Piribedil

Base Information

• Chemical Name: Piribedil
• CAS No.: 3605-01-4
• Molecular Formula: C16H18N4O2
• Molecular Weight: 298.345
• Hs Code.: 2934999090
• European Community (EC) Number: 222-764-6
• UNII: DO22K1PRDJ
• DSSTox Substance ID: DTXSID9045188
• Nikkaji Number: J8.178G
• Wikipedia: Piribedil
• Wikidata: Q413976
• NCI Thesaurus Code: C81082
• Pharos Ligand ID: LNVMV1J7B9FK
• Metabolomics Workbench ID: 153462
• ChEMBL ID: CHEMBL1371770
• Mol file: 3605-01-4.mol

Synonyms:ET 495;ET-495;ET495;EU 4200;EU-4200;EU4200;Hydrochloride, Piribedil;Mesylate, Piribedil;Mono-hydrochloride, Piribedil;Piribedil;Piribedil Hydrochloride;Piribedil Mesylate;Piribedil Mono hydrochloride;Piribedil Mono-hydrochloride;Piribendyl;Trivastal

Chemical Property of Piribedil

Chemical Property:

• Vapor Pressure: 5.54E-09mmHg at 25°C
• Melting Point: 98°
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 469.368 °C at 760 mmHg
• PKA: 7.17±0.10(Predicted)
• Flash Point: 237.665 °C
• PSA: 50.72000
• Density: 1.305 g/cm³
• LogP: 1.53040
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 298.14297583
• Heavy Atom Count: 22
• Complexity: 356

Purity/Quality:

99% ^*data from raw suppliers

Piribedil ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CC2=CC3=C(C=C2)OCO3)C4=NC=CC=N4
• Recent ClinicalTrials: PIRLONG-PD Safety and Efficacy of Piribedil in Parkinson's Disease During Long Term Therapy
• Recent EU Clinical Trials: Influence of the Non-Ergot Dopamine agonist Piribedil on vigilance and cognitive function in patients with Parkinson's disease compared to other oral Non-Ergot Dopamine agonists
• Uses: Piribedil is an antiparkisonian agent that acts as a dopamine agonist. Piribedil also displays α2-adrenergic antagonist properties. Piribedil has also been shown to counteract age-related memory impai rment by improving memory and attention as well as increasing the velocity of psychomotor reactions and lability of nervous processes. Piribedil is an antiparkisonian agent that acts as a dopamine agonist. Piribedil also displays α2-adrenergic antagonist properties. Piribedil has also been shown to counteract age-related memory impairment by improving memory and attention as well as increasing the velocity of psychomotor reactions and lability of nervous processes.
• Therapeutic Function: Vasodilator

Technology Process of Piribedil

There total 18 articles about Piribedil 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: 99.0%

piperonol (495-76-1) + N-(2-pyridinyl)piperazine (20980-22-7) → piribedil (3605-01-4)

Guidance literature:

With 2,2,2-trifluoroethanol; chloro-(pentamethylcyclopentadienyl)-{5-methoxy-2-{1-[(4-methoxyphenyl)imino-N]ethyl}phenyl-C}-iridium(lll); potassium carbonate; at 100 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201501109

Reference yield: 98.0%

2-chloropyrimidine (1722-12-9,1195939-87-7) + 1-Piperonylpiperazine (32231-06-4) → piribedil (3605-01-4)

Guidance literature:

With C₅₀H₆₁Cl₂N₃Pd; potassium tert-butylate; In 1,4-dioxane; at 100 ℃; for 2h;

DOI:10.1021/acs.joc.8b01205

Reference yield: 93.0%

benzo[d][1,3]dioxol-5-yl(4-(pyrimidin-2-yl)piperazin-1-yl)mathanone → piribedil (3605-01-4)

Guidance literature:

With bis(trimethylsilyl)amide yttrium(III); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In toluene; at 100 ℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b04606

upstream raw materials:

piperonal

N-(2-pyridinyl)piperazine

formic acid

piperonol

Refernces

• 1、 Fan, Qing-Hua,Liu, Xintong,Luo, Zhenli,Pan, Yixiao,Xu, Lijin,Yang, Ji,Yao, Zhen,Zhang, Xin. "BF3·Et2O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant". supporting information. p. 5205 - 5211. Retrieved 2021/07/29.
• 2、 Xu, Yangsen,Zhang, Zhaofei,Qiu, Chuntian,Chen, Shaoqin,Ling, Xiang,Su, Chenliang. "Photocatalytic Water-Splitting Coupled with Alkanol Oxidation for Selective N-alkylation Reactions over Carbon Nitride". . p. 582 - 589. Retrieved 2020/12/09.