219786-80-8

Upstream product

• 7146-29-4 1-benzyl-3-methoxycarbonyl-pyridinium; chloride 
• 100-52-7 benzaldehyde 
• 922-67-8 propynoic acid methyl ester 
• 100-46-9 benzylamine 
• 124-41-4 sodium methylate 

Relevant academic research and scientific papers

Synthesis and biological evaluation of first N-alkyl syn dimeric 4-aryl-1,4-dihydropyridines as competitive HIV-1 protease inhibitors

A first series of novel N-alkyl substituted syn dimeric 4-aryl-1,4-dihydropyridines 12-17 have been synthesised and evaluated as HIV-1 protease inhibitors in in vitro assays. While the N-methyl derivatives 12 and 13 were almost inactive, with IC50-values of about 225 μM, the N-benzyl compounds with varied ester groups all exhibited stronger activities, with IC50-values of 11-12 μM for the presently best compounds 16 and 17 with ethyl ester functions. The type of HIV-1 protease inhibition of the novel inhibitors was characterised as competitive. With the increase of observed activity from N-methyl derivatives to N-benzyl compounds the binding mode may correspond to that of cyclic ureas with hydrophobic interactions of the four aromatic residues to the S1/S1′ and S2/S2′ regions of HIV-1 protease.

Novel symmetrical cage compounds as inhibitors of the symmetrical mrp4-efflux pump for anticancer therapy

Within the last decades cancer treatment improved by the availability of more specifically acting drugs that address molecular target structures in cancer cells. However, those target-sensitive drugs suffer from ongoing resistances resulting from mutation

Renewable Molecular Flasks with NADH Models: Combination of Light-Driven Proton Reduction and Biomimetic Hydrogenation of Benzoxazinones

Using small molecules with defined pockets to catalyze chemical transformations resulted in attractive catalytic syntheses that echo the remarkable properties of enzymes. By modulating the active site of a nicotinamide adenine dinucleotide (NADH) model in a redox-active molecular flask, we combined biomimetic hydrogenation with in situ regeneration of the active site in a one-pot transformation using light as a clean energy source. This molecular flask facilitates the encapsulation of benzoxazinones for biomimetic hydrogenation of the substrates within the inner space of the flask using the active sites of the NADH models. The redox-active metal centers provide an active hydrogen source by light-driven proton reduction outside the pocket, allowing the in situ regeneration of the NADH models under irradiation. This new synthetic platform, which offers control over the location of the redox events, provides a regenerating system that exhibits high selectivity and efficiency and is extendable to benzoxazinone and quinoxalinone systems.

One-pot synthesis of N-substituted 4-aryl-1,4-dihydropyridines under solvent-free conditions and microwave irradiation

The three-component condensation of benzaldehyde derivatives, alkyl propiolates, and primary amines catalyzed by silica gel, zeolite HY, montmorillonite K-10, and acidic alumina under microwave irradiation gave N-substituted 4-aryl-1,4-dihydropyridines in short reaction times and high yields. The best results were obtained with silica gel.

Synthesis of 3-5-diacyl-4-phenyl-1,4-dihydropyridines

3,5-Diacyl-4-phenyl-1,4-dihydropyridines have been synthesized via a regio- and chemoselective addition of Ph2Cu(CN)Li2 to β-substituted N- alkylpyridinium salts, followed by acylation of the intermediate 1,4- dihydropyridines with t