Synthesis, structures and biological activity of some N1-substituted 4-oxocinnolines.

The method of preparation of N1-substituted 4-hydroxycinnolines is described, by alkylation with methyl bromopropionate of the corresponding 4-hydroxycinnolines. The obtained esters were further converted into amides and hydrazides. The effect of several synthesized derivatives on central nervous system was studied. The structure of some of them was confirmed by the X-ray analysis.

Synthesis, structures and biological activity of some 4-amino-3-cinnolinecarboxylic acid derivatives, Part 1.

This work describes the synthesis of 4-amino-3-cinnolinecarboxamides, which were then hydrolyzed to corresponding 4-amino-3-cinnolinecarboxylic acids. Several compounds were tested for their antibacterial and antifungal activity, and for the central nervous system effect.

Synthesis and action on the central nervous system of some N2-substituted cinnoline derivatives.

Alkylation of 4-hydroxycinnolines using ethyl bromoacetate resulted in N2-substituted acetic acids. These acids were converted to esters and amides. Some of the obtained acids were reduced with zinc dust to give 4-oxo-1,2,3,4-tetrahydro-2-cinnolineacetic acids. Several of the compounds were tested for their effect on central nervous system.

[Amino acid derivatives of 2,6 and p-aminobenzoic acid. I. Synthesis of derivatives of 2,6-xylidine and various derivatives of PAB]. / Aminokwasowe pochodne 2,6-ksylidyny i kwasu p-amino-benzoesowego. I. Otrzymywanie pochodnych 2,6-ksylidyny i niektórych pochodnych PAB-u.

Syntheses of amino acid derivatives of p-aminobenzoic acid and 2,6-xylidine, potential antiarrhythmic agents are described. The carbodiimide method and the method of mixed anhydrides were employed for the syntheses. Physicochemical properties, yields, data of elementary analysis, and IR and 1H-NMR spectra of eighteen novel compounds are given.

[Amino acid derivatives of 2,6-xylidine and p-aminobenzoic acid. II. Synthesis of derivatives of N-(p-aminobenzoylaminoalkylacyl)-2,6-xylidines and study of their resistance to proteolytic factors]. / Aminokwasowe pochodne 2,6-ksylidyny i kwasu p-aminobenzoesowego. II. Otrzymywanie pochodnych N-(p-aminobenzoiloaminoalkiloacylo)-2,6-ksylidyn i badanie ich odpornosci na dzialanie czynników proteolitycznych.

Syntheses of N-(p-aminobenzoylaminoalkylacyl)-2,6-xylidines are described. The carbodiimide method and the method of mixed anhydrides were employed for the syntheses. Physicochemical properties, yields, data of elementary analysis and IR spectra of eighteen novel compounds are given. Resistance of some obtained compounds to actions of the gastric digestive juice and the intestinal one was tested.

Synthesis of L-cysteine derivatives of immunotropic activity.

The new immunosuppressive and anti-inflammatory agents have been searched in a group of the synthetic L-cysteine and 3-acetyl-thiazolidine-4-carboxylic acid derivatives. Synthesis of 17 compounds is reported.

Immunotropic compounds. Structure and biological activity of L-cysteine and 1,3-thiazolidine-4-carboxylic acid derivatives.

Biological activity of the several immunosuppressive agents have been investigated in the group of the synthetic L-cysteine and 1,3-thiazolidine-4-carboxylic acid derivatives. The influence of different substituents on the pharmacological activity is discussed.

Synthesis of L-cysteine derivatives of immunotropic activity.

In continued search for new compounds with immunotropic and anti-inflammatory activity we developed synthesis of the seven following new derivatives of L-cysteine: S-methyl-N-acetylcysteine amide, hydrazide and acetylhydrazide, acetyl derivatives of S-methyl-N-acetylcysteine methylhydrazide, S-methylcysteine morpholineamide and S-methyl-N-acetylcysteine morpholineamide. In general the syntheses consisted in obtaining esters of cysteine and S-methylcysteine, which were submitted to aminolysis and the obtained derivatives were acetylated with acetic anhydride. S-Methylcysteine morpholineamides were obtained by condensation of morpholine with cysteine derivatives by carbodiimied and/or mixed anhydride method. Yields of the compounds were high. Elemental composition was confirmed by elementary analysis.

Synthesis of L-cysteine derivatives of immunotropic activity.

Working on the problem entitled "Synthesis of cysteine derivatives of immunotropic activity" the following compounds were synthesized; cysteine hydrazide and its hydrochloride, S-methylcysteine hydrazide hydrochloride, S, N, N-trimethylcysteine and S-benzylcysteinyl-S-benzylcysteine. We modified the synthesis of cysteine hydrazide and prepared its hydrochloride. This way a better yield and simplification of the synthesis were achieved. The above compounds were obtained with good yields.