CA2061196A1 - Acetylsalicyloyl l-carnitine and process for its preparation - Google Patents
Acetylsalicyloyl l-carnitine and process for its preparationInfo
- Publication number
- CA2061196A1 CA2061196A1 CA 2061196 CA2061196A CA2061196A1 CA 2061196 A1 CA2061196 A1 CA 2061196A1 CA 2061196 CA2061196 CA 2061196 CA 2061196 A CA2061196 A CA 2061196A CA 2061196 A1 CA2061196 A1 CA 2061196A1
- Authority
- CA
- Canada
- Prior art keywords
- carnitine
- vis
- acetylsalicyloyl
- preparation
- acetoxybenzoyloxy
- 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.)
- Granted
Links
- XOXKBVCLTJWGTD-BZSJEYESSA-N C(C)(=O)C([C@](O)(CC([O-])=O)C(C=1C(O)=CC=CC1)=O)[N+](C)(C)C Chemical compound C(C)(=O)C([C@](O)(CC([O-])=O)C(C=1C(O)=CC=CC1)=O)[N+](C)(C)C XOXKBVCLTJWGTD-BZSJEYESSA-N 0.000 title 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 abstract 2
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 abstract 1
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 abstract 1
- IHWNOPAHRHEFIE-UHFFFAOYSA-N CC(=O)OC1=CC=CC=C1C(=O)OC(CC([O-])=O)C[N+](C)(C)C Chemical compound CC(=O)OC1=CC=CC=C1C(=O)OC(CC([O-])=O)C[N+](C)(C)C IHWNOPAHRHEFIE-UHFFFAOYSA-N 0.000 abstract 1
- 230000000397 acetylating effect Effects 0.000 abstract 1
- 229960001138 acetylsalicylic acid Drugs 0.000 abstract 1
- 229960003237 betaine Drugs 0.000 abstract 1
- 229960004203 carnitine Drugs 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000002496 gastric effect Effects 0.000 abstract 1
- 150000003902 salicylic acid esters Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000001988 toxicity Effects 0.000 abstract 1
- 231100000419 toxicity Toxicity 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/22—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Novel 3-(2-acetoxybenzoyloxy)-4-(trimethylammonio)-butyric acid betaine and its pharmaceutically acceptable salts are disclosed. The compounds are distinguished by high water solubility, minimum toxicity and good gastric tolerance vis-a-vis acetylsalicylic acid and can be prepared by acetylating the corresponding salicylic acid ester of the carnitine.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA 2061196 CA2061196C (en) | 1992-02-13 | 1992-02-13 | Acetylsalicyloyl l-carnitine and process for its preparation |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA 2061196 CA2061196C (en) | 1992-02-13 | 1992-02-13 | Acetylsalicyloyl l-carnitine and process for its preparation |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2061196A1 true CA2061196A1 (en) | 1993-08-14 |
CA2061196C CA2061196C (en) | 2002-05-14 |
Family
ID=4149252
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA 2061196 Expired - Fee Related CA2061196C (en) | 1992-02-13 | 1992-02-13 | Acetylsalicyloyl l-carnitine and process for its preparation |
Country Status (1)
Country | Link |
---|---|
CA (1) | CA2061196C (en) |
-
1992
- 1992-02-13 CA CA 2061196 patent/CA2061196C/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
CA2061196C (en) | 2002-05-14 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |