CN103193835A - 一种蔗糖八磺酸酯钠合成及纯化的新方法 - Google Patents
一种蔗糖八磺酸酯钠合成及纯化的新方法 Download PDFInfo
- Publication number
- CN103193835A CN103193835A CN2013101345688A CN201310134568A CN103193835A CN 103193835 A CN103193835 A CN 103193835A CN 2013101345688 A CN2013101345688 A CN 2013101345688A CN 201310134568 A CN201310134568 A CN 201310134568A CN 103193835 A CN103193835 A CN 103193835A
- Authority
- CN
- China
- Prior art keywords
- sucrose
- sodium salt
- triethylamine
- novel method
- dissolving
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 229930006000 Sucrose Natural products 0.000 title claims abstract description 24
- 239000005720 sucrose Substances 0.000 title claims abstract description 24
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 title claims abstract description 22
- 238000000034 method Methods 0.000 title claims abstract description 14
- 159000000000 sodium salts Chemical class 0.000 title claims abstract description 12
- 230000002194 synthesizing effect Effects 0.000 title abstract 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000008213 purified water Substances 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims abstract description 6
- 238000002425 crystallisation Methods 0.000 claims abstract description 6
- 230000008025 crystallization Effects 0.000 claims abstract description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- 239000000047 product Substances 0.000 claims description 11
- 238000003756 stirring Methods 0.000 claims description 11
- YYHPEVZFVMVUNJ-UHFFFAOYSA-N n,n-diethylethanamine;sulfur trioxide Chemical compound O=S(=O)=O.CCN(CC)CC YYHPEVZFVMVUNJ-UHFFFAOYSA-N 0.000 claims description 7
- 238000000967 suction filtration Methods 0.000 claims description 6
- 239000012065 filter cake Substances 0.000 claims description 5
- 238000001291 vacuum drying Methods 0.000 claims description 5
- 238000009413 insulation Methods 0.000 claims description 3
- 239000002131 composite material Substances 0.000 abstract description 2
- 238000002360 preparation method Methods 0.000 abstract description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 abstract 2
- 238000001816 cooling Methods 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 238000011049 filling Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 239000000843 powder Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- 235000013305 food Nutrition 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- ZIJKGAXBCRWEOL-SAXBRCJISA-N Sucrose octaacetate Chemical compound CC(=O)O[C@H]1[C@H](OC(C)=O)[C@@H](COC(=O)C)O[C@@]1(COC(C)=O)O[C@@H]1[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1 ZIJKGAXBCRWEOL-SAXBRCJISA-N 0.000 description 3
- 239000001344 [(2S,3S,4R,5R)-4-acetyloxy-2,5-bis(acetyloxymethyl)-2-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxolan-3-yl] acetate Substances 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000000737 periodic effect Effects 0.000 description 3
- -1 sucrose ester Chemical class 0.000 description 3
- 229940013883 sucrose octaacetate Drugs 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- 241000234314 Zingiber Species 0.000 description 1
- 235000006886 Zingiber officinale Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 235000008397 ginger Nutrition 0.000 description 1
- 231100000652 hormesis Toxicity 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Landscapes
- Saccharide Compounds (AREA)
Abstract
Description
Claims (3)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201310134568.8A CN103193835B (zh) | 2013-04-18 | 2013-04-18 | 一种蔗糖八磺酸酯钠合成及纯化的方法 |
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CN201310134568.8A CN103193835B (zh) | 2013-04-18 | 2013-04-18 | 一种蔗糖八磺酸酯钠合成及纯化的方法 |
Publications (2)
Publication Number | Publication Date |
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CN103193835A true CN103193835A (zh) | 2013-07-10 |
CN103193835B CN103193835B (zh) | 2015-06-24 |
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CN201310134568.8A Active CN103193835B (zh) | 2013-04-18 | 2013-04-18 | 一种蔗糖八磺酸酯钠合成及纯化的方法 |
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108530498A (zh) * | 2018-04-03 | 2018-09-14 | 安徽赛诺制药有限公司 | 一种蔗糖八磺酸酯钾合成及纯化的新方法 |
CN114437149A (zh) * | 2020-11-03 | 2022-05-06 | 江苏开元药业有限公司 | 一种药用辅料盐的关键中间体钙盐的制备方法 |
CN114437148A (zh) * | 2020-11-03 | 2022-05-06 | 江苏开元药业有限公司 | 一种药用辅料的钠盐或钾盐的制备方法 |
CN115974938A (zh) * | 2022-12-19 | 2023-04-18 | 辅必成(上海)医药科技有限公司 | 一种蔗糖七硫酸酯盐的合成方法 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06157576A (ja) * | 1992-11-24 | 1994-06-03 | Mitsubishi Kasei Corp | ショ糖脂肪酸モノエステルの精製方法 |
WO1995034571A2 (en) * | 1994-06-10 | 1995-12-21 | Dumex Alpharma A/S | Drug salts |
WO2011069921A1 (fr) * | 2009-12-07 | 2011-06-16 | Pierre Fabre Dermo-Cosmetique | Sucrose octasulfates de zinc, leur preparation et leurs applications pharmaceutiques et cosmetiques |
CN102917586A (zh) * | 2010-03-31 | 2013-02-06 | Opko健康公司 | 超硫酸化吡喃葡萄糖苷 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES8405811A1 (es) * | 1983-02-03 | 1984-06-16 | Elmu Sa | Procedimiento de obtencion de hexadeca-hidroxitetracosahidroxi 1,3,4,6-tetra-o-sulfo-d-fructofuranosil-d-glucopiranosido tetrakis (hidrogeno-sulfato) (8-) hexadeca aluminio. |
ES532088A0 (es) * | 1984-05-02 | 1985-06-16 | Elmu Sa | Procedimiento de obtencion de hexadeca-u-hidroxitetracosahidroxi-(u8-(1, 3, 5, 6-tetra-o-sulfo-b-d-galactopiranosil-&-d-glucopiranosido tetrakis (hidrogeno-sulfato) (8-))) hexadeca aluminio |
-
2013
- 2013-04-18 CN CN201310134568.8A patent/CN103193835B/zh active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06157576A (ja) * | 1992-11-24 | 1994-06-03 | Mitsubishi Kasei Corp | ショ糖脂肪酸モノエステルの精製方法 |
WO1995034571A2 (en) * | 1994-06-10 | 1995-12-21 | Dumex Alpharma A/S | Drug salts |
WO2011069921A1 (fr) * | 2009-12-07 | 2011-06-16 | Pierre Fabre Dermo-Cosmetique | Sucrose octasulfates de zinc, leur preparation et leurs applications pharmaceutiques et cosmetiques |
CN102917586A (zh) * | 2010-03-31 | 2013-02-06 | Opko健康公司 | 超硫酸化吡喃葡萄糖苷 |
Non-Patent Citations (1)
Title |
---|
KIYOSMGE OCHI,等: "Crystalline Salts of Sucrose Octasulfat", 《CHEM.PHARM.BULL》, vol. 28, no. 2, 31 December 1980 (1980-12-31), pages 638 - 341, XP001208342 * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108530498A (zh) * | 2018-04-03 | 2018-09-14 | 安徽赛诺制药有限公司 | 一种蔗糖八磺酸酯钾合成及纯化的新方法 |
CN114437149A (zh) * | 2020-11-03 | 2022-05-06 | 江苏开元药业有限公司 | 一种药用辅料盐的关键中间体钙盐的制备方法 |
CN114437148A (zh) * | 2020-11-03 | 2022-05-06 | 江苏开元药业有限公司 | 一种药用辅料的钠盐或钾盐的制备方法 |
CN114437148B (zh) * | 2020-11-03 | 2023-12-01 | 江苏开元药业有限公司 | 一种药用辅料的钠盐或钾盐的制备方法 |
CN115974938A (zh) * | 2022-12-19 | 2023-04-18 | 辅必成(上海)医药科技有限公司 | 一种蔗糖七硫酸酯盐的合成方法 |
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Publication number | Publication date |
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CN103193835B (zh) | 2015-06-24 |
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C06 | Publication | ||
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C53 | Correction of patent of invention or patent application | ||
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Address after: 238251 Anhui Province, Ma'anshan city and county of Wujiang fine chemical base Anhui cinorch Pharmaceutical Chemical Co. Ltd. Applicant after: FARMASINO PHARMACEUTICAL (ANHUI) CO.,LTD. Applicant after: FARMASINO PHARMACEUTICALS (JIANGSU) CO.,LTD. Address before: 238251 Anhui Province, Ma'anshan city and county of Wujiang fine chemical base Anhui cinorch Pharmaceutical Chemical Co. Ltd. Applicant before: FarmaSino Pharmaceuticals (Anhui) Co.,Ltd. Applicant before: FARMASINO PHARMACEUTICALS (JIANGSU) CO.,LTD. |
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Free format text: CORRECT: APPLICANT; FROM: ANHUI SAINUO PHARMACEUTICAL CHEMICALS CO., LTD. TO: ANHUI SAINUO PHARMACEUTICAL CO., LTD. |
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C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
CP01 | Change in the name or title of a patent holder | ||
CP01 | Change in the name or title of a patent holder |
Address after: 238251 Anhui sanuo Pharmaceutical Chemical Co., Ltd., Wujiang fine chemical base, he County, Ma'anshan City, Anhui Province Patentee after: FARMASINO PHARMACEUTICAL (ANHUI) Co.,Ltd. Patentee after: Jiangsu Kaiyuan Pharmaceutical Co.,Ltd. Address before: 238251 Anhui sanuo Pharmaceutical Chemical Co., Ltd., Wujiang fine chemical base, he County, Ma'anshan City, Anhui Province Patentee before: FARMASINO PHARMACEUTICAL (ANHUI) Co.,Ltd. Patentee before: FARMASINO PHARMACEUTICALS (JIANGSU) Co.,Ltd. |
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Effective date of registration: 20210825 Address after: 210033 9th floor, F6 building, No.9, Weidi Road, Qixia District, Nanjing City, Jiangsu Province Patentee after: SKYRUN PHARMA Co.,Ltd. Address before: 238251 Anhui sanuo Pharmaceutical Chemical Co., Ltd., Wujiang fine chemical base, he County, Ma'anshan City, Anhui Province Patentee before: FARMASINO PHARMACEUTICAL (ANHUI) Co.,Ltd. Patentee before: Jiangsu Kaiyuan Pharmaceutical Co.,Ltd. |
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Effective date of registration: 20240326 Address after: 234000, No. 368 Jinjiang Fifth Road, Economic Development Zone, Suzhou City, Anhui Province Patentee after: Kaiyuan Pharmaceutical (Anhui) Co.,Ltd. Country or region after: China Address before: 210033 9th floor, F6 building, No.9, Weidi Road, Qixia District, Nanjing City, Jiangsu Province Patentee before: SKYRUN PHARMA Co.,Ltd. Country or region before: China |