Pleconaril

Base Information

• Chemical Name: Pleconaril
• CAS No.: 153168-05-9
• Molecular Formula: C₁₈H₁₈F₃N₃O₃
• Molecular Weight: 381.354
• European Community (EC) Number: 683-423-9
• UNII: 9H4570Q89D
• DSSTox Substance ID: DTXSID8057649
• Nikkaji Number: J642.592E
• Wikipedia: Pleconaril
• Wikidata: Q770293
• NCI Thesaurus Code: C81604
• Metabolomics Workbench ID: 130073
• ChEMBL ID: CHEMBL29609
• Mol file: 153168-05-9.mol

Synonyms:3-(3,5-dimethyl-4((3-(3-methyl-5-isoxazolyl)propyl)phenyl)-5-trifluoromethyl)-1,2,4-oxadiazole;Picovir;pleconaril

Chemical Property of Pleconaril

Chemical Property:

• Vapor Pressure: 5.94E-09mmHg at 25°C
• Melting Point: 61-62°
• Refractive Index: 1.509
• Boiling Point: 481.2 °C at 760 mmHg
• PKA: -1.33±0.10(Predicted)
• Flash Point: 244.8 °C
• PSA: 74.18000
• Density: 1.271 g/cm³
• LogP: 4.68020
• Storage Temp.: room temp
• Solubility.: DMSO: ≥10mg/mL (warmed)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 381.13002593
• Heavy Atom Count: 27
• Complexity: 471

Purity/Quality:

99% ^*data from raw suppliers

Pleconaril ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1OCCCC2=CC(=NO2)C)C)C3=NOC(=N3)C(F)(F)F
• Recent ClinicalTrials: The Diabetes Virus Detection and Intervention Trial
• Recent EU Clinical Trials: A randomised, double blind, placebo controlled trial to evaluate the safety, efficacy and pharmakokinetics of Pleconaril as an add on to AchEI/memantine for treatment of patients with Alzheimer’s disease
• Uses: Pleconaril has been used as a control or reference compound to assess the antiviral activities of the benzothiophene and other heteroaromatic derivatives against hRV-B14, hRV-A21 and hRV-A71. Picornavirus replication inhibitor. Antiviral.

Technology Process of Pleconaril

There total 3 articles about Pleconaril which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.5%

N-hydroxy-3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>benzenecarboxamide imine (153168-47-9) + trifluoroacetic anhydride (407-25-0) → pleconaril (153168-05-9)

Guidance literature:

With pyridine; Heating;

DOI:10.1021/jm00008a014

Reference yield: 7.5%

2-(2,2,2-trifluoroethylidene)-1,3-dithiane (122372-40-1) + N-hydroxy-3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>benzenecarboxamide imine (153168-47-9) → 5-(β,β,β-trifluoroethyl)-3-<3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>phenyl>-1,2,4-oxadiazole + pleconaril (153168-05-9)

Guidance literature:

With silver trifluoroacetate; In tetrahydrofuran; for 22h; Heating;

DOI:10.1021/jm00008a014

Reference yield:

→ pleconaril (153168-05-9)

Guidance literature:

upstream raw materials:

2-(2,2,2-trifluoroethylidene)-1,3-dithiane

N-hydroxy-3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>benzenecarboxamide imine

trifluoroacetic anhydride

Refernces

• 1、 -. "1,2,4-OXADIAZOLYL-PHENOXYALKYLISOXAZOLES AND THEIR USE AS ANTIVIRAL AGENTS". . . Retrieved 2008/06/13.