920509-47-3

Basic information

• Product Name: 2-(4-amino-2,6-dichloro-phenyl)-2-(6-chloro-5-isopropylpyridazin-3-yl)acetonitrile
• Synonyms: 2-(4-amino-2,6-dichloro-phenyl)-2-(6-chloro-5-isopropylpyridazin-3-yl)acetonitrile
• CAS NO: 920509-47-3
• Molecular Weight: 355.654
• Mol File: 920509-47-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(4-amino-2,6-dichloro-phenyl)-2-(6-chloro-5-isopropylpyridazin-3-yl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-amino-2,6-dichloro-phenyl)-2-(6-chloro-5-isopropylpyridazin-3-yl)acetonitrile(920509-47-3)
• EPA Substance Registry System: 2-(4-amino-2,6-dichloro-phenyl)-2-(6-chloro-5-isopropylpyridazin-3-yl)acetonitrile(920509-47-3)

Safety Data

• Hazardous Substances Data: 920509-47-3(Hazardous Substances Data)

Upstream product

• 88135-30-2 2-(2,6-dichloro-4-nitrophenyl)acetonitrile 
• 20098-48-0 3,4,5-trichloronitrobenzen 
• 107228-51-3 3,6-dichloro-4-isopropyl-1,2-dihydropyridazine 
• 261943-91-3 2-(4-amino-2,6-dichlorophenyl)acetonitrile 

Downstream Products

• 920509-56-4 6-(4-(bromomethyl)-2,6-dichlorobenzyl)-4-isopropylpyridazin-3(2H)-one 
• 920509-57-5 [3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydropyridazin-3-ylmethyl)phenyl]acetonitrile 
• 920509-93-9 6-(4-amino-2,6-dichlorobenzyl)-4-isopropyl-2-methyl-2H-pyridazin-3-one 
• 920509-91-7 2-(3,5-dichloro-4-((5-isopropyl-6-oxo-1,6-dihydropyridazin-3-yl)methyl)phenyl)isoindoline-1,3-dione 
• 920509-92-8 2-(3,5-dichloro-4-((5-isopropyl-1-methyl-6-oxo-1,6-dihydropyridazin-3-yl)methyl)phenyl)isoindoline-1,3-dione 
• 920509-49-5 ethyl (2-cyano-2-(2-(3,5-dichloro-4-((5-isopropyl-6-oxo-1,6-dihydropyridazin-3-yl)methyl)phenyl)hydrazineylidene)acetyl)carbamate 
• 920509-94-0 ethyl (2-cyano-2-(2-(3,5-dichloro-4-((5-isopropyl-1-methyl-6-oxo-1,6-dihydropyridazin-3-yl)methyl)phenyl)hydrazono)acetyl)carbamate 
• 920509-51-9 2-[3,5-dichloro-4-[(5-isopropyl-6-oxo-1H-pyridazin-3-yl)methyl]phenyl]-3,5-dioxo-4H-1,2,4-triazine-6-carboxylic acid 
• 920509-55-3 6-(2,6-dichloro-4-hydroxymethylbenzyl)-4-isopropylpyridazin-3-one 
• 920509-53-1 6-(4-bromo-2,6-dichlorobenzyl)-4-isopropylpyridazin-3-one 
• 920509-54-2 3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydropyridazin-3-ylmethyl)benzoic acid methyl ester 

Relevant articles and documents

THYROID HORMONE RECEPTOR BETA AGONIST COMPOUNDS

Provided herein are compounds, preferably thyroid hormone receptor beta (THR beta) agonist compounds, compositions thereof, methods of their preparation, and methods of agonizing THR beta and methods for treating disorders mediated by THR beta.

Discovery of 2-[3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydropyridazin-3- yloxy)phenyl]-3,5-dioxo-2,3,4,5-tetrahydro[1,2,4]triazine-6-carbonitrile (MGL-3196), a highly selective thyroid hormone receptor β agonist in clinical trials for the treatment of dyslipidemia

The beneficial effects of thyroid hormone (TH) on lipid levels are primarily due to its action at the thyroid hormone receptor β (THR-β) in the liver, while adverse effects, including cardiac effects, are mediated by thyroid hormone receptor α (THR-α). A pyridazinone series has been identified that is significantly more THR-β selective than earlier analogues. Optimization of this series by the addition of a cyanoazauracil substituent improved both the potency and selectivity and led to MGL-3196 (53), which is 28-fold selective for THR-β over THR-α in a functional assay. Compound 53 showed outstanding safety in a rat heart model and was efficacious in a preclinical model at doses that showed no impact on the central thyroid axis. In reported studies in healthy volunteers, 53 exhibited an excellent safety profile and decreased LDL cholesterol (LDL-C) and triglycerides (TG) at once daily oral doses of 50 mg or higher given for 2 weeks.