116228-68-3Relevant academic research and scientific papers
Synthesis of 1-Cyano-4-dimethylamino-3-(4-pyridinyl)-1,3-butadiene-1-carboxylic Acid Derivatives and Their Cyclisation to 3-Substituted 2-Amino-5-(4-pyridinyl)-pyridines Including the Corresponding 1-Oxides
Hagen, V.,Jaensch, H.-J.
, p. 748 - 754 (2007/10/02)
The vinylogous amidinium salt 1 is transformed to 1-cyano-4-dimethylamino-3-(4-pyridinyl)-1,3-butadiene-1-carboxylic acid derivatives 3a-f by reaction with the cyanoacetic acid compounds 2a-f in the presence of bases.Treatment of the 3a-f with ammonia and hydroxylamine yields the 2-amino-5-(4-pyridinyl)-pyridine-3-carboxylic acid derivatives 5a-f and the corresponding 1-oxides 6a-f, respectively.The products 5d,e are also prepared via the 6d,e by reduction with phosphorus trichloride.
Potential cardiotonic agents. 4. Synthesis, cardiovascular activity, molecular and crystal structure of 5-phenyl- and 4-(4-pyridinyl)-substituted 2(1H)-pyridinethiones
Hagen,Rumler,Reck,Hagen,Labes,Heer
, p. 809 - 813 (2007/10/02)
Cyclisation of the vinylogous amidinium salt 1 or the 4-ethoxy- and 4-morpholino-3-butene-2-ones, respectively, 4 and 6 with cyano-thioacetamide yielded the 5-(4-pyridinyl)-, 6-methyl-5-(4-pyridinyl)- and 6-methyl-5-phenyl-, respectively, substituted 3-cyano-2(1H)-pyridinethiones 3, 5 and 7. The 2(1H)-pyridinethiones 3, 5 and 7a as well as the in 3-position unsubstituted or carbamoyl substituted derivatives 8 and 9 were obtained from the corresponding 2-chloro-pyridines and potassium sulfide, too. Especially compound 5 showed remarkable positive inotropic potency and, additionally, vasodilator activity. The molecular and crystal structure of 5 have been determines by X-ray structure analysis. Based on the molecular structure charge distribution and electrostatic potential were evaluated. The results are discussed in comparison with those of milrinone.
