DE1768780A1 - Diastereoisomere des Chlorhydrats des Acetoacetylcarnitins,Verfahren zu ihrer Herstellung und diese Produkte enthaltende pharmazeutische Praeparate - Google Patents
Diastereoisomere des Chlorhydrats des Acetoacetylcarnitins,Verfahren zu ihrer Herstellung und diese Produkte enthaltende pharmazeutische PraeparateInfo
- Publication number
- DE1768780A1 DE1768780A1 DE19691768780 DE1768780A DE1768780A1 DE 1768780 A1 DE1768780 A1 DE 1768780A1 DE 19691768780 DE19691768780 DE 19691768780 DE 1768780 A DE1768780 A DE 1768780A DE 1768780 A1 DE1768780 A1 DE 1768780A1
- Authority
- DE
- Germany
- Prior art keywords
- acetoacetylcarnitine
- hydrochloride
- preparation
- parts
- products
- 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.)
- Pending
Links
- 238000002360 preparation method Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 239000000825 pharmaceutical preparation Substances 0.000 title claims description 4
- -1 acetoacetylcarnitine hydrochloride Chemical compound 0.000 title description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 4
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 claims description 4
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 claims description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 4
- 230000001476 alcoholic effect Effects 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- NGHNCQYFTPFRAD-SECBINFHSA-N (R)-acetoacetylcarnitine Chemical compound CC(=O)CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C NGHNCQYFTPFRAD-SECBINFHSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JXXCENBLGFBQJM-UHFFFAOYSA-N (3-carboxy-2-hydroxypropyl)-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC(O)CC(O)=O JXXCENBLGFBQJM-UHFFFAOYSA-N 0.000 description 1
- PHIQHXFUZVPYII-ZCFIWIBFSA-O (R)-carnitinium Chemical compound C[N+](C)(C)C[C@H](O)CC(O)=O PHIQHXFUZVPYII-ZCFIWIBFSA-O 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N acetoacetic acid Chemical class CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 125000002587 enol group Chemical group 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 238000002211 ultraviolet spectrum 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
- A61K31/13—Amines
- A61K31/14—Quaternary ammonium compounds, e.g. edrophonium, choline
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE45761 | 1967-07-03 | ||
| BE700864 | 1967-07-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1768780A1 true DE1768780A1 (de) | 1972-03-09 |
Family
ID=25647295
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691768780 Pending DE1768780A1 (de) | 1967-07-03 | 1969-06-28 | Diastereoisomere des Chlorhydrats des Acetoacetylcarnitins,Verfahren zu ihrer Herstellung und diese Produkte enthaltende pharmazeutische Praeparate |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE700864A (enrdf_load_stackoverflow) |
| CH (1) | CH476683A (enrdf_load_stackoverflow) |
| DE (1) | DE1768780A1 (enrdf_load_stackoverflow) |
| FR (2) | FR1573430A (enrdf_load_stackoverflow) |
| NL (1) | NL6809319A (enrdf_load_stackoverflow) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU518617B2 (en) * | 1977-04-29 | 1981-10-08 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Therapeutic application of acetyl-d, 1-carnitine |
| FR2414914A1 (fr) * | 1978-01-18 | 1979-08-17 | Sigma Tau Ind Farmaceuti | Utilisations therapeutiques nouvelles de l'acetyl-1-carnitine et d'autres derives acyles de la 1-carnitine |
| IT1156840B (it) * | 1978-06-27 | 1987-02-04 | Sigma Tau Ind Farmaceuti | Acil derivati della carnitina |
| US4346107A (en) * | 1979-02-12 | 1982-08-24 | Claudio Cavazza | Pharmaceutical composition comprising acyl-carnitine for the treatment of impaired cerebral metabolism |
| IT1206954B (it) * | 1979-02-12 | 1989-05-17 | Sigma Tau Ind Farmaceuti | Agenti terapeutici a base di un acil derivato della carnitina per la cura di vasculopatie periferiche |
-
1967
- 1967-07-03 BE BE700864D patent/BE700864A/xx unknown
-
1968
- 1968-07-02 CH CH985268A patent/CH476683A/fr not_active IP Right Cessation
- 1968-07-02 NL NL6809319A patent/NL6809319A/xx unknown
- 1968-07-02 FR FR1573430D patent/FR1573430A/fr not_active Expired
- 1968-10-01 FR FR168311A patent/FR7962M/fr not_active Expired
-
1969
- 1969-06-28 DE DE19691768780 patent/DE1768780A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NL6809319A (enrdf_load_stackoverflow) | 1969-01-07 |
| CH476683A (fr) | 1969-08-15 |
| BE700864A (enrdf_load_stackoverflow) | 1967-12-18 |
| FR1573430A (enrdf_load_stackoverflow) | 1969-07-04 |
| FR7962M (enrdf_load_stackoverflow) | 1970-06-01 |
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