Pyrvinium

Base Information

• Chemical Name: Pyrvinium
• CAS No.: 7187-62-4
• Molecular Formula: C₂₆H₂₈N₃
• Molecular Weight: 382.528
• UNII: 6B9991FLU3
• ChEMBL ID: CHEMBL1201303
• DSSTox Substance ID: DTXSID2043795
• Metabolomics Workbench ID: 70135
• NCI Thesaurus Code: C77330
• Pharos Ligand ID: MLS4NVXQURYK
• Wikidata: Q264039
• Wikipedia: Pyrvinium
• Mol file: 7187-62-4.mol

Synonyms:Molevac;Pamoxan;Povanyl;Pyrcon;pyrvinium;pyrvinium iodide;pyrvinium monohydroxide;pyrvinium pamoate;pyrvinium pamoate (2:1);Vankin;Vanquin

Chemical Property of Pyrvinium

Chemical Property:

• PSA: 12.05000
• LogP: 5.30820
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 382.228322906
• Heavy Atom Count: 29
• Complexity: 552

Purity/Quality:

98% ^*data from raw suppliers

PYRVINIUM 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(N1C2=CC=CC=C2)C)C=CC3=[N+](C4=C(C=C3)C=C(C=C4)N(C)C)C
• Isomeric SMILES: CC1=CC(=C(N1C2=CC=CC=C2)C)/C=C/C3=[N+](C4=C(C=C3)C=C(C=C4)N(C)C)C

Technology Process of Pyrvinium

There total 6 articles about Pyrvinium 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: 52.0%

N,N-dimethyl-2-[2-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethenyl]-6-quinolinamine (1071778-66-9) + methyl trifluoromethanesulfonate (333-27-7) → 6-(dimethylamino)-2-[2-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethenyl]-1-methyl-quinolinium (7187-62-4)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 14h;

DOI:10.3987/COM-12-12446

Reference yield:

5-chloro-2-nitrobenzaldehyde (6628-86-0) → 6-(dimethylamino)-2-[2-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethenyl]-1-methyl-quinolinium (7187-62-4)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogenchloride / methanol / 20 °C

2: triethylamine / ethanol / 12 h / 100 °C

3: hydrogen / methanol / 6 h / 20 °C

4: hydrogenchloride / water / 20 °C

5: sodium / ethanol / 6 h / Reflux

6: dichloromethane / 14 h / 0 - 20 °C

With hydrogenchloride; hydrogen; sodium; triethylamine; In methanol; ethanol; dichloromethane; water;

DOI:10.3987/COM-12-12446

Reference yield:

2-nitro-5-chlorobenzaldehyde dimethyl acetal (13796-06-0) → 6-(dimethylamino)-2-[2-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethenyl]-1-methyl-quinolinium (7187-62-4)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / ethanol / 12 h / 100 °C

2: hydrogen / methanol / 6 h / 20 °C

3: hydrogenchloride / water / 20 °C

4: sodium / ethanol / 6 h / Reflux

5: dichloromethane / 14 h / 0 - 20 °C

With hydrogenchloride; hydrogen; sodium; triethylamine; In methanol; ethanol; dichloromethane; water;

DOI:10.3987/COM-12-12446

upstream raw materials:

2-amino-5-(dimethylamino)benzaldehyde

N,N-dimethyl-2-[2-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethenyl]-6-quinolinamine

methyl trifluoromethanesulfonate

5-chloro-2-nitrobenzaldehyde

Refernces