ChemInform Abstract: Synthesis, Structure, and Pharmacological Screening of 2,7‐Naphthyridine Derivatives.

Abstract

Fused pyridine derivatives R 0450 Synthesis, Structure, and Pharmacological Screening of 2,7-Naphthyridine Derivatives. -A method for the rearrangement of pyrrolo[3,4-c]pyridines (III) and (VI) into the corresponding 2,7-naphthyridines is developed. Derivative (IV) demonstrates growth inhibition of the ovarian cancer cell line IGROV1. -(WAGNER*, E.; WOJCICKA, A.; BRYNDAL, I.; LIS, T.; Pol.

Synthesis andIn vitroAntitumor Screening of Novel 2,7-Naphthyridine-3-carboxylic Acid Derivatives

“…Ethyl 8‐ethoxy‐4‐hydroxy‐1‐oxo‐6‐phenyl‐1,2‐dihydro‐2,7‐naphthyridine‐3‐carboxylate 1 and ethyl 4‐hydroxy‐8‐methyl‐1‐oxo‐6‐phenyl‐1,2‐dihydro‐2,7‐naphthyridine‐3‐carboxylate 2 obtained earlier were found to be useful as key intermediates for the further synthesis of other 2,7‐naphthyridine derivatives.…”

“…The broad spectrum of pharmacological properties of 2,7‐naphthyridine derivatives encourages the preparation of new derivatives of this isomer. In our previous article, we determined a way of synthesizing and antiproliferative screening of the 8‐ R ‐4‐hydroxy‐1‐oxo‐6‐phenyl‐1,2‐dihydro‐2,7‐naphthyridine‐3‐carboxylic acid ethyl esters 1 , 2 . The aim of the present study was to obtain new derivatives of esters 1 , 2 .…”

Structure and cytotoxic properties of 1-hydroxy-5-methyl-7-phenylpyrido[3,4-d]pyridazin-4(3H)-one and its mono- and disubstituted ethyl acetates

“…The obtained compound 2 was alkylated with ethyl bromoacetate according to the method described in a previous article (Wagner et al, 2009). To obtain the monosubstituted derivative 3, compound 2 was converted to the sodium salt by reaction with sodium hydride in anhydrous DMF, followed by reaction with ethyl bromoacetate in an equimolar ratio.…”

“…It was observed that the condensation of previously prepared 4-methyl-6-phenylfuro[3,4-c]pyridine-1,3-dione, 1 (Wagner et al, 2009), with hydrazine monohydrate resulted in rearrangement to the 5-methyl-7-phenyl-pyrido [3,4-d]pyrida-]pyridazine derivative, 2. Similar to quinolinic acid hydrazides (Go ¨ssnitzer et al, 2002), compound 2 can also exist in four tautomeric forms: (i) the hydrazide, denoted pyridazine-1,4-dione), (ii) the amide-imidic acid, NH/OH [1-hydroxy-5-methyl-7-phenylpyrido[3,4-d]pyridazin-4(3H)-one], (iii) the amide-imidic acid, NH/OH [4-hydroxy-5-methyl-7-phenylpyrido[3,4-d]pyridazin-1(2H)-one], and (iv) the azine-diol, pyridazin-1(2H)-one], as shown in Fig.…”

“…The aim of this research was the synthesis of new 5-methyl-7-phenylpyrido [3,4-d]pyridazine derivatives exhibiting potential biological activity. Treatment of previously obtained 4-methyl-6-phenylfuro[3,4-c]pyridine-1,3-dione (1) (Wagner et al, 2009) with hydrazine monohydrate resulted in rearrangement to the 5-methyl-7-phenylpyrido [3,4-d]pyridazine derivative (2) (Fig. 1), which may exist in four tautomeric forms (Fig.…”