Pyrrolopyridazine MEK inhibitors

Ethyl 3-methyl-4-oxo-4,5-dihydro-1H-pyrrolo[2,3-d]pyridazine-2-carboxylate

“…For the biological activity of pyrrolopyridazine compounds, see: Chen et al (2006); Hu et al (2004); Swamy et al (2005). For bond-length data, see Allen et al (1987).…”

“…One of the main techniques to synthesize pyridazines is to react 1,4-dicarbonyl compounds with hydrazine hydrate. Recently, the synthesis of pyrrolopyridazine compounds has aroused great interest because of their significant biological activity (Chen et al, 2006;Hu et al, 2004;Swamy et al, 2005). As part of our work to develop new types of pyrrolopyridazine compounds with potential biological activity, we report here the synthesis and structure of the title compound (1).…”

A One‐Pot Copper(II)‐Catalyzed Tandem Synthesis of 2‐Substituted Pyrrolo[1,2‐b]pyridazin‐4(1H)‐ones

“…Pyrrolo[1,2‐ b ]pyridazine and its derivatives, a considerably important class of heterocycles, have been intensively studied on account of their various bioactivities, including as JAK inhibitors,1 HER‐2 tyrosine kinase inhibitors,2 DGAT1 inhibitors,3 MEK inhibitors,4 TRPV1 antagonists,5 CRF1 receptor antagonists6 etc. Meanwhile, numerous pyrrolo[1,2‐ b ]pyridazines have been discovered to possess remarkable optical and electrochemical properties and are thus being broadly utilized in materials science, including as sensors and biosensors, electroluminescent materials, lasers, and other semiconductor devices 7…”

“…Additionally, cycloaddition reactions,7a,11 such as the 1,3‐dipolar cycloaddition of substituted pyridazines or mesoionic oxazolo[3,2‐ b ]pyridazines to acetylenic esters,7a,7b,12 were other versatile synthetic routes for obtaining pyrrolo[1,2‐ b ]pyridazine. As an alternative, diversified pyrrolo[1,2‐ b ]pyridazines could also be synthesized directly from pyrrolo[1,2‐ b ]pyridazin‐4(1 H )‐ones after modifying the 4‐position of these precursors 4,6. However, the methods reported for the synthesis of pyrrolo[1,2‐ b ]pyridazin‐4(1 H )‐ones are quite rare 13.…”

Pyrrolo[1,2-b]pyridazines. A revisit

“…141 A large number of compounds 72 were synthesized from the chloroderivative 71 and were tested as MEK inhibitors. MEK is a kinaze which catalyzes the phosphorylation of the tyrosine and treonine residues from other enzymes.…”