73735-61-2

Basic information

• Product Name: 1H-Benzimidazol-2-amine, N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-1-(phenylmethyl)-
• CAS NO: 73735-61-2
• Molecular Formula: C28H32N4O
• Molecular Weight: 440.588
• Mol File: 73735-61-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Benzimidazol-2-amine, N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazol-2-amine, N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-1-(phenylmethyl)-(73735-61-2)
• EPA Substance Registry System: 1H-Benzimidazol-2-amine, N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-1-(phenylmethyl)-(73735-61-2)

Safety Data

• Hazardous Substances Data: 73735-61-2(Hazardous Substances Data)

Upstream product

• 75970-76-2 1-(phenylmethyl)-N-(4-piperidinyl)-1H-benzimidazol-2-amine 
• 104472-63-1 (1H-benzimidazol-2-yl)-(1-(2-(4-methoxyphenyl)ethyl)piperidin-4-yl)amine 
• 2719-30-4 o-nitrophenylisothiocyanate 
• 85098-70-0 4-amino-1-(2-(4-methoxyphenyl)ethyl)piperidine 
• 177-11-7 4,4-ethylenedioxy-piperidine 
• 39742-63-7 1-[2-(4-methoxyphenyl)ethyl]-4-piperidone 
• 111783-01-8 4-isothiocyanato-1-(2-(4-methoxyphenyl)ethyl)piperidine 
• 100-39-0 benzyl bromide 
• 58859-46-4 ethyl 4-aminopiperidine-1-carboxylate 
• 73734-07-3 (1H-benzimidazol-2-yl)-(1-ethoxycarbonyl-piperidin-4-yl)amine 
• 83898-30-0 ethyl 4-((1-benzyl-1H-benzo[d]imidazol-2-yl)amino)piperidine-1-carboxylate 
• 73733-81-0 ethyl 4-{[(2-aminophenyl)aminothioxomethyl]amino}-1-piperidinecarboxylate 
• 702-23-8 2-(4-Methoxyphenyl)ethanol 
• 5107-52-8 2-(p-methoxyphenyl)ethyl toluene-p-sulphonate 

Relevant articles and documents

Structure-Guided Development of Small-Molecule PRC2 Inhibitors Targeting EZH2-EED Interaction

Disruption of EZH2-embryonic ectoderm development (EED) protein-protein interaction (PPI) is a new promising cancer therapeutic strategy. We have previously reported the discovery of astemizole, a small-molecule inhibitor targeting the EZH2-EED PPI. Herein, we report the cocrystal structure of EED in complex with astemizole at 2.15 ?. The structure elucidates the detailed binding mode of astemizole to EED and provides a structure-guided design for the discovery of a novel EZH2-EED interaction inhibitor, DC-PRC2in-01, with an affinityKdof 4.56 μM. DC-PRC2in-01 destabilizes the PRC2 complex, thereby leading to the degradation of PRC2 core proteins and the decrease of global H3K27me3 levels in cancer cells. The proliferation of PRC2-driven lymphomas cells is effectively inhibited, and the cell cycle is arrested in the G0/G1 phase. Together, these data demonstrate that DC-PRC2in-01 could be an effective chemical probe for investigating the PRC2-related physiology and pathology and providing a promising chemical scaffold for further development.

Synthesis and anti-Plasmodium activity of benzimidazole analogues structurally related to astemizole

A series of compounds structurally related to astemizole were designed and synthesized with the goal of determining their anti-Plasmodium activity. Several modifications of the astemizole structure, namely the removal of the 4-fluorobenzyl and/ or 4-methoxyphenethyl moieties, substitution of the benzene ring of the benzimidazole scaffold, replacement of the fluorine atom in the 4-fluorobenzyl group, and variation of the 4-aminopiperidine moiety, were explored. In vitro evaluation of the anti-Plasmodium activity of these compounds using the ItG strain showed that astemizole and some of its structurally similar derivatives have IC50 values in the nanomolar range and exhibit toxicity towards the parasite over Chinese ovarian hamster (CHO) cells with a selectivity as high as 200. The presence of a secondary cyclic amine at position 2 and substitution with chlorine at positions 4 and 5 in the benzimidazole moiety are two modifications that resulted in potent and selective antimalarials based on astemizole.