Heterocycles. Part VIII. Synthesis of new substituted benz[g]indazoles

Abstract

135Aryl aldehydes I reacted with a-tetralone to give the corresponding 2-arylidene-1-tetralone 11. Condensation of the latter chalcones with hydrazine, methylhydrazine and phenylhydrazine produced the corresponding benzoklindazoles 111, V and VI respectively. Acetylation of the PH-benzk]indazole derivatives 111 gave the corresponding 2-acetylated compounds IV. The structure of all products was elucidated by chemical and spectroscopic methods.

The in vitro Antimycotic Activity and Acute Toxicity of Third-Generation Bezylidenetetralones and Heteroarylidenetetralones

“…Some of them required further purification by silica gel column chromatography using the eluents benzene for 1, benzeneacetone (40:1 v/v) for 3 and benzene-hexane (9:1 v/v) for 6. Their physical data, listed in table 2, were in accordance with the analogous compounds published elsewhere [10] or -for compounds 13, 15 and 18 -were found to be identical with those reported previously [11]. The pure compounds were characterised by NMR and infrared spectroscopic methods and elemental analysis.…”

“…In particular, those compounds with carboxyl (2) and mesyloxy substituents (3) were about 11 and 6% less toxic than sertaconazole. The toxicity differences between those for amphotericin B and sertaconazole relative to the compounds 1-19 were more amplified in cell culture, where all 10 active compounds (2,4,7,9,11,12,14,16,17,19) were found to be 5-to 15-fold less toxic than either of the 2 commercial agents described above.…”

Fused heterocycles 11.1 Synthesis of tricyclic fused pyrazolines by the reaction of 3-arylidenechromanones and 3-arylidene-1-thiochromanones with hydrazine

“…6,7 Synthesis of tricyclic fused pyrazolines by the reaction of exocyclic α,β-unsaturated ketones and hydrazines has also been studied by several research groups. 1,[8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25] As a continuation of our activity on the investigation of the reaction of …”

Friedel-Crafts chemistry: Part 41. A new facile synthesis of indeno[1,2-c] pyrazoles, 2H-benzo[g]indazoles and benzo[6,7]cyclohepta[1,2-c]pyrazoles via Friedel-Crafts ring closures

“…Among different condensed pyrazoles polycycles, indeno [1,2-c]pyrazole (1) [37,38], 2H-benzo[g]indazole (2) [39][40][41] and benzo [6,7]cyclohepta [1,2-c]pyrazole (3) [42] derivatives ( Figure 1) are such molecules which have unique nitrogen-containing tricyclic structures are known to exert biological activities in many active pharmaceutical ingredients [43,44].…”