ARRY-614

Base Information

• Chemical Name: ARRY-614
• CAS No.: 945614-12-0
• Molecular Formula: C31H33FN6O3
• Molecular Weight: 556.64
• Mol file: 945614-12-0.mol

Synonyms:ARRY-614;pexmetinib,ARRY-614;N-(3-tert-Butyl-1-p-tolyl-1H-pyrazol-5-yl)-N'-[5-fluoro-2-[1-(2-hydroxyethyl)-1H-indazol-5-yloxy]benzyl]urea

Chemical Property of ARRY-614

Chemical Property:

• Boiling Point: 694.1±55.0 °C(Predicted)
• PKA: 13.00±0.46(Predicted)
• PSA: 109.72000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 6.35070
• Solubility.: insoluble in H2O; ≥107.6 mg/mL in DMSO; ≥113 mg/mL in EtOH

Purity/Quality:

99%, ^*data from raw suppliers

Pexmetinib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Pexmetinib is a potent and orally bioavailable dual p38 MAPK/Tie-2 inhibitor preventing tumor growth.

Technology Process of ARRY-614

There total 2 articles about ARRY-614 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: 68.0%

methyl 2-(5-(2-((3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureido)methyl)-4-fluorophenoxy)-1H-indazol-1-yl)acetate (945614-23-3) → 1-(3-(tertbutyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(5-fluoro-2-((1-(2-hydroxyethyl)-1H-indazol-5-yl)oxy)benzyl)urea (945614-12-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 18h; Product distribution / selectivity;

Reference yield: 55.0%

1-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)-3-((5-fluoro-2-(1-(2-oxoethyl)-1H-indazol-5-yloxy)phenyl)methyl)urea (945614-19-7) → 1-(3-(tertbutyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(5-fluoro-2-((1-(2-hydroxyethyl)-1H-indazol-5-yl)oxy)benzyl)urea (945614-12-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃;

Reference yield: 92.9%

1-(3-(tertbutyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(5-fluoro-2-((1-(2-hydroxyethyl)-1H-indazol-5-yl)oxy)benzyl)urea (945614-12-0) → 1-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)-3-(5-fluoro-2-(1-(2-hydroxyethyl)-1H-indazol-5-yloxy)benzyl)urea hydrochloride (1416216-01-7)

Guidance literature:

With hydrogenchloride; In water; isopropyl alcohol; at 20 ℃; Concentration; Solvent;

upstream raw materials:

1-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)-3-((5-fluoro-2-(1-(2-oxoethyl)-1H-indazol-5-yloxy)phenyl)methyl)urea

methyl 2-(5-(2-((3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureido)methyl)-4-fluorophenoxy)-1H-indazol-1-yl)acetate

Downstream raw materials:

di-tert-butyl 2-(5-(2-((3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureido)methyl)-4-fluorophenoxy)-1H-indazol-1-yl)ethylphosphate

dibenzyl 2-(5-(2-((3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureido)methyl)-4-fluorophenoxy)-1H-indazol-1-yl)ethylphosphate

1-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)-3-(5-fluoro-2-(1-(2-hydroxyethyl)-1H-indazol-5-yloxy)benzyl)urea hydrochloride

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