WYE-354

Base Information

• Chemical Name: WYE-354
• CAS No.: 1062169-56-5
• Molecular Formula: C24H29N7O5
• Molecular Weight: 495.53
• Mol file: 1062169-56-5.mol

Synonyms:WYE354;

Chemical Property of WYE-354

Chemical Property:

• Boiling Point: 594.202 °C at 760 mmHg
• PKA: 13.42±0.70(Predicted)
• Flash Point: 313.162 °C
• PSA: 123.94000
• Density: 1.46g/cm³
• LogP: 2.98740
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: ≥49.6 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH

Purity/Quality:

99% ^*data from raw suppliers

WYE354 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: WYE-354 is a potent cell-permeable inhibitor of mTOR (IC50 = 4.3 nM) which blocks signaling through both mTOR complex 1 (mTORC1) and mTORC2. It is a much weaker inhibitor of phosphatidylinositol 3-kinase α (IC50 = 1,026 nM) and other kinases. WYE-354 induces G1 cell cycle arrest in both rapamycin-sensitive and rapamycin-resistant cancer cell lines, inhibits mTORC1 and mTORC2 in tumor-bearing mice, and reduces tumor growth in nude mice with PTEN-null tumors.
• Uses: A pyrazolopyrimidines derivative that is a potent and ATP-competitive mTOR inhibitor with much reduced activity against PI 3-Kα or PI 3-Kγ. WYE-354 is equally potent against mTORC1 and mTORC2 activities in HEK293 immune complex kinase assays using S6K and Akt as the respective substrate (IC50 <200 nM; [ATP] = 100 μM) and effectively blocks cellular phosphorylation of S6K on T389 and Akt on S473 both in cultures and in a murine xenograft model, resulting in a significant suppression of PC3MM2-derived tumor growth (by 86% on day 7; 50 mg/kg, i.p twice per day) in vivo.

Technology Process of WYE-354

There total 1 articles about WYE-354 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: 23.0%

methanol (67-56-1) + bis(trichloromethyl) carbonate (32315-10-9) + methyl 4-[6-(4-aminophenyl)-4-morpholin-4-yl-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate (1062169-58-7) → WYE-354 (1062169-56-5)

Guidance literature:

bis(trichloromethyl) carbonate; methyl 4-[6-(4-aminophenyl)-4-morpholin-4-yl-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate; With triethylamine; In dichloromethane; at 20 ℃; for 0.0833333h;

methanol; In dichloromethane; at 20 ℃;

DOI:10.1021/jm900851f

upstream raw materials:

methanol

bis(trichloromethyl) carbonate

methyl 4-[6-(4-aminophenyl)-4-morpholin-4-yl-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate

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