28560-79-4

Basic information

• Product Name: Thiophene, 3-(4-nitrophenyl)-
• CAS NO: 28560-79-4
• Molecular Formula: C10H7NO2S
• Molecular Weight: 205.237
• Mol File: 28560-79-4.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Thiophene, 3-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiophene, 3-(4-nitrophenyl)-(28560-79-4)
• EPA Substance Registry System: Thiophene, 3-(4-nitrophenyl)-(28560-79-4)

Safety Data

• Hazardous Substances Data: 28560-79-4(Hazardous Substances Data)

Upstream product

• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 100-01-6 4-nitro-aniline 
• 188290-36-0 thiophene 
• 6165-69-1 Thien-3-ylboronic acid 
• 100-00-5 4-chlorobenzonitrile 
• 586-78-7 para-nitrophenyl bromide 
• 17763-80-3 para-nitrophenyl triflate 
• 70161-87-4 (thiophen-3-yl)trimethylstannane 
• 119405-65-1 tri-n-butyl(thien-3-yl)tin 

Downstream Products

• 298185-75-8 2,5-dibromo-3-(4-nitrophenyl)thiophene 
• 1359844-12-4 4,4,5,5-tetramethyl-2-(4-(thiophen-3-yl)phenyl)-1,3,2-dioxaborolane 
• 1235579-31-3 1-iodo-4-(3-thienyl)benzene 
• 834884-74-1 4-(thiophen-3-yl)aniline 

Relevant articles and documents

Identification of Piperidine-3-carboxamide Derivatives Inducing Senescence-like Phenotype with Antimelanoma Activities

This study evaluated the potential use of senescence-inducing small molecules in the treatment of melanoma. We screened commercially available small-molecule libraries with high-throughput screening and high-content screening image-based technology. Our findings showed an initial hit with the embedded N-arylpiperidine-3-carboxamide scaffold-induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. A focused library containing diversely modified analogues were constructed and examined to evaluate the structure-activity relationship of N-arylpiperidine-3-carboxamide derivatives starting from hit 1. This work identified a novel compound with remarkable antiproliferative activity in vitro and demonstrated the key structural moieties within.

Redox reactions of small organic molecules using ball milling and piezoelectric materials

Over the past decade, photoredox catalysis has harnessed light energy to accelerate bond-forming reactions. We postulated that a complementary method for the redox-activation of small organic molecules in response to applied mechanical energy could be dev

Polyaniline-Induced Arylation with Arenediazonium Salts Derived from Anilines

A catalytic amount of a reduced form of polyaniline (a redox-active π-conjugated polymer) was found to induce C?H direct arylation of (hetero)arenes with arenediazonium salts prepared from anilines with methanesulfonic acid (MeSO3H) and tert-butyl nitrite (tBuONO). The difficult part of this method is the coexistence of an oxidant and a reductant in this sequential diazotization and arylation system; diazotization requires weak oxidants such as alkyl nitrites, whereas the arylation is induced by a reductant. This was achieved by the careful control of the amount of tBuONO (1.0 equivalent) for the diazotization step, and sequential arylation using 5 mol % of the polyaniline. The reaction took place under mild conditions without any metals or strong bases at room temperature, and the amino group is a formal leaving group. The scope of the substrates demonstrates the versatility in the combination of anilines with a variety of functional groups and several (hetero)arenes. Two-directional arylation for the synthesis of an unsymmetrical 1,4-diarylated (furyl and pyrrolyl groups) benzene was achieved, using mono-Boc-protected 1,4-phenylenediamine as a substrate. This shows potential for the synthesis of more complicated oligoarene compounds.