发明名称 |
Dihydroquinone derivatives of piperidine and piperazine |
摘要 |
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 ingredient of pharmaceuticals for the treatment of schizophrenia. The derivatives have the general formula:;
where X is carbon or nitrogen and R is a group selected from a through f having the formula:
;
or a pharmaceutically acceptable salt thereof. The piperazine compounds are prepared by condensing 4-bromo-2-nitro-benzonitrile with 1-Boc-piperazine (1-tert-butoxycarbonyl-piperazine) to form an intermediate that is converted to a piperazinyl-3,4-dihydroquinazolin-2(1H)-one. Subsequent reductive amination with the biarylaldehydes a through f completes the synthesis of the 7-piperazinyl-3,4-dihydroquinazolin-2(1H)-ones. The piperadinyl compounds are prepared from tert-butyl-4-(2-oxo-1,2,3,4-tetradihydroquinazolin-7-yl)piperidine-1-carboxylate, which is converted to 7-(piperidin-4-yl)-3,4-dihyroquinazolin-2(1H)-one. Subsequent reductive amination with the biarylaldehydes a through f completes the synthesis of the 7-piperidinyl-3,4-dihydroquinazolin-2(1H)-ones. |
申请公布号 |
US8916704(B1) |
申请公布日期 |
2014.12.23 |
申请号 |
US201314044826 |
申请日期 |
2013.10.02 |
申请人 |
King Fahd University of Petroleum and Minerals;King Abdulaziz City for Science and Technology |
发明人 |
Ullah Nisar |
分类号 |
C07D401/04;C07D239/80 |
主分类号 |
C07D401/04 |
代理机构 |
|
代理人 |
Litman Richard C. |
主权项 |
1. A dihydroquinone derivative of piperidine and piperazine, comprising a compound of the formula:wherein X is carbon and R is a group selected from a, b, c, d, e, and f having the formula:or a pharmaceutically acceptable salt thereof. |
地址 |
Dhahran SA |