MPI-0479605

Base Information

• Chemical Name: MPI-0479605
• CAS No.: 1246529-32-7
• Molecular Formula: C22H29N7O
• Molecular Weight: 407.519
• Mol file: 1246529-32-7.mol

Synonyms:MPI-0479605;N6-cyclohexyl-N2-(2-methyl-4-morpholinophenyl)-9H-purine-2,6-diamine;MPI0479605 HCl;N6-Cyclohexyl-N2-[2-methyl-4-(4-morpholinyl)phenyl]-9H-purine-2,6-diamine

Chemical Property of MPI-0479605

Chemical Property:

• Boiling Point: 745.8±70.0 °C(Predicted)
• PKA: 10.52±0.10(Predicted)
• PSA: 90.99000
• Density: 1.318±0.06 g/cm3(Predicted)
• LogP: 4.19710
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Soluble in DMSO

Purity/Quality:

98% min ^*data from raw suppliers

MPI-0479605 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: MPI-0479605 is a potent and ATP-competitive inhibitor of the mitotic kinase MPS1 (IC50 = 1.8 nM). It is selective for MPS1 over a panel of 79 kinases at a concentration of 500 nM. MPI-0479605 induces time-dependent degradation of cyclin B and securin and decreases phosphorylation of BUBR1 resulting in failed cytokinesis in HeLa cells arrested by nocodazole . It also causes misalignment of chromosomes at the anaphase plate and aneuploidy in A549 cells and slows cell cycle progression of HCT116 and COLO 205 cells irrespective of p53 activity. MPI-0479605 (30-150 mg/kg) reduces tumor volume in an HCT116 mouse colon cancer xenograft model in a dose-dependent manner.

Technology Process of MPI-0479605

There total 7 articles about MPI-0479605 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: 83.0%

N6-cyclohexyl-N2-(2-methyl-4-morpholin-4-yl-phenyl)-9-(tetrahydropyran-2-yl)-9H-purine-2,6-diamine (1246532-46-6) → MPI-0479605 (1246529-32-7)

Guidance literature:

hydrogenchloride; In methanol; diethyl ether;

Reference yield: 30.0%

(2-chloro-9H-purin-6-yl)-cyclohexyl-amine (39639-45-7) + 2-methyl-4-morpholin-4-yl-phenylamine hydrochloride (1246532-35-3) → MPI-0479605 (1246529-32-7)

Guidance literature:

With sodium acetate; In chloroform; at 150 ℃; for 0.5h; Microwave irradiation;

Reference yield:

(2-chloro-9H-purin-6-yl)-cyclohexyl-amine (39639-45-7) → MPI-0479605 (1246529-32-7)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / tetrahydrofuran / Reflux

2: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 80 - 100 °C

3: hydrogenchloride / 1,4-dioxane; methanol / 20 °C

With hydrogenchloride; palladium diacetate; caesium carbonate; toluene-4-sulfonic acid; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane; methanol; toluene; 2: Buchwald coupling;

DOI:10.1016/j.bmcl.2012.04.131

upstream raw materials:

(2-chloro-9H-purin-6-yl)-cyclohexyl-amine

2-methyl-4-morpholin-4-yl-phenylamine hydrochloride

N₆-cyclohexyl-N₂-(2-methyl-4-morpholin-4-yl-phenyl)-9-(tetrahydropyran-2-yl)-9H-purine-2,6-diamine

2-Methyl-4-morpholin-4-ylphenylamine

Refernces

• 1、 -. "COMPOUNDS AND THERAPEUTIC USES THEREOF". Page/Page column 99. . Retrieved 2010/11/03.