1-(5-(2,3-Dichlorophenylthio)-4-nitrothiophen-2-yl)ethanone

Base Information

• Chemical Name: 1-(5-(2,3-Dichlorophenylthio)-4-nitrothiophen-2-yl)ethanone
• CAS No.: 882257-11-6
• Molecular Formula: C12H7Cl2NO3S2
• Molecular Weight: 348.22
• European Community (EC) Number: 804-542-6
• DSSTox Substance ID: DTXSID90384841
• Nikkaji Number: J3.502.625H
• Wikidata: Q72467719
• ChEMBL ID: CHEMBL2159495
• Mol file: 882257-11-6.mol

Synonyms:P5091

Chemical Property of 1-(5-(2,3-Dichlorophenylthio)-4-nitrothiophen-2-yl)ethanone

Chemical Property:

• Boiling Point: 452.4±45.0 °C(Predicted)
• PSA: 116.43000
• Density: 1.60±0.1 g/cm3(Predicted)
• LogP: 5.84010
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble10mg/mL, clear
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 346.9244408
• Heavy Atom Count: 20
• Complexity: 393

Purity/Quality:

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

P005091 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(S1)SC2=C(C(=CC=C2)Cl)Cl)[N+](=O)[O-]
• Description: P5091 (882257-11-6) is a selective inhibitor of the ubiquitin-specific protease USP7 ( IC50=4.2 μM).1,2 Induces apoptosis in multiple myeloma cells and overcomes bortezomib resistance.1?P5091 displays antiangiogenic activity in vivo.2?Cell permeable
• Uses: P005091 is a selective dual inhibitor of the cancer-related deubiquitylating proteases USP7 and USP47. P5091 has been used:as a ubiquitin specific peptidase 47 (USP47) inhibitor in 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay to evaluate the cellular viability of MCF-10A cellsas a USP7 inhibitor to study the regulatory role for USP7 on inflammasome activationas USP7 inhibitor in drug susceptibility assays to study its effect on bone marrow?resident tumor cells (BMRTCs)/ circulating tumor cells (CTCs)

Technology Process of 1-(5-(2,3-Dichlorophenylthio)-4-nitrothiophen-2-yl)ethanone

There total 2 articles about 1-(5-(2,3-Dichlorophenylthio)-4-nitrothiophen-2-yl)ethanone 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) + 2,3-dichlorobenzenethiol (17231-95-7) → 1-[5-[(2,3-Dichlorophenyl)thio]-4-nitro-2-thienyl]-ethanone; 1-[5-(2,3-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanone (882257-11-6)

Guidance literature:

2,3-dichlorobenzenethiol; With sodium methylate; In methanol; at 20 ℃; for 0.25h;

5-acetyl-2-chloro-3-nitrothiophene; In methanol; for 1h;

DOI:10.1021/ml200276j

Reference yield:

2-acetyl-5-chlorothiophene (6310-09-4) → 1-[5-[(2,3-Dichlorophenyl)thio]-4-nitro-2-thienyl]-ethanone; 1-[5-(2,3-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanone (882257-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nitric acid / 0.5 h / 20 °C / Cooling

2.1: sodium methylate / methanol / 0.25 h / 20 °C

2.2: 1 h

With nitric acid; sodium methylate; In methanol;

DOI:10.1021/ml200276j

Reference yield: 33.0%

1-[5-[(2,3-Dichlorophenyl)thio]-4-nitro-2-thienyl]-ethanone; 1-[5-(2,3-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanone (882257-11-6) → 1-[5-(2,3-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanol (1247819-83-5)

Guidance literature:

With methanol; sodium tetrahydroborate; at 20 ℃; for 1.5h;

upstream raw materials:

5-acetyl-2-chloro-3-nitrothiophene

2,3-dichlorobenzenethiol

2-acetyl-5-chlorothiophene

Downstream raw materials:

1-[5-(2,3-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanol

Refernces