660432-02-0

Basic information

• Product Name: Benzamide, 3,4-diamino-N-methoxy-N-methyl-
• CAS NO: 660432-02-0
• Molecular Formula: C9H13N3O2
• Molecular Weight: 195.221
• Mol File: 660432-02-0.mol

Chemical Properties

• CAS DataBase Reference: Benzamide, 3,4-diamino-N-methoxy-N-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, 3,4-diamino-N-methoxy-N-methyl-(660432-02-0)
• EPA Substance Registry System: Benzamide, 3,4-diamino-N-methoxy-N-methyl-(660432-02-0)

Safety Data

• Hazardous Substances Data: 660432-02-0(Hazardous Substances Data)

Upstream product

• 24376-18-9 3,4-dinitrobenzoyl chloride 
• 528-45-0 3,4-dinitrobenzoic acid 
• 391903-19-8 N-methoxy N-methyl 3,4-dinitrobenzoic acid amide 

Downstream Products

• 391903-20-1 2-(4-methoxy-phenyl)-1H-benzimidazole-6-carboxylic acid methoxy-methylamide 
• 874301-22-1 2-(4-hydroxyphenyl)-3H-benzoimidazole-5-carboxylic acid N-methoxy-N-methylamide 
• 1627119-26-9 N-methoxy-N-methyl-2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-6-carboxamide 
• 1268487-52-0 N-methoxy-N-methyl-2-(4-(prop-2-ynyloxy)phenyl)-1H-benzo-[d]imidazole-6-carboxamide 
• 1627119-28-1 2-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H-benzo[d]imidazole-6-carbaldehyde 
• 1627119-22-5 6-(4-methylpiperazin-1-yl)-2'-(4-(4-(prop-2-ynyloxy)butoxy)phenyl)-1H,3'H-2,5'-bibenzo[d]imidazole 
• 1268487-55-3 2-(4-(hex-5-ynyloxy)phenyl)-3H-benzoimidazole-5-carbaldehyde 
• 1268487-57-5 2'-(4-(hex-5-ynyloxy)phenyl)-6-(4-methylpiperazin-1-yl)-1H,3'H-2,5'-bibenzo[d]imidazole 
• 1268487-53-1 2-(4-(hex-5-ynyloxy)phenyl)-N-methoxy-N-methyl-3H-benzoimidazole-5-carboxamide 
• 1627119-27-0 2-(4-(undec-10-ynyloxy)phenyl)-1H-benzo[d]imidazole-6-carbaldehyde 
• 1627119-21-4 6-(4-methylpiperazin-1-yl)-2'-(4-(undec-10-ynyloxy)phenyl)-1H,3'H-2,5'-bibenzo[d]imidazole 
• 1627119-25-8 N-methoxy-N-methyl-2-(4-(undec-10-ynyloxy)-phenyl)-1H-benzo[d]imidazole-6-carboxamide 

Relevant articles and documents

Selective inhibition of bacterial topoisomerase i by alkynyl- bisbenzimidazoles

Hoechst dyes are well known DNA binders that non-selectively inhibit the function of mammalian topoisomerase I and II. Herein, we show that Hoechst 33258 based bisbenzimidazoles (DPA 151-154), containing a terminal alkyne, are effective and selective inhibitors of E. coli topoisomerase I. These bisbenzimidazoles displayed topoisomerase I inhibition much better than Hoechst 33342 or Hoechst 33258 with IC50 values in the range of 2.47-6.63 μM. Bisbenzimidazoles DPA 151-154 also display selective inhibition of E. coli topoisomerase I over DNA gyrase and human topoisomerases I and II, and effectively inhibit bacterial growth.

Selective Inhibition of Escherichia coli RNA and DNA Topoisomerase i by Hoechst 33258 Derived Mono-and Bisbenzimidazoles

A series of Hoechst 33258 based mono-and bisbenzimidazoles have been synthesized and their Escherichia coli DNA topoisomerase I inhibition, binding to B-DNA duplex, and antibacterial activity has been evaluated. Bisbenzimidazoles with alkynyl side chains display excellent E. coli DNA topoisomerase I inhibition properties with IC50 values 32 μg/mL). Bisbenzimidazoles showed varied stabilization of B-DNA duplex (1.2?ê'23.4 °C), and cytotoxicity studies show similar variation dependent upon the side chain length. Modeling studies suggest critical interactions between the inhibitor side chain and amino acids of the active site of DNA topoisomerase I.

Synthesis and investigation of novel benzimidazole derivatives as antifungal agents

The rise and emergence of resistance to antifungal drugs by diverse pathogenic fungal strains have resulted in an increase in demand for new antifungal agents. Various heterocyclic scaffolds with different mechanisms of action against fungi have been investigated in the past. Herein, we report the synthesis and antifungal activities of 18 alkylated mono-, bis-, and trisbenzimidazole derivatives, their toxicities against mammalian cells, as well as their ability to induce reactive oxygen species (ROS) in yeast cells. Many of our bisbenzimidazole compounds exhibited moderate to excellent antifungal activities against all tested fungal strains, with MIC values ranging from 15.6 to 0.975?μg/mL. The fungal activity profiles of our bisbenzimidazoles were found to be dependent on alkyl chain length. Our most potent compounds were found to display equal or superior antifungal activity when compared to the currently used agents amphotericin B, fluconazole, itraconazole, posaconazole, and voriconazole against many of the strains tested.

Methods and compositions related to viral inhibition

Disclosed herein are compounds, compositions and methods related to viral inhibition. In some forms, the compounds, compositions and methods are related to binding RNA.

A new strategy for site-specific alkylation of DNA using oligonucleotides containing an abasic site and alkylating probes

Selective chemical reactions with DNA, such as its labelling, are very useful in many applications. In this paper, we discuss a new strategy for the selective alkylation of DNA using an oligonucleotide containing an abasic site and alkylating probes. We d

NOVEL PHENAZINE DERIVATIVES AND THEIR USES

The present invention is directed to novel compounds of formula I and their use as anti-angiogenic agents and anti-cancer agents.

Novel bisbenzimide-nitroxides for nuclear redox imaging in living cells

Nuclear oxidative stress damages genomic DNA and may lead to cell death, leading to aging and aging-related disorders. Though it is important to measure the nuclear oxidative stress separately, there are still little examples that applicable to living cells. We have designed and synthesized three bisbenzimide-nitroxides as probes to selectively visualize nuclear redox changes in terms of fluorescence. Compound 3, containing two radical moieties, showed the largest reduction-induced fluorescence change, with good localization in nuclei. RAW264.7 murine macrophage cells were loaded with compound 3 and then treated with 100 μM hydrogen peroxide for 5 min to show the fluorescence increase. This fluorescence increase was inhibited by pretreatment of 1 mM ascorbic acid. These results show that compound 3 was suitable for nuclear-specific redox imaging in murine macrophages.

NOVEL PHENAZINE DERIVATIVES AND THEIR USE

The present invention is directed to novel compounds of formula (I) and their use as anti-angiogenic agents and anti-cancer agents.

Design of new bidentate ligands constructed of two Hoechst 33258 units for discrimination of the length of two A3T3 binding motifs

The aim of this study is to develop bidentate minor-groove binders that bind the double binding motifs cooperatively. The new bidentate ligands (1) have been designed by connecting two Hoechst 33258 units with a polyether linker for cooperative binding wi