2165-06-2

Usage

Uses

Used in Pharmaceutical Industry:
3-Chloro-6-(4-methylphenyl)-pyridazine is used as a building block for the synthesis of pharmaceutical compounds, contributing to the development of new drugs with potential therapeutic applications.
Used in Research Applications:
In the research field, 3-Chloro-6-(4-methylphenyl)-pyridazine is employed for studying its potential biological activities, which may lead to the discovery of novel therapeutic agents or insights into biological processes.
Used in Organic Synthesis:
3-Chloro-6-(4-methylphenyl)-pyridazine is used as a reagent in organic synthesis, aiding in the preparation of complex molecules for various applications, including the development of new materials and compounds with specific properties.

InChI:InChI=1/C11H9ClN2/c1-8-2-4-9(5-3-8)10-6-7-11(12)14-13-10/h2-7H,1H3

Upstream product

• 1079-72-7 6-(4-methylphenyl)-4,5-dihydro-3(2H)-pyridazinone 
• 5142-75-6 tri(p-tolyl)bismuth 
• 135034-10-5 3-chloro-6-iodopyridazine 
• 108-88-3 toluene 
• 4619-20-9 3-(4-methylbenzoyl)propionic acid 
• 2166-32-7 6-(4-methylphenyl)-3(2H)-pyridazinone 

Downstream Products

• 18772-77-5 3-(4-methylphenyl)-6-hydrazinopyridazine 
• 66866-20-4 3-phenyl-6-(4'-tolyl)-1,2,4-triazolo[4,3-b]pyridazine 
• 1268133-84-1 3,6-di(4'-tolyl)-1,2,4-triazolo[4,3-b]pyridazine 
• 1238610-14-4 3-(1-methylhydrazine)-6-(4-methylphenyl)pyridazine 
• 1238610-16-6 C₅H₄NCHNN(CH₃)C₄H₂N₂C₆H₄CH₃ 
• 52432-27-6 3-(p-tolyl)pyridazine 
• 99708-27-7 3-(4-hydroxypiperidino)-6-(p-tolyl)pyridazine 

Relevant academic research and scientific papers

Synthesis and Bioevaluation of 3,6-Diaryl-[1,2,4]triazolo[4,3-b] Pyridazines as Antitubulin Agents

A series of 3,6-diaryl-[1,2,4]triazolo[4,3-b]pyridazines were designed as a class of vinylogous CA-4 analogues. The easily isomerized (Z,E)-butadiene linker of vinylogous CA-4 was replaced by a rigid [1,2,4]triazolo[4,3-b]pyridazine scaffold. Twenty-one target compounds were synthesized and exhibited moderate to potent antiproliferative activity. The compound 4q with a 3-amino-4-methoxyphenyl moiety as the B-ring, comparable to CA-4 (IC50 = 0.009-0.012 μM), displayed the highly active antiproliferative activity against SGC-7901, A549, and HT-1080 cell lines with IC50 values of 0.014, 0.008, and 0.012 μM, respectively. Tubulin polymerization experiments indicated that 4q effectively inhibited tubulin polymerization, and immunostaining assay revealed that 4q significantly disrupted tubulin microtubule dynamics. Moreover, cell cycle studies revealed that compound 4q dramatically arrested cell cycle progression at G2/M phase in A549 cells. Molecular modeling studies showed that 4q could bind to the colchicine binding site on microtubules.

Pd-catalyzed chemoselective cross-coupling reaction of triaryl- or triheteroarylbismuth compounds with 3,6-dihalopyridazines

The cross-coupling reactions of 3,6-dihalopyridazines with triaryl- or triheteroarylbismuth compounds were performed under palladium catalysis. The reaction was highly chemoselective, affording functionalized aryl- or heteroarylpyridazinyl chlorides in moderate to good yields. The cross-coupling reactions of 3,6-dihalopyridazines with triaryl- or triheteroarylbismuth compounds were performed under palladium catalysis. The reaction was highly chemoselective, affording functionalized aryl- or heteroarylpyridazinyl chlorides in moderate to good yields. Copyright

Synthesis of some new pyridazin-3-one derivatives and their utility in heterocyclic synthesis

(Chemical Equation Presented) Synthesis of new heterocyclic compounds containing the pyridazinone moiety, which have a valuable biological activities, has been achieved through the nucleophilic addition of benzylamine to 4-(p-substituted phenyl)-4-oxo-2-b

Synthesis, antitubercular, antifungal and antibacterial activities of 6-substituted phenyl-2-(3′-substituted phenyl pyridazin-6′-yl)-2,3, 4,5-tetrahydropyridazin-3-one

A series of 6-substituted phenyl-2-(3′-substituted phenyl pyridazin-6′-yl)-2,3,4,5-tetrahydropyridazin-3-ones has been synthesized. An appropriate aromatic hydrocarbon reacts with succinic anhydride in presence of AlCl3 to yield β-aroyl propionic acid. The corresponding acid was cyclized with hydrazine hydrate to give 6-(substituted aryl)-2,3,4,5- tetrahydro-3-pyridazinone, which was heated on steam bath with phosphorus( V) oxychloride to yield 3-chloro 6-substituted phenyl pyridazine. This intermediate after reaction with hydrazine hydrate was converted into 3-hydrazino-6- substituted phenyl pyridazine. The resulting product was converted into 6-substituted phenyl-2-(3′-substituted phenyl pyridazin-6′-yl)-2,3, 4,5-tetrahydropyridazin-3-one by reacting with substituted aroyl propionic acid. Spectral data (IR, NMR, mass spectra) confirmed the structures of the synthesized compounds. The synthesized compounds were investigated for their in vitro antitubercular, antifungal and antibacterial activities. The results indicated that the synthesized compounds have mild to potent activities with reference to their appropriate reference standards.

CHLOROSULFONYL ISOCYANATE:AN UNUSUAL CHLORINATING AGENT

The reaction of chlorosulfonyl isocyanate with 6-aryl-3(2H)pyridazinones yields unusually 3-chlorosubstituted pyridazines.