6595-21-7

Basic information

• Product Name: 1H-Benzimidazol-2-amine,N,1-dimethyl-(9CI)
• Synonyms: 1H-Benzimidazol-2-amine,N,1-dimethyl-(9CI);N,1-diMethyl-1H-benzo[d]iMidazol-2-aMine
• CAS NO: 6595-21-7
• Molecular Formula: C9H11N3
• Molecular Weight: 161.20374
• Product Categories: BENZIMIDAZOLE
• Mol File: 6595-21-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Benzimidazol-2-amine,N,1-dimethyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazol-2-amine,N,1-dimethyl-(9CI)(6595-21-7)
• EPA Substance Registry System: 1H-Benzimidazol-2-amine,N,1-dimethyl-(9CI)(6595-21-7)

Safety Data

• Hazardous Substances Data: 6595-21-7(Hazardous Substances Data)

Usage

Structure

Benzene ring fused to an imidazole ring

Contains

One nitrogen atom with a lone pair of electrons

Substituents

Two methyl groups attached to the nitrogen atom in the 1-position of the imidazole ring

Type

Derivative of benzimidazole

Use

Research and pharmaceutical applications (exact properties and potential uses are still being studied)

Upstream product

• 1849-02-1 2-chloro-1-methyl-benzimidazole 
• 74-89-5 methylamine 
• 97990-70-0 (1,4-Dimethyl-1,4-dihydro-tetrazol-5-ylidene)-phenyl-amine 
• 57913-65-2 methyl-(1-methyl-4-phenyl-1,4-dihydro-tetrazol-5-yliden)-amine 

Relevant articles and documents

Synthesis of 2-methylaminobenzimidazole derivatives tested for antiinflammatory activity

A series of 1-alkyl substituted 2-methylaminobenzimidazole derivatives was prepared and tested. Some of them were assayed orally in the rat for antiinflammatory and analgesic properties. The compounds did not exhibit any significant activity compared with reference drug levels.

Conformational Properties of the Free and Methylated 2-Amino Group in Benzimidazole, Benzoxazole, and Benzothiazole. X-Ray Crystallographic Analysis and Nuclear Magnetic Resonance Study of the Internal Rotation

The conformational properties of the free and methylated 2-amino group in benzimidazole, 1-methylbenzimidazole, benzo-oxazole, and benzothiazole were studied, as well as the modifications induced by N-protonation and N-methylation at the heterocyclic ring.Both 1H n.m.r. spectra and X-ray analysis show that in the ground state of the molecules examined the amino group is coplanar with respect to the plane of the rings.The NN-dimethylamino group tends to be distorted from coplanarity when a methyl group is present at the heterocyclic nitrogen: the degree of distortion determined experimentally compares satisfactorily with that corresponding to the energy minimum of the molecules calculated by semi-empirical methods.For the benzoxazole and benzothiazole derivatives it was also possible through 1H dynamic n.m.r. measurements to determine the thermodynamic parameters for the internal rotation of the NN-dimethylamino group; and in the N-protonated forms the free energy of activation turns out to be higher than that in the free bases.