2-{2-ethoxy-5-[(4-ethyl-4-hydroxy-4λ5-piperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propyl imidazo-[5,1-f]-1,2,4-triazin-4(3H)-one N-oxide

Base Information

• Chemical Name: 2-{2-ethoxy-5-[(4-ethyl-4-hydroxy-4λ5-piperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propyl imidazo-[5,1-f]-1,2,4-triazin-4(3H)-one N-oxide
• CAS No.: 448184-48-3
• Molecular Formula: C₂₃H₃₂N₆O₅S
• Molecular Weight: 504.61
• Mol file: 448184-48-3.mol

Synonyms:2-{2-ethoxy-5-[(4-ethyl-4-hydroxy-4λ5-piperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propyl imidazo-[5,1-f]-1,2,4-triazin-4(3H)-one N-oxide

Chemical Property of 2-{2-ethoxy-5-[(4-ethyl-4-hydroxy-4λ5-piperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propyl imidazo-[5,1-f]-1,2,4-triazin-4(3H)-one N-oxide

Chemical Property:

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

VardenafilN-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Vardenafil N-Oxide is an impurity compound of Vardenafil Hydrochloride. It is used in the treatment of erectile dysfunction. It also functions an inhibitor of phosphodiestrase type 5(PDE-5) enzyme.

Technology Process of 2-{2-ethoxy-5-[(4-ethyl-4-hydroxy-4λ5-piperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propyl imidazo-[5,1-f]-1,2,4-triazin-4(3H)-one N-oxide

There total 3 articles about 2-{2-ethoxy-5-[(4-ethyl-4-hydroxy-4λ5-piperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propyl imidazo-[5,1-f]-1,2,4-triazin-4(3H)-one N-oxide 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%

vardenafil (224785-90-4) → 2-{2-ethoxy-5-[(4-ethyl-4-hydroxy-4λ5-piperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propyl imidazo-[5,1-f]-1,2,4-triazin-4(3H)-one N-oxide (448184-48-3)

Guidance literature:

With peracetic acid; In dichloromethane; at 0 - 5 ℃; for 2h;

DOI:10.1080/00397911.2011.585268

Reference yield:

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one (224789-21-3) → 2-{2-ethoxy-5-[(4-ethyl-4-hydroxy-4λ5-piperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propyl imidazo-[5,1-f]-1,2,4-triazin-4(3H)-one N-oxide (448184-48-3)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorosulfonic acid / 0 - 5 °C

2: dichloromethane / 25 - 30 °C

3: peracetic acid / dichloromethane / 2 h / 0 - 5 °C

With peracetic acid; chlorosulfonic acid; In dichloromethane;

DOI:10.1080/00397911.2011.585268

Reference yield:

4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)-benzenelsulfonic acid chloride (224789-26-8) → 2-{2-ethoxy-5-[(4-ethyl-4-hydroxy-4λ5-piperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propyl imidazo-[5,1-f]-1,2,4-triazin-4(3H)-one N-oxide (448184-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 25 - 30 °C

2: peracetic acid / dichloromethane / 2 h / 0 - 5 °C

With peracetic acid; In dichloromethane;

DOI:10.1080/00397911.2011.585268

upstream raw materials:

4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)-benzenelsulfonic acid chloride

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

vardenafil

Refernces