Piperaquine phosphate

Base Information

• Chemical Name: Piperaquine phosphate
• CAS No.: 85547-56-4
• Molecular Formula: C₂₉H₃₂Cl₂N₆*4H₃O₄P
• Molecular Weight: 927.5
• Hs Code.: 2942000000
• UNII: 5A17BAT3GK
• DSSTox Substance ID: DTXSID601006108
• ChEMBL ID: CHEMBL539666
• Mol file: 85547-56-4.mol

Synonyms:1,3-bis(1-(7-chloro-4'-quinolyl)-4'-piperazinyl)propane;piperaquine;piperaquine phosphate;piperaquine phosphate (1:1);piperaquine phosphate (1:4) anhydrous;piperaquine tetraphosphate anhydrous;piperaquine tetraphosphate tetrahydrate;quinoline, 4,4'-(1,3-propanediyldi-4,1-piperazinediyl)bis(7-chloro-);quinoline, 4,4'-(1,3-propanediyldi-4,1-piperazinediyl)bis(7-chloro-, phosphate (1:1);quinoline, 4,4'-(1,3-propanediyldi-4,1-piperazinediyl)bis(7-chloro-, phosphate (1:4);quinoline, 4,4'-(1,3-propanediyldi-4,1-piperazinediyl)bis(7-chloro-, phosphate, hydrate (1:4:4)

Chemical Property of Piperaquine phosphate

Chemical Property:

• Vapor Pressure: 1.21E-20mmHg at 25°C
• Boiling Point: 721.1 °C at 760 mmHg
• Flash Point: 389.9 °C
• PSA: 126.31000
• LogP: 4.50130
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 632.1834460
• Heavy Atom Count: 42
• Complexity: 704

Purity/Quality:

99% ^*data from raw suppliers

PiperaquinePhosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CCN1CCCN2CCN(CC2)C3=C4C=CC(=CC4=NC=C3)Cl)C5=C6C=CC(=CC6=NC=C5)Cl.OP(=O)(O)O
• Recent ClinicalTrials: Experimental Falciparum Transmission to Anopheles
• Recent EU Clinical Trials: Controlled Human Malaria Infection study to assess gametocytaemia and mosquito transmissibility in participants challenged with Plasmodium falciparum by sporozoite challenge to establish a model for the evaluation of transmission-blocking interventions

Technology Process of Piperaquine phosphate

There total 2 articles about Piperaquine phosphate 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: 99.9%

1,3-bis[1-(7-chloroquinolin-4-yl)piperazin-4-yl]propane (4085-31-8,83764-65-2) → Piperaquine tetraphosphate (85547-56-4)

Guidance literature:

With phosphoric acid; water; In methanol; dichloromethane; for 1 - 2h; Product distribution / selectivity;

Reference yield:

4,7-dichloroquinoline (86-98-6,1138471-54-1) → Piperaquine tetraphosphate (85547-56-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium iodide / isopropyl alcohol / 10 h / Reflux; Heating

2: triethylamine / methanol / Heating; Reflux

3: water; phosphoric acid / dichloromethane; methanol / 1 - 2 h

With phosphoric acid; water; triethylamine; potassium iodide; In methanol; dichloromethane; isopropyl alcohol;

upstream raw materials:

4,7-dichloroquinoline

1,3-bis[1-(7-chloroquinolin-4-yl)piperazin-4-yl]propane

Refernces