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Dehydro-tanshinone IIA sulfoacid and application thereof

A technology of hydrogen salvia miltiorrhiza and tanshinone, which is applied in the field of medicine, can solve the problems of effective monitoring, impurities, and high content, and achieve the effect of ensuring safety and effectiveness

Active Publication Date: 2012-07-11
JIANGSU CAREFREE PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

After long-term research, it was found that Tanshinone IIA Sodium Sulfonate Injection (commercially available) contained impurities in the long-term reserved samples at room temperature, and the content was relatively high. monitor

Method used

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  • Dehydro-tanshinone IIA sulfoacid and application thereof
  • Dehydro-tanshinone IIA sulfoacid and application thereof
  • Dehydro-tanshinone IIA sulfoacid and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Example 1 The separation and preparation of dehydrotanshinone IIA sodium sulfonate

[0020] The preparation method of dehydrotanshinone IIA sodium sulfonate:

[0021] a) Take 0.5 g of tanshinone IIA sodium sulfonate raw material, add it to methanol, stir and dissolve, and prepare a sample on a silica gel plate;

[0022] b) Expand the silica gel plate with chloroform / methanol (5:1), there is another dark spot under the dark spot of sodium tanshinone IIA sulfonate, scrape this dark spot and elute with methanol;

[0023] c) Concentrate the eluent, prepare a silica gel plate and load the sample, develop with chloroform / methanol (10:1), scrape the dark spots and elute with methanol, evaporate the eluent to dryness, and repeat the operation many times to obtain the compound dehydrogenation Sodium Tanshinone IIA Sulfonate. 1 H-NMR (CDCl 3 ): δ7.90(d, 1H), 7.75(d, 1H), 7.71(s, 1H), 6.35(s, 1H), 2.47(s, 3H), 2.31(s, 2H), 1.31(s, 6H).

Embodiment 2

[0024] Example 2 The separation and preparation of dehydrotanshinone IIA sulfonic acid

[0025] The preparation method of dehydrotanshinone IIA sulfonic acid:

[0026] a) Take 0.5 g of sodium tanshinone IIA sulfonate raw material, add it to methanol, add a little hydrochloric acid dropwise, stir and dissolve, and prepare a sample on a silica gel plate;

[0027] b) Expand the silica gel plate with chloroform / methanol (8:1), there is another dark spot under the dark spot of the raw material, scrape this dark spot and elute with methanol;

[0028] c) Concentrate the eluent, prepare a silica gel plate and load the sample, develop with chloroform / methanol (15:1), scrape the dark spots and elute with methanol, evaporate the eluent to dryness, and repeat the operation many times to obtain the compound dehydrogenation Tanshinone IIA sulfonic acid.

Embodiment 3

[0029] Embodiment 3 Synthesis of dehydrotanshinone IIA sodium sulfonate

[0030] Take about 100 mg of dehydrotanshinone IIA sulfonic acid, add methanol until just dissolved, then add an appropriate amount of sodium bicarbonate, stir, filter, spin the filtrate, and recrystallize from methanol to obtain the compound shown in formula II.

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PUM

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Abstract

The invention discloses dehydro-tanshinone IIA sulfoacid of which the constitutional formula is that: the formula I discloses application of the dehydro-tanshinone IIA sulfoacid and sodium salt thereof as impurity reference substance in examination of substances relative to a tanshinone IIA sodium sulfonate raw material and preparation. The tanshinone IIA sodium sulfonate preparation is a high-capacity injecta for a tanshinone IIA sodium sulfonate hydro-acupuncture, a tanshinone IIA sodium sulfonate lyophilized injectable powder puncture, or tanshinone IIA sodium sulfonate, and a solid oral agent of the tanshinone IIA sodium sulfonate. The application of the dehydro-tanshinone IIA sulfoacid effectively controls the substances relative to the tanshinone IIA sodium sulfonate raw material and the preparation so as to ensure safety and effectiveness in clinic use of the tanshinone IIA sodium sulfonate preparation.

Description

technical field [0001] The invention relates to the use of dehydrotanshinone IIA sulfonic acid and its sodium salt, especially its application as an impurity reference substance in the inspection of related substances of tanshinone IIA sodium sulfonate raw material and preparation, and belongs to the technical field of medicine. Background technique [0002] The ester-soluble components of Salvia miltiorrhiza contain tanshinone ⅡA, cryptotanone and others. There are many reports on its pharmacological effects, especially tanshinone ⅡA, which has a wide range of pharmacological effects and a wide range of clinical applications. It can be used to treat coronary heart disease, angina pectoris, myocardial infarction, virus Chronic myocarditis, arrhythmia, cerebrovascular disease: insufficient cerebral blood supply, cerebral thrombosis, cerebral infarction, hepatitis: acute and chronic hepatitis, chronic active hepatitis, early liver cirrhosis, pulmonary heart disease, bronchial a...

Claims

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Application Information

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IPC IPC(8): C07J73/00A61K31/58G01N30/00
Inventor 秦引林
Owner JIANGSU CAREFREE PHARM CO LTD
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