310436-79-4

Usage

Derivative of pyrrole

Heterocyclic compound The compound is based on the pyrrole structure, which is a five-membered ring with one nitrogen atom and four carbon atoms.

Physical appearance

White to off-white solid The compound is a solid with a white to off-white color.

Melting point

68-70°C The compound transitions from a solid to a liquid state at a temperature range of 68-70°C.

Building block in synthesis

Pharmaceutical and biologically active compounds 1H-Pyrrole-2-carboxamide,1-amino-3-methyl-(9CI) is commonly used as a starting material in the synthesis of various pharmaceuticals and biologically active compounds.

Applications

Agrochemicals, dyes, and other organic compounds The compound serves as an intermediate in the production of various products, including agrochemicals, dyes, and other organic compounds.

Potential applications

Medicinal chemistry and drug development Due to its heterocyclic structure and potential pharmacological properties, the compound has potential applications in the field of medicinal chemistry and drug development.

Upstream product

• 616-43-3 3-methylpyrrole 
• 310430-89-8 1-amino-3-methyl-1H-pyrrole-2-carbonitrile 

Downstream Products

• 529508-54-1 5-methylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one 

Relevant academic research and scientific papers

Pyrrolotriazine inhibitors of kinases

The present invention provides compounds of formula I and pharmaceutically acceptable salts thereof. The formula I compounds inhibit the tyrosine kinase activity of growth factor receptors such as VEGFR-2, FGFR-1, PDGFR, HER-1, HER-2, thereby making them useful as anti-cancer agents. The formula I compounds are also useful for the treatment of other diseases associated with signal transduction pathways operating through growth factor receptors.

Discovery of the pyrrolo[2,1-f][1,2,4]triazine nucleus as a new kinase inhibitor template

The pyrrolo[2,1-f][1,2,4]triazine nucleus was identified as a novel kinase inhibitor template which effectively mimics the well-known quinazoline kinase inhibitor scaffold. Attachment of a 4-((3-chloro-4-fluorophenyl)amino) substituent to the template provided potent biochemical inhibitors of the tyrosine kinase activity of EGFR, as well as inhibition of cellular proliferation of the human colon tumor cell line DiFi. Attachment of a 4-((3-hydroxy-4-methylphenyl)amino) substituent provided potent inhibitors of VEGFR-2 which also showed effects on the VEGF-dependent proliferation of human umbilical vein endothelial cells. Biological activity was maintained with substitution at positions 5 or 6, but not 7, suggesting that the former positions are promising sites for introducing side chains which modulate physicochemical. properties. Preliminary inhibition studies with varying ATP concentrations suggest that, like the quinazoline-based kinase inhibitors, the pyrrolotriazine-based inhibitors bind in the ATP pocket.