155375-22-7

Usage

Classification

Acrylamide derivative

Configuration

E configuration (referring to the arrangement of its double bonds)

Common Uses

Organic synthesis, chemical research, potential pharmacological agent in medicinal chemistry

Potential Applications

Drug development, building block in synthesis of various organic compounds

Safety

Requires careful handling due to potential toxicity if mishandled

Upstream product

• 54495-51-1 (E)-3-(2-pyridyl)acrylic acid 
• 110-86-1 pyridine 
• 79-06-1 2-propenamide 
• 99584-02-8 (E)-3-(pyridin-2-yl)acrylamide 
• 1945-84-2 2-ethynylpyridine 
• 72764-93-3 methyl 3-(pyridin-2-yl)propiolate 
• 109-04-6 2-bromo-pyridine 
• 7340-23-0 (E)-ethyl 3-(2-pyridyl)-propenoate 

Downstream Products

• 155375-22-7 (Z)-3-(2-Pyridyl)propenamide 
• 39077-58-2 3-(2-pyridyl)-prop-2-enyl nitrile 

Relevant academic research and scientific papers

Palladium-catalyzed C-2 selective C-H olefination of pyridines

A novel and efficient protocol for the C-2 selective olefination of pyridines via a palladium-catalyzed oxidative cross-coupling reaction has been developed. A wide range of pyridines and olefin substrates including acrylic ester, styrene, and acrylamide are compatible. The products are highly useful building blocks for the synthesis of bioactive alkaloid natural products and drug molecules. Copyright

(E)-3-heteroaromatic propyl-2-enoic acid derivative as well as preparation and application thereof

The invention relates to a (E)-3-heteroaromatic propyl-2-enoic acid derivative, and also relates to a preparation method and pharmaceutical application thereof. The compound is a novel Nrf2 activatorand has the effects of resisting oxidative stress, resisting neuritis and enhancing mitochondrial functions and biogenesis by effectively activating an Nrf2 signal path, so that nerve cells are protected, and the compound can be used for treating neurodegenerative diseases and cerebral apoplexy. In addition, the novel Nrf2 activator can also be used to treat autoimmune diseases, diabetes and nephropathy, and other chronic diseases.

Catalytic, transition-metal-free semireduction of propiolamide derivatives: Scope and mechanistic investigation

We report a transition-metal-free trans-selective semireduction of alkynes with pinacolborane and catalytic potassium tert-butoxide. A variety of 3-substituted primary and secondary propiolamides, including an analog of FK866, a potent nicotinamide mononucleotide adenyltransferase (NMNAT) inhibitor, are reduced to the corresponding (E)-3-substituted acrylamide derivatives in up to 99% yield with >99:1 E/Z selectivity. Mechanistic studies suggest that an activated Lewis acid-base complex transfers a hydride to the α-carbon followed by rapid protonation in a trans fashion.

Optimization and Evaluation of 5-Styryl-Oxathiazol-2-one Mycobacterium tuberculosis Proteasome Inhibitors as Potential Antitubercular Agents

This is the first report of 5-styryl-oxathiazol-2-ones as inhibitors of the Mycobacterium tuberculosis (Mtb) proteasome. As part of the study, the structure-activity relationship of oxathiazolones as Mtb proteasome inhibitors has been investigated. Furthermore, the prepared compounds displayed a good selectivity profile for Mtb compared to the human proteasome. The 5-styryl-oxathiazol-2-one inhibitors identified showed little activity against replicating Mtb, but were rapidly bactericidal against nonreplicating bacteria. (E)-5-(4-Chlorostyryl)-1,3,4-oxathiazol-2-one) was most effective, reducing the colony-forming units (CFU)/mL below the detection limit in only seven days at all concentrations tested. The results suggest that this new class of Mtb proteasome inhibitors has the potential to be further developed into novel antitubercular agents for synergistic combination therapies with existing drugs.

Pharmaceutical applications of hydrotropic agents, polymers thereof, and hydrogels thereof

The present invention is directed to compounds effective for increasing the water solubility of poorly soluble drugs. Hydrotropic agents are identified, such as for increasing the solubility of paclitaxel. Polymerizable monomers of the hydrotropic agents

The Influence of Inter- and Intramolecular Hydrogen Bonding upon the Structure and Photochemistry of 3-(2-Pyridyl)propenamides

The molecular structures and photochemical behavior of (E)- and (Z)-N-methyl-3-(2-pyridyl)propenamide have been investigated in the solid state and in solution.While the molecular conformation of the thermodynamically more stable E isomer is independent o