One‐pot Synthesis of 5‐{[Bis(azolylmethylthio)]methylene}pyrimidine‐2,4,6‐(1H,3H,5H)‐triones

Abstract

A new class of hitherto unknown trisheterocycles, bisoxadiazolyl/bisthiadiazolyl pyrimidinetriones/thioxopyrimidinediones was prepared in a one-pot reaction and their antimicrobial activity was studied.

Synthesis, Crystal Structure and DFT Studies of 1,3-Dimethyl-5-propionylpyrimidine-2,4,6(1H,3H,5H)-trione

“…Barbiturates analogs also have recently gained significant potential as chemotherapeutic agents that have applications as antimicrobials and antifungals [8]. Other pyrimidinetrione derivatives, including bisoxadiazole and bisthiadiazole moieties, have been used as antibiotic and antifungal agents [9]. Pyrimidinetriones also belong to a broad group of drugs used as anticonvulsant, narcotic, sedative, antiepileptic, and antitumor agents [10][11][12][13].…”

Recent applications of barbituric acid in multicomponent reactions

“…functionalized pyrroles 152-153 from a four-component domino reaction of acyclic-1,3dicarbonyls 59 or electron deficient alkynes 151, aromatic amines 73, barbituric acid 1 and arylglyoxal hydrates 141 under mild reaction conditions has been developed (Scheme 66). The inhibitory effects of the compounds on the activity of purified human carbonic anhydrase (hCA) I and hCA II were evaluated.A new class of trisheterocyclic systems, bisoxadiazolyl/bisthiadiazolyl pyrimidinetriones/ thioxopyrimidinediones 159 was prepared by the condensation of barbituric acid derivatives 1, carbon disulfide 157 and 1,3,4-oxadiazole/thiadiazole 158 under base catalysis (Scheme 68) 139. The inhibitory effects of the compounds on the activity of purified human carbonic anhydrase (hCA) I and hCA II were evaluated.A new class of trisheterocyclic systems, bisoxadiazolyl/bisthiadiazolyl pyrimidinetriones/ thioxopyrimidinediones 159 was prepared by the condensation of barbituric acid derivatives 1, carbon disulfide 157 and 1,3,4-oxadiazole/thiadiazole 158 under base catalysis (Scheme 68) 139.…”

The Reactivity of <i>Gem</i> Cyanoester Ketene Dithiolates towards the Development of Potent Antioxidant Heterocycles

“…In continuation of our interest to study the reactivity of ketene dithiolates towards the development of a new class of heterocycles and their bioassay, [28][29][30] the following work has been taken up. The synthetic intermediates 2-(chloromethyl) benzoxazole (1) and 2-(chloromethyl)benzothiazole (2) were prepared by the irradiation of 2-aminophenol/2-aminothiophenol and chloroacetyl chloride for 10-15 min at a power of 500 W. 31,32) However, 2-(chloromethyl)-1H-benzimidazole (3) was obtained by treating o-phenylenediamine with chloroacetic acid in the presence of 5 N HCl.…”