2-(4-Ethoxyphenyl)-3-[4-(methylsulfonyl)phenyl]pyrazolo[1,5-b]pyridazine

Base Information

• Chemical Name: 2-(4-Ethoxyphenyl)-3-[4-(methylsulfonyl)phenyl]pyrazolo[1,5-b]pyridazine
• CAS No.: 221148-46-5
• Deprecated CAS: 478702-57-7
• Molecular Formula: C₂₁H₁₉N₃O₃S
• Molecular Weight: 393.466
• UNII: 5Y869C2THE
• DSSTox Substance ID: DTXSID60202043
• Nikkaji Number: J2.413.711B
• Wikidata: Q27263044
• Pharos Ligand ID: K34UCB28KQRS
• Metabolomics Workbench ID: 153074
• ChEMBL ID: CHEMBL364804
• Mol file: 221148-46-5.mol

Synonyms:2-(4-ethoxyphenyl)-3-(4-(methylsulfonyl)phenyl)pyrazolo(1,5-b)pyridazine;GW406381;GW406381X

Chemical Property of 2-(4-Ethoxyphenyl)-3-[4-(methylsulfonyl)phenyl]pyrazolo[1,5-b]pyridazine

Chemical Property:

• PSA: 81.94000
• LogP: 4.94630
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 393.11471265
• Heavy Atom Count: 28
• Complexity: 607

Purity/Quality:

97% ^*data from raw suppliers

GW-406381 99.59% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)C2=NN3C(=C2C4=CC=C(C=C4)S(=O)(=O)C)C=CC=N3
• Recent ClinicalTrials: A Study Of GW406381 In Volunteers With Moderate Hepatic Impairment
• Recent EU Clinical Trials: A Phase III, 12-Week, Multicentre, Double-Blind, Randomised, Placebo- and Active Comparator-Controlled, Parallel Group Study to Investigate the Efficacy and Safety of GW406381, 5mg, 10mg, 25mg, and 50mg administered orally once daily, in Adults with Rheumatoid Arthritis

Technology Process of 2-(4-Ethoxyphenyl)-3-[4-(methylsulfonyl)phenyl]pyrazolo[1,5-b]pyridazine

There total 15 articles about 2-(4-Ethoxyphenyl)-3-[4-(methylsulfonyl)phenyl]pyrazolo[1,5-b]pyridazine 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: 75.0%

C14H12BrN3O + 4-methanesulphonylphenylboronic acid (149104-88-1) → 2-(4-ethoxyphenyl)-3-[4-(methylsulfonyl)phenyl]-pyrazolo[1,5-b]pyridazine (221148-46-5)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2006.12.045

Reference yield: 71.0%

→ 2-(4-ethoxyphenyl)-3-[4-(methylsulfonyl)phenyl]-pyrazolo[1,5-b]pyridazine (221148-46-5)

Guidance literature:

Reference yield:

4-[3-(4-methanesulfonyl-phenyl)-pyrazolo[1,5-bl]pyridazin-2-yl]-phenol (221148-25-0) + ethyl iodide (75-03-6) → 2-(4-ethoxyphenyl)-3-[4-(methylsulfonyl)phenyl]-pyrazolo[1,5-b]pyridazine (221148-46-5)

Guidance literature:

With potassium carbonate; In acetonitrile;

upstream raw materials:

4-methanesulphonylphenylboronic acid

4-ethoxybenzaldehyde

4-Ethoxy-β,β'-dibromostyrene

4-[3-(4-methanesulfonyl-phenyl)-pyrazolo[1,5-bl]pyridazin-2-yl]-phenol

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