CN102702005A - Trans-tranexamic acid purifying method - Google Patents
Trans-tranexamic acid purifying method Download PDFInfo
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- CN102702005A CN102702005A CN2012102058031A CN201210205803A CN102702005A CN 102702005 A CN102702005 A CN 102702005A CN 2012102058031 A CN2012102058031 A CN 2012102058031A CN 201210205803 A CN201210205803 A CN 201210205803A CN 102702005 A CN102702005 A CN 102702005A
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- tranexamic acid
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Abstract
The invention discloses a trans-tranexamic acid purifying method, belongs to the technical field of medicine and particularly relates to a separation and purification method of a substance. The trans-tranexamic acid purifying method comprises the following steps: firstly, mixing a mixture of trans-tranexamic acid and cis-tranexamic acid with purified water, and heating to form an aqueous solution of the trans-tranexamic acid and the cis-tranexamic acid; secondly, cooling and filtering the aqueous solution of the trans-tranexamic acid and the cis-tranexamic acid to obtain a damp tranexamic acid mixture; and finally, mixing the damp tranexamic acid mixture with purified water, heating, regulating the pH value, adding active carbon, filtering, cooling and crystallizing a filtrate, filtering, drying a solid to obtain white crystals of the trans-tranexamic acid. According to the trans-tranexamic acid purifying method, the purity of the obtained trans-tranexamic acid is greatly improved and the trans-tranexamic acid with the purity of not less than 99% can be obtained; a solvent can be recycled; and the trans-tranexamic acid purifying method is simple in operation, low in pollution and low in cost and is applicable to industrial production.
Description
Technical field
The invention belongs to medical technical field, particularly the separating and purifying method of material.
Background technology
Tranexamic acid, chemical name: 4-aminomethyl naphthenic acid, another name: tranamic acid; English name: Tranexamic Acid, molecular formula: C
8H
15NO
2Structural formula is following:
Molecular weight: 157.21.Pure article tranexamic acid is a white crystalline powder, odorless, mildly bitter flavor; In water, be prone to dissolve, almost insoluble in ethanol, acetone, trichloromethane.Tranexamic acid is mainly used in styptic and the daily chemical products.
In the tranexamic acid existing manufacturing technique; Cis-isomeride is to be converted into trans tranexamic acid fully; And at present in the same industry purifying technique of tranexamic acid mainly what adopt along the tranexamic acid mixture is that alcohol dashes the method for analysing from anti-, gained tranexamic acid content is on the low side, needs repeatedly refining.
Summary of the invention
The technical problem that the present invention will solve is: propose a kind of simple to operate, cost is low, it is little of anti-method along the trans tranexamic acid of purifying the tranexamic acid mixture to pollute.
The present invention includes following steps:
1) will instead mix with purified water, be heated to 40～100 ℃, make anti-suitable tranexamic acid dissolving, form anti-along the tranexamic acid aqueous solution along the tranexamic acid mixture; Said anti-suitable tranexamic acid mixture is 1 ︰ 1～10 with the mixing quality ratio of purified water;
2) with after instead being cooled to-10～5 ℃, filter, get the damp article of tranexamic acid mixture along the tranexamic acid aqueous solution;
3) tranexamic acid mixture tide article are mixed with the mass ratio of purified water with 1 ︰ 0.5～10, be heated to 55～100 ℃ after, adjusting PH to 3～9 add gac then, filtrating is got in filtration;
4) filtrating of step 3) being obtained is cooled to-15～5 ℃ of post crystallizations, through filtering, gets solid in the oven dry down of 95～105 ℃ of temperature condition, obtains trans tranexamic acid white crystals.
Above technology of the present invention significantly improves the trans tranexamic acid purity of gained, can obtain purity and be not less than 99% trans tranexamic acid, and solvent is also capable of circulation to be applied mechanically, simple to operate, pollutes for a short time, and cost is low, is suitable for suitability for industrialized production.
In addition, in step 1), said anti-suitable tranexamic acid mixture is 1:2～8 with the mixing quality ratio of purified water.
In step 1), the temperature of heating for dissolving is 65～85 ℃.
In step 2) in, after instead being cooled to-5～2 ℃, filter along the tranexamic acid aqueous solution.
In step 3), said tranexamic acid mixture tide article are 1:1～8 with the mixing quality ratio of purified water, and the temperature of said heating is 60～85 ℃; Said PH is adjusted to 5～8.
In step 3), said tranexamic acid mixture tide article are 1:3～6 with the mixing quality ratio of purified water, and the temperature of said heating is 60～75 ℃, and said PH is adjusted to 6～7.5.
In step 4), the filtrating that step 3) is obtained is cooled to-10～-5 ℃ of post crystallizations.
Embodiment
Below come further to illustrate content of the present invention through instance, but the embodiment that is provided should not be understood that protection domain of the present invention is constituted restriction.
The molecular structural formula of trans tranexamic acid is:
The molecular structural formula of cis tranexamic acid is:
Embodiment 1:
Throw 50g and throw in the 150g purified water, stir and be warming up to 70 ℃, be incubated 30min, bathe with cryosel and be cooled to 2 ℃, filter, get damp article 55g, the filtrating recovery along anti-tranexamic acid mixture (wherein, suitable anti-mass ratio is 25 ︰ 75); Gained tide article are put in the 165g purified water, heated up and stir, when temperature rose to 75 ℃, solution dissolved clear; Add sulfuric acid and regulate PH to 6, add 2g activated carbon decolorizing insulation 30min, filter, filtrating is cooled to-10 ℃; Filter, filtrating is applied mechanically, and the gained solid gets trans tranexamic acid 25g in the oven dry down of 95～105 ℃ of temperature condition; Yield 50%, wherein cis tranexamic acid content is 0.05%, product purity 99.8%.
Embodiment 2:
The suitable anti-tranexamic acid mixture of throwing 50g (suitable: instead=25:75) throw in the 100g purified water, stir and be warming up to 75 ℃, insulation 30min is cooled to-5 ℃ with the cryosel bath, and filtration gets damp article 62g, and filtrating is reclaimed; Gained tide article are put in the 250g purified water, heated up and stir, when temperature rose to 65 ℃, solution dissolved clear; Add sulfuric acid and regulate PH to 6.5, add 2g activated carbon decolorizing insulation 30min, filter, filtrating is cooled to-5 ℃; Filter, filtrating is applied mechanically, and the gained solid gets trans tranexamic acid 22g in the oven dry down of 95～105 ℃ of temperature condition; Yield 44%, wherein cis tranexamic acid content is 0.03%, product purity 99.6%.
Embodiment 3:
The suitable anti-tranexamic acid mixture of throwing 50g (suitable: instead=20:80) throw into 100g to apply mechanically in the mother liquor, stir and be warming up to 85 ℃, insulation 30min is cooled to-5 ℃ with the cryosel bath, and filtration gets damp article 65g, and filtrating is reclaimed; Gained tide article are put in the 280g purified water, heated up and stir, when temperature rose to 65 ℃, solution dissolved clear; Add sulfuric acid and regulate PH to 7.5, add 2g activated carbon decolorizing insulation 30min, filter, filtrating is cooled to-10 ℃; Filter, filtrating is applied mechanically, and the gained solid gets trans tranexamic acid 35g in the oven dry down of 95～105 ℃ of temperature condition; Yield 70%, wherein cis tranexamic acid content is 0.08%, product purity 99.4%.
Embodiment 4:
The suitable anti-tranexamic acid mixture of throwing 50g (suitable: instead=20:80) throw into 250g to apply mechanically in the mother liquor, stir and be warming up to 65 ℃, insulation 30min is cooled to-2 ℃ with the cryosel bath, and filtration gets damp article 72g, and filtrating is reclaimed; Gained tide article are put in the 400g purified water, heated up and stir, when temperature rose to 70 ℃, solution dissolved clear; Add sulfuric acid and regulate PH to 7.5, add 2g activated carbon decolorizing insulation 30min, filter, filtrating is cooled to-10 ℃; Filter, filtrating is applied mechanically, and the gained solid gets trans tranexamic acid 39g in the oven dry down of 95～105 ℃ of temperature condition; Yield 78%, wherein cis tranexamic acid content is 0.06%, product purity 99.5%.
Claims (7)
1. one kind from anti-method along the trans tranexamic acid of purifying the tranexamic acid mixture, it is characterized in that may further comprise the steps:
1) will instead mix with purified water, be heated to 40～100 ℃, make anti-suitable tranexamic acid dissolving, form anti-along the tranexamic acid aqueous solution along the tranexamic acid mixture; Said anti-suitable tranexamic acid mixture is 1 ︰ 1～10 with the mixing quality ratio of purified water;
2) with after instead being cooled to-10～5 ℃, filter, get the damp article of tranexamic acid mixture along the tranexamic acid aqueous solution;
3) tranexamic acid mixture tide article are mixed with the mass ratio of purified water with 1 ︰ 0.5～10, be heated to 55～100 ℃ after, adjusting PH to 3～9 add gac then, filtrating is got in filtration;
4) filtrating of step 3) being obtained is cooled to-15～5 ℃ of post crystallizations, through filtering, gets solid in the oven dry down of 95～105 ℃ of temperature condition, obtains trans tranexamic acid white crystals.
2. according to the said method of claim 1, it is characterized in that in step 1) that said anti-suitable tranexamic acid mixture is 1:2～8 with the mixing quality ratio of purified water.
3. according to claim 1 or 2 said methods, it is characterized in that in step 1) that the temperature of heating for dissolving is 65～85 ℃.
4. according to the said method of claim 1, it is characterized in that in step 2) in, after instead being cooled to-5～2 ℃, filter along the tranexamic acid aqueous solution.
5. according to the said method of claim 1, it is characterized in that in step 3) that said tranexamic acid mixture tide article are 1:1～8 with the mixing quality ratio of purified water, the temperature of said heating is 60～85 ℃; Said PH is adjusted to 5～8.
6. according to the said method of claim 5, it is characterized in that in step 3) that said tranexamic acid mixture tide article are 1:3～6 with the mixing quality ratio of purified water, the temperature of said heating is 60～75 ℃, and said PH is adjusted to 6～7.5.
7. according to the said method of claim 1, it is characterized in that in step 4) that the filtrating that step 3) is obtained is cooled to-10～-5 ℃ of post crystallizations.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012102058031A CN102702005A (en) | 2012-06-21 | 2012-06-21 | Trans-tranexamic acid purifying method |
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|---|---|---|---|
| CN2012102058031A CN102702005A (en) | 2012-06-21 | 2012-06-21 | Trans-tranexamic acid purifying method |
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| CN102702005A true CN102702005A (en) | 2012-10-03 |
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| CN2012102058031A Pending CN102702005A (en) | 2012-06-21 | 2012-06-21 | Trans-tranexamic acid purifying method |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114225929A (en) * | 2021-12-29 | 2022-03-25 | 江苏天和制药有限公司 | Catalyst, application and preparation method of trans-tranexamic acid |
| CN114380707A (en) * | 2022-01-20 | 2022-04-22 | 南京科瑞健医药科技有限公司 | Preparation method of trans-tranexamic acid |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3839429A (en) * | 1972-01-07 | 1974-10-01 | Daiichi Seiyaku Co | Process for the purification of trans-4-aminomethyl-cyclohexane carboxylic acid |
| CN1524847A (en) * | 2003-02-28 | 2004-09-01 | 湖南洞庭药业股份有限公司 | Producing method of of tranexamic acid |
| US20050222255A1 (en) * | 2002-03-12 | 2005-10-06 | Shionogi & Co., Ltd. | Process for producing trans-4-amino-1-cyclohexanecarboxilic acid derivative |
| JP2008260757A (en) * | 2007-03-08 | 2008-10-30 | Daiichi Sankyo Co Ltd | Method for producing 4-cyanocyclohexane-1-carboxylic acid |
-
2012
- 2012-06-21 CN CN2012102058031A patent/CN102702005A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3839429A (en) * | 1972-01-07 | 1974-10-01 | Daiichi Seiyaku Co | Process for the purification of trans-4-aminomethyl-cyclohexane carboxylic acid |
| US20050222255A1 (en) * | 2002-03-12 | 2005-10-06 | Shionogi & Co., Ltd. | Process for producing trans-4-amino-1-cyclohexanecarboxilic acid derivative |
| CN1524847A (en) * | 2003-02-28 | 2004-09-01 | 湖南洞庭药业股份有限公司 | Producing method of of tranexamic acid |
| JP2008260757A (en) * | 2007-03-08 | 2008-10-30 | Daiichi Sankyo Co Ltd | Method for producing 4-cyanocyclohexane-1-carboxylic acid |
Non-Patent Citations (1)
| Title |
|---|
| 黄伟文: "止血环酸顺反异构体的分离", 《医药工业》, no. 6, 30 June 1979 (1979-06-30), pages 13 - 14 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114225929A (en) * | 2021-12-29 | 2022-03-25 | 江苏天和制药有限公司 | Catalyst, application and preparation method of trans-tranexamic acid |
| CN114380707A (en) * | 2022-01-20 | 2022-04-22 | 南京科瑞健医药科技有限公司 | Preparation method of trans-tranexamic acid |
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Application publication date: 20121003 |