GSK J4 HCl

Base Information

• Chemical Name: GSK J4 HCl
• CAS No.: 1373423-53-0
• Molecular Formula: C24H27N5O2
• Molecular Weight: 417.50348
• Mol file: 1373423-53-0.mol

Synonyms:GSK J4 HCl;GSK J4;GSK-J4;N-[2-(2-Pyridinyl)-6-(1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)-4-pyrimidinyl]-beta-alanine ethyl ester;N-[2-(2-Pyridinyl)-6-(1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)-4-pyriMidinyl]-|-alanine ethyl ester;β-Alanine, N-[2-(2-pyridinyl)-6-(1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)-4-pyrimidinyl]-, ethyl ester, hydrochloride (1:1)

Chemical Property of GSK J4 HCl

Chemical Property:

• Boiling Point: 581.2±50.0 °C(Predicted)
• PKA: 5.95±0.10(Predicted)
• PSA: 80.24000
• Density: 1.216±0.06 g/cm3(Predicted)
• LogP: 3.64690
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble20mg/mL, clear

Purity/Quality:

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

GSKJ4 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Description: GSK-J4 (1373423-53-0) is a histone demethylase JMJD3/UTX inhibitor. Inhibits demethylation of histone H3K27. Reduces LPS-induced proinflammatory cytokine production in primary human macrophages (IC50 = 9 μM for the inhibition of TNFα release). Cell permeable, ethyl ester of GSK J1 (cat.# 10-1393).1 GSK-J4 rescues newborn pups from embryonic lethality in BRAF knockin mice which recapitulate major features of RASopathies.2
• Uses: GSK-J4 has been used to study the effect of KDM2B (Jumonji (JmjC) domain histone 3 lysine 36 (H3K36) di-demethylase) inhibition on the survival and DNA repair potential of glioblastoma cells. It has also been used in sulforhodamine B (SRB) cell growth assay and cell viability assay.

Technology Process of GSK J4 HCl

There total 4 articles about GSK J4 HCl 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: 73.0%

→ GSKJ4 (1373423-53-0)

Guidance literature:

Reference yield:

2,3,4,5-tetrahydro-1H-3-benzazepine (4424-20-8) + ethyl N-[6-chloro-2-(2-pyridinyl)-4-pyrimidinyl]-β-alaninate (1373423-17-6) → GSKJ4 (1373423-53-0)

Guidance literature:

In dimethyl sulfoxide;

Reference yield:

2-(pyridin-2-yl)-4,6-dichloropyrimidine (10235-65-1) → GSKJ4 (1373423-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-dioxane; dichloromethane

2: dimethyl sulfoxide

In 1,4-dioxane; dichloromethane; dimethyl sulfoxide;

upstream raw materials:

2-(pyridin-2-yl)-4,6-dichloropyrimidine

ethyl β-alaninate hydrochloride

2,3,4,5-tetrahydro-1H-3-benzazepine

ethyl N-[6-chloro-2-(2-pyridinyl)-4-pyrimidinyl]-β-alaninate

Downstream raw materials:

GSK-J1

Refernces

• 1、 -. "N-2-(2-PYRIDINYL)-4-PYRIMIDINYL-BETA-ALANINE DERIVATIVES AS INHIBITORS OF HISTONE DEMETHYLASE JMJD3". Page/Page column 61; 64. . Retrieved 2012/05/05.