73259-32-2

Basic information

• Product Name: N-(1H-benzimidazol-2-ylmethyl)-4-chloroaniline
• Synonyms: 1H-benzimidazole-2-methanamine, N-(4-chlorophenyl)-; N-(1H-Benzimidazol-2-ylmethyl)-4-chloroaniline
• CAS NO: 73259-32-2
• Molecular Formula: C₁₄H₁₂ClN₃
• Molecular Weight: 257.7182
• Mol File: 73259-32-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 549.9°C at 760 mmHg
• Flash Point: 286.4°C
• Density: 1.376g/cm³
• Vapor Pressure: 3.85E-12mmHg at 25°C
• Refractive Index: 1.741
• CAS DataBase Reference: N-(1H-benzimidazol-2-ylmethyl)-4-chloroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1H-benzimidazol-2-ylmethyl)-4-chloroaniline(73259-32-2)
• EPA Substance Registry System: N-(1H-benzimidazol-2-ylmethyl)-4-chloroaniline(73259-32-2)

Safety Data

• Hazardous Substances Data: 73259-32-2(Hazardous Substances Data)

Upstream product

• 4857-04-9 2-chloromethyl-1H-benzimidazole 
• 106-47-8 4-chloro-aniline 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 1619935-27-1 4-chloro-N-((1-(4-fluorobenzyl)-1H-benzo[d]imidazol-2-yl)methyl)aniline 
• 1619937-75-5 1,3-bis(2,4-difluorobenzyl)-1H-benzo[d]imidazol-2(3H)-one 

Relevant articles and documents

Exploring electronic structure, and substituent effect of some biologically active benzimidazole derivatives: Experimental insights and DFT calculations

A series of (1H-benzimidazol-2-ylmethyl)-N-(4-phenyl)amine derivatives incorporating different electron-donating and withdrawing groups (X = 4[sbnd]OCH3 (1), 4[sbnd]CH3 (2), H (3), 4[sbnd]Cl (4), and 4[sbnd]Br (5)) on the para-position of the phenyl substituent was prepared, characterized and screened for their potential antimicrobial activity against some microbes. The substituent effect on the spectroscopic data (vibrational modes and NMR resonances) is well established by fitting with the Hammett constant. The unsubstituted derivative 4 exhibited comparable activity (MIC = 0.26 μM) to the standard tetracycline (MIC = 0.18 μM) against Staphylococcus aureus. Introduction of a substituent to the phenyl ring led to diminishing of the antibacterial activity. The substituent effect on the electron structure of 1–5 was investigated by TDDFT calculations. The acid dissociation constants of the ionizable NH group correlate well with Kubota's σ? parameter (R2 = 0.9196). The solvatochromism behavior of 1–5, in solvents of different polarity and hydrogen-bond tendency, was investigated by linear solvation–energy relationship equation analysis. Correlation between various quantum chemical descriptors, and antibacterial activity was carried out to verify a structural activity relation for this series of benzimidazole derivatives.

Benzimidazole derivative, benzothiophene derivative as well as preparation method and application of benzoimidazole derivative and benzothiophene derivative

The invention provides a benzimidazole derivative and a benzothiophene derivative. The benzimidazole derivative and the benzothiophene derivative respectively have structures shown in a formula (I) and a formula (IV). Experimental results show that the benzimidazole derivative and the benzothiophene derivative provided by the invention have good anti-tumor activity and can be used for preparing related tumor disease treatment medicines.

Wavelength-Dependent Control of the CO Release Kinetics of Manganese(I) Tricarbonyl PhotoCORMs with Benzimidazole Coligands

A series of photoactivatable CO-releasing molecules (PhotoCORMs) was prepared from manganese pentacarbonyl bromide and 1H-benzimidazol-2-ylmethyl-(N-phenyl)amine ligands (L) bearing different electron-donating and electron-withdrawing groups R = H, 4-CHs