53104-89-5

Usage

Chemical compound

3-(4,5-dihydro-1H-imidazol-2-yl)aniline monohydrochloride

Usage

commonly used in pharmaceutical research

Salt form

monohydrochloride salt of 3-(4,5-dihydro-1H-imidazol-2-yl)aniline

Potential applications

development of novel drugs

Derivative of

aniline and imidazole

Structure

includes a ring system with an imidazole moiety and an aniline side chain

Studied for

potential therapeutic effects on various diseases and conditions

Use as

building block in the synthesis of other pharmaceutical compounds

Value

valuable chemical for research and development in the pharmaceutical industry

InChI:InChI=1/C9H11N3.ClH/c10-8-3-1-2-7(6-8)9-11-4-5-12-9;/h1-3,6H,4-5,10H2,(H,11,12);1H

Upstream product

• 873-74-5 4-Aminobenzonitrile 
• 294858-37-0 C₈H₁₀N₂O*ClH 
• 107-15-3 ethylenediamine 
• 619-24-9 3-nitrobenzonitrile 
• 94086-79-0 2-(3-aminophenyl)imidazoline 
• 31659-42-4 2-(3-nitrophenyl)-2-imidazoline 

Downstream Products

• 5318-76-3 imidocarb hydrochloride 

Relevant academic research and scientific papers

Preparation method of 2-(3-amino phenyl) imidazoline hydrochloride and imidocarb

The invention relates to the field of chemical engineering and discloses a preparation method of 2-(3-amino phenyl) imidazoline hydrochloride and imidocarb. The preparation method comprises the following steps of: inputting 2-(3-nitryl phenyl) imidazoline, a catalyst and an alcohol-water mixed solution into a reaction kettle, stirring the mixture and raising the temperature to 50-65 DEG C, keeping the temperature and stirring the mixture for 10-20 min to obtain a mixed solution M; dropwise adding formic acid into the solution M, and keeping the temperature to react for 1.5-2.5h to obtain a mixed solution N; cooling the solution N to 40 DEG C below and filtering the solution, and evaporating alcohol to obtain a 2-(3-amino phenyl) imidazoline aqueous solution; dropwise adding hydrochloric acid into the 2-(3-amino phenyl) imidazoline aqueous solution to be neutral; and performing crystallization, suction filtration, pressure reduction and drying to obtain a target product 2-(3-amino phenyl) imidazoline hydrochloride. Compared with catalytic hydrogenation in the prior art, by taking formic acid as a hydrogen donor for transfer hydrogenation, the product purity and yield are of no obvious differences but no safety risks are available, and the preparation method is free of special demand, easy to operate and convenient for production and application.

Synthesis, DNA interactions and anticancer evaluation of novel diamidine derivatives of 3,4-ethylenedioxythiophene

Eight novel diamidino 3,4-ethylenedioxythiophene-2,5-dicarboxanilides (5a-h), obtained by condensation reaction of 3,4-ethylenedioxythiophene-2,5- dicarbonyl chloride and corresponding 3- or 4-aminobenzamidines, were evaluated for interactions with double-stranded DNA and RNA, and their cytotoxicity was assayed against the panel of human cancer cell lines. All compounds preferentially bind into the minor groove of DNA and had higher affinity for DNA than for RNA. Compounds 5a-h showed a moderate antiproliferative effect toward the panel of seven carcinoma cells line, whereby the highest inhibitory potential was displayed by compound 5a with unsubstituted amidino moieties in para position.