2165-06-2

Basic information

• Product Name: 3-CHLORO-6-(4-METHYLPHENYL)-PYRIDAZINE
• Synonyms: AURORA KA-560;AKOS BBS-00004499;3-CHLORO-6-P-TOLYLPYRIDAZINE;3-CHLORO-6-(4-METHYLPHENYL)-PYRIDAZINE
• CAS NO: 2165-06-2
• Molecular Formula: C₁₁H₉ClN₂
• Molecular Weight: 204.66
• Mol File: 2165-06-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 381 °C at 760 mmHg
• Flash Point: 216.1 °C
• Appearance: /
• Density: 1.208 g/cm³
• Vapor Pressure: 1.15E-05mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-CHLORO-6-(4-METHYLPHENYL)-PYRIDAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-6-(4-METHYLPHENYL)-PYRIDAZINE(2165-06-2)
• EPA Substance Registry System: 3-CHLORO-6-(4-METHYLPHENYL)-PYRIDAZINE(2165-06-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 2165-06-2(Hazardous Substances Data)

Usage

General Description

3-Chloro-6-(4-methylphenyl)-pyridazine is a chemical compound with the molecular formula C11H10ClN3. It is a colorless to light yellow solid that is primarily used in pharmaceutical and research applications. 3-CHLORO-6-(4-METHYLPHENYL)-PYRIDAZINE belongs to the class of heterocyclic compounds known as pyridazines, which are characterized by a six-membered aromatic ring containing one nitrogen atom and one double bond. 3-Chloro-6-(4-methylphenyl)-pyridazine is used as a building block in the synthesis of various pharmaceutical compounds and is also being studied for its potential biological activities. Additionally, it can be used as a reagent in organic synthesis for the preparation of complex molecules.

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

• 2166-32-7 6-(4-methylphenyl)-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 
• 1079-72-7 6-(4-methylphenyl)-4,5-dihydro-3(2H)-pyridazinone 

Downstream Products

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

Relevant articles and documents

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.

Synthesis, antituberculostatic, antifungal and antibacterial activities of 3-substituted phenyl-6-substituted phenyl-1,2,4-triazolo[4,3-b]pyridazines

-

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.