23280-73-1

Basic information

• Product Name: 2-(1-adamantyl)benzimidazole
• Synonyms: 2-(1-adamantyl)benzimidazole;2-(1-Adamantyl)-1H-benzimidazole;2-((3r,5r,7r)-adamantan-1-yl)-1H-benzo[d]imidazole
• CAS NO: 23280-73-1
• Molecular Formula: C17H20N2
• Molecular Weight: 252.36
• Mol File: 23280-73-1.mol

Chemical Properties

• Boiling Point: 465.1°Cat760mmHg
• Flash Point: 249.4°C
• Appearance: /
• Density: 1.236g/cm³
• Vapor Pressure: 2.2E-08mmHg at 25°C
• Refractive Index: 1.677
• CAS DataBase Reference: 2-(1-adamantyl)benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-adamantyl)benzimidazole(23280-73-1)
• EPA Substance Registry System: 2-(1-adamantyl)benzimidazole(23280-73-1)

Safety Data

• Hazardous Substances Data: 23280-73-1(Hazardous Substances Data)

Usage

Structure

A benzimidazole derivative with an adamantyl group attached to the 2-position

Potential applications

Pharmaceutical research, including antimicrobial, antiviral, anticancer, and anti-inflammatory properties

Unique properties

The adamantyl group may confer unique physical and chemical properties for use in materials science or other industrial applications

Further research needed

To fully explore the potential uses and properties of this compound.

InChI:InChI=1/C17H20N2/c1-2-4-15-14(3-1)18-16(19-15)17-8-11-5-12(9-17)7-13(6-11)10-17/h1-4,11-13H,5-10H2,(H,18,19)

Upstream product

• 51-17-2 benzoimidazole 
• 828-51-3 1-Adamantanecarboxylic acid 
• 2094-72-6 1-Adamantanecarbonyl chloride 
• 95-54-5 1,2-diamino-benzene 
• 40828-54-4 1H-benzimidazole-2-sulfonic acid 

Relevant articles and documents

Preparation of 2-(1-adamantyl)-1H-benzimidazole and novel derivatives thereof

[MediaObject not available: see fulltext.]2-(1-Adamantyl)-1H-benzimidazole has been synthesized, its nitration and reduction of the nitro derivative have been carried out. By condensation of the obtained 2-(1-adamantyl)-1H-benzimidazol-5(6)-amine with aromatic aldehydes and acyl chlorides, the corresponding novel Schiff bases and amides have been accessed.

2,4,6-tris(azol-1-yl)-1,3,5-triazines: A new class of multidentate ligands

The synthesis of thirteen tris(azol-1-yl)-s-triazines (azole = pyrazoles, imidazoles, 1,2,4-triazole and benzimidazoles) is described. Particularly interesting are the compounds derived from C-adamantylazoles (4-adamantylpyrazole, 2-adamantylimidazole and

Adamantane derivatives of biological interest. Synthesis and antiviral activity of 2-(1-adamantyl)imidazole derivatives

The methods of synthesis and antiviral evaluation of 2-(1-adamantyl)imidazole (2a), N-methyl-2-(1-adamantyl)imidazole (2b) and 2-(1-adamantyl)benzimidazole (3a) are reported. These compounds are prepared by the selective homolytic substitution reaction by the adamantyl radical (Ad.) on the C-2 carbon atom of the heterocycles. Ad. radicals were generated by oxidative decarboxylation of 1-adamantyl carboxylic acid. Antiviral activities of compounds 2a, 2b and 3a were tested in chick embryos against A-2 Victoria virus. Compounds 2a and 2b showed significant antiviral activity, whereas compound 3a was found inactive.

Synthesis and study of properties of azoles and their derivatives - Communication 22. Syntheses based on 1-adamantanecarbonitrile

1. 1-Adamantanecarbonitrile reacts with alcohols and hydrogen chloride with greater difficulty than do aliphatic nitriles to give the hydrochlorides of the imino esters of 1-adamantanecarboxylic acid, which are more stable than the corresponding compounds of the aliphatic series. 2. The hydrochloride of the methyl imino ester of 1-adamantanecarboxylic acid condenses with ethylenediamine, o-phenylenediamine and o-aminophenol in the usual manner to give the corresponding heterocyclic compounds. 3. The methyl imino ester of 1-adamantanecarboxylic acid when heated with ethanolamine gives the corresponding oxazoline. The hydrochloride of the methyl imino ester of 1-adamantanecarboxylic acid does not give the s-triazine when heated, and instead gives 1-adamantanecarbonitrile.