Self-sufficiency
Jump to: navigation, search
Pleconaril
File:Pleconaril.svg
Systematic (IUPAC) name
3-{3,5-dimethyl-4-[3-(3-methylisoxazol-5-yl)propoxy]
phenyl}-5-(trifluoromethyl)-1,2,4-oxadiazole
Clinical data
Routes of
administration
Oral, intranasal
Pharmacokinetic data
Bioavailability 70% (oral)
Protein binding >99%
Metabolism Hepatic
Excretion <1% excreted unchanged in urine
Identifiers
CAS Number 153168-05-9
ATC code J05AX06 (WHO)
PubChem CID 1684
ChemSpider 1621
Chemical data
Formula C18H18F3N3O3
Molar mass 381.35 g/mol[[Script error: No such module "String".]]
Script error: No such module "collapsible list".
Script error: No such module "TemplatePar".Expression error: Unexpected < operator.

Pleconaril is an antiviral drug being developed by Schering-Plough for prevention of asthma exacerbations and common cold symptoms in asthmatic subjects exposed to picornavirus respiratory infections.[1] Although the formulation used by Schering-Plough is a nasal spray, pleconaril is orally bioavailable, and is active against viruses in the Picornaviridae family, including Enterovirus[2] and Rhinovirus.[3]

History

Pleconaril was originally developed by Sanofi-Aventis, and licensed to ViroPharma in 1997. ViroPharma developed it further, and submitted a New Drug Application to the United States Food and Drug Administration (FDA) in 2001. The application was rejected, citing safety concerns; and ViroPharma re-licensed it to Schering-Plough in 2003. The Phase II clinical trial was completed in 2007.[1]

Mechanism of action

Pleconaril binds to a hydrophobic pocket in VP1, the major protein which comprises the capsid (the outer "shell") of picornaviruses. In enteroviruses, this prevents the virus from exposing its RNA, and in rhinoviruses it also prevents the virus from attaching itself to the host cell.[4]

References

Cite error: Invalid <references> tag; parameter "group" is allowed only.

Use <references />, or <references group="..." />
de:Pleconaril
  1. 1.0 1.1 Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
  2. Pevear D, Tull T, Seipel M, Groarke J (1999). "Activity of pleconaril against enteroviruses". Antimicrob Agents Chemother. 43 (9): 2109–15. PMC 89431Freely accessible. PMID 10471549. 
  3. Ronald B. Turner, J. Owen Hendley (2005). "Virucidal hand treatments for prevention of rhinovirus infection". J Antimicrob Chemother. 56 (5): 805–807. doi:10.1093/jac/dki329. PMID 16159927. 
  4. Florea N, Maglio D, Nicolau D (2003). "Pleconaril, a novel antipicornaviral agent". Pharmacotherapy. 23 (3): 339–48. doi:10.1592/phco.23.3.339.32099. PMID 12627933.  Free full text with registration