GSK 343

Base Information

• Chemical Name: GSK 343
• CAS No.: 1346704-33-3
• Molecular Formula: C31H39N7O2
• Molecular Weight: 541.69
• Mol file: 1346704-33-3.mol

Synonyms:GSK343;GSK 343;

Chemical Property of GSK 343

Chemical Property:

• Boiling Point: 797.4±60.0 °C(Predicted)
• PKA: 11.84±0.10(Predicted)
• PSA: 99.41000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 5.11630
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble15mg/mL, clear

Purity/Quality:

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

1-(1-Methylethyl)-N-[(6-methyl-2-oxo-4-propyl-1,2-dihydro-3-pyridinyl)methyl]-6-[2-(4-methyl-1-piperazinyl)-4-pyridinyl]-1H-indazole-4-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Description: GSK343 is a potent and selective EZH2 inhibitor with IC50 of 4 nM in a cell-free assay, showing 60 fold selectivity against EZH1, and >1000 fold selectivity against other histone methyltransferases.
• Uses: GSK343 has been used:as an inhibitor of?enhancer of zeste homolog 2 (EZH2) to assess the impact of chromatin condensation on?cell migrationas histone methyl transferase inhibitor, to suppress the Polyandrocarpa misakiensis, mitochondrial non-coding-region (NCR) PmNCR?reporter gene expression, facilitated?by TC14-3as a supplement in the growth medium to inhibit the generation of H3K27me3 or to inhibit RNA polymerase IIas EZH2 inhibitor to treat castration-resistant neuroendocrine prostate cancer (CRPC-NE)

Technology Process of GSK 343

There total 8 articles about GSK 343 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: 78.0%

1-methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-yl)piperazine (832114-09-7) + 6-bomo-1-(1-methylethyl)-N-[(6-methyl-2-oxo-4-propyl-1,2-dihydro-3-pyridinyl)methyl]-1H-indazole-4-carboxamide (1346702-61-1) → GSK343 (1346704-33-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; In 1,4-dioxane; water; at 110 ℃; for 0.333333h; Inert atmosphere; Sealed tube; Microwave irradiation;

DOI:10.1021/ml3003346

Reference yield:

6-bromo-1-(1-methylethyl)-1H-indazole-4-carboxylic acid (1346702-54-2) → GSK343 (1346704-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dimethyl sulfoxide / 20 °C / Inert atmosphere

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / water; 1,4-dioxane / 0.33 h / 110 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; water; dimethyl sulfoxide;

DOI:10.1021/ml3003346

Reference yield:

3-(aminomethyl)-6-methyl-4-propyl-2(1H)-pyridinone (1346575-64-1) → GSK343 (1346704-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dimethyl sulfoxide / 20 °C / Inert atmosphere

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / water; 1,4-dioxane / 0.33 h / 110 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; water; dimethyl sulfoxide;

DOI:10.1021/ml3003346

upstream raw materials:

6-bromo-1-(1-methylethyl)-1H-indazole-4-carboxylic acid

1-methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-yl)piperazine

6-bomo-1-(1-methylethyl)-N-[(6-methyl-2-oxo-4-propyl-1,2-dihydro-3-pyridinyl)methyl]-1H-indazole-4-carboxamide

3-(aminomethyl)-6-methyl-4-propyl-2(1H)-pyridinone

Refernces

• 1、 -. "INDAZOLES". Page/Page column 139. . Retrieved 2011/11/30.