Synthesis and Anticonvulsant Activity of Acetylenic Quinazolinone Derivatives

Abstract

Arch. Pharm. Pharm. Med. Chem.

An efficient access to novel 2H-pyrazino[2,1-b]quinazoline-1,6-diones via intramolecular alkyne hydroamination

“…In both cases, the desired tricyclic pyrazinones of type 3 were obtained in satisfactory yields after the usual work-up and purification procedure. It should be noted that in the case of 2c (which is conveniently available 11 ), the reaction conditions had to be modified (room temperature rather than refluxing) to avoid excessive decomposition of the reactant. On the other hand, it is obvious that secondary amides bearing sensitive residues (e.g., a propargyl group) at the amide nitrogen are not compatible with this method.…”

Synthesis and antimicrobial activity of novel 1,2,3‐triazole‐conjugates of quinazolin‐4‐ones

“…[40] Furthermore, Lazrek and co-workers as well as Scriba described the synthesis of C2-substituted N 3propargylquinazolin-4-ones in a two-step procedure, however, formation of N3-and O-substituted products was observed when potassium tert-butoxide/potassium carbonate was used for propargylation of the quinazolinone moiety. [41,42] For the purpose of this paper a two-step procedure was applied (Scheme 2). [41,42] Thus, anthranilic acid 12a or its substituted products.…”

“…[41,42] Thus, anthranilic acid 12a or its substituted products. [41,42] The alternative synthetic strategy for the synthesis of compounds 10a,b relies on the transformation of the respective isatoic anhydrides 14a,b into N-propargyl 2-amino-benzamides 15a,b and subsequent cyclization to quinazolin-4-ones 10a,b with triethyl orthoformate in the presence of acetic acid (Scheme 3). [42,43] Since installation of a propargyl residue at N3 of the quinazolin-4-one moiety in 10a,b…”

Synthesis, characterization and evaluation of in vitro antioxidant and anti-inflammatory activity of 2-(4-oxo-2-phenylquinazolin-3(4H)-yl) substituted acetic acids

“…Among a wide variety of nitrogen heterocycles that have been explored for developing pharmaceutically, quinazolinone plays an important role in medicinal chemistry and subsequently have emerged as a pharmacophore . Quinazolinones are classes of fused heterocycles that are of considerable interest because of the diverse range of their biological activities such as farnesyltransferase, gastric H+/K+-ATPase and MAP kinase p38 inhibitory properties [1],anticancer [2][3][4][5], antiulcer [6],anti-tubercular [7], anti-bacterial and antifungal [8][9][10][11],anti-HIV [12],CNS depressant [13] , anticonvulsant [14], antihelmintic [15], analgesic and antiinflammatory [16][17][18], antihypertensive [19], antidiabetic [20] and anti-oxidant activities [21].…”