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A compound with anti-platelet aggregation activity and its use

An anti-platelet aggregation and compound technology, which is applied in the field of preparation of anti-platelet aggregation drugs, can solve the problems of no other relevant literature reports, no PN580 patent reports, etc., and achieve low in vitro acute toxicity, simple preparation process, and low synthesis cost Effect

Active Publication Date: 2018-08-14
SHENYANG SUNSHINE PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, there is no patent report about PN580 of the claims of the present invention; there are no other relevant literature reports about the present invention

Method used

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  • A compound with anti-platelet aggregation activity and its use
  • A compound with anti-platelet aggregation activity and its use
  • A compound with anti-platelet aggregation activity and its use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Embodiment 1: PN580 (C 22 h 22 f 2 N 2 o 5 S 2 ) preparation, using ether solvents, taking tetrahydrofuran as an example:

[0019] Add 0.99g (7.8mmol) of o-fluorobenylamine, add 1.2g (3.8mmol) of 4-methylethyl-1,3-benzenedisulfonyl chloride, and react with tetrahydrofuran as a solvent, and operate according to the synthesis method. Recrystallization gave 1.68 g of white crystals; yield: 90%. mp: 251-252°C.

Embodiment 2

[0020] Embodiment 2: PN580 (C 22 h 22 f 2 N 2 o 5 S 2 ) preparation, adopt alcoholic solvent, take methyl alcohol as example:

[0021] Add 0.99g (7.8mmol) of o-flubenylamine, add 1.2g (3.8mmol) of 4-methylethyl-1,3-benzenedisulfonyl chloride, react with methanol as a solvent, and operate according to the synthesis method. Recrystallization was carried out with ethyl acetate solvent to obtain 1.49 g of white crystals; yield: 81%. mp: 251-252°C.

Embodiment 3

[0022] Embodiment 3: PN580 (C 22 h 22 f 2 N 2 o 5 S 2 ) preparation, with halogenated hydrocarbon solvent, with carbon tetrachloride as example:

[0023] Add 0.99g (7.8mmol) of o-fluorobenamine, add 1.2g (3.8mmol) of 4-methylethyl-1,3-benzenedisulfonyl chloride, react with carbon tetrachloride as a solvent, and operate according to the synthesis method. Recrystallization with methanol gave 1.45 g of white crystals; yield: 78%. mp: 251-252°C.

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Abstract

The invention relates to a compound with platelet aggregation resisting activity and use thereof. The compound has the molecular formula of C22H22F2N2O5S2 and the chemical name of 4-ethoxy-N,N'-di-(2-fluorobenzyl)-1,3-benzenedisulfonamide. The compound is prepared through the steps: mixing 2-fluorobenzylamine and 4-ethoxy-1,3-benzene-disulfo-chloride, adding the mixture into a reaction solvent, carrying out a reaction for 0.5 to 60 hours at the temperature of 10 DEG C to 80 DEG C, and removing the solvent, so as to obtain a crude compound product; and recrystallizing the crude product by using ethyl acetate or alcohols and ethers, thereby obtaining the pure compound. The compound has the beneficial effects that the preparation process is simple, the synthesis cost is relatively low, and the total yield is high; and proven by pharmacological experiments, the compound has very high platelet aggregation resisting activity and relatively low toxicity, thereby having a relatively good development prospect in the development of platelet aggregation resisting drugs.

Description

technical field [0001] The invention relates to a compound with relatively high anti-platelet aggregation activity, which can be used in the preparation of anti-platelet aggregation drugs. Background technique [0002] Anti-platelet aggregation drugs refer to drugs that can inhibit the adhesion and aggregation of platelets and inhibit the formation of thrombus, so they play an important role in the treatment of thrombosis. Oral antiplatelet drugs are currently the most commonly prescribed long-term preventive therapy. [0003] In recent years, in order to find newer, more effective and broader-spectrum anti-platelet aggregation drugs, the present invention conducts anti-platelet aggregation of 4-ethoxy-1,3-benzenedisulfonamide compounds based on the research basis of anti-platelet aggregation drugs For the study of the action, a compound product is proposed, whose code name is PN580. [0004] [0005] At present, there is no patent report about PN580 claimed in the pres...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C303/38C07C311/29A61K31/18A61P7/02
CPCC07C303/38C07C311/29
Inventor 刘秀杰王朝清邓青松
Owner SHENYANG SUNSHINE PHARMA CO LTD