55160-68-4

Upstream product

• 622-08-2 2-Benzyloxyethanol 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 75206-29-0 2-[1-(2-Cyano-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid 2-benzyloxy-ethyl ester 
• 1442442-67-2 C₂₁H₂₂N₂O₄ 
• 62760-05-8 2-benzyloxyethyl 2-methyl-4-(2-nitrophenyl)-5-ethoxycarbonyl-6-diethoxymethyl-1,4-dihydropyridine-3-carboxylate 
• 118087-69-7 (Z)-3-Ethylamino-but-2-enoic acid 2-benzyloxy-ethyl ester 
• 75530-29-9 3-Oxo-2-[1-(2-trifluoromethyl-phenyl)-meth-(E)-ylidene]-butyric acid 2-benzyloxy-ethyl ester 
• 75535-93-2 2-Diethoxymethyl-6-methyl-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-(2-benzyloxy-ethyl) ester 3-ethyl ester 
• 75206-37-0 4-(2-Cyano-phenyl)-2-diethoxymethyl-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-(2-benzyloxy-ethyl) ester 3-ethyl ester 
• 75530-92-6 2-Cyano-6-methyl-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-(2-benzyloxy-ethyl) ester 3-ethyl ester 
• 75530-58-4 2-Formyl-6-methyl-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-(2-benzyloxy-ethyl) ester 3-ethyl ester 
• 75206-42-7 4-(2-Cyano-phenyl)-2-formyl-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-(2-benzyloxy-ethyl) ester 3-ethyl ester 
• 75206-52-9 4-(2-Cyano-phenyl)-2-hydroxymethyl-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-(2-benzyloxy-ethyl) ester 3-ethyl ester 
• 79781-03-6 2-benzyloxyethyl 2-methyl-4-(3-nitrophenyl)-5-ethoxycarbonyl-6-diethoxymethyl-1,4-dihydropyridine-3-carboxylate 
• 67448-31-1 2-benzyloxyethyl 2-methyl-4-(3-nitrophenyl)-5-ethoxycarbonyl-6-cyano-1,4-dihydropyridine-3-carboxylate 
• 67448-25-3 2-benzyloxyethyl 2-methyl-4-(3-nitrophenyl)-5-ethoxycarbonyl-6-formyl-1,4-dihydropyridine-3-carboxylate 

Relevant academic research and scientific papers

Synthesis and Evaluation of 3,4-Dihydropyrimidin-2(1H)-ones as Sodium Iodide Symporter Inhibitors

The sodium iodide symporter (NIS) is responsible for the accumulation of iodide in the thyroid gland. This transport process is involved in numerous thyroid dysfunctions and is the basis for human contamination in the case of exposure to radioactive iodine species. 4-Aryl-3,4-dihydropyrimidin-2(1H)-ones were recently discovered by high-throughput screening as the first NIS inhibitors. Described herein are the synthesis and evaluation of 115 derivatives with structural modifications at five key positions on the pyrimidone core. This study provides extensive structure-activity relationships for this new class of inhibitors that will serve as a basis for further development of compounds with invivo efficacy and adequate pharmacokinetic properties. In addition, the SAR investigation provided a more potent compound, which exhibits an IC50 value of 3.2nM in a rat thyroid cell line (FRTL5).

Photocyclization of 2-(dialkylamino)ethyl acetoacetates: Remote proton transfer and stern-volmer quenching kinetics in the system involving two reactive excited states

Upon irradiation, 2-(dibenzylamino)ethyl and 2-(N-benzyl-N-methylamino)ethyl acetoacetate (1a and 1b) undergo photocyclization via remote proton transfer from the benzyl group to the acetyl carbonyl oxygen to give eight-membered azalactones. Irradiation of the corresponding (diisopropylamino)- and (dimethylamino)ethyl esters gave no azalactones. Introduction of the methyl group on C-2 of 1a brought about a complicated photoreaction, probably due to competition of α-cleavage. The Stern-Volmer plots for the photoreaction of 1a did not show the linear relationship indicating that the photoreaction proceeds from two reactive excited states. The Stern-Volmer quenching equation for the system was obtained by applying the steady-state approximation and was used for the analysis of the photoreaction of 1a. The triplet lifetime was determined to be 1.6 × 10-8 s.

1,4-Dihydropyridine compounds in treating hypertension

The compounds are 1,4-dihydropyridines having antihypertensive activity. A particular compound of this invention is 1,4-dihydro-2,6-dimethyl-4-(2-trifluoromethylphenyl)pyridine-3,5-dicarboxylic acid bis-(2-hydroxyethyl)ester.