155579-43-4

Basic information

• Product Name: 1H-Imidazole-4-carbonitrile, 5-amino-1-(4-methoxyphenyl)-
• CAS NO: 155579-43-4
• Molecular Formula: C11H10N4O
• Molecular Weight: 214.227
• Mol File: 155579-43-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole-4-carbonitrile, 5-amino-1-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-4-carbonitrile, 5-amino-1-(4-methoxyphenyl)-(155579-43-4)
• EPA Substance Registry System: 1H-Imidazole-4-carbonitrile, 5-amino-1-(4-methoxyphenyl)-(155579-43-4)

Safety Data

• Hazardous Substances Data: 155579-43-4(Hazardous Substances Data)

Usage

Structure

Heterocyclic organic compound containing an imidazole ring and a carbonitrile group

Type

Pyrazinecarboxamide

Applications

Used as an intermediate in the synthesis of various pharmaceutical drugs and other organic compounds

Biological activities

Exhibits potential biological activities and may have relevance in drug discovery and development

Upstream product

• 155579-28-5 5-amino-1-(4'-methoxyphenyl)-4-(cyanoformimidoyl)imidazole 
• 155579-13-8 C₁₂H₁₁N₅O 
• 392239-88-2 C₁₂H₁₁N₅O 
• 104-94-9 4-methoxy-aniline 
• 155579-13-8 N¹-(4-methoxyphenyl)-N²-(Z)-[2-amino-1,2-dicyanovinyl]formamidine 
• 155579-13-8 N-[(Z)-2-amino-1,2-dicyanovinyl]-N'-(4'-methoxyphenyl)formamidine 

Downstream Products

• 1293979-12-0 7-(4-methoxyphenyl)-3H-imidazo[4,5-d][1,2,3]triazin-4(7H)-one 
• 1610624-84-4 C₁₈H₁₄N₄O₄ 
• 1610624-86-6 C₁₈H₁₄N₄O₄ 
• 1610624-88-8 C₁₈H₁₄N₄O₄ 
• 1610624-90-2 C₁₉H₁₆N₄O₃ 
• 1395082-80-0 2-cyano-N-(4-cyano-1-(4-methoxyphenyl)-1H-imidazol-5-yl)acetamide 
• 127820-21-7 N⁹-(4-methoxyphenyl)adenine 

Relevant articles and documents

Adenine Derivatives: Promising Candidates for Breast Cancer Treatment

The cascade reaction of N-aryl-5-{[(dimethylamino)methylene]amino}-4-cyanoimidazoles with primary aromatic amines, under reflux in acetic acid, proved to be a general and efficient method for the regioselective synthesis of 6-arylaminopurines. A selection of these compounds was tested in breast cancer cell models MCF-7 and Hs578t and five compounds proved to be highly active and non-toxic to the non-neoplastic cell line MCF-10A. Furthermore, the compounds demonstrated apoptosis-inducing capacity in the cancer cells.

New application of heterocyclic diazonium salts. Synthesis of pyrazolo[3,4-d][1,2,3]triazin-4-ones and imidazo[4,5-d][1,2,3]triazin-4-ones

The pyrazolo[3,4-d][1,2,3]triazin-4-ones 3 and imidazo[4,5-d][1,2,3] triazin-4-ones 4 are analogs structurally related to purines that have showed a wide and significant variety of biological activity. These compounds were synthesized by one-pot diazotization of 5-amino-1H-pyrazole-4-carbonitriles 1 and 5-amino-1H-imidazole-4-carbonitriles 2, respectively.

A Facile Synthesis of 5-Amino-4-cyano-1-arylimidazoles and 5-Amino-1-aryl-4-(cyanoformimidoyl)-1H-imidazoles from N-Aryl-N'-formamidines

Starting from readily available ethyl (Z)-N-(2-amino-1,2-dicyanovinyl)formimidate, N-aryl-N'-formamidines (2) can be prepared in good yields by reaction with aromatic amines at room temperature in the presence of an acid catalyst