Title:
NEW DEUTERATED CYANO COMPOUND, AND PREPARATION METHOD THEREFOR AND COMPOSITION AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2023/065606
Kind Code:
A1
Abstract:
Disclosed is a new deuterated cyano compound as represented by formula I, or a pharmaceutically acceptable salt, an isomer or a prodrug thereof. Further disclosed are a method for preparing the deuterated compound, and a composition and the use thereof. The compound is used as a 3CL protease inhibitor, and achieves better pharmacokinetic properties and therapeutic effects and has better druggability on the basis of equivalent virus inhibition activity. The formula (I) is as shown below:
Inventors:
HUANG CAIGU (CN)
DENG YONGHUA (CN)
SUN HUI (CN)
DENG YONGHUA (CN)
SUN HUI (CN)
Application Number:
PCT/CN2022/084709
Publication Date:
April 27, 2023
Filing Date:
April 01, 2022
Export Citation:
Assignee:
GUANGZHOU ANOVENT PHARMACEUTICAL CO LTD (CN)
International Classes:
A61K31/4015; A61K31/4025; A61P31/14; C07D207/267; C07D401/12; C07D403/12; C07D403/14; C07D497/04
Domestic Patent References:
| WO2021250648A1 | 2021-12-16 | |||
| WO2021221043A1 | 2021-11-04 | |||
| WO2021231872A1 | 2021-11-18 | |||
| WO2021207632A1 | 2021-10-14 |
Other References:
MACCHIAGODENA MARINA; PAGLIAI MARCO; PROCACCI PIERO: "Characterization of the non-covalent interaction between the PF-07321332 inhibitor and the SARS-CoV-2 main protease", JOURNAL OF MOLECULAR GRAPHICS AND MODELLING, vol. 110, 5 October 2021 (2021-10-05), US , XP086879010, ISSN: 1093-3263, DOI: 10.1016/j.jmgm.2021.108042
XING, LI ET AL.: "Application of Unique Groups in Structural Optimization of Drug Molecules", CHINESE JOURNAL OF MEDICINAL CHEMISTRY, vol. 31, no. 7, 7 April 2021 (2021-04-07), XP009545100
RAMOS-GUZMÁN CARLOS A., RUIZ-PERNÍA J. JAVIER, TUÑÓN IÑAKI: "Computational simulations on the binding and reactivity of a nitrile inhibitor of the SARS-CoV-2 main protease", CHEMICAL COMMUNICATIONS, vol. 57, no. 72, 9 September 2021 (2021-09-09), UK , pages 9096 - 9099, XP055981770, ISSN: 1359-7345, DOI: 10.1039/D1CC03953A
PAVAN MATTEO, BOLCATO GIOVANNI, BASSANI DAVIDE, STURLESE MATTIA, MORO STEFANO: "Supervised Molecular Dynamics (SuMD) Insights into the mechanism of action of SARS-CoV-2 main protease inhibitor PF-07321332", JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, vol. 36, no. 1, 1 January 2021 (2021-01-01), GB , pages 1645 - 1649, XP093057819, ISSN: 1475-6366, DOI: 10.1080/14756366.2021.1954919
HALFORD, B.,: "Pfizer unveils its oral SARS-CoV-2 inhibitor,", CHEMICAL & ENGINEERING NEWS, vol. 99, no. 13, 7 April 2021 (2021-04-07), XP055976884
XING, LI ET AL.: "Application of Unique Groups in Structural Optimization of Drug Molecules", CHINESE JOURNAL OF MEDICINAL CHEMISTRY, vol. 31, no. 7, 7 April 2021 (2021-04-07), XP009545100
RAMOS-GUZMÁN CARLOS A., RUIZ-PERNÍA J. JAVIER, TUÑÓN IÑAKI: "Computational simulations on the binding and reactivity of a nitrile inhibitor of the SARS-CoV-2 main protease", CHEMICAL COMMUNICATIONS, vol. 57, no. 72, 9 September 2021 (2021-09-09), UK , pages 9096 - 9099, XP055981770, ISSN: 1359-7345, DOI: 10.1039/D1CC03953A
PAVAN MATTEO, BOLCATO GIOVANNI, BASSANI DAVIDE, STURLESE MATTIA, MORO STEFANO: "Supervised Molecular Dynamics (SuMD) Insights into the mechanism of action of SARS-CoV-2 main protease inhibitor PF-07321332", JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, vol. 36, no. 1, 1 January 2021 (2021-01-01), GB , pages 1645 - 1649, XP093057819, ISSN: 1475-6366, DOI: 10.1080/14756366.2021.1954919
HALFORD, B.,: "Pfizer unveils its oral SARS-CoV-2 inhibitor,", CHEMICAL & ENGINEERING NEWS, vol. 99, no. 13, 7 April 2021 (2021-04-07), XP055976884
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