GSK J1

Base Information

• Chemical Name: GSK J1
• CAS No.: 1373422-53-7
• Molecular Formula: C22H23N5O2
• Molecular Weight: 389.45
• Mol file: 1373422-53-7.mol

Synonyms:N-[2-(2-methyl-1H-indol-3-yl)ethyl]-4-pyridinecarboxamide;

Chemical Property of GSK J1

Chemical Property:

• Boiling Point: 608.9±55.0 °C(Predicted)
• PKA: 4.20±0.10(Predicted)
• PSA: 91.24000
• Density: 1.292±0.06 g/cm3(Predicted)
• LogP: 3.16840
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble15mg/mL, clear

Purity/Quality:

99% ^*data from raw suppliers

GSK J1 ^*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-J1 (1373422-53-7) is a potent and selective inhibitor of jumonji H3K27 histone demethylases JMJD3 and UTX (IC50 = 60 nM, human JMJD3). This is the first known inhibitor selective for the H3K27me3-specific JMJ subfamily which binds to the active catalytic site of the enzyme. The COOH group confers cell impermeability and as such GSK-J1 is useful as a standard in in vitro assays. A cell permeable ethyl ester analog is also available, see GSK-J4 (cat.# 10-1394).
• Uses: GSK J1 is a selective and potent inhibitor of JMJDE and UTX demethylases.

Technology Process of GSK J1

There total 4 articles about GSK J1 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: 86.0%

2,3,4,5-tetrahydro-1H-3-benzazepine (4424-20-8) + N-[6-chloro-2-(2-pyridinyl)-4-pyrimidinyl]-β-alanine (1373424-45-3) → GSK-J1 (1373422-53-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 150 ℃; for 1h; Microwave irradiation;

Reference yield:

lithium hydroxide monohydrate + GSKJ4 (1373423-53-0) → GSK-J1 (1373422-53-7)

Guidance literature:

In tetrahydrofuran; methanol; water; dimethyl sulfoxide;

Reference yield:

2-(pyridin-2-yl)-4,6-dichloropyrimidine (10235-65-1) → GSK-J1 (1373422-53-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,4-dioxane; dichloromethane

2: dimethyl sulfoxide

3: tetrahydrofuran; water; methanol; dimethyl sulfoxide

In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide;

upstream raw materials:

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

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

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

GSKJ4