Synthesis of Some Novel Pyridazine, Thienopyridazine, Pyrazolopyridine, Pyridopyrazolopyrimidine and Pyridopyrazolotriazine Derivatives with Their Antimicrobial Activity

Abstract

Coupling of compound 1 with diazotized aromatic amines in ethanol afforded the arylhydrazones 3a,b. Fusion of 3a,b with active methylene derivatives 4a,b afforded the pyridazine derivatives 6a-d. Also, when compounds 6b,c were reacted with elemental sulphur afforded the thienopyridazine derivatives 7a,b. Treatment of compound 8 with hydrazine hydrate produced pyrazolopyridine derivative 9. Pyridopyrazolopyrimidines (12-19) and pyridopyrazolotriazines 21, 22a,b were achieved by the reaction of pyrazolopyridine with different reagents in basic media. The antimicrobial activities of the new compounds were also evaluated. The newly synthesized compounds were characterized by IR, 1 H NMR and 13 C-NMR spectral studies.

Synthesis and antitumor evaluation of some new derivatives and fused heterocyclic compounds derived from thieno[2,3‐b]pyridine

“…The later intermediate has subjected to intramolecular cyclization via elimination of one molecule of water. [47,49] The appearance of a doublet at δ 1.24 ppm and a triplet at δ 4.14 ppm integrated for one and two protons corresponding to pyrimidine-C 4 -H and pyrimidine-C 5 -H, respectively, in the 1 H NMR spectrum confirmed the predicated structure.…”

“…The 1 H NMR spectrum of compound 27 revealed a singlet signal at δ 3.89 ppm corresponding to OCH 3 protons. Many research workers reported the reaction of aminopyrazole derivatives with different chalcones to yield either dihydro [47,48] or aromatized [22,46,49] pyrazolo[l,5-a]pyrimidine derivatives depending on the reaction conditions. In this work, we synthesized 2,4-di(thiophen-2-yl)-3,4dihydropyrazolo[1,5-a]pyrimidine derivative 28 through treating of 3-amino-2H-pyrazole derivative 18 with 1,3di(thiophen-2-yl)-2-propen-1-one [50] in the presence of N,N-dimethylformamide.…”

Antimicrobial and Dyeing Studies of Some Novel Reactive Mono(bis mono), Tri(bis tri) Methine Cyanine Dyes based on Cyano Pyridazine Nucleus

“…Therefore, they have been used as optical recording and storage media (Sun et al, 2013;Sha et al, 2018), as potential sensitizers for photodynamic therapy(PDT) agent and in laser technologies (Upadhyayula et al, 2015;Abd El-Aal et al, 2004;Fayez, 2009). On the other hand, pyridazine derivatives are widely used as new luminescent (Alessio Raimondi et al, 2012), inhibitors of tau aggregation (Carlo Ballatore et al,2012), mediated protein and peptide bioconjugation (Vijay Chudasama et al, 2011), antimicrobial , antihypertensive (Siddiqui et al, 2011;Rathish et al, 2012), anti-inflammatory (Othman et al, 2014), antifungal (Ruso et al, 2014), and antimalarial Onal et al, 2011). In this article, we developed and designed new pyridazine cyanine dyes (4a-d,5a-d,8a-d and 9a-d) to study their fluorogenic properties and antimicrobial evaluation to be used and/or applied in any of the wide areas of cyanine dyes, particularly as photographic sensitizers in photographic industry and/or as bactericidals.…”

Síntesis de Piridazin-3(2H)-onas asistida por Microondas en Condiciones Libre de Disolvente

“…La importancia de generar nuevos sistemas piridazínicos está en el reconocimiento de esta clase de compuestos como farmacóforos versátiles en química médica y en el estudio de algunos de sus derivados que han mostrado un amplio rango de actividad biológica, por ejemplo, se ha publicado que tienen una amplia aplicación como agentes anticancerígenos (Jiang, et al, 2010;, antiinflamatorios (Savall, et al, 2015), analgésicos (Piaz, et al, 1996), antibacteriales (Al-Kamali, et al,2014) antihipertensivos (George y Saleh 2016), antiobesidad (Roth, et al, 2015), antimicrobiales (Othman, et al, 2014), antivirales (Wang, et al, 2012), antiplaquetarios (Coelho et al, 2004). Por estos aspectos, es de interés no solo el diseño de nuevas rutas sintéticas para obtener este tipo de sistemas sino también estudiar su comportamiento químico.…”