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1,4-thiazepine medicinal compound for nursing skin ulcer as well as preparation method and application thereof

A technology of pharmaceutical compounds and thiazepines, which can be used in drug combinations, skin diseases, pharmaceutical formulations, etc., and can solve problems such as dressing bandages and ulcer wound adhesion

Inactive Publication Date: 2018-06-22
THE FIRST AFFILIATED HOSPITAL OF HENAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

After bandaging the patient's skin ulcer, if the ulcer is not relieved well, it will cause the bandage to adhere to the ulcer wound. During the dressing change process, changing the bandage will cause great pain to the patient. Therefore, how to treat the patient's skin ulcer Effective care has always been a matter of great concern to medical staff

Method used

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  • 1,4-thiazepine medicinal compound for nursing skin ulcer as well as preparation method and application thereof
  • 1,4-thiazepine medicinal compound for nursing skin ulcer as well as preparation method and application thereof
  • 1,4-thiazepine medicinal compound for nursing skin ulcer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Under nitrogen protection, the compound Add 150g (1mol) into 2000mL of N.N-dimethylformamide, cool the reaction temperature to 10°C and add 65g of N-chlorosuccinimide in three batches, a total of 195g (1.5mol), return to React at room temperature for 12 hours, LCMS monitors that the raw materials have reacted completely, then add 10,000 mL of ethyl acetate, stir for 10 minutes, wash the reaction solution with saturated sodium chloride solution until the organic phase does not contain N,N-dimethylformamide, and wash the organic phase with anhydrous sulfuric acid Dry 300g of magnesium, add 1000mL of n-hexane after concentration, stir and beat at 0°C, filter with suction and dry to obtain the compound 200g, the yield is 87.3%, – HRMS ((+)-ESI): m / z=231.0971 (calcd.231.0975for C 6 h 5 BrN 3 S,[M+H] + ).

Embodiment 2

[0026] In the reaction vial, put the compound 35g (0.15mol), 17.4g (0.15mol) of 2-chloroethylamine and 8g (0.2mol) of sodium hydride with a content of 60wt% were added to 100mL of tetrahydrofuran, and the gas in the reaction system was replaced with nitrogen three times, then heated to reflux for 10h, TLC After monitoring the complete reaction of the raw materials, it was lowered to room temperature, and 200 mL of dichloroethane was added to the reaction system, and the reaction solution was filtered after stirring for 10 minutes. After the filtrate was concentrated under reduced pressure, 100 mL of water was added, and 20 mL of hydrochloric acid solution was added. The mixed solution of ethyl acetate and n-hexane was extracted 2 times with 100mL of the reaction liquid, the water phase was adjusted to pH 11 by saturated sodium hydroxide solution, and then extracted 3 times with 100mL of chloroform, the organic phases were combined, dried with anhydrous sodium sulfate and then ...

Embodiment 3

[0028] In the reaction vial, put the compound Add 35g (0.15mol), 17.4g (0.15mol) of 2-chloroethylamine and 8g (0.2mol) of potassium hydride into 100mL of tetrahydrofuran, replace the gas in the reaction system with nitrogen for three times, then heat and reflux for 10h, and monitor the reaction of raw materials by TLC. Cool down to room temperature, add 200 mL of dichloroethane to the reaction system, stir for 10 minutes, and filter the reaction solution. After the filtrate is concentrated under reduced pressure, add 100 mL of water, then add 20 mL of hydrochloric acid solution, and use ethyl acetate and n-hexane with a volume ratio of 1:1 100 mL of the mixed solution of alkanes was used to extract the reaction solution twice, the aqueous phase was adjusted to pH 11 by saturated sodium hydroxide solution, and then extracted three times with 100 mL of chloroform, the organic phases were combined, dried with anhydrous sodium sulfate, and then concentrated to obtain the compound ...

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Abstract

The invention discloses a 1,4-thiazepine medicinal compound for nursing a skin ulcer as well as a preparation method and application thereof, and belongs to the technical field of pharmaceutical synthesis. The key point of the technical scheme is characterized in that the structural formula of the 1,4-thiazepine medicinal compound for nursing the skin ulcer is as shown in the following descriptions. The invention also discloses the preparation method of the 1,4-thiazepine medicinal compound for nursing the skin ulcer and the application of the 1,4-thiazepine medicinal compound for nursing theskin ulcer to the preparation of the 1,4-thiazepine medicinal composition for nursing the skin ulcer. The 1,4-thiazepine medicinal compound prepared by the preparation method has better inhibitory activity for both bacillus anthracis and staphyloccocus aureus which easily cause the skin ulcer, is further made into an ointment to carry out a clinical nursing experiment, and is discovered that the nursing effect is more obvious.

Description

technical field [0001] The invention belongs to the technical field of pharmaceutical synthesis, and in particular relates to a 1,4-thiazepine drug compound used for skin ulcer care and its preparation method and application. Background technique [0002] Skin ulcer is a common secondary damage to the skin. The skin defect or damage reaches the dermis or below the dermis. Single or multiple ulcers in the acute stage expand rapidly, and the surface is covered with necrotic tissue, exudates, and scabs. The skin around the ulcer is red and swollen. Complex, long course, easy to repeat and so on. After bandaging the patient's skin ulcer, if the ulcer is not relieved well, it will cause the bandage to adhere to the ulcer wound. During the dressing change process, changing the bandage will cause great pain to the patient. Therefore, how to treat the patient's skin ulcer Effective care has always been a matter of great concern to medical staff. At present, in order to reduce the ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D513/14A61K31/554A61P17/02A61P31/04
CPCA61P17/02A61P31/04C07D513/14
Inventor 贾利利耿水英王璐潘丽娜高魏丽张金金王晓东路遥毛龙飞
Owner THE FIRST AFFILIATED HOSPITAL OF HENAN UNIV OF SCI & TECH
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