CA2030838C - Preparations containing l-carnitine - Google Patents
Preparations containing l-carnitine Download PDFInfo
- Publication number
- CA2030838C CA2030838C CA002030838A CA2030838A CA2030838C CA 2030838 C CA2030838 C CA 2030838C CA 002030838 A CA002030838 A CA 002030838A CA 2030838 A CA2030838 A CA 2030838A CA 2030838 C CA2030838 C CA 2030838C
- Authority
- CA
- Canada
- Prior art keywords
- carnitine
- preparation
- tartrate
- tablets
- capsules
- 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 - Lifetime
Links
Classifications
-
- 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
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/03—Organic compounds
- A23L29/045—Organic compounds containing nitrogen as heteroatom
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/205—Amine addition salts of organic acids; Inner quaternary ammonium salts, e.g. betaine, carnitine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
Abstract
Preparations in the form of tablets, capsules or powders for oral administration are disclosed which contain L-carnitine-L-tartrate. In comparison to preparations made with free L-carnitine, the disclosed preparations exhibit less hygroscopicity, longer stability and better storage capacity.
Description
~'~~0~ ~
This invention relates to preparations containing L=carnitine for oral use in the form of tablets, capsules or powders.
L-carnitine plays an important role in lipometabolism and is used especially in food for athletes, but also for the treatment of diseases involving metabolic disorders. Athletic food preparations containing L-carnitine are widely used, since they contribute significantly to supplying the muscles with energy and l0 promoting endurance performance. Such preparations have great importance since they improve muscle activity and thereby bring about increased endurance and stress tolerance as well as delaying fatigue and shortening recovery time. However, the use of preparations containing L-carnitine is not limited to food stuffs for athletes, since they can also be used far geriatric purposes and as general food additives.
Thus, the administration of L-carnitine can basically take place both enterally and parenterally.
For 2o the preferred enteral, i.e. oral, application, suitable forms of administrati~~n, preferably in the form of tablets or capsules, optionally also in the form of powder or granulate, are thus necessary. Here the production takes place according to conventional methods of pharmaceutical technology, independently of whether the form of administration is to serve fox food purposes or therapeutic purposes. The production and handling of such forms of administration up to now have been made considerably more difficult because of the high hygroscopicity of L-carnitine. Thus, for example, tablets that contaixa L-y carnitine must be produced with the exclusion of moisture and must be packaged hermetically and individually, since they would begin to liquefy in a short period of time even with the normal moisture levels in the air. Moreover, L-carnitine often contains traces of tr~imethylamine, which, !9 because of its fishy odor, has a repulsive effect on the user.
An object of the invention is to make available a non-hygroscopic an odorless form of L-carnitine, which is free from physiologically unsafe additives and which is preferably suitable in particular for producing tablets or capsules.
Accordingly, the invention provides a composition oral administration which contains L-carnitine-L-tartrate.
Herein, the term L-carnitine-L-tartrate is to be understood as referring to the salt of L-carnitine with L-tartaric acid in a molar ratio of 2:1.
It has been found that L-carnitine-L-tartrate at normal air moisture levels (<- 60 percent relative humidity) is storage stable and can be processed without special precautions. L-carnitine-L-tartrate forms a crystalline powder which can be easily processed and is particularly suitable for processing with rapidly running machines, since it does not tend to stick together or become lumpy.
Moreover, it is completely odorless and, because of the bonded tartaric acid, it has a refreshing soanewhat acidic taste.
L-carnitine-L-tartrate is used advantageously alone or with additional active ingredients, such as, vitamins, amino acids, trace elements or mineral substances, as well as, optionally, adjuvants usmal for the respective forms of administration. The forms of administration include particularly all kinds of tablets, both those that are swallowed without being chewed, and tablets to be chewed or sucked, as well as those that are dissolved in a liquid before being taken. The tablet forms include uncoated tablets, in one-layer or multilayer or encased form, effervescent tablets, and coated tablets, such as film tablets or dragees. Further preferred forms of administration are capsules of soft or hard gelatin. Of these, hard gelatin capsules in the form of hard-shell ~~3r~~~~s~
This invention relates to preparations containing L=carnitine for oral use in the form of tablets, capsules or powders.
L-carnitine plays an important role in lipometabolism and is used especially in food for athletes, but also for the treatment of diseases involving metabolic disorders. Athletic food preparations containing L-carnitine are widely used, since they contribute significantly to supplying the muscles with energy and l0 promoting endurance performance. Such preparations have great importance since they improve muscle activity and thereby bring about increased endurance and stress tolerance as well as delaying fatigue and shortening recovery time. However, the use of preparations containing L-carnitine is not limited to food stuffs for athletes, since they can also be used far geriatric purposes and as general food additives.
Thus, the administration of L-carnitine can basically take place both enterally and parenterally.
For 2o the preferred enteral, i.e. oral, application, suitable forms of administrati~~n, preferably in the form of tablets or capsules, optionally also in the form of powder or granulate, are thus necessary. Here the production takes place according to conventional methods of pharmaceutical technology, independently of whether the form of administration is to serve fox food purposes or therapeutic purposes. The production and handling of such forms of administration up to now have been made considerably more difficult because of the high hygroscopicity of L-carnitine. Thus, for example, tablets that contaixa L-y carnitine must be produced with the exclusion of moisture and must be packaged hermetically and individually, since they would begin to liquefy in a short period of time even with the normal moisture levels in the air. Moreover, L-carnitine often contains traces of tr~imethylamine, which, !9 because of its fishy odor, has a repulsive effect on the user.
An object of the invention is to make available a non-hygroscopic an odorless form of L-carnitine, which is free from physiologically unsafe additives and which is preferably suitable in particular for producing tablets or capsules.
Accordingly, the invention provides a composition oral administration which contains L-carnitine-L-tartrate.
Herein, the term L-carnitine-L-tartrate is to be understood as referring to the salt of L-carnitine with L-tartaric acid in a molar ratio of 2:1.
It has been found that L-carnitine-L-tartrate at normal air moisture levels (<- 60 percent relative humidity) is storage stable and can be processed without special precautions. L-carnitine-L-tartrate forms a crystalline powder which can be easily processed and is particularly suitable for processing with rapidly running machines, since it does not tend to stick together or become lumpy.
Moreover, it is completely odorless and, because of the bonded tartaric acid, it has a refreshing soanewhat acidic taste.
L-carnitine-L-tartrate is used advantageously alone or with additional active ingredients, such as, vitamins, amino acids, trace elements or mineral substances, as well as, optionally, adjuvants usmal for the respective forms of administration. The forms of administration include particularly all kinds of tablets, both those that are swallowed without being chewed, and tablets to be chewed or sucked, as well as those that are dissolved in a liquid before being taken. The tablet forms include uncoated tablets, in one-layer or multilayer or encased form, effervescent tablets, and coated tablets, such as film tablets or dragees. Further preferred forms of administration are capsules of soft or hard gelatin. Of these, hard gelatin capsules in the form of hard-shell ~~3r~~~~s~
capsules are particularly preferred. Further, L-carnitine-L-tartrate can be used advantageously as a powder, for example, with gas-producing additives, such as an effervescent powder, or as granulated powder. Adjuvants include, for example, fillers, binding agents, lubricants and mold release agents, flow-regulating agents and disintegrants for the production of tablets, as well as colouring and flavouring substances. Such adjuvants are known to persons skilled in the art, as well as their use and the technology for producing the above-described forms of administration.
The following Examples illustrate the invention.
Example 1 Production of L-carnitine-L-tartrate L-tartaric acid was dissolved in the required quantity of hot 90 percent aqueous ethanol, the calculated quantity of L-carnitine was added, the salt was crystallized by cooling, filtered and dried. The product showed the following characteristics:
colourless crystals melting point: 169 - 175C
[a]25: - 10.9 0.6 (25C, c = 1o in water) D
composition: mol ratio of carnitine: tartaric acid is 2:1 ( 1 ~.I_.,~g ) water solubil.i~ty: about 73 g/100 g of solution Water absorption with air humidity of 32 percent L-carnitine-L-tartrate L-carnitine After hours percent 1 0 1.9 2 0 3.6 4 0 6.3 8 0 8.6 24 0 7.2.3 ~~9~0~3 ~~
Water absorption with air humidity of 66 percent L-carnitine-L-tartrate L-carnitine After hours percent ~ percent 1 0 6.0 2 0 9.6 4 0 21.6 8 0.1 45.2 . 24 0.1 67.7 Example 2 Chewable tablets with orange flavouring Chewable tablets individually weighing 2,200 mg were produced according to the following formulation:
' L-carnitine-L-tartrate 732 mg fructose 1,089 mg orange flavouring 30 mg quinoline yellow lacquer 4 mg carboxymethyl cellulose 25 mg polyvinylpyrrolidone 20 mg saccharose stearate 100 mg talc 160 mg magnesium stearate 40 mg The mixture of ingredients was prepared in the usual manner and pressed into tablets 2.0 mm in diameter.
As a comparison, chewable tablets of the same kind were produced which contained 500 mg of L-carnit:ine and 232 mg of microcrystalline cellulose (for weight compensation) instead of L-carnitine-L-tartrate. Tn each case, the water absorption was determined for the crushed tablets under constant relative humidity. When they were stored at a relative humidity of 56 percent the crushed tablets, which ., conta'ined L-carnitine-L-tartrate, did not take up any water even after 10 days. In comparison to this, tablets that contained L-carnitine showed a water absorption of percent under identical conditions. The use of L-carnitine-L-tartrate according to the invention resulted in ~~r~~~~~
tablets 'that could be stored even under extreme conditions.
Example 3 Chewable tablets with peppermint flavouring 5 Analogously to Example 2 chewable tablets were produced according to the following formulation:
L-carnitine-L-tartrate 732 mg mannitol 1,100 mg aspartame 13 mg peppermint flavouring 10 mg carboxyrnethyl cellulose 25 mg polyvinyl pyrrolidone 20 mg saccharose stearate 100 mg talc 160 mg magnesium stearate 40 mg As a comparison, again as in Example 2, tablets were produced with L-carnitine and microcrystalline cellulose. Also with these tablets, as in Example 2, the water absorption was determined. L-carnitine-L-tar~trate-containing formulation yielded stable tablets capable of being stored, while tablets based on L-carnitine, after storage for one week, formed a sticky mass because of water absorption.
Example Tablets suitable for. swallowin According to the following formulation 12,000 tablets of 650 mgr each were produced:
L-carnitine-L-tartrate 4.392 kg lactose monohydrate 2..028 kg (that can be directly tableted) caheat starch 4 2 0 g microcrystalline cellulose 360 g silicone dioxide (Aerosil~ 200) 60 g ta~.c 480 g magnesium stearate 60 g The L-carnitine-L-tartrate was homogeneously mixed with the wheat starch and the cellulose and sifted. The lactose was added, uniformly mixed in, and the mixture was sifted again. Talc, magnesium stearate and silicon dioxide were thoroughly mixed with one another, sifted and sprinkled into the mixture of active ingredients. The whole mixture was again mixed thoroughly and maintained in a hermetically sealed container until it was made into tablets. Circular tablets with a facette edge 13 mm in diameter and about 3.9 mm thick were pressed. The tablets exhibited a resistance to pressure of 60 to 70 N and disintegrated in water at 20° C within 15 to 17 minutes.
Hxample 5 Capsules for use as food supplement Hard gelatin capsules containing L-carnitine-L-tartrate were produced, corresponding to the following composition:
L-carnitine-L-tartrate 366 mg magnesium stearate 4 mg The magnesium stearate was sifted with a sieve of 0.5 mm mesh size, the L-carnitine-L-tartrate was added, and both components were intensively mixed for 15 minutes.
Afterwards the mixture was filled into size 1 CONI-SNAP~
capsules. This resulted in capsules that were capable of being stored even under tropical conditions. 366 mg of L-carnitine-L-tartrate per capsule corresponded to a quantity of 250 mg of L-carnitine.
The following Examples illustrate the invention.
Example 1 Production of L-carnitine-L-tartrate L-tartaric acid was dissolved in the required quantity of hot 90 percent aqueous ethanol, the calculated quantity of L-carnitine was added, the salt was crystallized by cooling, filtered and dried. The product showed the following characteristics:
colourless crystals melting point: 169 - 175C
[a]25: - 10.9 0.6 (25C, c = 1o in water) D
composition: mol ratio of carnitine: tartaric acid is 2:1 ( 1 ~.I_.,~g ) water solubil.i~ty: about 73 g/100 g of solution Water absorption with air humidity of 32 percent L-carnitine-L-tartrate L-carnitine After hours percent 1 0 1.9 2 0 3.6 4 0 6.3 8 0 8.6 24 0 7.2.3 ~~9~0~3 ~~
Water absorption with air humidity of 66 percent L-carnitine-L-tartrate L-carnitine After hours percent ~ percent 1 0 6.0 2 0 9.6 4 0 21.6 8 0.1 45.2 . 24 0.1 67.7 Example 2 Chewable tablets with orange flavouring Chewable tablets individually weighing 2,200 mg were produced according to the following formulation:
' L-carnitine-L-tartrate 732 mg fructose 1,089 mg orange flavouring 30 mg quinoline yellow lacquer 4 mg carboxymethyl cellulose 25 mg polyvinylpyrrolidone 20 mg saccharose stearate 100 mg talc 160 mg magnesium stearate 40 mg The mixture of ingredients was prepared in the usual manner and pressed into tablets 2.0 mm in diameter.
As a comparison, chewable tablets of the same kind were produced which contained 500 mg of L-carnit:ine and 232 mg of microcrystalline cellulose (for weight compensation) instead of L-carnitine-L-tartrate. Tn each case, the water absorption was determined for the crushed tablets under constant relative humidity. When they were stored at a relative humidity of 56 percent the crushed tablets, which ., conta'ined L-carnitine-L-tartrate, did not take up any water even after 10 days. In comparison to this, tablets that contained L-carnitine showed a water absorption of percent under identical conditions. The use of L-carnitine-L-tartrate according to the invention resulted in ~~r~~~~~
tablets 'that could be stored even under extreme conditions.
Example 3 Chewable tablets with peppermint flavouring 5 Analogously to Example 2 chewable tablets were produced according to the following formulation:
L-carnitine-L-tartrate 732 mg mannitol 1,100 mg aspartame 13 mg peppermint flavouring 10 mg carboxyrnethyl cellulose 25 mg polyvinyl pyrrolidone 20 mg saccharose stearate 100 mg talc 160 mg magnesium stearate 40 mg As a comparison, again as in Example 2, tablets were produced with L-carnitine and microcrystalline cellulose. Also with these tablets, as in Example 2, the water absorption was determined. L-carnitine-L-tar~trate-containing formulation yielded stable tablets capable of being stored, while tablets based on L-carnitine, after storage for one week, formed a sticky mass because of water absorption.
Example Tablets suitable for. swallowin According to the following formulation 12,000 tablets of 650 mgr each were produced:
L-carnitine-L-tartrate 4.392 kg lactose monohydrate 2..028 kg (that can be directly tableted) caheat starch 4 2 0 g microcrystalline cellulose 360 g silicone dioxide (Aerosil~ 200) 60 g ta~.c 480 g magnesium stearate 60 g The L-carnitine-L-tartrate was homogeneously mixed with the wheat starch and the cellulose and sifted. The lactose was added, uniformly mixed in, and the mixture was sifted again. Talc, magnesium stearate and silicon dioxide were thoroughly mixed with one another, sifted and sprinkled into the mixture of active ingredients. The whole mixture was again mixed thoroughly and maintained in a hermetically sealed container until it was made into tablets. Circular tablets with a facette edge 13 mm in diameter and about 3.9 mm thick were pressed. The tablets exhibited a resistance to pressure of 60 to 70 N and disintegrated in water at 20° C within 15 to 17 minutes.
Hxample 5 Capsules for use as food supplement Hard gelatin capsules containing L-carnitine-L-tartrate were produced, corresponding to the following composition:
L-carnitine-L-tartrate 366 mg magnesium stearate 4 mg The magnesium stearate was sifted with a sieve of 0.5 mm mesh size, the L-carnitine-L-tartrate was added, and both components were intensively mixed for 15 minutes.
Afterwards the mixture was filled into size 1 CONI-SNAP~
capsules. This resulted in capsules that were capable of being stored even under tropical conditions. 366 mg of L-carnitine-L-tartrate per capsule corresponded to a quantity of 250 mg of L-carnitine.
Claims (9)
1. A preparation for enteral application comprising tablets containing L-carnitine-L-tartrate, powder containing L-carnitine-L-tartrate or capsules containing L-carnitine-L-tartrate.
2. A preparation as claimed in claim 1, wherein said tablets include or said powder includes or said capsules also contain at least one member selected from the group consisting of vitamins, amino acids, trace elements, mineral substances, inert edible carriers or fillers, gas-producing additives, disintegrants, binding agents, lubricants, mold release agents, flow regulating agents, colorants and flavorants.
3. A preparation as claimed in claim 1, wherein the preparation is in tablet form.
4. A preparation as claimed in claim 3, wherein the tablets includes a monosaccharide, a disaccharide, a sugar alcohol or a trisaccharide.
5. A preparation as claimed in claim 1 or 2, wherein the preparation is in powder form.
6. A preparation as claimed in claim 1 or 2, wherein the preparation is in capsule form.
7. A process comprising preparing a preparation for oral administration, the preparation containing L-carnitine-L-tartrate.
8. A process as claimed in claim 7, wherein the preparation is in the form of tablets composed of L-carnitine-L-tartrate, and said process includes tableting the L-carnitine-L-tartrate-containing preparation into tablets.
9. A process as claimed in claim 7, wherein the preparation is in the form of capsules containing L-carnitine-L-tartrate, and said process includes placing the L-carnitine-L-tartrate-containing preparation into capsules.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH463389 | 1989-12-22 | ||
| CH4633/89 | 1989-12-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2030838A1 CA2030838A1 (en) | 1991-06-23 |
| CA2030838C true CA2030838C (en) | 2000-05-09 |
Family
ID=4279783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002030838A Expired - Lifetime CA2030838C (en) | 1989-12-22 | 1990-11-26 | Preparations containing l-carnitine |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5073376A (en) |
| EP (1) | EP0434088B1 (en) |
| JP (1) | JP2546068B2 (en) |
| AT (1) | ATE89721T1 (en) |
| CA (1) | CA2030838C (en) |
| DE (1) | DE59001556D1 (en) |
| FI (1) | FI906245A (en) |
| HU (1) | HU210933B (en) |
| IL (1) | IL96699A (en) |
| MX (1) | MX174336B (en) |
| PT (1) | PT96330B (en) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030170290A1 (en) * | 1993-06-16 | 2003-09-11 | Shug Austin L. | Delayed release carnitine |
| US5707971A (en) * | 1995-06-07 | 1998-01-13 | Life Resuscitation Technologies, Inc. | Modulation of glycolytic ATP production |
| IT1289974B1 (en) * | 1997-02-25 | 1998-10-19 | Aldo Fassi | PROCESS FOR THE PRODUCTION OF STABLE AND NON-HYGROSCOPIC SALTS OF L (-) CARNITINE AND OF ALCANOLS L (-) - CARNITINE |
| PT914315E (en) * | 1996-05-31 | 2001-07-31 | Sigma Tau Ind Farmaceuti | (-) CARNITINE AND ALCANOYL (-) CARNITINES PROCESS FOR THEIR PREPARATION AND SOLID ADMINISTRABLE COMPOSITIONS ORALLY CONTAINING SUCH SAIs |
| IT1291126B1 (en) * | 1997-04-01 | 1998-12-29 | Sigma Tau Ind Farmaceuti | SOLID COMPOSITIONS SUITABLE FOR ORAL ADMINISTRATION INCLUDING NON-HYGROSCOPIC SALTS OF L-CARNITINE AND L-CARNITINE ALCANOYLS |
| IT1291133B1 (en) * | 1997-04-07 | 1998-12-29 | Sigma Tau Ind Farmaceuti | SOLID COMPOSITIONS SUITABLE FOR ORAL ADMINISTRATION INCLUDING L-CARNITINE AND ALCANOYL L-CARNITINE MAGNESIUM TARTRATE |
| IT1291134B1 (en) * | 1997-04-08 | 1998-12-29 | Sigma Tau Ind Farmaceuti | SOLID COMPOSITIONS SUITABLE FOR ORAL ADMINISTRATION INCLUDING AN ALCANOYL L-CARNITINE MAGNESIUM CITRATE |
| IT1291143B1 (en) * | 1997-04-18 | 1998-12-29 | Sigma Tau Ind Farmaceuti | SOLID COMPOSITIONS SUITABLE FOR ORAL ADMINISTRATION INCLUDING L-CARNITINE CHOLINE TARTRATE OR AN ALCANOYL L-CARNITINE CHOLINE |
| IT1290600B1 (en) * | 1997-04-30 | 1998-12-10 | Sigma Tau Ind Farmaceuti | SOLID COMPOSITIONS SUITABLE FOR ORAL ADMINISTRATION INCLUDING L-CARNITINE AND ALKANOYL L-CARNITINE MAGNESIUM FUMARATE |
| IT1299544B1 (en) * | 1998-07-03 | 2000-03-16 | Sigma Tau Ind Farmaceuti | SOLID COMPOSITIONS SUITABLE FOR ORAL ADMINISTRATION INCLUDING NON-HYGROSCOPIC SALTS OF L-CARNITINE AND L-CARNITINE ALCANOYLS |
| IT1312018B1 (en) | 1999-03-19 | 2002-04-04 | Fassi Aldo | IMPROVED PROCEDURE FOR THE PRODUCTION OF NON HYGROSCOPICIDAL SALTS OF L (-) - CARNITINE. |
| IT1305308B1 (en) * | 1999-03-26 | 2001-05-04 | Biosint S P A | HIGH-CONTENT GRANULATE OF L-CARNITINE OR ALCANOYL-L-CARNITINE, PARTICULARLY SUITABLE FOR THE PRODUCTION OF COMPRESSION TABS |
| ITRM20010030A1 (en) * | 2001-01-23 | 2002-07-23 | Aldo Fassi | CARNITINE SALTS USEFUL AS DIET / NUTRITIONAL SUPPLEMENTS OR AS DRUGS, COMPOSITIONS CONTAINING THEM AND PROCEDURES FOR THEIR PR |
| DE10113446A1 (en) † | 2001-03-19 | 2002-09-26 | Schwarzkopf Gmbh Hans | Pharmaceutical or cosmetic hair treatment agents, especially for promoting hair growth, contain a betaine, especially carnitine, histidine, taurine, choline or betaine or their derivatives |
| ITRM20010445A1 (en) * | 2001-07-25 | 2003-01-27 | Sigma Tau Healthscience Spa | ALPHA-KETOGLUTARATES OF ACTIVE PRINCIPLES AND COMPOSITIONS CONTAINING THEM. |
| US20040001817A1 (en) * | 2002-05-14 | 2004-01-01 | Giampapa Vincent C. | Anti-aging nutritional supplement |
| DE10350140A1 (en) * | 2003-03-28 | 2004-10-14 | Martin Schymura | Fruit gum composition |
| JP2006111550A (en) * | 2004-10-13 | 2006-04-27 | Nisshin Pharma Inc | Carnitine-containing product |
| ES2385046T3 (en) * | 2005-07-05 | 2012-07-17 | Lonza Ag | Spray drying process to produce a dry carnitine powder or granulate |
| DE102005062360A1 (en) | 2005-12-23 | 2007-06-28 | Henkel Kgaa | Method for gentle dyeing of keratinic fibers, especially human hair, includes treatment, after oxidation dyeing, with a foam-forming composition that includes a care agent |
| JP5069416B2 (en) * | 2006-03-15 | 2012-11-07 | サントリーホールディングス株式会社 | Composition for food and drink with improved hygroscopicity |
| CN101209975B (en) | 2006-12-29 | 2010-12-01 | 沈阳科硕营养科技有限公司 | Levulorotation carnitine calcium fumarate and its preparing method and use |
| GR1006148B (en) * | 2007-12-07 | 2008-11-10 | Uni-Pharma Κλεων Τσετης, Φαρμακευτικα Εργαστηρια Αβεε | Effervescent tablets and effervescent granules that contain carnitine tartrate. |
| JP5367328B2 (en) * | 2008-09-01 | 2013-12-11 | 株式会社ファンケル | Carnitine-containing preparation |
| JP2011068563A (en) * | 2008-09-09 | 2011-04-07 | Mitsubishi Rayon Co Ltd | Carnitine fumarate, and method of producing the same |
| EP2335495A1 (en) | 2009-12-11 | 2011-06-22 | Lonza Ltd. | Carnitine granulate and methods for its production |
| PL217815B1 (en) * | 2009-12-14 | 2014-08-29 | Olimp Lab Spółka Z Ograniczoną Odpowiedzialnością | Isotonic beverage with the chelates |
| EP2425834A1 (en) | 2010-09-06 | 2012-03-07 | Lonza Ltd. | Process for the production of l-carnitine tartrate |
| WO2012136699A1 (en) * | 2011-04-05 | 2012-10-11 | Lonza Ltd. | Use of l-carnitine, salts and derivatives thereof for reducing or preventing fatigue and improving cognitive function |
| CN106748845B (en) * | 2016-12-23 | 2018-11-20 | 东北制药集团股份有限公司 | A kind of preparation method of L-carnitine salt micro mist |
| KR101978364B1 (en) | 2017-06-15 | 2019-05-14 | 크리스탈지노믹스(주) | Pharmaceutically acceptable salts of alkylcarbamoyl naphthalenyloxy octenoylhydroxyamide or derivatives thereof and preparing method thereof |
| CN109096129B (en) * | 2018-09-30 | 2021-04-27 | 东北制药集团股份有限公司 | Preparation method of L-carnitine tartrate |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD93347A (en) * | ||||
| US3274055A (en) * | 1962-12-10 | 1966-09-20 | Synergistics Inc | Acid addition salts of morpholine ethanol |
| US3810994A (en) * | 1972-06-01 | 1974-05-14 | Ethyl Corp | Method and composition for treating obesity |
| DE2903558C2 (en) * | 1978-02-03 | 1994-09-01 | Sigma Tau Ind Farmaceuti | Use of L-carnitine |
| GB2058566A (en) * | 1979-09-21 | 1981-04-15 | Sigma Tau Ind Farmaceuti | Pharmaceutical composition comprising L-carnitine |
| JPS57126420A (en) * | 1981-01-26 | 1982-08-06 | Eiji Murakami | Drug for digestive organ |
| EP0150688B1 (en) * | 1983-12-28 | 1987-04-22 | Sigma-Tau Industrie Farmaceutiche Riunite S.p.A. | Salts of l-carnitine and alkanoyl l-carnitines and process for preparing same |
| US4537772A (en) * | 1984-05-02 | 1985-08-27 | Merck & Co., Inc. | Enhancing absorption of drugs from gastrointestinal tract using acylcarnitines |
| JPS649287A (en) * | 1988-04-08 | 1989-01-12 | Seiko Epson Corp | Dynamic drive liquid crystal display |
-
1990
- 1990-03-27 US US07/499,629 patent/US5073376A/en not_active Expired - Lifetime
- 1990-11-26 CA CA002030838A patent/CA2030838C/en not_active Expired - Lifetime
- 1990-12-17 IL IL9669990A patent/IL96699A/en not_active IP Right Cessation
- 1990-12-17 JP JP2402808A patent/JP2546068B2/en not_active Expired - Fee Related
- 1990-12-18 FI FI906245A patent/FI906245A/en not_active Application Discontinuation
- 1990-12-21 EP EP90125138A patent/EP0434088B1/en not_active Revoked
- 1990-12-21 HU HU908404A patent/HU210933B/en unknown
- 1990-12-21 AT AT90125138T patent/ATE89721T1/en not_active IP Right Cessation
- 1990-12-21 DE DE9090125138T patent/DE59001556D1/en not_active Revoked
- 1990-12-21 PT PT96330A patent/PT96330B/en not_active IP Right Cessation
- 1990-12-21 MX MX023891A patent/MX174336B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PT96330A (en) | 1991-09-30 |
| JP2546068B2 (en) | 1996-10-23 |
| JPH04128223A (en) | 1992-04-28 |
| US5073376A (en) | 1991-12-17 |
| FI906245A0 (en) | 1990-12-18 |
| PT96330B (en) | 1998-06-30 |
| IL96699A0 (en) | 1991-09-16 |
| DE59001556D1 (en) | 1993-07-01 |
| EP0434088B1 (en) | 1993-05-26 |
| CA2030838A1 (en) | 1991-06-23 |
| HUT59306A (en) | 1992-05-28 |
| IL96699A (en) | 1995-12-31 |
| HU210933B (en) | 1995-09-28 |
| MX174336B (en) | 1994-05-09 |
| EP0434088A1 (en) | 1991-06-26 |
| HU908404D0 (en) | 1991-07-29 |
| ATE89721T1 (en) | 1993-06-15 |
| FI906245A (en) | 1991-06-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2030838C (en) | Preparations containing l-carnitine | |
| US5204115A (en) | Directly compressible xylitol and method | |
| CA1272134A (en) | Drug delivery system | |
| US5753254A (en) | Therapeutic agents containing thyroid hormones | |
| CA1090254A (en) | Nitrofurantoin sustained release tablet | |
| CA2676607C (en) | Improved stability in vitamin and mineral supplements | |
| US4443428A (en) | Extended action controlled release compositions | |
| US7780990B2 (en) | Combination therapeutic compositions and method of use | |
| US7300665B2 (en) | Nocturnal muscle enhancing composition and method | |
| KR20020000544A (en) | Chewable soft capsules having improved administration properties and process for producing the same | |
| KR20080028374A (en) | Compositions and methods for the sustained release of beta-alanine | |
| CZ170296A3 (en) | Organoleptic acceptable pharmaceutical preparation for peroral administration | |
| JPH07502763A (en) | Confectionery-like delivery system for pharmaceutical active substances | |
| EP0415326B1 (en) | Composition for foaming preparation | |
| JPH0687762A (en) | Preservatively stabilized glucoseamine sulfate peroral medicine and preparation thereof | |
| KR100741937B1 (en) | Method of stabilizing preparation | |
| JPS5940134B2 (en) | Antithrombotic pharmaceutical composition | |
| JP2002531392A (en) | Preparation and use of dry compositions that are soluble in the presence of water and prevent the Meyer reaction in the dry state | |
| JPH05292918A (en) | Functional health food | |
| JPH1156299A (en) | Processed food containing vitamins | |
| US3360434A (en) | Method for reducing blood pressure with phenylalanine derivatives | |
| MXPA02005534A (en) | Effervescent histamine h2. | |
| EP2042170B1 (en) | Creatine composition and use | |
| JPH07330612A (en) | Powder containing metoclopramide and paracetamol or acetylsalicylic acid derivative | |
| JP2003073262A (en) | Inclusion coating agent for solid preparation, the resultant solid preparation, method for producing the same, and foods |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |