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Tretinoin crystal form A and preparation method thereof

A technology of retinoic acid and crystal form, applied in the field of medicine

Active Publication Date: 2018-10-23
上海葆隆生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

There is no report about the crystal form of tretinoin

Method used

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  • Tretinoin crystal form A and preparation method thereof
  • Tretinoin crystal form A and preparation method thereof
  • Tretinoin crystal form A and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1 Preparation of Retinoic Acid Crystal Form A

[0032] Weigh 5.0 g of tretinoin (prepared with reference to the method disclosed in CN102558007A, the same below), add 50 ml of ethyl acetate, heat to reflux to dissolve, cool naturally to room temperature while stirring, precipitate solids, and continue cooling to 0-5°C , and then keep warm for 1 hour. Filter and dry to obtain light yellow crystalline powder with a yield of 85%. The crystalline powder is confirmed as retinoic acid crystal form A by XRPD, and the X-ray powder diffraction pattern is as attached figure 1 As shown, the infrared spectrum is attached as figure 2 shown.

Embodiment 2

[0033] Preparation of Example 2 Retinoic Acid Crystal Form A

[0034] Weigh 5.0g tretinoin, add 100ml of methanol, heat to reflux to dissolve, then cool naturally to room temperature with stirring, precipitate solid, continue to cool to 0-5°C, and keep warm for 1 hour. Filter and dry to obtain a yellow crystalline powder, which is confirmed as retinoic acid crystal form A by XRPD, with a yield of 78%.

Embodiment 3

[0035] Preparation of embodiment 3 dimension A acid crystal form A

[0036] Weigh 5.0g tretinoin, add 100ml of ethanol, heat to reflux to dissolve, then cool naturally to room temperature while stirring, and solid precipitates, continue cooling to 0-5°C, and keep warm for 1 hour. Filter and dry to obtain a yellow crystalline powder, which is confirmed as retinoic acid crystal form A by XRPD, with a yield of 82%.

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PUM

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Abstract

The invention discloses Tretinoin crystal form A and a preparation method thereof. A powder X-diffraction pattern of the Tretinoin crystal form A has characteristic peaks at diffraction angle 2Theta of 13.26+ / -0.2, 14.56+ / -0.2, 15.34+ / -0.2, 19.90+ / -0.2, 20.60+ / -0.2, 22.66+ / -0.2, 24.84+ / -0.2, 27.18+ / -0.2 degrees. The Tretinoin crystal form A has good stability, and is extremely important for producing a high-quality medicine. In the range of process parameters described in the preparation method, a plurality of batches are repeated, and the reproducibility is excellent.

Description

technical field [0001] The invention belongs to the technical field of medicine, and more specifically relates to crystal form A of tretinoin and its preparation method, a pharmaceutical composition containing it and its preparation for treating acne vulgaris, psoriasis, ichthyosis, and lichen planus. , Pityriasis pilaris, follicular keratosis, squamous cell carcinoma or melanoma drugs. Background technique [0002] Tretinoin, chemical name (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexenyl)-2,4,6 , 8-nonadronic acid, is a drug for the treatment of acne vulgaris, psoriasis, ichthyosis, lichen planus, pityriasis erythema pilaris, keratosis pilaris, squamous cell carcinoma and melanoma. A prescription formulation developed by Roche. [0003] [0004] Retinoic acid is a cell-inducing differentiation drug. By regulating the mitosis of epidermal cells and the renewal of epidermal cells, it can promote normal keratinization and affect epithelial metabolism. Some acnes...

Claims

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Application Information

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IPC IPC(8): C07C403/20A61K31/203A61P17/06A61P35/00A61P17/00A61P17/10
CPCA61P17/00A61P17/06A61P17/10A61P35/00C07B2200/13C07C403/20C07C2601/16
Inventor 朱高军赵士峰黄平刘勇
Owner 上海葆隆生物科技有限公司
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