JP2007070303A - α−リポ酸アルカリ塩の製法 - Google Patents
α−リポ酸アルカリ塩の製法 Download PDFInfo
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- JP2007070303A JP2007070303A JP2005260797A JP2005260797A JP2007070303A JP 2007070303 A JP2007070303 A JP 2007070303A JP 2005260797 A JP2005260797 A JP 2005260797A JP 2005260797 A JP2005260797 A JP 2005260797A JP 2007070303 A JP2007070303 A JP 2007070303A
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- JP
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- Prior art keywords
- lipoic acid
- concentration
- salt
- alkali salt
- acid
- 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.)
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- AGBQKNBQESQNJD-UHFFFAOYSA-N alpha-Lipoic acid Natural products OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 title claims abstract description 63
- 235000019136 lipoic acid Nutrition 0.000 title claims abstract description 63
- 229960002663 thioctic acid Drugs 0.000 title claims abstract description 63
- -1 alpha-LIPOIC ACID ALKALI SALT Chemical class 0.000 title claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 19
- AGBQKNBQESQNJD-SSDOTTSWSA-N (R)-lipoic acid Chemical compound OC(=O)CCCC[C@@H]1CCSS1 AGBQKNBQESQNJD-SSDOTTSWSA-N 0.000 claims abstract description 43
- 239000007864 aqueous solution Substances 0.000 claims abstract description 11
- 239000012736 aqueous medium Substances 0.000 claims abstract description 9
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 6
- 239000007787 solid Substances 0.000 claims abstract description 5
- 238000001694 spray drying Methods 0.000 claims abstract description 5
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract description 3
- 229910000272 alkali metal oxide Inorganic materials 0.000 claims abstract description 3
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims abstract description 3
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 11
- 238000000034 method Methods 0.000 abstract description 6
- 239000000243 solution Substances 0.000 abstract description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract description 3
- 230000007794 irritation Effects 0.000 abstract description 3
- 210000004400 mucous membrane Anatomy 0.000 abstract description 3
- 210000002784 stomach Anatomy 0.000 abstract description 3
- 239000011593 sulfur Substances 0.000 abstract description 3
- 229910052717 sulfur Inorganic materials 0.000 abstract description 3
- 230000009965 odorless effect Effects 0.000 abstract description 2
- 239000002253 acid Substances 0.000 abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 239000008399 tap water Substances 0.000 description 4
- 235000020679 tap water Nutrition 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000003826 tablet Substances 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 230000023852 carbohydrate metabolic process Effects 0.000 description 1
- 235000021256 carbohydrate metabolism Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000005515 coenzyme Substances 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 210000003470 mitochondria Anatomy 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 235000020939 nutritional additive Nutrition 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
Images
Landscapes
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Abstract
【解決手段】 α−リポ酸とアルカリ金属又はアルカリ土類金属の水酸化物を、α−リポ酸としての濃度が10重量%以下の水性媒体中で反応させて中和することを特徴とするα−リポ酸アルカリ塩の製法。α−リポ酸とアルカリ金属の水酸化物を、α−リポ酸としての濃度が10重量%以下の水性媒体中で反応させて中和し、その水溶液から噴霧乾燥法によって固体とする。
【選択図】 図1
Description
y=0.0019x4-0.0759x3+0.6577x2-1.5541x+99.963
この方程式を利用すると、以下の表2に示すように、10重量%以下の場合には含量90%以上を確保しており、工業的に有益であると考えられ、6重量%以下の場合には含量100%以上を確保しており、さらに有益であると考えられる。
Claims (2)
- α−リポ酸とアルカリ金属又はアルカリ土類金属の水酸化物を、α−リポ酸としての濃度が10重量%以下の水性媒体中で反応させて中和することを特徴とするα−リポ酸アルカリ塩の製法。
- α−リポ酸とアルカリ金属の水酸化物を、α−リポ酸としての濃度が10重量%以下の水性媒体中で反応させて中和し、その水溶液から噴霧乾燥法によって固体とすることを特徴とするα−リポ酸アルカリ塩の製法。
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JP2005260797A JP4951226B2 (ja) | 2005-09-08 | 2005-09-08 | α−リポ酸アルカリ塩の製法 |
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JP2005260797A JP4951226B2 (ja) | 2005-09-08 | 2005-09-08 | α−リポ酸アルカリ塩の製法 |
Publications (2)
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JP2007070303A true JP2007070303A (ja) | 2007-03-22 |
JP4951226B2 JP4951226B2 (ja) | 2012-06-13 |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPWO2012165468A1 (ja) * | 2011-05-31 | 2015-02-23 | 株式会社ナノエッグ | 親油性化合物を高濃度で含有する液晶組成物の製造方法及びその方法によって製造された液晶組成物 |
JP2015105249A (ja) * | 2013-11-29 | 2015-06-08 | 富士フイルム株式会社 | 化粧料 |
WO2015174948A1 (en) * | 2014-05-14 | 2015-11-19 | Ischemix, LLC | Formulations comprising lipoyl compounds |
US9359325B2 (en) | 2010-11-18 | 2016-06-07 | Ischemix Llc | Lipoyl compounds and methods for treating ischemic injury |
US9540417B2 (en) | 2009-05-14 | 2017-01-10 | Ischemix Llc | Compositions and methods for treating ischemia and ischemia-reperfusion injury |
CN111100113A (zh) * | 2018-10-26 | 2020-05-05 | 江苏同禾药业有限公司 | 一种右旋硫辛酸钠盐的制备方法 |
US10744115B2 (en) | 2017-04-25 | 2020-08-18 | Ischemix Llc | Compositions and methods for treating traumatic brain injury |
CN115536631A (zh) * | 2021-06-30 | 2022-12-30 | 江苏同禾药业有限公司 | 一种高纯度的右旋硫辛酸镁盐的制备方法 |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07188304A (ja) * | 1993-11-11 | 1995-07-25 | Asta Medica Ag | 包接化合物、噛砕き−または発泡錠剤の製造方法、および顆粒、および噛砕き−または発泡錠剤 |
JPH08104629A (ja) * | 1994-09-22 | 1996-04-23 | Asta Medica Ag | 経口適用のための服用形 |
JPH08269046A (ja) * | 1995-03-21 | 1996-10-15 | Asta Medica Ag | 流動性チオクト酸及びr,s−チオクト酸の製法 |
US6288106B1 (en) * | 1999-05-25 | 2001-09-11 | Chronorx, Llc | Processes for the synthesis and use of various α-lipoic acid complexes |
JP2002121134A (ja) * | 2000-07-07 | 2002-04-23 | Basf Ag | ミネラル塩の生物学的利用能を増大させるためのリポ酸の使用 |
JP2003286168A (ja) * | 2002-03-28 | 2003-10-07 | Senju Pharmaceut Co Ltd | α−リポイルアミノ酸を含有する皮膚外用剤 |
JP2006515314A (ja) * | 2003-04-22 | 2006-05-25 | ラボラトリオ キミコ インターナショナール ソシエタ ペル アチオネ | チオクト酸のl−カルニチンとの塩基性塩 |
JP2006265202A (ja) * | 2005-03-25 | 2006-10-05 | Hamari Chemicals Ltd | α−リポ酸アミノ酸塩 |
JP2006524646A (ja) * | 2003-04-17 | 2006-11-02 | ビーエーエスエフ アクチェンゲゼルシャフト | 安定なα−リポ酸のアンモニウム塩、その製造、及び同物質の使用 |
-
2005
- 2005-09-08 JP JP2005260797A patent/JP4951226B2/ja active Active
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07188304A (ja) * | 1993-11-11 | 1995-07-25 | Asta Medica Ag | 包接化合物、噛砕き−または発泡錠剤の製造方法、および顆粒、および噛砕き−または発泡錠剤 |
JPH08104629A (ja) * | 1994-09-22 | 1996-04-23 | Asta Medica Ag | 経口適用のための服用形 |
JPH08269046A (ja) * | 1995-03-21 | 1996-10-15 | Asta Medica Ag | 流動性チオクト酸及びr,s−チオクト酸の製法 |
US6288106B1 (en) * | 1999-05-25 | 2001-09-11 | Chronorx, Llc | Processes for the synthesis and use of various α-lipoic acid complexes |
JP2002121134A (ja) * | 2000-07-07 | 2002-04-23 | Basf Ag | ミネラル塩の生物学的利用能を増大させるためのリポ酸の使用 |
JP2003286168A (ja) * | 2002-03-28 | 2003-10-07 | Senju Pharmaceut Co Ltd | α−リポイルアミノ酸を含有する皮膚外用剤 |
JP2006524646A (ja) * | 2003-04-17 | 2006-11-02 | ビーエーエスエフ アクチェンゲゼルシャフト | 安定なα−リポ酸のアンモニウム塩、その製造、及び同物質の使用 |
JP2006515314A (ja) * | 2003-04-22 | 2006-05-25 | ラボラトリオ キミコ インターナショナール ソシエタ ペル アチオネ | チオクト酸のl−カルニチンとの塩基性塩 |
JP2006265202A (ja) * | 2005-03-25 | 2006-10-05 | Hamari Chemicals Ltd | α−リポ酸アミノ酸塩 |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9540417B2 (en) | 2009-05-14 | 2017-01-10 | Ischemix Llc | Compositions and methods for treating ischemia and ischemia-reperfusion injury |
US9359325B2 (en) | 2010-11-18 | 2016-06-07 | Ischemix Llc | Lipoyl compounds and methods for treating ischemic injury |
JPWO2012165468A1 (ja) * | 2011-05-31 | 2015-02-23 | 株式会社ナノエッグ | 親油性化合物を高濃度で含有する液晶組成物の製造方法及びその方法によって製造された液晶組成物 |
JP2015105249A (ja) * | 2013-11-29 | 2015-06-08 | 富士フイルム株式会社 | 化粧料 |
WO2015174948A1 (en) * | 2014-05-14 | 2015-11-19 | Ischemix, LLC | Formulations comprising lipoyl compounds |
US10744115B2 (en) | 2017-04-25 | 2020-08-18 | Ischemix Llc | Compositions and methods for treating traumatic brain injury |
US11213509B2 (en) | 2017-04-25 | 2022-01-04 | Ischemix, LLC | Compositions and methods for treating traumatic brain injury |
CN111100113A (zh) * | 2018-10-26 | 2020-05-05 | 江苏同禾药业有限公司 | 一种右旋硫辛酸钠盐的制备方法 |
CN115536631A (zh) * | 2021-06-30 | 2022-12-30 | 江苏同禾药业有限公司 | 一种高纯度的右旋硫辛酸镁盐的制备方法 |
CN115536631B (zh) * | 2021-06-30 | 2024-01-30 | 江苏同禾药业有限公司 | 一种高纯度的右旋硫辛酸镁盐的制备方法 |
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