GB792576A - N-acyl derivatives of glutamine and asparagine and compositions containing them - Google Patents
N-acyl derivatives of glutamine and asparagine and compositions containing themInfo
- Publication number
- GB792576A GB792576A GB25451/55A GB2545155A GB792576A GB 792576 A GB792576 A GB 792576A GB 25451/55 A GB25451/55 A GB 25451/55A GB 2545155 A GB2545155 A GB 2545155A GB 792576 A GB792576 A GB 792576A
- Authority
- GB
- United Kingdom
- Prior art keywords
- asparagine
- glutamine
- acyl
- glutamines
- acetyl
- 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
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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
The invention comprises N-butyryl-, N-benzoyl- and N-palmitoyl-glutamines and N-butyryl-, N-palmitoyl- and N-diphenylacetylasparagines. These compounds, and other N-acyl-glutamines and asparagines such as the N-formyl, N-acetyl, N-propionyl, N-valeryl, N-isobutyryl, N-phenylacetyl, N-trimethylacetyl, N-stearoyl and N-sulphonyl compounds, may be prepared by reacting glutamine or asparagine with an acylating agent such as an acyl halide or acid anhydride, conveniently in a liquid reaction medium at 0 DEG C. under substantially neutral conditions, such conditions being conveniently achieved by first neutralizing the glutamine or asparagine with a base e.g. aqueous sodium hydroxide, and then adding, simultaneously, a solution of the acylating agent and a solution of a base. Salts of the N-acylated glutamines and asparagines may be prepared by conventional methods. Examples describe the preparation of the L-forms of the compounds of the invention and also the preparation of N-acetyl - L - glutamine, N - p - toluenesulphonyl-L - glutamine, N - acetyl - L - asparagine and N-phenylacetyl-L-asparagine.ALSO:An anticonvulsant composition comprises at least one compound selected from N-acyl derivatives of glutamine and of asparagine and salts of such derivatives and a solid pharmaceutical carrier, or a sterile liquid suitable for parenteral injection or an orally administrable oil. A liquid carrier may be accompanied by a solubilizer and/or dispersing agent, a liquid composition may be contained in a capsule and a solid composition may be in the form of a tablet or powder and may contain flavouring and disintegrating agents. Suitable solid carriers include corn starch, sugar, talc, and magnesium carbonate, and suitable oils include olive oil and sesame oil. Preferably the N-acyl group has 20 carbon atoms or less and is derived from a monocarboxylic acid, but it may be, for example, an N-sulphonyl group. Compositions in unit dosage form may contain from 500 mg. to 75 g. of active ingredient. A composition containing benzoyl-L-asparagine, veegum H.V., glycerine, methyl p-hydroxybenzoate, propyl p-hydroxybenzoate and water is described.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US792576XA | 1954-09-22 | 1954-09-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB792576A true GB792576A (en) | 1958-04-02 |
Family
ID=22149406
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25451/55A Expired GB792576A (en) | 1954-09-22 | 1955-09-05 | N-acyl derivatives of glutamine and asparagine and compositions containing them |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB792576A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3364253A (en) * | 1963-05-07 | 1968-01-16 | Lab D Analyses Et De Rech S Ma | Arginine n-acetyl-asparaginate and arginine n-acetyl-glutaminate |
| WO1999029814A2 (en) * | 1997-12-10 | 1999-06-17 | Keminova Italiana S.R.L. | Method of preparing lipoproteins, lipoaminoacids, lipid esters, and glucolipids from olive oil and/or its constituents which are condensed with vegetal protein hydrolysates or aminoacids or esterificated with fatty alcohols or sugars |
| RU2632713C2 (en) * | 2016-02-18 | 2017-10-09 | Общество с ограниченной ответственностью "Фармамед" | Delayed release pharmaceutical composition containing asparaginates |
| RU2632715C2 (en) * | 2016-03-15 | 2017-10-09 | Общество с ограниченной ответственностью "Фармамед" | Sustained-release pharmaceutical composition containing asparaginates |
-
1955
- 1955-09-05 GB GB25451/55A patent/GB792576A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3364253A (en) * | 1963-05-07 | 1968-01-16 | Lab D Analyses Et De Rech S Ma | Arginine n-acetyl-asparaginate and arginine n-acetyl-glutaminate |
| WO1999029814A2 (en) * | 1997-12-10 | 1999-06-17 | Keminova Italiana S.R.L. | Method of preparing lipoproteins, lipoaminoacids, lipid esters, and glucolipids from olive oil and/or its constituents which are condensed with vegetal protein hydrolysates or aminoacids or esterificated with fatty alcohols or sugars |
| WO1999029814A3 (en) * | 1997-12-10 | 1999-09-02 | Keminova Italiana S R L | Method of preparing lipoproteins, lipoaminoacids, lipid esters, and glucolipids from olive oil and/or its constituents which are condensed with vegetal protein hydrolysates or aminoacids or esterificated with fatty alcohols or sugars |
| US6512093B1 (en) | 1997-12-10 | 2003-01-28 | Keminova Italiana S.R.L. | Method of preparing lipoproteins from fatty acids present in olive oil |
| RU2632713C2 (en) * | 2016-02-18 | 2017-10-09 | Общество с ограниченной ответственностью "Фармамед" | Delayed release pharmaceutical composition containing asparaginates |
| RU2632715C2 (en) * | 2016-03-15 | 2017-10-09 | Общество с ограниченной ответственностью "Фармамед" | Sustained-release pharmaceutical composition containing asparaginates |
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