Flupirtine hydrochloride

Base Information

• Chemical Name: Flupirtine hydrochloride
• CAS No.: 33400-45-2
• Molecular Formula: C₁₅H₁₇FN₄O₂*ClH
• Molecular Weight: 340.785
• European Community (EC) Number: 251-496-2
• UNII: 224NM3F2WX
• DSSTox Substance ID: DTXSID00187047
• ChEMBL ID: CHEMBL543869
• Mol file: 33400-45-2.mol

Synonyms:D 9998;D-9998;ethyl 2-amino-6-((p-fluorobenzyl)amino)-3-pyridinecarbamate;flupirtin maleate;flupirtine;flupirtine maleate (1:1);Katadolon

Chemical Property of Flupirtine hydrochloride

Chemical Property:

• Vapor Pressure: 9.1E-08mmHg at 25°C
• Boiling Point: 434.9°Cat760mmHg
• Flash Point: 216.8°C
• PSA: 95.99000
• Density: g/cm³
• LogP: 3.80210
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 340.1102317
• Heavy Atom Count: 23
• Complexity: 350

Purity/Quality:

99% ^*data from raw suppliers

ETHYL 2-AMINO-6-[[P-FLUOROBENZYL]AMINO]PYRIDINE-3-CARBAMATE MONOHYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=C(N=C(C=C1)NCC2=CC=C(C=C2)F)N.Cl

Technology Process of Flupirtine hydrochloride

There total 8 articles about Flupirtine hydrochloride 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: 95.0%

3-nitro-6-p-fluorobenzylaminopyridin-2-ylaminoformic acid tert-butyl ester (1609102-47-7) + chloroformic acid ethyl ester (541-41-3) → flupirtine hydrochloride (33400-45-2)

Guidance literature:

3-nitro-6-p-fluorobenzylaminopyridin-2-ylaminoformic acid tert-butyl ester; chloroformic acid ethyl ester; With hydrogen; triethylamine; palladium dichloride; In ethyl acetate; at 0 - 40 ℃; for 3h; under 2250.23 - 2625.26 Torr;

With hydrogenchloride; In water; ethyl acetate; at 0 - 5 ℃; for 1h; Temperature; Catalytic behavior;

Reference yield:

chloroformic acid ethyl ester (541-41-3) + 2-amino-3-nitro-6-(p-fluoro-benzylamino)-pyridine (33400-49-6) → flupirtine hydrochloride (33400-45-2)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In isopropyl alcohol; at 60 - 70 ℃; for 5h; under 9000.9 - 11251.1 Torr; Solvent; Pressure; Large scale;

Reference yield:

2-amino-6-chloro-3-nitropyridine (27048-04-0) → flupirtine hydrochloride (33400-45-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dioxane

2: H₂ / Raney nickel / dioxane / 50 °C / 3750.3 Torr

3: dioxane / 1 h

With hydrogen; triethylamine; nickel; In 1,4-dioxane;

DOI:10.1021/jm00045a005

upstream raw materials:

chloroformic acid ethyl ester

N⁶-(4-fluorobenzyl)pyridine-2,3,6-triamine

2,6-dicholoro-3-nitropyridine

2-amino-6-chloro-3-nitropyridine

Refernces

• 1、 -. "Synthesis method for flupirtine maleate compound". . . Retrieved 2016/12/01.
• 2、 Seydel,Schaper,Coats,Cordes. "Synthesis and quantitative structure-activity relationships of anticonvulsant 2,3,6-triaminopyridines". . p. 3016 - 3022. Retrieved 2007/10/02.