104472-63-1

Basic information

• Product Name: (1H-benzimidazol-2-yl)-(1-(2-(4-methoxyphenyl)ethyl)piperidin-4-yl)amine
• Synonyms: (1H-benzimidazol-2-yl)-(1-(2-(4-methoxyphenyl)ethyl)piperidin-4-yl)amine
• CAS NO: 104472-63-1
• Molecular Weight: 350.464
• Mol File: 104472-63-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (1H-benzimidazol-2-yl)-(1-(2-(4-methoxyphenyl)ethyl)piperidin-4-yl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: (1H-benzimidazol-2-yl)-(1-(2-(4-methoxyphenyl)ethyl)piperidin-4-yl)amine(104472-63-1)
• EPA Substance Registry System: (1H-benzimidazol-2-yl)-(1-(2-(4-methoxyphenyl)ethyl)piperidin-4-yl)amine(104472-63-1)

Safety Data

• Hazardous Substances Data: 104472-63-1(Hazardous Substances Data)

Upstream product

• 4857-06-1 2-chloro-1H-benzoimidazole 
• 85098-70-0 4-amino-1-(2-(4-methoxyphenyl)ethyl)piperidine 
• 111783-01-8 4-isothiocyanato-1-(2-(4-methoxyphenyl)ethyl)piperidine 
• 39742-51-3 8-[2-(4-Methoxy-phenyl)-ethyl]-1,4-dioxa-8-aza-spiro[4.5]decane 
• 177-11-7 4,4-ethylenedioxy-piperidine 
• 2719-30-4 o-nitrophenylisothiocyanate 
• 75970-47-7 (1H-benzimidazol-2-yl)-(4-piperidinyl)amine dihydrobromide 
• 124794-72-5 1-(2-aminophenyl)-3-(1-(2-(4-methoxyphenyl)ethyl)piperidin-4-yl)thiourea 
• 39742-63-7 1-[2-(4-methoxyphenyl)ethyl]-4-piperidone 

Downstream Products

• 73735-61-2 (1-benzyl-1H-benzimidazol-2-yl)-(1-(2-(4-methoxyphenyl)ethyl)-piperidin-4-yl)amine 
• 68844-77-9 astemizole 

Relevant articles and documents

Metal-Free Synthesis of Heteroaryl Amines or Their Hydrochlorides via an External-Base-Free and Solvent-Free C-N Coupling Protocol

Herein, a metal-free and solvent-free protocol was developed for the C-N coupling of heteroaryl halides and amines, which afforded numerous heteroaryl amines or their hydrochlorides without any external base. Further investigations elucidated that the basicity of amines and specific interactions derived from the X-ray crystallography analysis of 3j′·HCl played pivotal roles in the reactions. Moreover, this protocol was scalable to gram scales and applicable to drug molecules, which demonstrated its practical value for further applications.

Astemizole analogues with reduced hERG inhibition as potent antimalarial compounds

Astemizole is a H1-antagonist endowed with antimalarial activity, but has hERG liabilities. Systematic structural modifications of astemizole led to the discovery of analogues that display very potent activity as inhibitors of the growth of the Plasmodium parasite, but show a decreased hERG inhibition, when compared to astemizole. These compounds can be used as starting point for the development of a new class of antimalarials.

New antihistaminic N-heterocyclic 4-piperidinamines. 1. Synthesis and antihistaminic activity of N-(4-piperidinyl)-1H-benzimidazol-2-amines

The synthesis of a series N-(4-piperidinyl)-1H-benzimidazol-2-amines and the preliminary evaluation of their in vitro and in vivo antihistaminic activity are described. Cyclodesulfurization of (2-aminophenyl) thioureas with mercury(II) oxide resulted in 2-aminobenzimidazole intermediates, which were monoalkylated on the endo-nitrogen atom. After deprotection of the piperideine nitrogen atom with 48% aqueous hydrobromic acid solution, the title compounds were obtained by three different methods, viz. alkylation, reductive amination, or oxirane ring-opening reactions. The in vivo antihistaminic activity was evaluated by the compound 48/80 induced lethality test in rats and histamine-induced lethality test in guinea pigs after oral and/or subcutaneous administration. The duration of action, for a selected number of compounds, was studied in the guinea pig. The phenylethyl derivatives showed the most potent antihistamine properties after oral administration in both animal species.