P 22077

Base Information

• Chemical Name: P 22077
• CAS No.: 1247819-59-5
• Molecular Formula: C12H7F2NO3S2
• Molecular Weight: 315.321
• Mol file: 1247819-59-5.mol

Synonyms:1-(5-(2,4-Difluorophenylthio)-4-nitrothiophen-2-yl)ethanone;Ethanone, 1-[5-[(2,4-difluorophenyl)thio]-4-nitro-2-thienyl]-;

Chemical Property of P 22077

Chemical Property:

• Boiling Point: 395.4±42.0 °C(Predicted)
• PSA: 116.43000
• Density: 1.53±0.1 g/cm3(Predicted)
• LogP: 4.81150
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (up to 25 mg/ml)

Purity/Quality:

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

P 22077 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: P22077 (1247819-59-5) is a selective (tested against 23 other DUBs) inhibitor of USP7 (IC50?= 8 μM) and the closely related USP47.1,2?It destabilizes claspin, a scaffolding protein involved in regulating Chk1 kinase, a DNA damage response enzyme.2?P22077 inhibits neuroblastoma growth?via?induction of p53-mediated apoptosis.3?N-Myc was destabilized by P22077 inhibition of USP7 in human neuroblastoma cells.4?It was able to stabilize p53 levels in conjunction with an Mdm2 inhibitor (Nutlin-3,?Cat# 10-1350)?in HCT116 colorectal carcinoma cells.5
• Uses: P22077 is an analog of the ubiquitin-specific protease (USP7) inhibitor P5091. It inhibits USP7, as well.

Technology Process of P 22077

There total 2 articles about P 22077 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: 65.0%

5-acetyl-2-chloro-3-nitrothiophene (42456-75-7) + 2,4-difluorothiophenol (1996-44-7) → 1-(5-((2,4-difluorophenyl)thio)-4-nitrothiophen-2-yl)ethanone (1247819-59-5)

Guidance literature:

2,4-difluorothiophenol; With sodium methylate; In methanol; at 20 ℃;

5-acetyl-2-chloro-3-nitrothiophene; In methanol;

DOI:10.1021/ml200276j

Reference yield:

2-acetyl-5-chlorothiophene (6310-09-4) → 1-(5-((2,4-difluorophenyl)thio)-4-nitrothiophen-2-yl)ethanone (1247819-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid / 0.5 h / 20 °C

2: sodium methylate / methanol

With nitric acid; sodium methylate; In methanol;

DOI:10.1016/j.bmcl.2017.01.018

upstream raw materials:

5-acetyl-2-chloro-3-nitrothiophene

2,4-difluorothiophenol

2-acetyl-5-chlorothiophene

Refernces

• 1、 Weinstock, Joseph,Wu, Jian,Cao, Ping,Kingsbury, William D.,McDermott, Jeffrey L.,Kodrasov, Matthew P.,McKelvey, Devin M.,Suresh Kumar, K. G.,Goldenberg, Seth J.,Mattern, Michael R.,Nicholson, Benjamin. "Selective dual inhibitors of the cancer-related deubiquitylating proteases USP7 and USP47". supporting information. p. 789 - 792,4. Retrieved 2020/09/15.