IE60877B1 - An injection solution of the salt of thioctic acid with trometamol and/or amino acids - Google Patents
An injection solution of the salt of thioctic acid with trometamol and/or amino acidsInfo
- Publication number
- IE60877B1 IE60877B1 IE361888A IE361888A IE60877B1 IE 60877 B1 IE60877 B1 IE 60877B1 IE 361888 A IE361888 A IE 361888A IE 361888 A IE361888 A IE 361888A IE 60877 B1 IE60877 B1 IE 60877B1
- Authority
- IE
- Ireland
- Prior art keywords
- acid
- trometamol
- thioctic acid
- salt
- injectable solution
- Prior art date
Links
- AGBQKNBQESQNJD-SSDOTTSWSA-N (R)-lipoic acid Chemical compound OC(=O)CCCC[C@@H]1CCSS1 AGBQKNBQESQNJD-SSDOTTSWSA-N 0.000 title claims abstract description 38
- 150000001413 amino acids Chemical class 0.000 title claims abstract description 20
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 229960000281 trometamol Drugs 0.000 title claims abstract description 17
- AGBQKNBQESQNJD-UHFFFAOYSA-N alpha-Lipoic acid Natural products OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 title claims description 33
- 235000019136 lipoic acid Nutrition 0.000 title claims description 32
- 229960002663 thioctic acid Drugs 0.000 title claims description 32
- 150000003839 salts Chemical class 0.000 title claims description 16
- 239000000243 solution Substances 0.000 title description 19
- 238000002347 injection Methods 0.000 title description 7
- 239000007924 injection Substances 0.000 title description 7
- 229940102223 injectable solution Drugs 0.000 claims abstract description 13
- 235000001014 amino acid Nutrition 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- 239000008215 water for injection Substances 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 4
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 3
- 239000012528 membrane Substances 0.000 claims description 3
- 239000011148 porous material Substances 0.000 claims description 3
- 235000019766 L-Lysine Nutrition 0.000 claims description 2
- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 claims description 2
- 229930064664 L-arginine Natural products 0.000 claims description 2
- 235000014852 L-arginine Nutrition 0.000 claims description 2
- 239000004472 Lysine Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003708 ampul Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- HZRUTVAFDWTKGD-JEDNCBNOSA-N (2s)-2,6-diaminohexanoic acid;hydrate Chemical compound O.NCCCC[C@H](N)C(O)=O HZRUTVAFDWTKGD-JEDNCBNOSA-N 0.000 description 1
- 208000003130 Alcoholic Neuropathy Diseases 0.000 description 1
- 238000012371 Aseptic Filling Methods 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 208000032131 Diabetic Neuropathies Diseases 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 206010019233 Headaches Diseases 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-O Htris Chemical compound OCC([NH3+])(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-O 0.000 description 1
- 150000008545 L-lysines Chemical class 0.000 description 1
- 125000001176 L-lysyl group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C([H])([H])C([H])([H])C([H])([H])C(N([H])[H])([H])[H] 0.000 description 1
- 206010067125 Liver injury Diseases 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 208000001907 Mushroom Poisoning Diseases 0.000 description 1
- 206010036106 Polyneuropathy alcoholic Diseases 0.000 description 1
- LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical compound CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 description 1
- 206010038687 Respiratory distress Diseases 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 208000020701 alcoholic polyneuropathy Diseases 0.000 description 1
- 150000004716 alpha keto acids Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- WUAIVKFIBCXSJI-UHFFFAOYSA-N butane-1,3-diol;butane-1,4-diol Chemical compound CC(O)CCO.OCCCCO WUAIVKFIBCXSJI-UHFFFAOYSA-N 0.000 description 1
- 230000019522 cellular metabolic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000005515 coenzyme Substances 0.000 description 1
- 201000002342 diabetic polyneuropathy Diseases 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 231100000869 headache Toxicity 0.000 description 1
- 231100000234 hepatic damage Toxicity 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000008818 liver damage Effects 0.000 description 1
- 208000019423 liver disease Diseases 0.000 description 1
- 229960003646 lysine Drugs 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 208000030159 metabolic disease Diseases 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000005895 oxidative decarboxylation reaction Methods 0.000 description 1
- 210000000578 peripheral nerve Anatomy 0.000 description 1
- 239000008177 pharmaceutical agent Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Classifications
-
- 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
- A61K31/385—Heterocyclic compounds having sulfur as a ring hetero atom having two or more sulfur atoms in the same ring
-
- 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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
-
- 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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
- A61K47/183—Amino acids, e.g. glycine, EDTA or aspartame
-
- 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
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dermatology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3741152 | 1987-12-04 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE883618L IE883618L (en) | 1989-06-04 |
| IE60877B1 true IE60877B1 (en) | 1994-08-24 |
Family
ID=6341895
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE361888A IE60877B1 (en) | 1987-12-04 | 1988-12-02 | An injection solution of the salt of thioctic acid with trometamol and/or amino acids |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0318891B1 (enExample) |
| AT (1) | ATE70974T1 (enExample) |
| DE (1) | DE3867445D1 (enExample) |
| ES (1) | ES2038733T3 (enExample) |
| GR (1) | GR3003517T3 (enExample) |
| IE (1) | IE60877B1 (enExample) |
| PT (1) | PT89144B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9107889B2 (en) | 2005-08-04 | 2015-08-18 | Encrypta Gmbh | Compositions comprising an NO donor and a dithiolane and their use for improvement of sexual function |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0382066A3 (de) * | 1989-02-09 | 1992-01-08 | ASTA Medica Aktiengesellschaft | Verwendung von Dihydroliponsäure als Analgetikum, Antiphlogistikum und/oder Zytoprotektivum |
| EP0812590A3 (de) * | 1989-11-09 | 1999-06-09 | ASTA Medica Aktiengesellschaft | Verwendung von R-Alpha-Liponsäure zur Zytoprotektion |
| BE1003834A5 (fr) * | 1989-11-09 | 1992-06-23 | Asta Medica Ag | Medicaments qui contiennent, comme substance active, des acides carboxyliques contenant du soufre, ainsi que leur utilisation pour lutter contre des retrovirus. |
| DE59209162D1 (de) * | 1991-07-05 | 1998-03-05 | Asta Medica Ag | Verwendung von Schwefel enthaltenden Carbonsäuren zur Bekämpfung von pathophysiologisch bedingten Erregungsstörungen |
| DE9213914U1 (de) * | 1992-10-15 | 1992-12-03 | Asta Medica AG, 6000 Frankfurt | Ampulle und Infusionslösung von Thioctsäure in Form der wasserlöslichen Salze der Thioctsäure |
| DE29506604U1 (de) * | 1995-04-25 | 1995-06-14 | Asta Medica Ag, 01277 Dresden | Fertiginfusionsset |
| EP1023284B1 (en) * | 1996-07-05 | 2005-11-23 | THE GOVERNMENT OF THE UNITED STATES OF AMERICA, as represented by THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES | Anti-viral pharmaceutical compositions containing saturated 1,2-dithiaheterocyclic compounds |
| DE19806354B4 (de) * | 1998-02-10 | 2004-09-16 | Bdd Group Holding Ag | Verwendung von α-Liponsäure oder deren physiologisch verträgliche Salze zur Behandlung von LDL-Hypercholesterinämie |
| DE10159245A1 (de) * | 2001-12-03 | 2003-06-18 | Degussa | Stabile, saure, wässrige Lösung enthaltend alpha-Liponsäure(-Derivate), Verfahren zu deren Herstellung sowie ihre Verwendung |
| CN1853626B (zh) * | 2005-04-29 | 2010-10-06 | 上海医药工业研究院 | 一种供注射用的硫辛酸冻干制剂 |
| IT1399923B1 (it) | 2010-05-11 | 2013-05-09 | Cbb Net S A | Procedimento di preparazione di sali dell'acido (r) alfa-lipoico loro formulazione ed uso nelle composizioni farmaceutiche in forma di compresse che li contengono |
| EP2389931A1 (en) * | 2010-05-21 | 2011-11-30 | Raw Materials Internatinal LLC | Pharmaceutical aqueous compositions comprising lipoic acid as an antioxidant |
| ITMI20111452A1 (it) * | 2011-07-29 | 2013-01-30 | Istituto Biochimico Naz Sav Io Srl | Soluzione basica di acido alfa-lipoico e suoi usi |
| IT202000009577A1 (it) | 2020-04-30 | 2021-10-30 | Fatro Spa | Formulazioni iniettabili di acido lipoico per il trattamento dello stress ossidativo e delle alterazioni metaboliche |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1056784B (de) * | 1956-05-24 | 1959-05-06 | Istituto Sieroterapico Italian | Verfahren zur Herstellung von stabilen Injektionsloesungen der 6,8-Thioctsaeure |
| DE1047991B (de) * | 1957-11-20 | 1958-12-31 | Nordmark Werke Gmbh | Verfahren zur Herstellung chemisch stabiler, untoxischer, steriler Injektionsloesungen von Thioctsaeure |
| DE1095991B (de) * | 1959-05-09 | 1960-12-29 | Chemiewerk Homburg Zweignieder | Verfahren zur Herstellung einer stabilen und injizierbaren 1,2-Dithia-cyclopentan-3-valeriansaeure enthaltenden Loesung |
| FR4630M (enExample) * | 1965-06-09 | 1966-11-28 | ||
| ES323195A1 (es) * | 1966-02-17 | 1966-12-01 | Ferrer Labor | Procedimiento de obtenciën de compuestos de acciën antiacidëtica |
| DE1617740B1 (de) * | 1967-09-25 | 1971-11-04 | Pfrimmer & Co J | Verfahren zum Stabilisieren von Alfa-Liponsäure |
| ZA716628B (en) * | 1970-10-15 | 1972-06-28 | Richardson Merrell Spa | Composition and method for treatment of hepatic disease and mental fatigue |
| DE2629845A1 (de) * | 1976-07-02 | 1978-01-05 | Geb Graze Erika Graze | Infusions- bzw. injektionsloesungen bzw. waessrige konzentrate zu deren bereitung zur therapeutischen restituion des zellulaeren energiestoffwechsels und der koerpereigenen regelfunktion |
| GB1504767A (en) * | 1976-08-23 | 1978-03-22 | Beecham Group Ltd | Antibiotic compositions |
| DE3217315C2 (de) * | 1982-05-08 | 1986-05-22 | Gödecke AG, 1000 Berlin | Arzneimittelzubereitungen mit einem Gehalt an Oxicam-Derivaten |
-
1988
- 1988-11-28 ES ES198888119790T patent/ES2038733T3/es not_active Expired - Lifetime
- 1988-11-28 AT AT88119790T patent/ATE70974T1/de not_active IP Right Cessation
- 1988-11-28 DE DE8888119790T patent/DE3867445D1/de not_active Expired - Lifetime
- 1988-11-28 EP EP88119790A patent/EP0318891B1/de not_active Expired - Lifetime
- 1988-12-02 PT PT89144A patent/PT89144B/pt not_active IP Right Cessation
- 1988-12-02 IE IE361888A patent/IE60877B1/en not_active IP Right Cessation
-
1992
- 1992-01-03 GR GR910402255T patent/GR3003517T3/el unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9107889B2 (en) | 2005-08-04 | 2015-08-18 | Encrypta Gmbh | Compositions comprising an NO donor and a dithiolane and their use for improvement of sexual function |
Also Published As
| Publication number | Publication date |
|---|---|
| GR3003517T3 (enExample) | 1993-03-16 |
| DE3867445D1 (de) | 1992-02-13 |
| PT89144A (pt) | 1989-12-29 |
| PT89144B (pt) | 1993-05-31 |
| ES2038733T3 (es) | 1993-08-01 |
| EP0318891B1 (de) | 1992-01-02 |
| ATE70974T1 (de) | 1992-01-15 |
| EP0318891A1 (de) | 1989-06-07 |
| IE883618L (en) | 1989-06-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK9A | Patent expired |