1630951-41-5

Upstream product

• 680203-54-7 3-cyclopenten-1-yl-benzaldehyde 
• 1630951-30-2 7-(piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one trifluoroacetate 
• 1630951-25-5 tert-butyl 4-(2-oxo-1,2,3,4-tetrahydroquinazolin-7-yl)piperidine-1-carboxylate 
• 1630951-24-4 tert-butyl 4-(2-oxo-1,2,3,4-tetrahydroquinazolin-7-yl)-5,6-dihydropyridine-1(2H)-carboxylate 
• 1207175-68-5 7-bromo-3,4-dihydroquinazolin-2(1H)-one 
• 624813-49-6 2-(aminomethyl)-5-bromoaniline 
• 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 

Relevant academic research and scientific papers

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

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.