1657-34-7

Usage

Uses

Used in Pharmaceutical Research:
3-oxo-N-(pyridin-3-yl)butanamide is employed as a research compound for the development of new pharmaceuticals. Its structural features, including the pyridine ring and butanamide group, make it a valuable building block for the synthesis of novel drug candidates.
Used in Organic Synthesis:
In the field of organic chemistry, 3-oxo-N-(pyridin-3-yl)butanamide is used as a starting material for the synthesis of other organic compounds. Its reactivity and functional groups allow for various chemical reactions, leading to the creation of a diverse range of molecules with potential applications in different industries.
Used in Chemical Research:
3-oxo-N-(pyridin-3-yl)butanamide is utilized in chemical research to study the properties and reactivity of compounds containing pyridine rings and amides. This helps in understanding the fundamental principles of organic chemistry and contributes to the advancement of the field.

Upstream product

• 462-08-8 pyridin-3-ylamine 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 157562-24-8 3-aminopicolinic acid trimethylsilyl ester 
• 1694-31-1 tert-butyl acetoacetate 
• 157562-25-9 3-(3-oxobutylamido)picolinic acid 
• 1462-86-8 3-amino-pyridine-2-carboxylic acid 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 1171116-76-9 4-(2-(methylthio)-1-(phenylamino)-1H-imidazol-5-yl)-2,6-dimethyl-N₃,N₅-di(pyridin-3-yl)-1,4-dihydropyridine-3,5-dicarboxamide 
• 1171116-82-7 4-(1-benzyl-2-(methylthio)-1H-imidazol-5-yl)-2,6-dimethyl-N₃,N₅-bis(pyridin-3-yl)-1,4-dihydropyridine-3,5-dicarboxamide 

Relevant academic research and scientific papers

Virtual screening and optimization of novel mTOR Inhibitors for Radiosensitization of Hepatocellular Carcinoma

Background: Radiotherapy has an ameliorative effect on a wide variety of tumors, but hepatocellular carcinoma (HCC) is insensitive to this treatment. Overactivated mammalian target of rapamycin (mTOR) plays an important part in the resistance of HCC to radiotherapy; thus, mTOR inhibitors have potential as novel radiosensitizers to enhance the efficacy of radiotherapy for HCC. Methods: A lead compound was found based on pharmacophore modeling and molecular docking, and optimized according to the differences between the ATP-binding pockets of mTOR and PI3K. The radiosensitizing effect of the optimized compound (2a) was confirmed by colony formation assays and DNA double-strand break assays in vitro. The discovery and preclinical characteristics of this compound are described. Results: The key amino acid residues in mTOR were identified, and a precise virtual screening model was constructed. Compound 2a, with a 4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine scaffold, exhibited promising potency against mTOR (mTOR IC50=7.1 nmol/L (nM)) with 126-fold selectivity over PI3Kα.Moreover, 2a significantly enhanced the sensitivity of HCC to radiotherapy in vitro in a dose-dependent manner. Conclusion: A new class of selective mTOR inhibitors was developed and their radiosensitization effects were confirmed. This study also provides a basis for developing mTORspecific inhibitors for use as radiosensitizers for HCC radiotherapy.

Activated anilide in heterocyclic synthesis: Synthesis of new dihydropyridines, dihydropyridazines and thiourea derivatives

A series of new dihydropyridines, butanamide, dihydropyridazines and thiourea derivatives have been prepared through the reactions of 3-aminopyridine (1) and N-(pyridin-3-yl)-3-(pyridin-3-ylimino)butanamide 3 with some electrophilic reagents, aryl diazonium salts and isothiocyanates. Elementary analysis, MS, IR, and 1H NMR spectra confirmed the identity of the products. Copyright

Dihydropyrazolopyrimidine Inhibitors of KV1.5 (IKur)

A series of dihydropyrazolopyrimidine inhibitors of KV1.5 (IKur) have been identified. The synthesis, structure-activity relationships and selectivity against several other ion channels are described.

Microwave induced acetoacetylation of hetaryl and aryl amines

Acetoacetylation of hetaryl and aryl amines by interaction with ethyl acetoacetate under microwave irradiation, without any catalyst and/or solvent, is reported.

HAMMICK CYCLIZATIONS STUDIES ON THE MECHANISM OF THE HAMMICK REACTION

Heating of 3-hydroxypicolinic acid with the acetylketene precursor 2,2,4-trimethyldioxin-4-one, ethyl acetoacetate or ethyl 2-cyclopentaneonecarboxylate leads via the 3-O-acylated 3-hydroxypicolinic acids, which cannot be isolated, and subsequent decarboxylation to the corresponding Hammick cyclization products in up to 25 percent yields besides 3-hydroxypyridine.In the case of 3-aminopicolinic acid the 3-(3-oxobutyrylamido)picolinic acid can be isolated but gives on heating only 3-aminopyridine and 3-(3-oxobutyrylamido)pyridine albeit none of the anticipated Hammick cyclization products.The Hammick cyclization reactions, side reactions and reaction mechanisms are discussed.