WH-4-023

Base Information

• Chemical Name: WH-4-023
• CAS No.: 837422-57-8
• Molecular Formula: C₃₂H₃₆N₆O₄
• Molecular Weight: 568.676
• Mol file: 837422-57-8.mol

Synonyms:WH-4-023;Carbamic acid, N-(2,4-dimethoxyphenyl)-N-[2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-4-pyrimidinyl]-, 2,6-dimethylphenyl ester;KIN001-112;KIN112;2,6-dimethylphenyl (2,4-dimethoxyphenyl)(2-((4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)carbamate WH-4-023;WH-4-023 2,6-DIMETHYLPHENYL 2,4-DIMETHOXYPHENYL(2-(4-(4-METHYLPIPERAZIN-1-YL)PHENYLAMINO)PYRIMIDIN-4-YL)CARBAMATE;WH-4-023, >=98%;2,6-Dimethylphenyl N-[2,4-bis(methyloxy)phenyl][2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-4-pyrimidinyl]carbamate

Chemical Property of WH-4-023

Chemical Property:

• Boiling Point: 743.2±70.0 °C(Predicted)
• PKA: 7.89±0.42(Predicted)
• PSA: 92.29000
• Density: 1.247±0.06 g/cm3(Predicted)
• LogP: 6.01900
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (60 mg/ml)

Purity/Quality:

98%,99%, ^*data from raw suppliers

WH-4-023 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: WH-4-23 (837422-57-8) is a potent and selective inhibitor of Src family kinases Lck and Src, IC50=2 and 6 nM respectively.1,2 Also inhibits SIK, IC50=10, 22 and 60 nM for SIK 1, 2 and 3 respectively.3 May be used along with PD-325901 and CHIR-99021 to support self-renewal of na?ve human embryonic stem cells.4
• Uses: WH-4-023 is a potent and selective dual lymphocyte-specific kinase (Lck) inhibitor.

Technology Process of WH-4-023

There total 6 articles about WH-4-023 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:

2,6-dimethylphenyl (2-chloropyrimidin-4-yl)(2,4-dimethoxyphenyl)carbamate (909024-68-6) + 4-(4-Methyl-piperazino)-anilin (16153-81-4) → WH-4-023 (837422-57-8)

Guidance literature:

With trifluoroacetic acid; In isopropyl alcohol; at 100 ℃; for 24h;

DOI:10.1021/jm060435i

Reference yield:

2-chloro-N-(2,4-dimethoxyphenyl)pyrimidin-4-amine (837423-56-0) → WH-4-023 (837422-57-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.4 g / (i-Pr)2NEt / tetrahydrofuran / 48 h / 20 °C

2: trifluoroacetic acid / propan-2-ol / 24 h / 100 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1021/jm060435i

Reference yield:

2.6-dimethylphenol (576-26-1,25134-01-4) → WH-4-023 (837422-57-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / 0 - 20 °C

2: 3.4 g / (i-Pr)2NEt / tetrahydrofuran / 48 h / 20 °C

3: trifluoroacetic acid / propan-2-ol / 24 h / 100 °C

With pyridine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; isopropyl alcohol;

DOI:10.1021/jm060435i

upstream raw materials:

2,6-dimethylphenyl (2-chloropyrimidin-4-yl)(2,4-dimethoxyphenyl)carbamate

4-(4-Methyl-piperazino)-anilin

2-chloro-N-(2,4-dimethoxyphenyl)pyrimidin-4-amine

2.6-dimethylphenol

Refernces

• 1、 -. "2-AMINOPYRIMIDINE AND 2-AMINOPYRIDINE-4-CARBAMATES FOR USE IN THE TREATMENT OF AUTOIMMUNE DISEASES". Page 120. . Retrieved 2010/02/10.