Pleconaril

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Structural formula
Structure of Pleconaril
General
Non-proprietary name Pleconaril
other names

3- {3,5-Dimethyl-4- [3- (3-methyl-1,2-oxazol-5-yl) propoxy] phenyl} -5- (trifluoromethyl) -1,2,4-oxadiazole ( IUPAC )

Molecular formula C 18 H 18 F 3 N 3 O 3
External identifiers / databases
CAS number 153168-05-9
EC number 683-423-9
ECHA InfoCard 100.208.947
PubChem 1684
ChemSpider 1621
DrugBank DB05105
Wikidata Q770293
Drug information
ATC code

J05 AX06

Drug class

Antiviral

properties
Molar mass 381.35 g mol −1
Physical state

firmly

Melting point

61-62 ° C

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
06 - Toxic or very toxic

danger

H and P phrases H: 301-413
P: ?
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Pleconaril is a drug that is used as a virostat . It is an orally administered capsid blocker of the third generation. No commercial preparations are currently available.

pharmacology

Rhinovirus capsid protein VP1 (in green) with pleconaril

Pleconaril interacts with the capsid protein VP1 of rhinoviruses and enteroviruses . Here it competes with the pocket factor and occupies the hydrophobic pocket in its place. This leads to a conformational change in the virus capsid. As a result, the binding to cellular receptors and the uncoating of the rhino and enteroviruses is prevented.

literature

  • Ma, Nafziger, Rhodes, Liu, Bertino: Drug metabolism and the disposition: the biological fate of chemicals . 2006; 34 (5); 783-785.
  • Diana, Rudewicz, Pevear, Nitz, Aldoos, et al .: J. Med. Chem. 1995; 38; 1355-1371.

Individual evidence

  1. ^ The Merck Index . An Encyclopaedia of Chemicals, Drugs and Biologicals . 14th edition, 2006, p. 1299, ISBN 978-0-911910-00-1 .
  2. Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . What is shown is a labeling of 1,2,4-oxadiazole, 3- [3,5-dimethyl-4- [3- (3-methyl-5-isoxazolyl) propoxy] phenyl] -5- ( which is derived from a self-classification by the distributor trifluoromethyl) - in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 13, 2020.
  3. ABDA database (as of December 5, 2009).