63514-95-4

Upstream product

• 28663-68-5 ethyl (phenylhydrazono)chloroacetate 
• 100-63-0 phenylhydrazine 
• 62-53-3 aniline 
• 123-54-6 acetylacetone 
• 28663-68-5 ethyl chloro(2-phenylhydrazono)acetate 
• 63514-79-4 ethyl 4-acetyl-5-methyl-1-phenyl-1H-pyrazole-3-carboxylate 

Downstream Products

• 1163159-59-8 C₁₇H₁₈N₄O₃ 
• 894548-32-4 2-Phenyl-3,4-dimethyl-6-{2-[4-(3-methoxyphenyl)piperazin-1-yl]-2-oxoethyl}-2,6-dihydro-7H-pyrazolo[3,4-d]pyridazin-7-one 
• 931758-55-3 C₁₅H₁₄N₄O₃ 
• 723741-19-3 7-chloro-3,4-dimethyl-2-phenyl-2H-pyrazolo[3,4-d]pyridazine 

Relevant academic research and scientific papers

PYRAZOLOPYRIDAZINE DERIVATIVES, PREPARATION METHOD THEREOF AND COMPOSITION FOR PREVENTING OR TREATING CANCER COMPRISING THE SAME

The present invention is a pyrazolopyridazine derivative. A pharmaceutical composition for preventing or treating cancer contains the pyrazolopyridazin derivative compound Hsp90 according to the present invention as an active ingredient, which can be used as Hsp90 a pharmaceutical composition for preventing or treating Hsp90-related diseases such as melanoma, brain tumor, breast cancer, lung cancer and the like. (by machine translation)

HETEROCYCLIC INHIBITORS OF AN Hh-SIGNAL CASCADE, MEDICINAL COMPOSITIONS BASED THEREON AND METHODS FOR TREATING DISEASES CAUSED BY THE ABERRANT ACTIVITY OF AN Hh-SIGNAL SYSTEM

The invention relates to novel heterocyclic compounds and to the use thereof, to pharmaceutical compositions containing said chemical compounds as an active ingredient and to the use thereof for producing medicinal preparations for the human being and warm-blood animals for treating diseases caused by the aberrant activity of an Hedgehog (Hh)-signal system, in particular oncological diseases. The invention also relates to the use of the above-mentioned compounds in the form of ‘molecular pharmacological tools’ for examining (in vitro and in vivo) the biochemical features of the Hh-signal system, in particular, the interaction of Hh protein and transmembrane proteins, namely, suppressor Patched (Ptc) and protooncogenic proteins. The eight groups of the claimed compounds comprise the derivatives of 2,6-dihydro-7H-pyrazolo[3,4-d]pyridazine-7-one and 1,4-dihydropyrazolo[3,4-b][1,4]thiazine-5-one; N-acidylated 4-imidazo[1,2-a]pyrimidine-2-il-anilines; ([4H-thino[3,2-b]pyrrol-5-il) carbonyl]piperidine-4-carbonic acid amides; 2-(4carbomoilpyperidine-1-il)-isonicotinic acid amides; N-sylphonyl-1,2,3,4-tetrahydroquinoline-6-carbonic acid amides; and pyridine 2-amino-4,5,6,7-tetrahydrothieno[2,3-c] N-acidylated 3-azole derivatives.

Molecular design of pyrazolo[3,4-d]pyridazines

Reactions of arenediazonium chlorides with ethyl 2-methyl-and 2-chloro-4-oxobutanoates gave, respectively, ethyl 2-(arylhydrazono)propanoates and chloro(arylhydrazono)acetates. Ethyl 2-(arylhydrazono)-propanoates reacted with the Vilsmeier-Haak reagent to give ethyl 1-aryl-4-formyl-1 H-pyrazole-3-carboxylates. Ethyl 1-aryl-4-acetyl-5-methyl-1H-pyrazole-3- carboxylates were obtained by reaction of chloro(arylhydrazono) acetates with acetylacetone. Reactions of the obtained pyrazole derivatives with hydrazine and methylhydrazine led to the formation of the corresponding 3,4-R 2 1 -6-R2-2-aryl-2,6-dihydro-7H-pyrazolo-[3,4-d]pyridazin-7- ones (R1, R2 = H, Me) which were subjected to alkylation and sulfurization.

The Regioselectivity of the 1,3-Dipolar Cycloaddition of α-Carbonylformonitrile N-arylimides To Benzylideneacetone and β-Diketones

The cycloaddition of the ethoxycarbonylformonitrile N-arylimides 2 to benzylideneacetone afforded two regioisomers, 5-acetyl- and 4-acetyl-dihydropyrazole but the cycloaddition of 2 to benzoylacetone afforded two regioisomers, 4-acetyl- and 4-benzoylpyrazole.Also, some pyrazolopyridazin-7-one and pyrazolopyridazinderivatives were synthesized.