Prifinium bromide

Base Information

• Chemical Name: Prifinium bromide
• CAS No.: 4630-95-9
• Molecular Formula: Br*C₂₂H₂₈N
• Molecular Weight: 386.375
• European Community (EC) Number: 225-051-8
• UNII: 3B7O9ZC520
• DSSTox Substance ID: DTXSID3023508
• Wikipedia: Prifinium_bromide
• Wikidata: Q2109656
• NCI Thesaurus Code: C73136
• Metabolomics Workbench ID: 143619
• ChEMBL ID: CHEMBL1213353
• Mol file: 4630-95-9.mol

Synonyms:padrin;prifinium;prifinium bromide;pyrodifenium bromide

Chemical Property of Prifinium bromide

Chemical Property:

• Melting Point: 216-218°
• Boiling Point: (Free base, bp0.15 183-185°)
• PSA: 0.00000
• LogP: 2.10010
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 385.14051
• Heavy Atom Count: 24
• Complexity: 386

Purity/Quality:

98%,99%, ^*data from raw suppliers

PrifiniumBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC[N+]1(CCC(=C(C2=CC=CC=C2)C3=CC=CC=C3)C1C)CC.[Br-]
• Uses: Labelled Prifinium Bromide, a synthetic antispasmodic drug; parasympatholytic. Prifinium Bromide is used as a quartenary anticholinergic agent. Prifinium Bromide is a synthetic antispasmodic drug; parasympatholytic. Prifinium Bromide is used as a quartenary anticholinergic agent.

Technology Process of Prifinium bromide

There total 5 articles about Prifinium bromide 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: 51.0%

ethyl bromide (74-96-4) + 3-(diphenylmethylene)-1-ethyl-2-methylpyrrolidine → (+)-prifinium briomide (4630-95-9)

Guidance literature:

for 12h; Reflux; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.202004455

Reference yield:

(2S,3R)-1-ethyl-2-methylpyrrolidin-3-ol → (+)-prifinium briomide (4630-95-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap; oxygen; 2-azatricyclo[3.3.1.1^3,7]decan-2-ol; copper(I) triflate / tetrahydrofuran / 1 h / 23 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.33 h / -20 °C / Inert atmosphere

2.2: -20 °C / Inert atmosphere

3.1: pyridine; trichlorophosphate / 48 h / 0 °C / Reflux; Sealed tube; Inert atmosphere

4.1: 12 h / Reflux; Sealed tube; Inert atmosphere

With pyridine; dmap; n-butyllithium; 2-azatricyclo[3.3.1.1^3,7]decan-2-ol; oxygen; copper(I) triflate; trichlorophosphate; In tetrahydrofuran; hexane;

DOI:10.1002/chem.202004455

Reference yield:

C7H13NO → (+)-prifinium briomide (4630-95-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.33 h / -20 °C / Inert atmosphere

1.2: -20 °C / Inert atmosphere

2.1: pyridine; trichlorophosphate / 48 h / 0 °C / Reflux; Sealed tube; Inert atmosphere

3.1: 12 h / Reflux; Sealed tube; Inert atmosphere

With pyridine; n-butyllithium; trichlorophosphate; In tetrahydrofuran; hexane;

DOI:10.1002/chem.202004455

upstream raw materials:

ethyl bromide

Refernces