YK-4-279

Base Information

• Chemical Name: YK-4-279
• CAS No.: 1037184-44-3
• Molecular Formula: C17H13Cl2NO4
• Molecular Weight: 366.201
• Mol file: 1037184-44-3.mol

Synonyms:4,7-Dichloro-1,3-dihydro-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-2H-indol-2-one;

Chemical Property of YK-4-279

Chemical Property:

• Melting Point: 149-151℃
• Boiling Point: 608.9±55.0 °C(Predicted)
• PKA: 10.43±0.20(Predicted)
• PSA: 75.63000
• Density: 1.456
• LogP: 3.55270
• Storage Temp.: Store at -20° C.
• Solubility.: insoluble in H2O; ≥16.35 mg/mL in DMSO; ≥24.25 mg/mL in EtOH with ultrasonic

Purity/Quality:

99% ^*data from raw suppliers

YK-4-279 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: YK-4-279 is a small molecule inhibitor of EWS-FLI1 protein, and has been shown to disrupt the mitotic progression of neuroblastoma cells, and potentially other cancers. An oncogenic fusion protein found in Ewing's sarcoma, a family of undifferentiated tumors which occur throughout the body. The binding of ES-FLI1 to RNA helicase A (RHA) promotes its oncogenic function. Inhibits protein-protein interactions between ES-FLI1 and RHA. At 10 μM, YK-4-279 blocks RHA binding to ES-FLI1 and induces apoptosis of a panel of Ewing's sarcoma tumor cell lines with IC50 values ranging from 0.5 to 2 μM.1 At 1.5 mg per dose, YK-4-279 reduces the growth of Ewing's sarcoma orthotopic xenografts in mice after treatment with the inhibitor for two weeks.

Technology Process of YK-4-279

There total 2 articles about YK-4-279 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: 100.0%

→ 4,7-dichloro-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-2,3-dihydro-1H-indol-2-one (1037184-44-3)

Guidance literature:

Reference yield:

4,7-dichloroisatin (18711-13-2) + 1-(4-methoxyphenyl)ethanone (100-06-1) → 4,7-dichloro-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-2,3-dihydro-1H-indol-2-one (1037184-44-3)

Guidance literature:

With diethylamine; In methanol; at 20 ℃;

Reference yield: 58.0%

4,7-dichloro-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-2,3-dihydro-1H-indol-2-one (1037184-44-3) → (Z)-4,7-dichloro-3-(2-(4-methoxyphenyl)-2-oxoethylidene)indolin-2-one

Guidance literature:

With sulfuric acid; at 20 ℃; for 0.0833333h;

DOI:10.1021/jm501372p

upstream raw materials:

4,7-dichloroisatin

1-(4-methoxyphenyl)ethanone

Refernces

• 1、 -. "INDOLINONE COMPOUNDS AND USES THEREOF". Page/Page column 33. . Retrieved 2016/05/02.