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Crystal form I of curcumin derivative as well as preparation method and application thereof

A technology of curcumin derivatives and crystal forms, applied in the field of medicine, can solve problems such as no reported crystal forms, and achieve the effects of good stability, excellent fluidity and weak hygroscopicity

Active Publication Date: 2019-12-27
WENZHOU MEDICAL UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] C66 is currently in the development stage, we have not reported any crystal form

Method used

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  • Crystal form I of curcumin derivative as well as preparation method and application thereof
  • Crystal form I of curcumin derivative as well as preparation method and application thereof
  • Crystal form I of curcumin derivative as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1 Preparation of crystal form I of curcumin derivative (C66)

[0033]2.4 g of curcumin derivative (C66) was added to 60 mL of methanol, and after stirring at room temperature for 2 hours, 40 mL was taken out and filtered with a 0.22 μm filter. The filtrate was placed in a fume hood to allow it to volatilize naturally under atmospheric conditions at room temperature (temperature: 25°C to 35°C, relative humidity: 35% to 65%. The same below). The precipitated solid was suction filtered and dried in vacuo. The obtained solid was subjected to XRPD, DSC, TGA and other experiments.

Embodiment 2

[0034] Example 2 Preparation of crystal form I of curcumin derivative (C66)

[0035] 2.0 g of the curcumin derivative (C66) was added to 50 mL of acetone, stirred at room temperature for 2 hours, and then filtered through a 0.22 μm filter. The filtrate was placed in a fume hood and allowed to evaporate naturally at room temperature. The precipitated solid was suction filtered and dried in vacuo. The obtained solid was subjected to XRPD, DSC, TGA and other experiments.

Embodiment 3

[0036] Example 3 Preparation of crystal form I of curcumin derivative (C66)

[0037] 3.0 g of the curcumin derivative (C66) was added to 30 mL of methanol, stirred at room temperature for 2 hours, and then filtered through a 0.22 μm filter. Take 20 mL of the filtrate, add 20 mL of ethanol, mix evenly, and place it in a fume hood to allow it to volatilize naturally at room temperature. The precipitated solid was suction filtered and dried in vacuo. The obtained solid was subjected to XRPD, DSC, TGA and other experiments.

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Abstract

The invention discloses a crystal form I of a curcumin derivative (C66) as well as a preparation method and application of the crystal form I, and belongs to the field of pharmaceutical chemicals. AnX-ray powder diffraction pattern of the crystal form I comprises the following characteristic peaks measured at the reflection angle of 2[theta]: 8.4 + / - 0.2 degrees, 11.5 + / - 0.2 degrees, 13.1 + / - 0.1 degrees, 16.6 + / - 0.2 degrees, 18.8 + / - 0.1 degrees (maximum peak of relative strength) and 21.2 + / - 0.1 degrees. Meanwhile, no sharp diffraction peak exists at the positions of 33.5 + / - 0.2 degreesand 38.1 + / - 0.2 degrees. Compared with other four crystal forms, the crystal form I is the most stable crystal form in thermodynamics. Meanwhile, the powder of the crystal form I is good in flowability, has no or almost no hygroscopicity, can keep stable after being placed for 2 weeks under high-temperature and high-humidity conditions, has good preparation processability, and has important application significance in next-step drug development.

Description

technical field [0001] The invention belongs to the field of medicine, and in particular relates to a crystal form I of a curcumin derivative (C66) and a preparation method and application thereof. Background technique [0002] Diabetes and its chronic complications have seriously affected human health and quality of life. In recent years, the incidence of diabetes has been on the rise. The worldwide prevalence of diabetes in all age groups was 2.8% in 2000 and is projected to be 4.4% by 2030. The number of people with diabetes will increase from 171 million in 2000 to 250 million today, and is expected to rise to 333 million in 2030. In recent years, the incidence of diabetes in China has been rising. According to the epidemiological survey and statistics of the Diabetes Branch of the Chinese Medical Association, the number of people with diabetes in my country has reached 93 million, ranking first in the world. an important issue of health and social development. [000...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/81C07C49/697A61P3/10A61P13/12A61P9/12A61P31/20A61P37/08
CPCC07C49/697A61P3/10A61P13/12A61P9/12A61P31/20A61P37/08C07B2200/13C07C49/255
Inventor 梁广伍文奇钱建畅吴迪王怡
Owner WENZHOU MEDICAL UNIV
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