Title:
PHENYL BENZYL ETHER DERIVATIVE AND PREPARATION METHOD AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2015/090122
Kind Code:
A1
Abstract:
The present invention relates to a phenyl benzyl ether derivative and a preparation method and use thereof, and a part of the compound act as an A beta plaque imaging agent after being radioactively nuclide labelled, and the phenyl benzyl ether derivative is used in the preparation of drugs for diagnosing and treating Alzheimer's disease (AD). The phenyl benzyl ether derivative has a structural formula as shown in formula (I); the present invention has developed a kind of completely new phenyl benzyl ether derivative with a high affinity for the A beta plaques in the brains of patients with AD, the chemical structure is different from those of the compounds disclosed in the prior art, and it belongs to a completely new compound for the diagnosis and treatment of Alzheimer's disease; and the obtained A beta plaque imaging agent has a good stability in vivo, a low lipid solubility, makes the speed of brain elimination fast, and the problem of the removal of radionuclides in vivo does not exist, so it has a broad application prospect and market value.
Inventors:
ZHANG ZHIYONG (CN)
CUI MENGCHAO (CN)
LIN CHUNPING (CN)
LIU BOLI (CN)
GUO YUZHI (CN)
CUI MENGCHAO (CN)
LIN CHUNPING (CN)
LIU BOLI (CN)
GUO YUZHI (CN)
Application Number:
PCT/CN2014/090510
Publication Date:
June 25, 2015
Filing Date:
November 06, 2014
Export Citation:
Assignee:
BEIJING ZHIBO BIO MEDICAL TECHNOLOGY CO LTD (CN)
ZHANG ZHIYONG (CN)
ZHANG ZHIYONG (CN)
International Classes:
C07C43/225; A61K31/085; A61K31/09; A61K31/10; A61K31/136; A61K31/137; A61K31/44; A61K49/00; A61K51/04; A61P25/28; C07C43/23; C07C201/12; C07C205/37; C07C209/78; C07C211/53; C07C213/06; C07C217/86; C07C319/14; C07C323/20; C07D213/64; C07D213/65; A61K101/02
Domestic Patent References:
| WO2013051597A1 | 2013-04-11 | |||
| WO2006022442A1 | 2006-03-02 | |||
| WO2009136663A1 | 2009-11-12 | |||
| WO2012045883A1 | 2012-04-12 |
Foreign References:
| GB790199A | 1958-02-05 | |||
| CN102566274A | 2012-07-11 | |||
| JP2008239490A | 2008-10-09 | |||
| CN101662940A | 2010-03-03 | |||
| US4552894A | 1985-11-12 | |||
| US20020102366A1 | 2002-08-01 |
Other References:
HYOSUNG LEE ET AL.: "Benzyloxybenzylammonium chlorides:Simple amine salts that display anticonvulsant activity", BIOORGANIC & MEDICINAL CHEMISTRY, 1 November 2013 (2013-11-01), pages 7659
CUI HUAQING ET AL.: "Synthesis and Evaluation of a-Thymidine Analogues as Novel Antimalarials", MEDICINAL CHEMISTRY, vol. 55, 14 December 2012 (2012-12-14), pages 10954
ZHAO QIFEI ET AL.: "Syhthesis of p-aminophenyl benzyl ether as frug intermedium", JOURNAL OF TIANJIN INSTITUTE OF TECHNOLOGY, vol. 16, no. 1, 31 March 2000 (2000-03-31), pages 84
TAKESHI ORIYAMA ET AL.: "Direct Conversion of p-Methoxybenzylbenzyl Ethers into Silyl-protected Alcohols by the Action of Trialkylsilyl Trifluoromethanesulfonate and Triethylamine", SYHLETT, 30 January 1995 (1995-01-30), pages 46
SHIGEMITSU MATSUMOTOETAL ET AL.: "Structure-based design,synthesis, and evaluation of imidazo[1.2-b]pyridazine and imidazo[1.2-b]pyridazine derivatives as novel dual c-Met and VEGFR2 kinase inhibitors", BIOORGANIC & MEDICINAL CHEMISTRY, 30 October 2013 (2013-10-30), pages 7688
MA LING ET AL.: "Phosphorylated 1,6-diphenyl-1,3,5-hexatriene", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 31 December 2004 (2004-12-31), pages 1075
GURURAJ M. ET AL.: "Studies on Charge-tranfer Complexes of 2,3-Dicyano-1,4-naphthoquinone with Some Ring and N-Substitueted Anilines", MONASHEFTE FÜR CHEMIE, vol. 135, 13 August 2004 (2004-08-13), pages 1398
CUI HUAQING ET AL.: "Synthesis and Evaluation of a-Thymidine Analogues as Novel Antimalarials", MEDICINAL CHEMISTRY, vol. 55, 14 December 2012 (2012-12-14), pages 10954
ZHAO QIFEI ET AL.: "Syhthesis of p-aminophenyl benzyl ether as frug intermedium", JOURNAL OF TIANJIN INSTITUTE OF TECHNOLOGY, vol. 16, no. 1, 31 March 2000 (2000-03-31), pages 84
TAKESHI ORIYAMA ET AL.: "Direct Conversion of p-Methoxybenzylbenzyl Ethers into Silyl-protected Alcohols by the Action of Trialkylsilyl Trifluoromethanesulfonate and Triethylamine", SYHLETT, 30 January 1995 (1995-01-30), pages 46
SHIGEMITSU MATSUMOTOETAL ET AL.: "Structure-based design,synthesis, and evaluation of imidazo[1.2-b]pyridazine and imidazo[1.2-b]pyridazine derivatives as novel dual c-Met and VEGFR2 kinase inhibitors", BIOORGANIC & MEDICINAL CHEMISTRY, 30 October 2013 (2013-10-30), pages 7688
MA LING ET AL.: "Phosphorylated 1,6-diphenyl-1,3,5-hexatriene", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 31 December 2004 (2004-12-31), pages 1075
GURURAJ M. ET AL.: "Studies on Charge-tranfer Complexes of 2,3-Dicyano-1,4-naphthoquinone with Some Ring and N-Substitueted Anilines", MONASHEFTE FÜR CHEMIE, vol. 135, 13 August 2004 (2004-08-13), pages 1398
Attorney, Agent or Firm:
BEIJING ZHONGHAI WISDOM INTELLECTUAL PROPERTY CO., LTD (CN)
北京中海智圣知识产权代理有限公司 (CN)
北京中海智圣知识产权代理有限公司 (CN)
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