69720-51-0

Upstream product

• 17284-97-8 3-Chloro-6-hydrazinopyridazine 
• 123-06-8 Ethoxymethylenemalononitrile 

Downstream Products

• 69720-57-6 5-amino-1-(6-hydrazino-pyridazin-3-yl)-1H-pyrazole-4-carbonitrile 

Relevant academic research and scientific papers

3-(1-Pyrazolyl)-pyridazine derivatives

3-(1-Pyrazolyl)-pyridazine derivatives of the formula I, or pharmaceutically acceptable acid addition salts thereof, which decrease high blood pressure and inhibit catabolism or prostaglandins, STR1 wherein R1 is hydrogen or C1-4 alkyl, R2 is hydrogen, cyano, carboxyl, carbamoyl, carbaxoyl or C1-4 alkoxycarbonyl, R3 is hydrogen or chlorine or --NR4 NHR5 or NR6 R7, wherein R4 and R5 are each hydrogen or C1-4 alkyl, wherein R6 and R7 are each hydrogen or C1-5 alkyl, C1-5 hydroxyalkyl, C3-7 cycloalkyl, phenyl or benzyl, or benzyl or phenylethyl substituted with one or two chlorine atoms or methoxy groups, or a furylmethyl, pyridylmethyl, pyrrolidine or piperazine ring, or when R7 is hydrogen, R6 is --(CH2)n --NR4 R5 wherein n is an integer from 1 to 3.

Reactions of 3-Chloro-6-hydrazinopyridazine with Michael-retro-Michael Reagents

Although pyrazole formation results from treatment of 3-chloro-6-hydrazinopyridazine (2) with both ethoxymethylenemalononitrile and ethyl (ethoxymethylene)cyanoacetate, 6-chlorotriazolopyridazine (5) was produced (75percent yield) when 2 was treated with diethyl ethoxymethylenemalonate.Treatment of 2 with diethyl acetylmalonate (8) gave both 6-chloro-3-methyltriazolopyridazine (10) and 5-hydroxy-3-methyl-1-(6-chloro-3-pyridazinyl)-1H-pyrazole-4-carboxylic acid ethyl ester (12).Pyrazole 12 was initially isolated as a salt of triazolopyridazine 10.

Studies in the field of pyridazine compounds, III (1). Hypotensive 3-(1-pyrazolyl) pyridazine derivatives

Substituted 3-(1-pyrazolyl)pyridazines were synthesized and their hypotensive activity was evaluated on anaesthetized normotensive cats and awake spontaneously hypertensive rats. Several relations were found between structure and hypotensive activity of the compounds. Some of the active compounds proved to be useful for detailed investigations. Most of the active compounds exerted an influence on prostaglandin metabolism.