6775-78-6

Basic information

• Product Name: 6-Chloroimidazo[2,1-f]pyridazine
• Synonyms: 6-сhloroimidazo[1,2-b]pyridazine;6-CHLOROIMIDAZO[1,2-B]PYRIDAZINE;IMIDAZO[1,2-B]PYRIDAZINE, 6-CHLORO-;6-Chloroimidazo[1,2-b]pyridazine 98%;6-Chloroimidazo[2,1-f]pyridazine;6-chloroimidazo[1,2-b]pyr...
• CAS NO: 6775-78-6
• Molecular Formula: C₆H₄ClN₃
• Molecular Weight: 153.57
• Product Categories: blocks;Heterocycles;Pyridines;Halides;Building Blocks;Pyridazine;Fused Ring Systems;Imidazo[x,x-y]pyridazine;Chemical Synthesis;Heterocyclic Building Blocks;New Products for Chemical Synthesis;Pyridazines
• Mol File: 6775-78-6.mol
• Article Data: 52

Chemical Properties

• Melting Point: 114.0 to 118.0 °C
• Appearance: /
• Density: 1.514 g/cm³
• Refractive Index: 1.713
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 3.68±0.30(Predicted)
• CAS DataBase Reference: 6-Chloroimidazo[2,1-f]pyridazine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloroimidazo[2,1-f]pyridazine(6775-78-6)
• EPA Substance Registry System: 6-Chloroimidazo[2,1-f]pyridazine(6775-78-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 6775-78-6(Hazardous Substances Data)

Usage

Physical State

White to Gray to Brown powder to crystal

Uses

6-chloroimidazo[1,2-b]pyridazine (cas# 6775-78-6) is a useful research chemical.

Safe handling

Handling is performed in a well ventilated place.Wear suitable protective equipment.Prevent dispersion of dust.Wash hands and face thoroughly after handling. Use a local exhaust if dust or aerosol will be generated. Avoid contact with skin,eyes and clothing.

InChI:InChI=1/C6H4ClN3/c7-5-1-2-6-8-3-4-10(6)9-5/h1-4H

Upstream product

• 51947-89-8 3-(2-Hydroxy-ethylamino)-6-chlor-pyridazin 
• 5469-69-2 6-chloro-pyridazin-3-ylamine 
• 2032-35-1 Bromoacetaldehyde diethyl acetal 
• 1453176-84-5 6-chloro-1,2-diazinan-3-amine 
• 97-97-2 chloroacetaldehyde dimethyl acetal 
• 7252-83-7 1-bromo-2,2-dimethoxyethane 
• 17157-48-1 bromoacetaldehyde 
• 107-20-0 2-chloroethanal 

Downstream Products

• 137384-34-0 6-[(4-sulfamoylmethylcyclohexane-1-yl) methyloxy]imidazo[1,2-b]pyridazine hydrochloric acid salt 
• 1234616-21-7 imidazo[1,2-b]pyridazine-6-carboxylic acid methyl ester 
• 1453173-76-6 imidazo[1,2-b]pyridazine-6-carboxylic acid 4-(piperidine-1-sulfonyl)benzylamide 
• 769109-13-9 imidazo[1,2-b]pyridazine-6-carboxylic acid 

Relevant articles and documents

Synthesis and in vitro evaluations of 6-(hetero)-aryl-imidazo[1,2-b]pyridazine-3-sulfonamide's as an inhibitor of TNF-α production

Tumor necrosis factor-α is an important pro-inflammatory cytokine having a key role in hosts defensive process of immune systems and its over expression led to a diverse range of inflammatory diseases such as Rheumatoid arthritis, Cronh's disease, psoriasis, etc. This paper describes our medicinal chemistry efforts on imidazo[1,2-b]pyridazine scaffold: design, synthesis and biological evaluation. By the introducing sulfonamide functionality at 3 positions and substituting 6 positions with (hetero)-aryl groups’, a small library of compounds was prepared. All synthesized compounds were screened for lipopolysaccharide (LPS) mediated TNF-α production inhibitory activity. Biological data revealed that the majority of the compounds of this series showed moderate to potent TNF-α production inhibitory activity. Compound 5u and 5v are the most potent compounds from the series with activity of IC50 = 0.5 μM and 0.3 μM respectively. A short SAR demonstrates that 3-sulfonyl-4-arylpiperidine-4-carbonitrile moiety on imidazo[1,2-b]pyridazine showed better activity compared to the 3-(4-aryllpiperazin-1-yl) sulfonyl) in hPBMC assay. The molecular modeling studies revealed that the potent TNF-α production inhibitory activity 5v due to the extra stability of complex because of an extra pi-pi (π-π) stacking, hydrogen-bonding interactions.

INHIBITORS OF LIN28 AND METHODS OF USE THEREOF

The present disclosure relates to compounds of formula (I) and compositions comprising the same. The disclosure further relates to methods of treating cancers.

Application of 3,6-disubstituted imidazo[1, 2-b] pyridazine derivatives in preparation of fungicides

The invention belongs to the technical field of farm chemicals, and specifically relates to application of 3,6-disubstituted imidazo[1, 2-b] pyridazine derivatives in preparation of fungicides. The 3,6-disubstituted imidazo[1, 2-b] pyridazine derivatives are prepared and applied in farm chemical preparation. The inhibition activity of the derivatives on nine common plant pathogenic fungi is testedby adopting a hypha growth rate inhibition method; some of the derivatives show excellent fungistat activity, and are expected to be used for preventing and treating plant diseases caused by pathogenic fungi such as wheat scab, rice blast, cotton blight, tobacco brown spot, cabbage black spot, pumpkin blight, apple ring spot, Curvularia lunata(Walk) Boed and potato dry rot.