TWI768760B - 硫辛酸膽鹼酯鹽的藥物組成物及使用其之治療方法 - Google Patents
硫辛酸膽鹼酯鹽的藥物組成物及使用其之治療方法 Download PDFInfo
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- TWI768760B TWI768760B TW110108635A TW110108635A TWI768760B TW I768760 B TWI768760 B TW I768760B TW 110108635 A TW110108635 A TW 110108635A TW 110108635 A TW110108635 A TW 110108635A TW I768760 B TWI768760 B TW I768760B
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- pharmaceutical composition
- lace
- tosylate
- lipoic acid
- choline
- Prior art date
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- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 273
- 235000019136 lipoic acid Nutrition 0.000 title claims abstract description 159
- 229960002663 thioctic acid Drugs 0.000 title claims abstract description 159
- 229960001231 choline Drugs 0.000 title claims abstract description 114
- -1 lipoic acid choline ester salts Chemical class 0.000 title claims abstract description 84
- 238000000034 method Methods 0.000 title abstract description 143
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 199
- QMADNKDMPGZUKN-UTONKHPSSA-M 2-[5-[(3R)-dithiolan-3-yl]pentanoyloxy]ethyl-trimethylazanium chloride Chemical compound [Cl-].C[N+](C)(C)CCOC(=O)CCCC[C@@H]1CCSS1 QMADNKDMPGZUKN-UTONKHPSSA-M 0.000 claims description 191
- AGBQKNBQESQNJD-UHFFFAOYSA-N lipoic acid Chemical compound OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 claims description 155
- 239000000203 mixture Substances 0.000 claims description 149
- 235000002639 sodium chloride Nutrition 0.000 claims description 121
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 103
- 239000003755 preservative agent Substances 0.000 claims description 86
- ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 claims description 73
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 claims description 70
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
- C07D339/02—Five-membered rings
- C07D339/04—Five-membered rings having the hetero atoms in positions 1 and 2, e.g. lipoic acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
- A61K31/381—Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
- A61K31/716—Glucans
- A61K31/724—Cyclodextrins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
- A61K47/38—Cellulose; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
- A61K47/40—Cyclodextrins; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0048—Eye, e.g. artificial tears
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/08—Solutions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/10—Ophthalmic agents for accommodation disorders, e.g. myopia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/12—Ophthalmic agents for cataracts
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/29—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings
- C07C309/30—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings of six-membered aromatic rings substituted by alkyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/63—Esters of sulfonic acids
- C07C309/72—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Ophthalmology & Optometry (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Inorganic Chemistry (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2020079271 | 2020-03-13 | ||
| WOPCT/CN2020/079271 | 2020-03-13 | ||
| US202063013836P | 2020-04-22 | 2020-04-22 | |
| US63/013,836 | 2020-04-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW202140435A TW202140435A (zh) | 2021-11-01 |
| TWI768760B true TWI768760B (zh) | 2022-06-21 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW110108635A TWI768760B (zh) | 2020-03-13 | 2021-03-11 | 硫辛酸膽鹼酯鹽的藥物組成物及使用其之治療方法 |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US11135239B1 (enExample) |
| EP (1) | EP4118079A1 (enExample) |
| JP (2) | JP7041298B2 (enExample) |
| KR (1) | KR20220146561A (enExample) |
| CN (2) | CN113387923A (enExample) |
| AU (1) | AU2021235563A1 (enExample) |
| BR (1) | BR112022018043A2 (enExample) |
| CA (1) | CA3175077A1 (enExample) |
| CO (1) | CO2022012653A2 (enExample) |
| CR (1) | CR20220449A (enExample) |
| DO (1) | DOP2022000179A (enExample) |
| EC (1) | ECSP22069611A (enExample) |
| IL (1) | IL295378A (enExample) |
| JO (1) | JOP20220211A1 (enExample) |
| MX (1) | MX2022011206A (enExample) |
| PE (1) | PE20230242A1 (enExample) |
| TW (1) | TWI768760B (enExample) |
| WO (1) | WO2021181361A1 (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2024240216A1 (zh) | 2023-05-24 | 2024-11-28 | 温州医科大学附属眼视光医院 | 一种有效延缓及治疗近视的药物组合物 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI363759B (en) * | 2004-04-27 | 2012-05-11 | Glaxo Group Ltd | Muscarinic acetylcholine receptor antagonists |
| US20160354340A1 (en) * | 2014-03-03 | 2016-12-08 | Encore Vision Inc. | Lipoic acid choline ester compositions and methods of use |
| US10039743B2 (en) * | 2000-08-16 | 2018-08-07 | Novartis Ag | Method of treating presbyopia using dithiol compounds and their derivatives |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5520920A (en) | 1978-07-31 | 1980-02-14 | Honda Motor Co Ltd | Device for absorbing twisting vibration of drive system |
| US8647612B2 (en) | 2008-03-05 | 2014-02-11 | Encore Health, Llc | Dithiol compounds, derivatives, and treatment of presbyopia |
| DE102006062599B4 (de) | 2006-12-29 | 2018-03-08 | Endress + Hauser Gmbh + Co. Kg | Opto-elektronische Vorrichtung zur Übertragung eines elektrischen Signals und deren Verwendung |
| WO2009038656A1 (en) | 2007-09-17 | 2009-03-26 | Kosta Steliou | Mitochondria-targeting antioxidant therapeutics |
| WO2009111635A2 (en) | 2008-03-05 | 2009-09-11 | Encore Health, Llc | Dithiol compounds, derivatives, and uses therefor |
| US9044439B2 (en) | 2008-03-05 | 2015-06-02 | Encore Health, Llc | Low dose lipoic and pharmaceutical compositions and methods |
| DK2442645T3 (en) | 2009-06-15 | 2014-11-24 | Encore Health Llc | choline |
| WO2016126662A1 (en) | 2015-02-03 | 2016-08-11 | Kardiatonos, Inc. | Compounds for the prevention and treatment of vascular disease |
| WO2016164534A1 (en) | 2015-04-09 | 2016-10-13 | Kardiatonos, Inc. | Methods and compositions for reversing disruption of the glycocalyx, inflammation, and oxidative damage |
| WO2016176089A1 (en) | 2015-04-29 | 2016-11-03 | Kardiatonos, Inc. | Methods and compositions for reversing disruption of the glycocalyx, inflammation, and oxidative damage |
| EP3352739B1 (en) * | 2015-09-24 | 2021-10-27 | Novartis AG | Lipoic acid choline ester compositions and methods to generate biocompatible ophthalmic formulations |
| JOP20190057A1 (ar) * | 2016-09-23 | 2019-03-24 | Encore Vision Inc | تركيبات استر كولين حمض الليبويك وطرق تثبيتها إلى منتجات عقار ذات صلة دوائية |
| CN107089967A (zh) * | 2017-05-12 | 2017-08-25 | 苏州富士莱医药股份有限公司 | 一种r‑硫辛酸胆碱酯卤化物的制备方法 |
| CN106967044B (zh) * | 2017-05-12 | 2019-02-22 | 苏州富士莱医药股份有限公司 | 制备r-硫辛酸胆碱酯卤化物的方法 |
| SG11202006492SA (en) * | 2018-02-05 | 2020-08-28 | Cellix Bio Private Ltd | Combination of an antimuscarinic or an anticholinergic agent and lipoic acid and uses thereof |
| US11158871B2 (en) | 2018-07-18 | 2021-10-26 | GM Global Technology Operations LLC | Fuel cell assembly and a vehicle that utilizes the fuel cell assembly |
| US11985964B2 (en) | 2018-08-03 | 2024-05-21 | Kevin F Lohmeier | Fishing rod holder |
| CN108586429A (zh) | 2018-08-07 | 2018-09-28 | 苏州富士莱医药股份有限公司 | R-硫辛酸胆碱酯卤化物的纯化精制方法 |
| CN108822077A (zh) | 2018-08-07 | 2018-11-16 | 苏州富士莱医药股份有限公司 | 一种r-硫辛酸胆碱酯卤化物的精制方法 |
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2021
- 2021-03-03 CN CN202110237490.7A patent/CN113387923A/zh active Pending
- 2021-03-08 JP JP2021035929A patent/JP7041298B2/ja not_active Expired - Fee Related
- 2021-03-11 TW TW110108635A patent/TWI768760B/zh not_active IP Right Cessation
- 2021-03-12 US US17/199,736 patent/US11135239B1/en active Active
- 2021-03-12 IL IL295378A patent/IL295378A/en unknown
- 2021-03-12 JO JOP/2022/0211A patent/JOP20220211A1/ar unknown
- 2021-03-12 BR BR112022018043A patent/BR112022018043A2/pt not_active Application Discontinuation
- 2021-03-12 PE PE2022001926A patent/PE20230242A1/es unknown
- 2021-03-12 KR KR1020227033130A patent/KR20220146561A/ko not_active Ceased
- 2021-03-12 EP EP21713132.5A patent/EP4118079A1/en active Pending
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- 2021-03-12 AU AU2021235563A patent/AU2021235563A1/en not_active Abandoned
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10039743B2 (en) * | 2000-08-16 | 2018-08-07 | Novartis Ag | Method of treating presbyopia using dithiol compounds and their derivatives |
| TWI363759B (en) * | 2004-04-27 | 2012-05-11 | Glaxo Group Ltd | Muscarinic acetylcholine receptor antagonists |
| US20160354340A1 (en) * | 2014-03-03 | 2016-12-08 | Encore Vision Inc. | Lipoic acid choline ester compositions and methods of use |
Also Published As
| Publication number | Publication date |
|---|---|
| CN113387923A (zh) | 2021-09-14 |
| TW202140435A (zh) | 2021-11-01 |
| JP2021147392A (ja) | 2021-09-27 |
| JP7041298B2 (ja) | 2022-03-23 |
| ECSP22069611A (es) | 2022-10-31 |
| US20210283171A1 (en) | 2021-09-16 |
| CO2022012653A2 (es) | 2022-09-09 |
| US11135239B1 (en) | 2021-10-05 |
| US20210393671A1 (en) | 2021-12-23 |
| US11590158B2 (en) | 2023-02-28 |
| CN115279745A (zh) | 2022-11-01 |
| WO2021181361A1 (en) | 2021-09-16 |
| BR112022018043A2 (pt) | 2022-10-18 |
| PE20230242A1 (es) | 2023-02-07 |
| CA3175077A1 (en) | 2021-09-16 |
| EP4118079A1 (en) | 2023-01-18 |
| MX2022011206A (es) | 2022-09-19 |
| CR20220449A (es) | 2022-10-12 |
| IL295378A (en) | 2022-10-01 |
| KR20220146561A (ko) | 2022-11-01 |
| JOP20220211A1 (ar) | 2023-01-30 |
| JP2022058376A (ja) | 2022-04-12 |
| DOP2022000179A (es) | 2022-09-30 |
| AU2021235563A1 (en) | 2022-09-22 |
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