Synthesis and functionalization of 4-arylamino-2-pyridone derivatives

Tugusheva, N. Z.; Алексеева, Л. М.; Shashkov, Alexander S.; Чернышев, Владимир В.; Граник, В. Г.

doi:10.1007/s11172-006-0443-4

Cited by 4 publications

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“…LD зо was esti mated acording to the Kerber's method. 19 Synthesis and physicochemical characteristics of compounds 4 Anilino 5 formyl 2 oxo 1,2 dihydropyridine 3 carbonitrile (1а) 10 . 1 Н NMR (DMSO d 6 ), δ: 7.20-7.50 (m, 2 Н, Ph); 8.42 (s, 1 Н, Н(6)); 9.60 (s, 1 Н, СНО); 10.60 (br.s, 1 Н, N(1)Н); 12.46 (s, 1 Н, С(4)NН).…”

Section: The Determination Of the Acute Toxicity Of The Compounds Invmentioning

confidence: 99%

“…Earlier, 10 we have prepared 4 arylamino 1,2 dihydro pyridin 2 ones containing a formyl group in positions 3 or 5. Using HPLC, it was established that 5 formylpyridones are much more reactive in reactions with carbon acids than 3 formylpyridones.…”

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confidence: 99%

“…СНО);10.41 (br.s, 1 Н, С(4)NН). Complex of 4 anilino 5 formyl 2 oxo 1,2 dihydropyridine 3 carbonitrile with guanidine (6).…”

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confidence: 99%

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Reactions of aminoguanidine and guanidine with 3- and 5-formyl-4-arylaminopyridones

et al. 2010

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Amidinohydrazones were prepared by the condensation of 4 arylamino 2 oxo 5 formyl 1,2 dihydropyridine 3 carbonitriles and 4 arylamino 2 oxo 1,2 dihydropyridine 3 carb aldehydes with aminoguanidinium carbonate with the purpose to investigate their biological activity as putative NO donors. The reaction of 5 и 3 formylpyridones with diguanidinium carbonate was studied. The formation of stable complexes of 4 arylamino 5 formyl 2 oxo 1,2 dihydropyridine 3 carbonitriles with aminoguanidine and guanidine was discovered. Amidino hydrazones obtained possess antiinflammatory, antidiabetic, and antihypertensive activities.Key words: 4 arylamino 5 formyl 2 oxo 1,2 dihydropyridine 3 carbonitriles, 4 arylami no 2 oxo 1,2 dihydropyridine 3 carbaldehydes, complexes of 4 arylamino 5 formyl 2 oxo 1,2 dihydropyridine 3 carbonitriles with aminoguanidine and guanidine, 2 oxo 4 anilino 1,2 dihydropyridine 3 carbonitrile, dimethylformamide dimethylacetal, aminoguanidine, guani dine, X ray diffraction, antiinflammatory, antidiabetic, and antihypertensive activities.It is well known that nitric oxide (NO) plays a key role in the control of vascular tone, in the maintenance of cardiovascular homeostasis, in the control of breathing, immunity, neurotransmission mechanisms, and at the same time it is a cytotoxic and cytostatic agent. Quite a number of pathological states, e.g., cardiovascular, in fectious, inflammatory, and other diseases, can be related to the lack or overproduction of NO in the organism. 1-8In this connection, one of the most actively developing line of investigations is currently the search of various compounds which are able to serve as generators or inhib itors of NO formation, i.e., the search of compounds, whose transformation can lead to formation of NO in the organism or inhibition of its production under physio logical conditions. It is known that the guanidine fragment of L arginine being a target for NO synthases undergoes oxidation to the N hydroxy derivative and then to citrulline and nitric oxide.

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Section: The Determination Of the Acute Toxicity Of The Compounds Invmentioning

confidence: 99%

mentioning

confidence: 99%