649736-27-6

Basic information

• Product Name: 6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine
• Synonyms: 6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine
• CAS NO: 649736-27-6
• Molecular Formula: C₁₄H₁₂ClN₃O
• Molecular Weight: 273.71758
• Mol File: 649736-27-6.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.31±0.1 g/cm3(Predicted)
• PKA: -2.87±0.30(Predicted)
• CAS DataBase Reference: 6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine(649736-27-6)
• EPA Substance Registry System: 6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine(649736-27-6)

Safety Data

• Hazardous Substances Data: 649736-27-6(Hazardous Substances Data)

Usage

General Description

6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine is a chemical compound that belongs to the pyrrolo[2,1-f][1,2,4]triazine family. It is a heterocyclic compound containing a pyrrolo-triazine core structure with a benzyl ether group at the 6-position, a chlorine atom at the 4-position, and a methyl group at the 5-position. 6-Benzyloxy-4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine has potential pharmacological activities and may be used in medicinal chemistry for the development of new drugs. Additionally, it can serve as a valuable intermediate or reagent in organic synthesis for the production of various compounds with diverse applications in the pharmaceutical, agricultural, and material science industries.

Upstream product

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

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.