649736-27-6

Usage

Uses

Used in Pharmaceutical Industry:
6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine is used as a pharmaceutical intermediate for the development of new drugs due to its potential pharmacological activities. Its unique chemical structure allows it to be a key component in the synthesis of various therapeutic agents.
Used in Medicinal Chemistry:
6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine is used as a reagent in medicinal chemistry to explore its potential as a lead compound for the treatment of various diseases. Its heterocyclic nature and functional groups enable the design and synthesis of novel drug candidates with improved pharmacological properties.
Used in Organic Synthesis:
6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine is used as a valuable intermediate in organic synthesis for the production of various compounds with diverse applications. Its versatile chemical structure allows for the synthesis of a wide range of molecules, including those with potential applications in the pharmaceutical, agricultural, and material science industries.
Used in Agricultural Industry:
6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine may be used as a chemical intermediate in the development of agrochemicals, such as pesticides or herbicides, due to its potential biological activities and reactivity in organic synthesis.
Used in Material Science:
6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine can be utilized as a building block in the synthesis of advanced materials with specific properties, such as conductivity, stability, or biocompatibility, for applications in material science.

Upstream product

• 649736-26-5 6-(benzyloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-ol 
• 21295-50-1 phosphorus (III) oxychloride 
• 100-39-0 benzyl bromide 
• 886585-68-8 6-(benzyloxy)-5-methyl-4-phenoxypyrrolo[2,1-f][1,2,4]triazine 
• 310444-84-9 4-Phenoxy-5-methyl-6-hydroxypyrrolo[2,1-f][1,2,4]triazine 

Downstream Products

• 649735-41-1 4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-ol 
• 649735-46-6 Brivanib 
• 649736-28-7 6-(benzyloxy)-4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazine 

Relevant academic research and scientific papers

Discovery and preclinical studies of (R)-1-(4-(4-fluoro-2-methyl-1H-indol- 5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yloxy)propan-2-ol (BMS-540215), an in vivo active potent VEGFR-2 inhibitor

A series of substituted 4-(4-fluoro-1H-indol-5-yloxy)pyrrolo-[2.1-f][1,2,4] triazine-based inhibitors of vascular endothelial growth factor receptor-2 kinase is reported. Structure-activity relationship studies revealed that a methyl group at the 5-position and a substituted alkoxy group at the 6-position of the pyrrolo[2,1-f][1,2,4]triazine core gave potent compounds. Biochemical potency, kinase selectivity, and pharmacokinetics of the series were optimized and in vitro safety liabilities were minimized to afford BMS-540215 (12), which demonstrated robust preclinical in vivo activity in human tumor xenograft models. The L-alanine prodrug of 12, BMS-582664 (21), is currently under evaluation in clinical trials for the treatment of solid tumors.

PROCESS FOR PREPARING CERTAIN PYRROLOTRIAZINE COMPOUNDS

The present invention relates to a process for preparing certain pyrrolotriazine compounds of the formula (I) and pharmaceutically acceptable salts thereof. The formula (I) compounds inhibit the tyrosine kinase activity of growth factor receptors such as VEGFR-2 and FGFR-1, 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.