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Triazolone compound with anti-fungal and anti-tumor effects and application

A dual-action, anti-tumor technology, applied in the field of medicine, can solve the problems of serious drug resistance and reduce the efficacy of existing drugs, and achieve excellent synergistic anti-fungal activity, novel structure, and strong anti-tumor activity

Active Publication Date: 2021-07-16
THE NAVAL MEDICAL UNIV OF PLA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, with the widespread clinical use, their drug resistance is becoming more and more serious, further reducing the efficacy of existing drugs

Method used

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  • Triazolone compound with anti-fungal and anti-tumor effects and application
  • Triazolone compound with anti-fungal and anti-tumor effects and application
  • Triazolone compound with anti-fungal and anti-tumor effects and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0065] Preparation of Compounds A1-A4:

[0066]

[0067] Reagents and conditions: (a) BnCl, K 2 CO 3 , EtOH, 80℃, 12h; (b) Ph 3 CH 3 P·I,t-BuOK,THF,rt,12h; (c)H 2 ,Pd / C,CH 3 OH, rt, 48h; (d) POCl 3 , DMF, rt, 12h; (e) BnCl, K 2 CO 3 , EtOH, 80℃, 12h.

[0068] The preparation method of compound A1:

[0069] In the first step, compound 1 (5.00g) was dissolved in anhydrous DMF (50mL), to which was added 60% sodium hydride (2.47g) and CH 3 I (6.57g), after stirring and reacting at room temperature for 2 hours, add 20mL of water to quench the reaction, add 200mL of ethyl acetate to dilute the reaction solution, wash the diluted solution with saturated NaCl aqueous solution, separate the organic layer, anhydrous NaCl 2 SO 4 After drying and filtering, the solvent was removed from the filtrate under reduced pressure, and the residue was compound 2.

[0070] In the second step, compound 2 (4.60 g) was dispersed in 70% aqueous ethanol (50 mL), and NH 4 Cl (2.79g) and re...

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Abstract

The invention discloses a triazolone compound with anti-fungal and anti-tumor effects. The structural general formula of the triazolone compound is shown in the specification, wherein the definition of each substituent group is detailed in the specification. The triazolone compound disclosed by the invention has anti-fungal and anti-tumor effects, can be used as a triazolone Hsp90 inhibitor and an Hsp90-HDAC double-target inhibitor, and can be used as an anti-fungal and anti-tumor drug.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a triadimefon compound with dual functions of antifungal and antitumor and its application. Background technique [0002] In recent years, with the increase of AIDS patients, cancer patients, organ transplant patients and the wide application of immunosuppressants, glucocorticoids, and broad-spectrum antibiotics, the morbidity and mortality of invasive fungal infections have been increasing. However, the current clinical drugs for the treatment of invasive fungal infections (IFIs) are limited, including only polyenes (such as amphotericin B), azoles (such as fluconazole, voriconazole, itraconazole, etc.), acanthus Mycocins (such as caspofungin, micafungin, anidifungin, etc.) and nucleic acids (5-fluorocytosine). Despite the use of the above drugs, great progress has been made in the prevention and treatment of invasive fungal infections. However, with the widesprea...

Claims

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Application Information

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IPC IPC(8): C07D403/04C07D249/12A61P31/10A61P35/00A61P35/02A61K31/4196
CPCC07D403/04C07D249/12A61P31/10A61P35/00A61P35/02
Inventor 盛春泉刘娜韩贵焱李超陈涂杰黄亚辉杨万镇
Owner THE NAVAL MEDICAL UNIV OF PLA
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