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Tanshinone derivative as well as preparation and application thereof

A technology of tanshinone and its derivatives, which is applied in the field of medicine, and can solve the problems such as the preparation method and application of tanshinone IIA sodium sulfonate crystalline hydrate that have not been reported

Active Publication Date: 2011-05-04
刘力
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, the published literature at home and abroad only reported TanshinoneⅡA Sulfonate sodium (TanshinoneⅡA Sulfonate sodium, C 19 h 17 NaO 6 S, molecular weight: 396.39), there is no report of tanshinone IIA sodium sulfonate crystalline hydrate and its preparation method and use

Method used

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  • Tanshinone derivative as well as preparation and application thereof
  • Tanshinone derivative as well as preparation and application thereof
  • Tanshinone derivative as well as preparation and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0053] Example 1: Preparation of Sodium Tanshinone IIA Sulfonate 2.5 Hydrate

[0054] Put 4 grams of tanshinone IIA (purchased in the market), 30 ml of glacial acetic acid, and 45 ml of acetic anhydride in a dry three-necked flask, stir to dissolve, add dropwise 36 ml of a mixture of glacial acetic acid and concentrated sulfuric acid with a volume ratio of 1 / 1, and control the temperature Below 25°C, stir and react for 0.5-3 hours, slowly pour the reactant into water, add 20ml of saturated sodium chloride solution, wait for the solid precipitation to complete, filter with suction, wash the precipitate twice with saturated sodium chloride solution, cool 95 Wash twice with % ethanol, filter with suction, recrystallize the solid with a solvent of 5ml of methanol, 12ml of ethanol, 10ml of chloroform, 20ml of ether, and 2ml of water. 10ml of methanol, 15ml of chloroform, 15ml of diethyl ether, and 1ml of water were used for recrystallization, and placed below 0°C, until the cryst...

Embodiment 2

[0056] Example 2: Preparation of Sodium Tanshinone IIA Sulfonate Trihydrate

[0057] According to the above method, change the crystallization solvent to ethanol, chloroform, ether, and water, and the ratio used is similar to the above example. Dry the crystalline solid substance at about 30 ° C for 4 hours to obtain about 0.5 g of orange-red crystals, melting point: 188-193 ℃ (uncorrected); λ H20 max 200, 228nm, 256nm, 271nm, ESI-MS: m / z: 396; EI: m / z: [M-Na] 373, [M+Na] 419; Karl Fischer's method of measuring moisture is 14.07%, thermal analysis: The weight loss of the platform is about 13.22% (13.28% of theoretical value).

Embodiment 3

[0058] Example 3: Preparation of Sodium Tanshinone IIA Sulfonate Anhydrous

[0059] The substance of Example 2 is vacuum-dried at about 80° C. in the presence of phosphorus pentoxide for about 24-72 hours or more to obtain anhydrous matter. The moisture content of the anhydrous matter measured by the Karl Fischer method is generally lower than 1.3%.

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Abstract

The invention relates to a tanshinone derivative as well as preparation and an application thereof. The derivative has good storage stability, and can be applied to preparation of medicaments for treating or preventing coronary heart disease, angina pectoris, myocardial infarction, arrhythmia, ischemic encephalopathy, and peripheral circulation disturbance diseases, such as microcirculation disturbance, hypertension, hyperlipidaemia and other diseases caused by various arteriosclerosis, angiitis and diabetes mellitus.

Description

technical field [0001] The invention relates to the technical field of medicine. Specifically, the present invention provides a tanshinone derivative used for treating cardiovascular and cerebrovascular drugs, and its preparation and use---tanshinone IIA sodium sulfonate hydrate, its preparation method and use. The present invention also relates to the preparation of the tanshinone IIA sodium sulfonate hydrate and its application in the preparation of medicaments for the prevention and treatment of cardiovascular and cerebrovascular diseases. Background technique [0002] Tanshinone Ⅱ A (tanshinone Ⅱ A) is extracted from Chinese traditional medicine Salvia miltiorrhiza. Sodium tanshinone Ⅱ A sulfonate is obtained by sulfonation of Tanshinone Ⅱ A (Tanshinone Ⅱ A) (Acta Chem. Sinica, 1978, 3: 199-206). The drug has strong water solubility and stronger curative effect than Tanshinone Ⅱ A. Sodium tanshinone Ⅱ A sulfonate can significantly inhibit the increase of calcium influx...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J73/00A61K31/58A61P9/10A61P9/06A61P9/12A61P3/06
CPCA61P3/06A61P9/00A61P9/06A61P9/10A61P9/12A61P25/00C07J73/003
Inventor 刘力
Owner 刘力
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