Synthesis of new annulated pyridazine derivatives and studying their antioxidant and antimicrobial activities

Autor:	Khaled F. Saied, Ahmed S. A. Youssef, Heba E. Hashem, David S. A. Haneen
Rok vydání:	2019
Předmět:	Antioxidant Pyrimidine 010405 organic chemistry medicine.medical_treatment Organic Chemistry Pyrazole 010402 general chemistry Antimicrobial 01 natural sciences Combinatorial chemistry 0104 chemical sciences Pyridazine chemistry.chemical_compound chemistry Microwave irradiation medicine Benzil
Zdroj:	Synthetic Communications. 49:3169-3180
ISSN:	1532-2432 0039-7911
DOI:	10.1080/00397911.2019.1658786
Popis:	Benzil was reacted with cyanoacetohydrazide under microwave irradiation to give 3-oxo-5,6-diphenyl-2,3-dihydropyridazine-4-carbonitrile 1 which used as starting material for the synthesis of new heterocyclic compounds. Chlorination of pyridazinone 1 with POCl3 afforded the chloro-pyridazine derivative 3, which then condensed with 2-aminothiazole or hydrazine hydrate to produce 3,4-diphenyl-5H-thiazolo[3′,2′:1,2]pyrimido[4,5-c]pyridazin-5-one 5 or 3-hydrazinyl-5,6-diphenylpyridazine-4-carbonitrile 6, respectively. New Schiff bases were obtained by condensation reactions of compound 6 with different aldehydes. On the other hand, compound 6 reacted with different carbon electrophiles naming acetyl acetone, diethyl malonate, and phenyl isothiocyanate producing new pyarazolo-pyridazine derivatives 11, 12, and 14, respectively. Chemical structures of all newly synthesized compounds were confirmed on the basis of spectral data and had been screened for antimicrobial and antioxidant activity.
Databáze:	OpenAIRE
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