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Adenosine cyclophosphate double-molecule meglumine compound and preparation method thereof

A technology for adenosine cyclophosphate and a compound, which is applied in the field of adenosine cyclophosphate dimeglumine compound and its preparation, can solve the problems of increased impurities, inability to use oral preparations, insufficient water solubility, etc., and achieves a simple and stable preparation method. Good results

Active Publication Date: 2014-07-30
宁辉
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, its water solubility and stability are still insufficient, and the impurities increase significantly during long-term storage, and its water solubility is not enough, so it cannot be used for oral preparations, etc.

Method used

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  • Adenosine cyclophosphate double-molecule meglumine compound and preparation method thereof
  • Adenosine cyclophosphate double-molecule meglumine compound and preparation method thereof
  • Adenosine cyclophosphate double-molecule meglumine compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Embodiment 1. cyclic adenosine monophosphate dimeglumine and its preparation

[0025] Add 0.30g (0.911mmol) of cyclic adenosine monophosphate into 20ml of ethanol, stir and heat to completely dissolve, add 0.49g (2.53mmol) of meglumine, slowly add and stir, and heat at 65°C for 1.8 hours after completion , until the solution was clarified, freeze-dried to obtain 0.607 g of adenosine cyclic monophosphate dimglumine as a white powder (yield: 93.5%).

[0026] 1 HNMR (DMSO-d 6 )δ(ppm): 0.767~0.785(4H, t), 1.134~1.160(21H, m), 1.450~1.466(4H, m), 2.514(4H, s), 2.815~2.843(2H, m), 2.946 ~2.997(2H, m), 3.312~3.319(4H, m), 3.385~3.427(8H, m), 3.640~3.654(6H, m), 3.835~3.844(2H, m), 3.931~3.952(4H, m), 4.154 (2H, s), 4.371 (2H, s), 6.658~6.616 (6H, m), 7.082 (2H, d).

[0027] 13 CNMR (DMSO-d 6 )δ (ppm): 13.967, 22.117, 25.597, 29.137, 31.289, 33.289, 51.435, 53.465, 63.461, 66.956, 67.719, 68.864, 70.283, 113.474, 121.044, 130.344, 16.141

Embodiment 2

[0028] Embodiment 2. cyclic adenosine monophosphate dimeglumine and its preparation

[0029] Add 0.50g (1.519mmol) of cyclic adenosine monophosphate into 35ml of water, stir and heat to dissolve completely, add 1.20g (6.148mmol) of meglumine to it, slowly add and stir, and heat at 70°C for 0.8 hours after completion, After the solution was clarified, freeze-dried to obtain 0.987 g of adenosine cyclic monophosphate dimglumine as a white powder (yield: 90.8%).

[0030] The adenosine cyclic monophosphate dimeglumine or its hydrate prepared above was analyzed by H-NMR and C-NMR spectra, which were consistent with those in Example 1.

Embodiment 3

[0031] Embodiment 3. Stability accelerated test

[0032] Cyclic adenosine monophosphate usually decomposes at high temperature to produce impurities, which are collectively referred to as total related substances. Under high temperature conditions, the content of total related substances is determined to analyze its stability.

[0033] Take an appropriate amount of adenosine dimeglumine in a 50°C oven, take samples on the 5th and 10th day respectively, and determine the total related substances therein.

[0034] It was analyzed by high performance liquid chromatography, and the test results are shown in Table 1.

[0035] Table 1

[0036]

[0037]

[0038] The measurement results showed that the content of total related substances increased when adenosine dimglumine was stored at a high temperature of 50°C for 10 days, but most of them remained stable, which was more stable than adenosine monophosphate meglumine.

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Abstract

The invention relates to an adenosine cyclophosphate double-molecule meglumine compound and a preparation method thereof, and provides a compound formed by 1 molecule of adenosine cyclophosphate and 2 molecules of meglumine, a preparation method thereof and a medicinal composition comprising the denosine cyclophosphate double-molecule meglumine compound. The water solubility and the stability of the compound are more excellent than those of the conventional compounds.

Description

technical field [0001] The invention relates to a cyclic adenosine monophosphate dimeglumine compound and a preparation method thereof, belonging to the field of pharmaceutical chemical synthesis. Background technique [0002] Cyclic adenosine monophosphate is a protein kinase activator and belongs to the derivatives of nucleotides. It is an important substance with physiological activity that widely exists in the human body. It is produced by adenosine triphosphate under the catalysis of adenylyl cyclase and can regulate various functional activities of cells. As the second messenger of hormones, it plays the role of hormones in regulating physiological functions and substance metabolism in cells, changes the function of cell membranes, and promotes calcium ions in the sarcoplasmic substance to enter muscle fibers, thereby enhancing myocardial contraction and promoting the activity of respiratory chain oxidases , Improve myocardial hypoxia, relieve symptoms of coronary hea...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H19/213C07C215/10C07H1/00C07C213/08A61K31/7076A61P9/04A61P9/10A61P9/06
Inventor 宁辉
Owner 宁辉