VS-5584

Base Information

• Chemical Name: VS-5584
• CAS No.: 1246560-33-7
• Molecular Formula: C17H22N8O
• Molecular Weight: 354.41
• Mol file: 1246560-33-7.mol

Synonyms:VS-5584 (SB2343);5-(9-isopropyl-8-methyl-2-morpholin-4-yl-9H-purin-6-yl)-pyrimidin-2-ylamine;CS-1202;VS 5584;VS-5584||VS5584|VS 5584|SB2343|SB 2343;SB 2343;s7016;

Chemical Property of VS-5584

Chemical Property:

• Boiling Point: 687.2±65.0 °C(Predicted)
• PKA: 4.53±0.10(Predicted)
• PSA: 90.88000
• Density: 1.48±0.1 g/cm3(Predicted)
• LogP: 3.52090
• Solubility.: insoluble in H2O; ≥17.7 mg/mL in DMSO; ≥4.71 mg/mL in EtOH with ultrasonic

Purity/Quality:

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

VS-5584 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Phosphatidylinositol 3-kinase (PI3K) signaling through Akt/PKB and the mammalian target of rapamycin (mTOR) controls gene expression related to cell proliferation, differentiation, and apoptosis. Increased activity of this pathway is important in many types of cancer. VS-5584 is a purine analog that inhibits mTOR (IC50 = 37 nM) and PI3K (IC50s = 16, 68, 25, and 42 nM for the α, β, γ, and δ isoforms, respectively) without relevant activity against more than 400 additional lipid and protein kinases. By inhibiting the phosphorylation of substrates downstream of PI3K and mTOR, VS-5584 demonstrates broad anti-proliferative sensitivity leading to tumor growth inhibition in human tumor models.

Technology Process of VS-5584

There total 1 articles about VS-5584 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: 47.0%

5-(8-bromo-9-isopropyl-2-morpholin-4-yl-9H-purin-6-yl)-pyrimidin-2-ylamine (1246535-96-5) + dimethyl zinc(II) (544-97-8) → VS-5584 (1246560-33-7)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; n-heptane; at 65 ℃; Sealed tube;

upstream raw materials:

5-(8-bromo-9-isopropyl-2-morpholin-4-yl-9H-purin-6-yl)-pyrimidin-2-ylamine

dimethyl zinc(II)

Refernces

• 1、 -. "PYRIMIDINE SUBSTITUTED PURINE COMPOUNDS AS KINASE (S) INHIBITORS". Page/Page column 9. . Retrieved 2012/06/16.