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Medicament for preventing and treating stroke and preparation method thereof

A technology of stroke, medicine, applied in the field of medicine

Active Publication Date: 2019-04-09
MUDANJIANG MEDICAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although various chemical and natural medicines are at different research stages, none of them has achieved a recognized definite curative effect. Therefore, active research and development of therapeutic drugs has important clinical significance

Method used

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  • Medicament for preventing and treating stroke and preparation method thereof
  • Medicament for preventing and treating stroke and preparation method thereof
  • Medicament for preventing and treating stroke and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Example 1: (E)-3-(5-(benzofuran-7-yl)pent-2-en-2-yl)-6,7-dimethyl-2H-chromene-2-one ( Compound A)

[0052]

[0053] Dissolve 1.50g of 2-hydroxy-4,5-dimethylbenzaldehyde in 200ml of absolute ethanol, add 20ml of ethyl acetoacetate and 2ml of piperidine, stir and heat, a solid appears after a few minutes, reflux for 25min, and cool to room temperature After filtration, 2.01 g of the desired product 3-acetyl-6,7-dimethyl-2H-chromen-2-one was obtained, with a yield of 93.1% and a content of 96.5%. ESI-MS: 217.08[M+H] +

[0054] 1.08 g of 3-acetyl-6,7-dimethyl-2H-chromen-2-one obtained in the above steps and 0.43 g of anhydrous lithium chloride were dissolved in 40 ml of dry tetrahydrofuran, and then newly prepared ( A solution of 2-(benzofuran-7-yl)ethyl)magnesium chloride 1.53g dissolved in 30ml of tetrahydrofuran, after reflux for 2h, the reaction mixture was cooled and 20ml of saturated ammonium chloride aqueous solution was added, and the aqueous phase was washed ...

Embodiment 2

[0059] Example 2: (E)-3-(5-(4-fluoro-benzo[b]thiophen-7-yl)pent-2-en-2-yl)-6,7-dimethoxy-2H -Chromen-2-one (Compound B)

[0060]

[0061] ESI-MS: 425.11[M+H] +

[0062] Elemental analysis: theoretical value / measured value, C(67.91 / 67.78), H(4.99 / 5.07), F(4.48 / 4.57), O(15.08 / 15.01), S(7.55 / 7.57)

[0063] 1 H NMR (400MHz, CDCl 3 )δ7.78(d,1H),7.74(d,1H),7.59(s,1H),7.31(d,1H),7.13(d,1H),6.87(s,1H),6.72(s,1H ), 5.42(m,1H), 3.82(s,6H), 2.56(t,2H), 2.28(m,2H), 2.12(d,3H).

Embodiment 3

[0064] Example 3: (E)-3-(5-(2-chloro-benzo[b]thiophen-7-yl)pent-2-en-2-yl)-7-(pyrrolidin-1-yl) -2H-chromen-2-one (Compound C)

[0065]

[0066] ESI-MS: 450.12[M+H] +

[0067] Elemental analysis: theoretical value / measured value, C(69.40 / 69.52), H(5.38 / 5.47), Cl(7.88 / 7.79), N(3.11 / 3.08), O(7.11 / 7.14), S(7.13 / 7.00)

[0068] 1 H NMR (400MHz, CDCl 3 )δ7.62(d,1H),7.59(s,1H),7.47-7.32(m,3H),7.02(s,1H),6.67(d,1H),6.51(s,1H),5.43(m ,1H), 3.42(t,4H), 2.56(t,2H), 2.28(m,2H), 2.12(d,3H), 1.82(m,4H).

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PUM

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Abstract

The invention relates to a medicine for preventing and treating a stroke, especially an ischemia stroke. The condition that the medicine has prevention and treatment effects on the stroke, especially the ischemia stroke is verified through researching and analyzing the structure characteristics of a coumarin derivative as shown in a formula I and researching the pharmacodynamic characteristics of the coumarin derivative in rats. In addition, the coumarin derivative as shown in the formula I shows good curative property in a cerebral ischemia reperfusion test of a mice, the behavior score of the cerebral ischemia reperfusion mice can be significantly reduced, the edema degree and the moisture content of injured brain tissue can be reduced, the cerebral infarction ratio is reduced, and the medicine can be used for preventing and treating the stroke, especially the ischemia stroke.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a medicine for preventing and treating stroke, especially ischemic stroke, and also relates to a preparation method of the medicine. Background technique [0002] Stroke is mainly divided into hemorrhagic stroke and ischemic stroke. The former mainly includes cerebral hemorrhage and subarachnoid hemorrhage; the latter mainly includes transient ischemic attack, cerebral thrombosis and cerebral embolism. Stroke is a common disease among middle-aged and elderly people, and its mortality rate is the first cause of death in our country. Among the survivors, about 75% of the patients still suffer from disabilities to varying degrees, and about 40% of the severely disabled patients have become a heavy burden on the family, society and the country. Therefore, it is extremely important to actively carry out primary prevention for people with risk factors to avoid the occurrence of strok...

Claims

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Application Information

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IPC IPC(8): C07D407/06C07D409/06A61K31/4025A61K31/381A61K31/352A61P9/10A61P25/00
CPCC07D407/06C07D409/06
Inventor 李雪梅孙延斌周雪刘世娟展涛王涵梁春娥吴宜艳沈广志赵英福
Owner MUDANJIANG MEDICAL UNIV
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