Title:
DEUTERATED BUTYL PHTHALIDE COMPOUND AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2019/242765
Kind Code:
A1
Abstract:
The present invention provides a compound represented by the formula (I) or an optical isomer thereof, and a tautomer, a pharmaceutically acceptable salt, a prodrug, a hydrate, or a solvate. The various deuterated compounds and salts and hydrates thereof and prodrugs or solvates provided by the present invention, in comparison with undeuterated butyl phthalide, have improved pharmacokinetics and better metabolic stability; at the same time, the compounds of the present invention reduce the production of the 3-hydroxy metabolite of metabolites which cause toxic side effects, and have a smaller impact effect on liver and kidney functions; in addition, the exposure of the parent drug of the compound of the present invention is significantly increased, raising its bioavailability. It is demonstrated that the compound of the invention is safer and more effective, and it has excellent prospects for application.
Inventors:
DU WU (CN)
AI CHAOWU (CN)
QIN DEKUN (CN)
CHEN YUANWEI (CN)
LI XINGHAI (CN)
ZHANG CHENGZHI (CN)
AI CHAOWU (CN)
QIN DEKUN (CN)
CHEN YUANWEI (CN)
LI XINGHAI (CN)
ZHANG CHENGZHI (CN)
Application Number:
PCT/CN2019/092385
Publication Date:
December 26, 2019
Filing Date:
June 21, 2019
Export Citation:
Assignee:
HINOVA PHARMACEUTICALS INC (CN)
International Classes:
C07D307/88; A61K31/192; A61K31/365; A61P3/10; A61P9/00; A61P9/12; A61P25/00; C07C65/01; C07C69/06
Foreign References:
| CN108947946A | 2018-12-07 | |||
| CN105456252A | 2016-04-06 |
Other References:
ANSLMO MANUEL: "Photoredox-Catalyzed Generation of Acetonyl Radical in Flow: Theoretical Investigation and Synthetic Applications", ACS CATALYSIS, 1 February 2019 (2019-02-01), ISSN: 2155-5435
XU BAI LING: "Study on the mechanism of the rearrangement reaction of 3- butylphthalide by deuterium labeling", CHINESE CHEMICAL LETTERS, vol. 8, 31 December 1997 (1997-12-31), pages 6, ISSN: 1001-8417
ZHANG YINSHENG: "Development of Deuterated Drugs :Past,Present Future", PHARMACEUTICAL SCIENCE, vol. 41, no. 12, 31 December 2017 (2017-12-31), pages 902 - 918, ISSN: 1001-5094
XU BAI LING: "Study on the mechanism of the rearrangement reaction of 3- butylphthalide by deuterium labeling", CHINESE CHEMICAL LETTERS, vol. 8, 31 December 1997 (1997-12-31), pages 6, ISSN: 1001-8417
ZHANG YINSHENG: "Development of Deuterated Drugs :Past,Present Future", PHARMACEUTICAL SCIENCE, vol. 41, no. 12, 31 December 2017 (2017-12-31), pages 902 - 918, ISSN: 1001-5094
Attorney, Agent or Firm:
GAOYUNG INTELLECTUAL PROPERTY AGENCY (GENERAL PARTNERSHIP) (CN)
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