42545-34-6

Usage

Uses

Used in Pharmaceutical Industry:
5-(2-Nitrophenyl)thiophene-2-carbaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and reactivity make it a valuable component in the development of new drugs with improved therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, 5-(2-Nitrophenyl)thiophene-2-carbaldehyde is utilized as a precursor for the synthesis of agrochemicals, such as pesticides and herbicides. Its reactive nature allows for the creation of compounds with enhanced efficacy and selectivity in controlling pests and weeds.
Used in Organic Chemistry Research:
5-(2-Nitrophenyl)thiophene-2-carbaldehyde serves as a valuable building block in organic chemistry research. Its reactivity and unique structure enable chemists to explore new reaction pathways and synthesize novel organic compounds with potential applications in various fields.
Used in Materials Science:
In the field of materials science, 5-(2-Nitrophenyl)thiophene-2-carbaldehyde is employed in the development of advanced materials with specific properties. Its incorporation into polymers and other materials can lead to improved performance characteristics, such as enhanced stability, conductivity, or optical properties.
Used in Drug Discovery:
5-(2-Nitrophenyl)thiophene-2-carbaldehyde plays a crucial role in drug discovery, where its unique structure and reactivity are harnessed to design and synthesize new drug candidates. Its potential applications in this field include the development of compounds with targeted therapeutic effects, improved pharmacokinetics, and reduced side effects.

InChI:InChI=1/C11H7NO3S/c13-7-8-5-6-11(16-8)9-3-1-2-4-10(9)12(14)15/h1-7H

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 552-16-9 ortho-nitrobenzoic acid 
• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 
• 5570-19-4 2-nitrophenylboronic acid 
• 609-73-4 o-nitroiodobenzene 

Downstream Products

• 111400-07-8 2,6-Dimethyl-4-[5-(2-nitro-phenyl)-thiophen-2-yl]-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 111400-04-5 2,6-Dimethyl-4-[5-(2-nitro-phenyl)-thiophen-2-yl]-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 51207-30-8 2-ortho-nitrophenylthiophene 

Relevant academic research and scientific papers

Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols

A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcohols is reported. This reaction was highly efficient and tolerated various heteroaryl alcohols, generating a carboxylic acid derivative and a neutral heteroaromatic compound. Experimental studies combined with density functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.

Copper mediated decarboxylative direct C-H arylation of heteroarenes with benzoic acids

Decarboxylative coupling reactions to date require a stoichiometric oxidant (such as copper and silver salts) for decarboxylation purposes along with a metal catalyst (e.g. palladium) for cross-coupling. In this communication, an economic and sustainable approach by using a simple copper salt was developed in the presence of molecular oxygen as the sole oxidant. A wide range of 5-membered heteroarenes undergo aryl-heteroaryl cross-coupling with electron deficient aryl carboxylic acids.

Dantrolene analogues revisited: General synthesis and specific functions capable of discriminating two kinds of Ca2+ release from sarcoplasmic reticulum of mouse skeletal muscle

The general synthesis of dantrolene analogues with various substituents on its phenyl ring has been developed via palladium-catalyzed cross-coupling reactions, the Stille or Suzuki reaction, as the key step. The effects of synthesized analogues have been evaluated by two kinds of Ca2+ release modes from sarcoplasmic reticulum (SR) of mouse skeletal muscle fibers based on: (1) the measurement of twitch contraction caused by the physiological Ca2+ release (PCR) of intact skeletal muscle and (2) the rate of Ca2+-induced Ca2+ release (CICR) in saponin-treated skinned muscle fibers. Although dantrolene, a lead compound, inhibits both twitch contraction and CICR, some structurally modified analogues exhibit one or the other of these effects. The methoxy congener, GIF-0185, potently inhibits the twitch contraction without affecting the CICR, while GIF-0166 and GIF-0248, the ortho-nitro regioisomer and ortho, ortho-dinitro substituted analogues, respectively, doubly potentiate the CICR exclusively.