34490-00-1

Basic information

• Product Name: 2-amino-N-(2,4-dichlorophenyl)benzamide
• CAS NO: 34490-00-1
• Molecular Formula: C₁₃H₁₀Cl₂N₂O
• Molecular Weight: 281.1373
• Mol File: 34490-00-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 358.7°C at 760 mmHg
• Flash Point: 170.7°C
• Density: 1.445g/cm³
• Vapor Pressure: 2.5E-05mmHg at 25°C
• Refractive Index: 1.696
• CAS DataBase Reference: 2-amino-N-(2,4-dichlorophenyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-N-(2,4-dichlorophenyl)benzamide(34490-00-1)
• EPA Substance Registry System: 2-amino-N-(2,4-dichlorophenyl)benzamide(34490-00-1)

Safety Data

• Hazardous Substances Data: 34490-00-1(Hazardous Substances Data)

Usage

Molecular weight

277.14 g/mol

Properties

Potential inhibitor of protein kinases, may have applications in drug development, contains amine, benzene ring with two chlorine atoms, and amide group

Potential uses

Treatment of various diseases, especially cancer

Further research needed

To fully understand its uses and effects in biological and pharmaceutical applications

Upstream product

• 118-48-9 isatoic anhydride 
• 554-00-7 2,4-Dichloroaniline 
• 610-14-0 2-nitrobenzyl chloride 
• 552-16-9 ortho-nitrobenzoic acid 
• 34489-99-1 2-nitro-N-(2,4-dichlorophenyl)benzamide 
• 118-92-3 anthranilic acid 

Downstream Products

• 16899-54-0 3-(2,4-dichlorophenyl)quinazolin-4(3H)-one 
• 103949-43-5 3-(2,4-dichlorophenyl)-2,3-dihydro-2-thioxoquinazolin-4(1H)-one 
• 127662-24-2 3-(2,4-Dichloro-phenyl)-1,2,3,4-tetrahydro-quinazoline 

Relevant articles and documents

Anthranilic amide and imidazobenzothiadiazole compounds disrupt: Mycobacterium tuberculosis membrane potential

A family of compounds typified by an anthranilic amide 1 was identified from a whole-cell screening effort targeted at identifying compounds that disrupt pH homeostasis in Mycobacterium tuberculosis. 1 demonstrated bactericidal activity against non-replicating M. tuberculosis in pH 4.5 buffer (MBC4.5 = 6.3 μM). Exploration of the structure-activity relations failed to simplify the scaffold. The antitubercular activity proved dependent on the lipophilicity and planarity of the molecule and directly correlated with mammalian cytotoxicity. Further studies revealed a pH-dependent correlation between the family's disruption of M. tuberculosis membrane potential and antitubercular activity, with active compounds causing a drop in membrane potential at concentrations below their MBC4.5. A second compound family, identified in the same screening effort and typified by imidazo(4,5-e)(2,1,3)benzothiadiazole 2, provided a contrasting profile. As with 1, structure-activity profiling of 2 (MBC4.5 = 25 μM) failed to minimize the initial scaffold, mammalian cytotoxicity was observed for a majority of the active compounds, and many of the active compounds disrupted M. tuberculosis membrane potential. However, unlike the anthranilic amide compounds, the benzothiadiazole compounds disrupted M. tuberculosis membrane potential primarily at concentrations above the MBC4.5 in a pH-independent fashion. These differences suggest an alternative mechanism of action for the benzothiadiazole compounds. As a result, while the cytotoxicity of the anthranilic amides limits their utility to tool compounds, benzothiadiazole 2 presents an attractive target for more focused SAR exploration.

Synthesis and in vitro study of platelet antiaggregant activity of 1,2,3,4-tetrahydroquinazoline derivatives

Some original 3-substituted 1,2,3,4-tetrahydroquinazolines were synthesized. Their antiplatelet activity was evaluated in vitro with respect to aggregation induced by the main inducers (ADP, collagen, arachidonic acid), platelet serotonin release reaction and thromboxane A2 synthesis. All these molecules possess an inhibiting power which, compared to that of aspirin in the same conditions, is the same or greater when aggregation is induced by ADP.