33048-55-4

Upstream product

• 21034-22-0 β-benzoyl-γ-butyrolactone 
• 23239-13-6 6-phenyl-5-hydroxymethyl-4,5-dihydro-2H-pyridazin-3-one 
• 76593-29-8 3-Benzoyl-3-butenoic Acid 
• 64-19-7 acetic acid 
• 2051-95-8 succinylbenzene 
• 93-55-0 1-phenyl-propan-1-one 
• 298-12-4 Glyoxilic acid 
• 67820-83-1 3-chloro-5-methyl-6-phenylpyridazine 

Downstream Products

• 33048-46-3 5-methyl-2-(2-morpholin-4-yl-ethyl)-6-phenyl-2H-pyridazin-3-one 
• 67820-83-1 3-chloro-5-methyl-6-phenylpyridazine 
• 105537-96-0 5-Methyl-6-phenyl-pyridazin-3-ylamine 
• 140149-41-3 (5-Methyl-6-phenyl-pyridazin-3-yl)-hydrazine 
• 105537-65-3 6-Amino-1-(3-carboxy-propyl)-4-methyl-3-phenyl-pyridazin-1-ium; bromide 
• 105538-13-4 6-Amino-1-(3-ethoxycarbonyl-propyl)-4-methyl-3-phenyl-pyridazin-1-ium; bromide 

Relevant academic research and scientific papers

Synthesis of regiospecifically polysubstituted pyridazinones

Desymmetrization of pyridazine-3,6-diones by the use of N-benzyl protective groups leads to useful starting materials for building polysubstituted pyridazine libraries in a regioselective manner.

Design, synthesis, and structure-activity relationships of a series of 3-[2-(1-benzylpiperidin-4-yl)ethylamino]pyridazine derivatives as acetylcholinesterase inhibitors

Starting from the 3-[2-(1-benzylpiperidin-4-yl)ethylamino]-6-phenylpyridazine 1, we performed the design, the synthesis, and the structure-activity relationships of a series of pyridazine analogues acting as AChE inhibitors. Structural modifications were achieved on four different parts of compound 1 and led to the following observations: (i) introduction of a lipophilic environment in the C-5 position of the pyridazine ring is favorable for the AChE-inhibitory activity and the AChE/BuChE selectivity; (ii) substitution and various replacements of the C-6 phenyl group are possible and led to equivalent or slightly more active derivatives; (iii) isosteric replacements or modifications of the benzylpiperidine moiety are detrimental to the activity. Among all derivatives prepared, the indenopyridazine derivative 4g was found to be the more potent inhibitor with an IC50 of 10 nM on electric eel AChE. Compared to compound 1, this represents a 12-fold increase in potency. Moreover, 3-[2-(1-benzylpiperidin-4-yl)ethylamino]-5-methyl-6-phenylpyridazine 4c, which showed an IC50 of 21 nM, is 100-times more selective for human AChE (human BuChE/AChE ratio of 24) than the reference compound tacrine.

Efficient aromatization of 4,5-dihydro-3(2H)-pyridazinones substituted at 5 position by using anhydrous copper (II) chloride

An efficient conversion of 5-substituted-4,5-dihydro-3(2H)-pyridazinones into their corresponding dehydrogenated derivatives was achieved by treatment with anhydrous copper(II) chloride in acetonitrile.

Pyridazine derivatives

The present invention relates to pyridazine derivatives of formula: STR1 which are useful as ligands of cholinergic receptors, in particular, receptors of the M1 type.

One-pot preparation of 6-substituted 3(2H)-pyridazinones from ketones

A one-pot process for the preparation of 6-phenyl-3(2H)-pyridazinone from acetophenone and glyoxylic acid has been investigated and shown to have wide utility in the preparation of 6- and 5,6-substituted 3(2H)-pyridazinones. Limitations to the process encountered with 2'-hydroxyacetophenone and with basic hetero-aromatic ketones have been overcome, and the processes described offer the rapid and efficient synthesis of many 6-substituted pyridazinones from readily available ketones.

USE OF 5-ALKYLPYRIDAZINE DERIVATIVES AS DRUGS ACTIVE ON THE CHOLINERGIC SYSTEM

The invention relates to the use of 5-alkylpyridazine derivatives of the formula STR1 in which R 1 is a C 1-C 4 alkyl group or a phenyl group and R 2 and R 3 independently are a C 1-C. sub. 4 alkyl group, or R 2 and R 3, taken with the nitrogen atom to wh

PYRIDAZINE DERIVATIVES, IX. SYNTHESIS OF 2H-PYRIDAZIN-3-ONES WITH AROYLPIPERAZINYL GROUPS

Several 2H-pyridazin-3-ones with phenyl- or 2-furoylpiperazinyl group, have been prepared. 6-Phenyl-5-(N4-aroyl-N1-piperazinyl)-2H-pyridazin-3-ones were obtained by nucleophilic substitution of the chlorine atom of 6-phenyl-5-chloro-

Substituted 6-phenyl-3(2H)-pyridazinones useful as cardiotonic agents

Substituted 6-phenyl-3(2H)-pyridazinone compounds are useful as cardiotonic agents. Said compounds cause a significant increase in myocardial contractility in the anesthetized dog. Said compounds are produced by reacting substituted γ-oxobenzenebutanoic acids with suitably substituted hydrazines to provide 6-phenyl-4,5-dihydro-3(2H)-pyridazinones which are dehydrogenated to the desired product. The intermediate 6-phenyl-4,5-dihydro-3(2H)-pyridazinones are themselves useful as cardiotonic agents.