624813-49-6

Usage

Aromatic amine

It is an organic compound containing an amino group (-NH2) attached to an aromatic ring, which gives it specific chemical and physical properties.

Amino group presence

2-(aminomethyl)-5-bromoaniline contains an amino group, which is a functional group with two hydrogen atoms attached to a nitrogen atom (-NH2), making it a basic compound.

Bromine atom presence

2-(aminomethyl)-5-bromoaniline contains a bromine atom (Br), which is a halogen with strong electron-withdrawing properties, affecting the reactivity and stability of the molecule.

Common use in synthesis

2-(aminomethyl)-5-bromoaniline is frequently used in the synthesis of pharmaceuticals and dyes due to its versatile chemical structure and reactivity.

Potential applications in organic chemistry

The compound has potential applications in the field of organic chemistry, as it can be used as a building block for various chemical reactions and the development of new materials and compounds.

Toxicity

2-(aminomethyl)-5-bromoaniline can be toxic and harmful if not used properly, so it is essential to handle 2-(aminomethyl)-5-bromoaniline with care and follow appropriate safety precautions.

Upstream product

• 304858-65-9 2-amino-4-bromobenzonitrile 
• 115049-55-3 6-bromo-3-(hydroxyimino)indolin-2-one 
• 6326-79-0 6-bromoisatin 
• 65971-74-6 N-(3-bromophenyl)-2-(hydroxyimino)ethanamide 
• 591-19-5 m-Bromoaniline 

Downstream Products

• 1630951-37-9 7-(1-(biphenyl-4-ylmethyl)piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 1630951-38-0 7-(1-((4'-fluorobiphenyl-4-yl)methyl)piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 1630951-39-1 7-(1-((5-phenylpyridin-3-yl)methyl)piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 1630951-40-4 7-(1-((5-(4-fluorophenyl)pyridin-3-yl)methyl)piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 1630951-41-5 7-(1-(3-cyclopentenylbenzyl)piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one 
• 1207175-68-5 7-bromo-3,4-dihydroquinazolin-2(1H)-one 
• 1630951-18-6 N-(2-acetamido-4-bromobenzyl)acetamide 

Relevant academic research and scientific papers

Synthesis and dual D2 and 5-HT1A receptor binding affinities of 7-piperazinyl and 7-piperidinyl-3,4-dihydroquinazolin-2(1H)-ones

A series of new 7-piperazinyl and 7-piperidinyl-3,4-dihydroquinazolin-2(1H) -ones has been synthesized. The described compounds are structurally related to adoprazine, a potential atypical antipsychotic bearing potent D2 receptor antagonist and 5-HT1A receptor agonist properties. Suitably modified aryl bromides were prepared and condensed with tert-butyl piperazine-1-carboxylate to afford the advanced intermediate piperazinyl-3,4-dihydroquinazolin-2(1H)-one. Likewise Suzuki-Miyaura cross-coupling reaction of cyclic vinyl boronate with appropriate aryl bromides rendered piperidinyl-3,4-dihydroquinazolin-2(1H)-one. The reductive amination of the piperazinyl and piperidinyl-3,4- dihydroquinazolin-2(1H)-ones with suitably designed biarylaldehydes accomplished the synthesis of these title compounds. The described compounds were screened for D2 and 5-HT1A receptors binding affinities. The structure-activity relationship studies revealed that cyclopentenylpyridine and cyclopentenylbenzyl groups contribute significantly to the dual D2 and 5-HT1A receptor binding affinities of these compounds.

Dihydroquinone derivatives of piperidine and piperazine

The dihydroquinone derivatives of piperidine and piperazine are 7-piperazinyl and 7-piperadinyl-3,4-dihydroquinazolin-2(1H)-ones that exhibit D2 and 5-HT1A receptor binding affinities, making them suitable for use as the active ingre