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Application of novel thiazole derivative in treatment of virus infection

A virus infection, virus technology, applied in the application field of the treatment of virus infection, can solve the problems of long research and development cycle and high cost

Active Publication Date: 2017-12-12
EAST CHINA UNIV OF SCI & TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

To develop different drugs for different viruses, the development cycle is long and the cost is high

Method used

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  • Application of novel thiazole derivative in treatment of virus infection
  • Application of novel thiazole derivative in treatment of virus infection
  • Application of novel thiazole derivative in treatment of virus infection

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0097] (E)-4-(2-Chlorophenyl)-2-[1-methyl-2-(2-carboxybenzylidene)hydrazino]thiazole 1

[0098]

[0099] 2-Methylthiosemicarbazide (1-1)

[0100] Weigh 2.5g (17.3mmol) of methylhydrazine sulfate in a 250ml single-necked bottle, add 100ml of ethanol, add 1.6g (20.8mmol) of ammonium thiocyanate under stirring, heat to reflux, and react for 72 hours, then cool the reaction solution to After suction filtration at room temperature, the filtrate was spin-dried by silica gel column chromatography (DCM / MeOH=40:1), and the second by-product was separated to obtain 0.63 g of a white powdery solid, with a yield of 34.2%. 1HNMR(400MHz,DMSO-d6,ppm)δ7.36(s,2H),4.89(s,2H),3.41(s,3H).GC-MS(EI)calcd forC2H7N3S[M]+105.0,found 105.0.

[0101] 2-Methyl-1-(2-carboxybenzyl)thiosemicarbazide (1-2)

[0102] Weigh 80mg (0.76mmol) of compound (1) in a 50ml single-necked bottle, add 20ml of ethanol, add o-carboxybenzaldehyde 114mg (0.76mmol) under stirring, heat to reflux, monitor the reaction by T...

Embodiment 2

[0193] Embodiment 2 (activity evaluation)

[0194] Activity test for inhibiting virus replication at the cellular level

[0195] Determination of drug IC50 (half inhibitory concentration): MDCK cells or Vero cells or RD cells were plated on a 96-well plate and grown to more than 90% after 12 hours of culture for use. Drugs were serially diluted 2 times (1×10 -1 to 1×10 -10 ). The monolayer of MDCK cells was sucked off the culture medium, washed once with PBS, 50 μl of drug solution of corresponding dilution was added to each well, and 50 μl of virus solution containing 100 times TCID50 was added to each well, and four replicate wells were made for each dilution. 37°C, 5% CO2After culturing for 3-5 days, observe the generation of CPE (cytopathic), record the number of positive wells that can protect cells from producing CPE and negative wells that cannot protect cells from producing CPE in four duplicate wells, and find out The drug dilution factor that can inhibit half of ...

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PUM

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Abstract

The invention relates to applications of a novel thiazole derivative in treatment of virus infection and in preparation of drugs used for treatment of virus infection. Specifically, the invention relates to applications of a compound as shown in a formula I which is described in the specification and a pharmaceutical composition containing the compound as shown in the formula I in treatment of viral infection and in preparation of drugs used for treatment of virus infection.

Description

technical field [0001] The present invention relates to the field of medicinal chemistry; specifically, the present invention relates to the application of novel thiazole derivatives in the preparation of drugs for treating viral infections and in the treatment of viral infections. Background technique [0002] Diseases caused by acute viral infections are an important threat to public health security. These viruses include not only the well-known influenza virus (avian influenza virus), hand-foot-mouth virus, and dengue virus, but also some new and sudden new virulent viruses such as Ebola. Viruses, coronaviruses and other RNA viruses. The diseases caused by acute viral infection all have some common characteristics: 1) short course of disease (1-2 weeks), rapid development (rapid development within a few days after onset); 2) severe illness and even death are easily caused in high-risk groups; 3) It is easy to cause crowd transmission; 4) Rapid virus replication usually c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/50A61K31/426A61P31/12
CPCC07D277/50A61P31/12A61K31/426Y02A50/30
Inventor 徐可李洪林徐玉芳赵振江朱丽丽宋文琳童依
Owner EAST CHINA UNIV OF SCI & TECH
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