JPS57108098A - Preparation of choline cytidine diphosphate - Google Patents
Preparation of choline cytidine diphosphateInfo
- Publication number
- JPS57108098A JPS57108098A JP18287980A JP18287980A JPS57108098A JP S57108098 A JPS57108098 A JP S57108098A JP 18287980 A JP18287980 A JP 18287980A JP 18287980 A JP18287980 A JP 18287980A JP S57108098 A JPS57108098 A JP S57108098A
- Authority
- JP
- Japan
- Prior art keywords
- phosphorylcholine
- compound
- chloride
- halide
- phosphoric acid
- 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
- RZZPDXZPRHQOCG-OJAKKHQRSA-O CDP-choline(1+) Chemical compound O[C@@H]1[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OCC[N+](C)(C)C)O[C@H]1N1C(=O)N=C(N)C=C1 RZZPDXZPRHQOCG-OJAKKHQRSA-O 0.000 title 1
- 229960001284 citicoline Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 229950004354 phosphorylcholine Drugs 0.000 abstract 2
- -1 phosphorylcholine halide Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- ICVPTJCCKTXCDT-UHFFFAOYSA-L calcium;2-(trimethylazaniumyl)ethyl phosphate;chloride Chemical compound [Cl-].[Ca+2].C[N+](C)(C)CCOP([O-])([O-])=O ICVPTJCCKTXCDT-UHFFFAOYSA-L 0.000 abstract 1
- 230000002490 cerebral effect Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- IERHLVCPSMICTF-XVFCMESISA-N cytidine 5'-monophosphate Chemical compound O=C1N=C(N)C=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(O)=O)O1 IERHLVCPSMICTF-XVFCMESISA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 238000005194 fractionation Methods 0.000 abstract 1
- 208000014674 injury Diseases 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 abstract 1
- 230000008733 trauma Effects 0.000 abstract 1
Landscapes
- Saccharide Compounds (AREA)
Abstract
PURPOSE: To obtain the titled compound industrially advantageously useful as a recovering agent for consciousness and function disturbance in cerebral trauma, etc., by reacting cytidine-phosphoric acid with a metal salt of phosphorylcholine halide in the presence of an excess amount of a specific sulfonyl chloride.
CONSTITUTION: (A) Cytidine-5'-phosphoric acid is reacted with (B) a metal salt of phosphorylcholine halide (e.g., calcium phosphorylcholine chloride, etc.) in the presence of an excess molar amount (preferably 2W5 times the molar quantity) based on component B of a compound (e.g., p-toluenesulfonyl chloride, etc.) shown by the formula RSO2Cl[R is (1W3C alkyl-substituted)phenyl, lower alkyl]preferably at 0W50°C for 1W3hr, to give the desired compound. The molar ratio of the starting raw materials of A:B is preferably 1:2W4.
EFFECT: The reaction and the fractionation operation of the desired substance are simple and, the desired substance is obtained in high yield.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18287980A JPS6043079B2 (en) | 1980-12-25 | 1980-12-25 | Method for producing choline cytidine diphosphate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18287980A JPS6043079B2 (en) | 1980-12-25 | 1980-12-25 | Method for producing choline cytidine diphosphate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57108098A true JPS57108098A (en) | 1982-07-05 |
| JPS6043079B2 JPS6043079B2 (en) | 1985-09-26 |
Family
ID=16126009
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18287980A Expired JPS6043079B2 (en) | 1980-12-25 | 1980-12-25 | Method for producing choline cytidine diphosphate |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6043079B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4789666A (en) * | 1985-07-05 | 1988-12-06 | Bioresearch Spa | Cytidine-diphosphocholine salts, particularly suitable for oral use |
| WO1990004400A1 (en) * | 1988-10-27 | 1990-05-03 | Massachusetts Institute Of Technology | PROCESS FOR INCREASING PHOSPHATIDYLCHOLINE $i(IN VIVO) |
| US5801160A (en) * | 1995-03-06 | 1998-09-01 | Interneuron Pharmaceuticals, Inc. | Method of protecting brain tissue from cerebral infarction subsequent to ischemia |
-
1980
- 1980-12-25 JP JP18287980A patent/JPS6043079B2/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4789666A (en) * | 1985-07-05 | 1988-12-06 | Bioresearch Spa | Cytidine-diphosphocholine salts, particularly suitable for oral use |
| WO1990004400A1 (en) * | 1988-10-27 | 1990-05-03 | Massachusetts Institute Of Technology | PROCESS FOR INCREASING PHOSPHATIDYLCHOLINE $i(IN VIVO) |
| EP0408668A1 (en) * | 1988-10-27 | 1991-01-23 | Massachusetts Inst Technology | Process for increasing phosphatidylcholine in vivo. |
| EP0408668B1 (en) * | 1988-10-27 | 1994-05-11 | Massachusetts Institute Of Technology | Process for increasing phosphatidylcholine in vivo |
| US5801160A (en) * | 1995-03-06 | 1998-09-01 | Interneuron Pharmaceuticals, Inc. | Method of protecting brain tissue from cerebral infarction subsequent to ischemia |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6043079B2 (en) | 1985-09-26 |
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