RDEA119

Base Information

• Chemical Name: RDEA119
• CAS No.: 923032-37-5
• Molecular Formula: C₁₉H₂₀F₃IN₂O₅S
• Molecular Weight: 572.344
• Hs Code.: 2935909099
• Mol file: 923032-37-5.mol

Synonyms:Cyclopropanesulfonamide, N-(3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)-6-methoxyphenyl)-1-((2S)-2,3-dihydroxypropyl)-;

Chemical Property of RDEA119

Chemical Property:

• Appearance/Colour: White to khaki solid
• Boiling Point: 566.9±60.0 °C(Predicted)
• PKA: 15.54±0.20(Predicted)
• PSA: 116.27000
• Density: 1.82±0.1 g/cm3(Predicted)
• LogP: 4.70510
• Solubility.: insoluble in H2O; ≥151.8 mg/mL in DMSO; ≥90.2 mg/mL in EtOH

Purity/Quality:

98% ^*data from raw suppliers

Refametinib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Lorlatinib (PF-06463922, Pfizer Oncology, Groton, CT, USA) is an oral TKI that targets both ALK and ROS1 with high affinity and good CNS penetration [91].
• Uses: Refametinib (RDEA119, Bay 86-9766) is a potent, ATP non-competitive and highly selective inhibitor of MEK1 and MEK2. Potent MEK inhibitor.
• Clinical Use: Lorlatinib is the sole third-generation ALK inhibitor at this time; it is approved for ALK-positive NSCLC patients who progressed on at least two ALK inhibitors with one being crizotinib or who progressed on alectinib or ceritinib if either is used in the frontline setting.

Technology Process of RDEA119

There total 27 articles about RDEA119 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: 91.6%

(S)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)cyclopropane-1-sulfonamide (1262760-18-8) → Refametinib (923032-37-5,923032-38-6)

Guidance literature:

With pyridine; sulfolane; hydrogenchloride; In water; for 1.5h;

Reference yield: 91.6%

3,4-difluoro-N2-(2-fluoro-4-iodo-phenyl)-6-methoxy-benzene-1,2-diamine (923032-74-0) + (S)-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)cyclopropane-1-sulfonyl chloride (1262760-00-8) → Refametinib (923032-37-5,923032-38-6)

Guidance literature:

With pyridine; sulfolane; tetrabutylammomium bromide; at 70 ℃; for 18h;

Reference yield: 90.5%

3,4-difluoro-N2-(2-fluoro-4-iodo-phenyl)-6-methoxy-benzene-1,2-diamine (923032-74-0) + 1-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}cyclopropanesulfonyl bromide (1415503-37-5) → (R)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide (923032-37-5,923032-38-6)

Guidance literature:

With pyridine; sulfolane; at 23 ℃; for 18h;

upstream raw materials:

1-allyl-N-(3.4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)cyclopropane-1-sulfonamide

N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)phenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide

(S)-5-((1-iodocyclopropyl)methyl)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecane

(S)-3-(1-iodocyclopropyl)propane-1,2-diol

Refernces

• 1、 -. "CHIRAL SYNTHESIS OF N-{3,4-DIFLUORO-2-[(2-FLUORO-4-IODOPHENYL)AMINO]-6-METHOXYPHENYL}-1-[2,3-DIHYDROXY-PROPYL]CYCLOPROPANESULFONAMIDES". . . Retrieved 2013/02/27.
• 2、 -. "NOVEL MEK INHIBITORS, USEFUL IN THE TREATMENT OF DISEASES". Page/Page column 79. . Retrieved 2011/05/05.