225382-63-8

Basic information

• Product Name: 2-(1-methyl-1H-imidazol-5-yl)-N-(2-methyl-1H-indol-5-yl)thieno[3,2-b]pyridin-7-amine
• Synonyms: Thieno[3,2-b]pyridin-7-amine, 2-(1-methyl-1H-imidazol-5-yl)-N-(2-methyl-1H-indol-5-yl)-;[2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine
• CAS NO: 225382-63-8
• Molecular Formula: C₂₀H₁₇N₅S
• Molecular Weight: 359.4475
• Mol File: 225382-63-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 715.8°C at 760 mmHg
• Flash Point: 386.7°C
• Density: 1.41g/cm³
• Vapor Pressure: 2.44E-20mmHg at 25°C
• Refractive Index: 1.769
• CAS DataBase Reference: 2-(1-methyl-1H-imidazol-5-yl)-N-(2-methyl-1H-indol-5-yl)thieno[3,2-b]pyridin-7-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-methyl-1H-imidazol-5-yl)-N-(2-methyl-1H-indol-5-yl)thieno[3,2-b]pyridin-7-amine(225382-63-8)
• EPA Substance Registry System: 2-(1-methyl-1H-imidazol-5-yl)-N-(2-methyl-1H-indol-5-yl)thieno[3,2-b]pyridin-7-amine(225382-63-8)

Safety Data

• Hazardous Substances Data: 225382-63-8(Hazardous Substances Data)

Usage

Molecular structure

The compound has a thieno[3,2-b]pyridine core with an attached methyl-imidazole group and a methyl-indole group.

Complexity

It is a complex organic compound with multiple functional groups.

Potential applications

The compound has potential applications in medicinal chemistry, particularly in the development of drugs targeting specific biological pathways.

Therapeutic properties

The compound may have potential therapeutic properties, but further research is necessary to fully understand its biological and pharmacological effects.

Importance in pharmaceutical development

The compound has the potential to be an important building block in the development of pharmaceuticals and other biologically active compounds.

Upstream product

• 69627-02-7 thieno[3,2-b]pyridin-7(4H)-one 
• 913377-45-4 2,2-dimethyl-5-{[(thiophen-3-yl)amino]methylidene}-1,3-dioxane-4,6-dione 
• 69627-03-8 7-chlorothieno[3,2-b]pyridine 
• 602303-26-4 7-chloro-2-iodo-[3,2-b]thienopyridine 
• 7570-49-2 5-amino-2-methylindole 
• 225385-09-1 7-chloro-2-(3-methyl-3H-imidazol-4-yl)thieno[3,2-b]pyridine 
• 120-72-9 indole 
• 75-34-3 1,1-dichloroethane 

Relevant articles and documents

Cross-coupling methods for the large-scale preparation of an imidazole - Thienopyridine: Synthesis of [2-(3-methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl] -(2-methyl-1H-indol-5-yl)-amine

The multihundred-gram synthesis of [2-(3-methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl] -(2-methyl-1H-indol-5-yl)-amine (1) is described utilizing a Stille cross-coupling of an iodothienopyridine (3) with 5-(tributylstannyl)-1-methylimidazole (11). Several cross-coupling methods were evaluated for the conversion of thienopyridine 3 to imidazole - thienopyridine 2, but only two were effective: the Stille coupling and a Negishi cross-coupling of the organozinc reagent derived from 2-(tertbutyldimethylsilyl)-1-methylimidazole and iodothienopyridine (3). The latter procedure worked well on laboratory scale (50 g), but was capricious upon scale-up. The issues with scale-up of an organostannane reagent are discussed, including control and analysis of organotin levels.

Thiophene derivatives useful as anticancer agents

The invention relates to compounds of the formula 1 and to pharmaceutically acceptable salts and hydrates thereof, wherein X, Y, R1, R2 and R11 are as defined herein. The invention also relates to pharmaceutical compositions containing the compounds of formula 1 and to methods of treating hyperproliferative disorders in a mammal by administering the compounds of formula 1.