3704-41-4

Basic information

• Product Name: 2-(4-Nitrophenyl)thiazole
• Synonyms: 2-(4-Nitrophenyl)thiazole
• CAS NO: 3704-41-4
• Molecular Formula: C₉H₆N₂O₂S
• Molecular Weight: 206.22114
• Mol File: 3704-41-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-(4-Nitrophenyl)thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Nitrophenyl)thiazole(3704-41-4)
• EPA Substance Registry System: 2-(4-Nitrophenyl)thiazole(3704-41-4)

Safety Data

• Hazardous Substances Data: 3704-41-4(Hazardous Substances Data)

Usage

General Description

2-(4-Nitrophenyl)thiazole is a chemical compound that belongs to the thiazole class of compounds. It is characterized by a thiazole ring with a 4-nitrophenyl group attached to it. 2-(4-Nitrophenyl)thiazole is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It exhibits potential biological activities such as antimicrobial, antiviral, and antitumor properties. Additionally, it is used in the development of fluorescent probes for biological imaging and diagnostic applications. The compound is also utilized in the area of materials science for its unique electronic and optical properties, making it valuable for the design and development of organic electronic materials and devices.

Upstream product

• 586-78-7 para-nitrophenyl bromide 
• 389630-95-9 (thiazol-2-yl)boronic acid 
• 3034-53-5 2-bromo-1,3-thiazole 
• 24067-17-2 4-nitrophenylboronic acid 
• 288-47-1 1,3-thiazole 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 2227-79-4 benzenecarbothioamide 
• 3466-32-8 4-bromoohenyl methyl sulfone 
• 619-72-7 4-nitrobenzonitrile 
• 2518-13-0 2-(4-nitrophenyl)-4,5-dihydro-1,3-thiazole 
• 1826-11-5 2-phenylthiazole 

Downstream Products

• 185245-02-7 2-(4-Nitro-phenyl)-thiazole-5-carbaldehyde 
• 25020-37-5 1-(3-bromo-4-ethoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-28-4 1-(4-butoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-36-4 1-(3-bromo-4-methoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-26-2 1-(4-propoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-27-3 1-(4-isopropoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-38-6 1-(3,4-dichloro-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-25-1 1-(4-ethoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 25020-24-0 1-(4-methoxy-phenyl)-3-(4-thiazol-2-yl-phenyl)-thiourea 
• 193017-26-4 2-(4-Aminophenyl)thiazole 

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.

A new face of phenalenyl-based radicals in the transition metal-free C-H arylation of heteroarenes at room temperature: Trapping the radical initiator: Via C-C σ-bond formation

The radical-mediated transition metal-free approach for the direct C-H bond functionalization of arenes is considered as a cost effective alternative to transition metal-based catalysis. An organic ligand-based radical plays a key role by generating an aryl radical which undergoes a subsequent functionalization process. The design principle of the present study takes advantage of a relatively stable odd alternant hydrocarbon-based phenalenyl (PLY) radical. In this study, the first transition metal-free catalyzed direct C-H arylation of a variety of heteroarenes such as azoles, furan, thiophene and pyridine at room temperature has been reported using a phenalenyl-based radical without employing any photoactivation step. This protocol has been successfully applied to the gram scale synthesis of core moieties of bioactive molecules. The phenalenyl-based radical initiator has been characterized crystallographically by trapping it via the formation of a C-C σ-bond between the phenalenyl radical and solvent-based radical species.

DDQ-induced dehydrogenation of heterocycles for c-c double bond formation: Synthesis of 2-thiazoles and 2-oxazoles

Strong as an Ox: 2-Thiazoles and 2-oxazoles are formed by oxidation of 2-thiazolines and 2-oxazolines without requiring substituents at the C4 and C5 positions. DDQ plays an important role as the oxidant in this transformation and metal is unnecessary. This general procedure shows good functional group tolerance and provides a wide variety of 2-thiazoles and 2-oxazoles in moderate to excellent yields.