ES8703451A1 - Procedimiento para preparar acido 1,2-ditiolan-3-pentanoico (acido tioctico) - Google Patents
Procedimiento para preparar acido 1,2-ditiolan-3-pentanoico (acido tioctico)Info
- Publication number
- ES8703451A1 ES8703451A1 ES553850A ES553850A ES8703451A1 ES 8703451 A1 ES8703451 A1 ES 8703451A1 ES 553850 A ES553850 A ES 553850A ES 553850 A ES553850 A ES 553850A ES 8703451 A1 ES8703451 A1 ES 8703451A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- acid
- image
- reacting
- temperature
- 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.)
- Expired
Links
- AGBQKNBQESQNJD-UHFFFAOYSA-N lipoic acid Chemical compound OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 title abstract 7
- AGBQKNBQESQNJD-SSDOTTSWSA-N (R)-lipoic acid Chemical compound OC(=O)CCCC[C@@H]1CCSS1 AGBQKNBQESQNJD-SSDOTTSWSA-N 0.000 title 1
- 235000019136 lipoic acid Nutrition 0.000 title 1
- 229960002663 thioctic acid Drugs 0.000 title 1
- IZFHEQBZOYJLPK-SSDOTTSWSA-N (R)-dihydrolipoic acid Chemical compound OC(=O)CCCC[C@@H](S)CCS IZFHEQBZOYJLPK-SSDOTTSWSA-N 0.000 abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 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 abstract 2
- 239000012670 alkaline solution Substances 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical class [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- -1 alkyl mercaptan Chemical compound 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
Classifications
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Gastroenterology & Hepatology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Ultra Sonic Daignosis Equipment (AREA)
- Mechanical Treatment Of Semiconductor (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19853512911 DE3512911A1 (de) | 1985-04-11 | 1985-04-11 | Verfahren zur herstellung von 1,2-dithiolan-3-pentansaeure (thioctsaeure) |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES553850A0 ES553850A0 (es) | 1987-02-16 |
| ES8703451A1 true ES8703451A1 (es) | 1987-02-16 |
Family
ID=6267677
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES553850A Expired ES8703451A1 (es) | 1985-04-11 | 1986-04-10 | Procedimiento para preparar acido 1,2-ditiolan-3-pentanoico (acido tioctico) |
Country Status (9)
| Country | Link |
|---|---|
| US (3) | US4705867A (en, 2012) |
| EP (1) | EP0197407B1 (en, 2012) |
| JP (2) | JPS61236775A (en, 2012) |
| AT (1) | ATE47138T1 (en, 2012) |
| DD (1) | DD251750A5 (en, 2012) |
| DE (2) | DE3512911A1 (en, 2012) |
| ES (1) | ES8703451A1 (en, 2012) |
| FI (1) | FI861506A7 (en, 2012) |
| HU (1) | HUT40638A (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2063713A1 (es) * | 1992-10-15 | 1995-01-01 | Asta Medica Ag | Ampolla y solucion para infusion de acido tioctico en forma de las sales solubles en agua del acido tioctico. |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3629116A1 (de) * | 1986-08-27 | 1988-03-10 | Asta Pharma Ag | Verfahren zur herstellung enantiomerenreiner r-(+)-(alpha)-liponsaeure und s-(-)-(alpha)-liponsaeure (thioctsaeure) sowie nonen- beziehungsweise mesylderivate als zwischenprodukte hierfuer |
| PT95827B (pt) * | 1989-11-09 | 1997-11-28 | Asta Medica Ag | Processo para a preparacao de composicoes farmaceuticas para combater retrovirus, contendo como ingredientes activos acidos carboxilicos com enxofre |
| ATE163849T1 (de) | 1989-11-09 | 1998-03-15 | Asta Medica Ag | Arzneimittel enthaltend als wirkstoff r-alpha- liponsäure oder s-alpha-liponsäure |
| DE4037440A1 (de) * | 1990-11-24 | 1992-05-27 | Basf Ag | Verfahren zur herstellung von (6s)-6,8-dihydroxyoctansaeureestern |
| DE4229914A1 (de) * | 1992-09-08 | 1994-03-10 | Basf Ag | Verbessertes Verfahren zur Herstellung von R/S-Ï-Liponsäure oder R/S-â-Liponsäure |
| EP0855396A1 (en) * | 1997-01-22 | 1998-07-29 | ASTA Medica Aktiengesellschaft | Thioctic acid metabolites and methods of use thereof |
| US6197340B1 (en) * | 1998-05-28 | 2001-03-06 | Medical Research Institute | Controlled release lipoic acid |
| US6905707B2 (en) * | 1998-05-28 | 2005-06-14 | Medical Research Institute | Controlled release arginine alpha ketoglutarate |
| US6191162B1 (en) | 1998-05-28 | 2001-02-20 | Medical Research Institute | Method of reducing serum glucose levels |
| US20040259895A1 (en) * | 1998-05-28 | 2004-12-23 | Medical Research Institute | Oral formulation of lipid soluble thiamine and lipoic acid |
| US20050085498A1 (en) * | 1998-05-28 | 2005-04-21 | Byrd Edward A. | Oral formulation of lipid soluble thiamine, lipoic acid, creatine derivative, and L-arginine alpha-ketoglutarate |
| JP4728481B2 (ja) * | 1998-10-26 | 2011-07-20 | ザ リサーチ ファウンデーション オブ ステイト ユニバーシティ オブ ニューヨーク | リポ酸誘導体および疾患の治療におけるそれら誘導体の使用 |
| US6664287B2 (en) * | 2000-03-15 | 2003-12-16 | Bethesda Pharmaceuticals, Inc. | Antioxidants |
| US20070272320A1 (en) * | 2006-05-24 | 2007-11-29 | James Roberson | Reusable duct wrap |
| US8263653B2 (en) | 2007-04-18 | 2012-09-11 | Cornerstone Pharmaceuticals, Inc. | Pharmaceutical formulations containing lipoic acid derivatives |
| ES2528414T3 (es) | 2007-04-18 | 2015-02-10 | Cornerstone Pharmaceuticals, Inc. | Formulaciones farmacéuticas que contienen derivados de ácido lipoico |
| US8785475B2 (en) | 2007-04-18 | 2014-07-22 | Cornerstone Pharmaceuticals, Inc. | Lipoic acid derivatives |
| JP2012510511A (ja) * | 2008-12-01 | 2012-05-10 | インヴアスク セラピューテイックス インコーポレイテッド | レニン−アンジオテンシン−アルドステロン系阻害剤及びリポ酸化合物を含有する組成物、並びに、レニン−アンジオテンシン−アルドステロン系に関連した疾患の治療のためのそれらの使用 |
| AU2014398233B2 (en) | 2014-06-19 | 2019-11-28 | Rafael Pharmaceuticals, Inc. | Pharmaceutical compounds |
| CA2965963A1 (en) | 2014-06-19 | 2015-12-23 | Robert Shorr | Lipoic acid derivatives for pharmaceutical use |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB762575A (en) * | 1952-04-24 | 1956-11-28 | American Cyanamid Co | Omega [3-(1,2-dithiolanyl)] aliphatic acids, salts and esters and the preparation thereof |
| US2752374A (en) * | 1952-12-10 | 1956-06-26 | Du Pont | Preparation of acids having thiol groups on the ultimate and antepenultimate carbons from the carboxyl |
| US2752373A (en) * | 1952-12-10 | 1956-06-26 | Du Pont | Process for preparing 6, 8-dithiooctanoic acid |
| US2828322A (en) * | 1953-10-19 | 1958-03-25 | American Cyanamid Co | Hydroxy thioaliphatic acids and methods of preparing the same |
| US2828321A (en) * | 1953-10-19 | 1958-03-25 | American Cyanamid Co | Keto aliphatic acid esters and method of preparing the same |
| US2809978A (en) * | 1953-12-04 | 1957-10-15 | Merck & Co Inc | Intermediates useful in the synthesis of alpha-lipoic acid |
| US2853497A (en) * | 1953-12-04 | 1958-09-23 | Merck & Co Inc | 6, 8-bis (hydrocarbon substituted mercapto) 5-hydroxycaprylic acids and delta-lactones thereof |
| US3002011A (en) * | 1953-12-04 | 1961-09-26 | Merck & Co Inc | Intermediates and processes for producing alpha-lipoic acid |
| US3049549A (en) * | 1954-03-22 | 1962-08-14 | Research Corp | Lipoic acid and derivatives |
| US2789991A (en) * | 1954-05-20 | 1957-04-23 | American Cyanamid Co | Substituted disulfones |
| US2792406A (en) * | 1954-06-01 | 1957-05-14 | Du Pont | Process of preparing alpha-lipoic acid using dichlorooctanoate and metal disulfide |
| US2980716A (en) * | 1954-06-11 | 1961-04-18 | Research Corp | Method for preparing 6, 8-dihalooctanoic esters |
| US2975198A (en) * | 1954-07-08 | 1961-03-14 | Research Corp | Lipoic acid intermediates |
| US3033882A (en) * | 1958-04-17 | 1962-05-08 | Rech S Et Propagande Scient | Octanoic esters and processes for their preparation and utilization |
| US3223712A (en) * | 1960-07-18 | 1965-12-14 | Yamanouchi Pharma Co Ltd | Synthesis of thioctic acid and thioctic acid amide |
-
1985
- 1985-04-11 DE DE19853512911 patent/DE3512911A1/de not_active Withdrawn
-
1986
- 1986-03-22 AT AT86103974T patent/ATE47138T1/de not_active IP Right Cessation
- 1986-03-22 DE DE8686103974T patent/DE3666226D1/de not_active Expired
- 1986-03-22 EP EP86103974A patent/EP0197407B1/de not_active Expired
- 1986-04-04 US US06/848,212 patent/US4705867A/en not_active Expired - Lifetime
- 1986-04-09 FI FI861506A patent/FI861506A7/fi not_active IP Right Cessation
- 1986-04-09 JP JP61080291A patent/JPS61236775A/ja active Granted
- 1986-04-09 DD DD86288945A patent/DD251750A5/de unknown
- 1986-04-10 ES ES553850A patent/ES8703451A1/es not_active Expired
- 1986-04-10 HU HU861516A patent/HUT40638A/hu unknown
-
1987
- 1987-07-15 US US07/073,820 patent/US4800044A/en not_active Expired - Lifetime
- 1987-07-15 US US07/073,584 patent/US4966732A/en not_active Expired - Lifetime
- 1987-11-20 JP JP62292234A patent/JPS63183558A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2063713A1 (es) * | 1992-10-15 | 1995-01-01 | Asta Medica Ag | Ampolla y solucion para infusion de acido tioctico en forma de las sales solubles en agua del acido tioctico. |
Also Published As
| Publication number | Publication date |
|---|---|
| ES553850A0 (es) | 1987-02-16 |
| US4966732A (en) | 1990-10-30 |
| JPS63183558A (ja) | 1988-07-28 |
| EP0197407B1 (de) | 1989-10-11 |
| DD251750A5 (de) | 1987-11-25 |
| FI861506A0 (fi) | 1986-04-09 |
| FI861506A7 (fi) | 1986-10-12 |
| JPS61236775A (ja) | 1986-10-22 |
| EP0197407A3 (en) | 1987-09-02 |
| DE3666226D1 (en) | 1989-11-16 |
| EP0197407A2 (de) | 1986-10-15 |
| US4800044A (en) | 1989-01-24 |
| ATE47138T1 (de) | 1989-10-15 |
| DE3512911A1 (de) | 1986-10-16 |
| US4705867A (en) | 1987-11-10 |
| JPH0351702B2 (en, 2012) | 1991-08-07 |
| HUT40638A (en) | 1987-01-28 |
| JPH0348188B2 (en, 2012) | 1991-07-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 20100528 |