Convenient Synthesis of Novel 4‐Substitutedamino‐5‐trifluoromethyl‐2,7‐disubstituted Pyrido[2,3‐d]pyrimidines and Their Antibacterial Activity.

Abstract

Fused pyrimidine derivatives R 0515 Convenient Synthesis of Novel 4-Substitutedamino-5-trifluoromethyl-2,7-disubstituted Pyrido[2,3-d]pyrimidines and Their AntibacterialActivity. -Compounds (Vb) and (VI) show significant activity against Gram-positive bacteria and moderate activity against Gram-negative bacteria. -(KANTH, S. R.; REDDY, G. V.; KISHORE, K. H.; RAO, P. S.; NARSAIAH*, B.; MURTHY, U. S. N.; Eur.

Synthesis of bioactive polyheterocyclic ring systems as 5α-reductase inhibitors

“…Reaction of 3 with the appropriate hydrazonoyl chlorides 5 in dioxane in the presence of triethylamine under reflux was found to give in each case one isolable product (TLC) that was identified to be [1,2,4]triazolo [4,3-a]pyrido [4,3-d]pyrimidines 8 rather than its isomeric structure [1,2,4]triazolo [4,3-a]pyrido [3,4-e]pyrimidines 9 (Scheme 2). The direct formation of products 8 from the reaction of compound 3 with hydrazonoyl chloride 5 indicates that the intermediate thiohydrazonate esters 6 underwent Smiles rearrangement [13] to give the corresponding thiohydrazides 7, which in situ underwent cyclization with concurrent elimination of hydrogen sulfide gas to give 8 as end products (cf.…”

“…Reaction of arylidene 2 with 6-amino-2-thioxo-pyrimidine-4 (3H)-one 11 in acetic acid under reflux afforded 7-ethyl-9-(4-methylphenylmethylene)-5-(4-methylphenyl)-2-thioxo-1,2,6,7,8,9-hexahydro-pyrimido [4,5-b] [1,6]naphthyridine-4(3H)-one 12. The structure of compound 12 was established on the basis of Ms, IR and 1 H NMR spectral data (see Experimental).…”

“…In addition, [1,2,4]triazolo [4,3-a]pyrimidines are pharmacological scaffold that represent a wide range of biological activities such as antitumor [11], and anti-inflammatory [12]. Based on these findings, we report herein the synthesis of [1,2,4]triazolo [4,3-a]pyrido [4,3-d]pyrimidines and [1,2,4]triazolo[4 0 ,3 0 :1,2]pyrimido [4,5-b] [1,6]naphthyridine-5-ones that have not been reported hitherto. Also, we study the biological activity of the newly synthesized compounds against 5a-reductase activity.…”

Synthesis of New Derivatives of Heterocyclic Compounds Containing Pyridine, Pyrimidine and Triazole Ortho-Fused to Isoquinoline Moiety

“…They also act as potential cetylcholinesterase inhibitors (Markmee et al, 2006), as a 2 -adrenoreceptor antagonist (Chung et al, 2000) and exhibit antidepressant (Maryanoff et al, 1987) and antispasmodic effects (Chandra et al, 2001). Also, pyrimidines and pyridopyrimidines are reported to show a broad spectrum of pharmacological properties such as antimicrobial (Kanth et al, 2006;Chan et al, 2005;Vry et al, 2004), central nervous system (CNS) depressant, analgesic, anti-inflammatory (Sondhi et al, 1999;Boyle et al, 2001;Lee et al, 2001;Hafez et al, 2008), and anti-HIV (Rawal et al, 2007). In addition, [1,2,4]triazolo [4,3-a]pyrimidines are pharmacological scaffold that represent a wide range of biological activities such as antitumor (Hafez & El-Gazzar, 2009), anti-inflammatory (Hafez et al, 2008), adenosine A 2a receptor antagonist (Vu et al, 2004), acetohydroxy acid synthase inhibitor (Chen et al, 2010) and antimalaria parasite (Phillips et al, 2008).…”

Synthesis and evaluation of analgesic, anti-inflammatory and ulcerogenic activities of some triazolo- and 2-pyrazolyl-pyrido[2,3-d]-pyrimidines

“…Moreover, due to their biological properties, which mainly depend on the nature and position of substituents, pyridopyrimidine derivatives are pharmaceutically active (12)(13)(14)(15)(16)(17), including bactericidal (13), anticancer (14) and anti-inflammatory (17) activity. This prompted us to synthesize and identify new compounds derived from pyrido-[2,3-d]pyrimidin-4-ones and to screen them for analgesic and anti-inflammatory activities.…”