JPS5775999A - Preparation of cytidine diphosphate choline ester - Google Patents
Preparation of cytidine diphosphate choline esterInfo
- Publication number
- JPS5775999A JPS5775999A JP15202680A JP15202680A JPS5775999A JP S5775999 A JPS5775999 A JP S5775999A JP 15202680 A JP15202680 A JP 15202680A JP 15202680 A JP15202680 A JP 15202680A JP S5775999 A JPS5775999 A JP S5775999A
- Authority
- JP
- Japan
- Prior art keywords
- pref
- phosphorylcholine
- cytidine
- preparation
- 1mol
- 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
- 150000001875 compounds Chemical class 0.000 abstract 4
- -1 phosphorylcholine halide Chemical class 0.000 abstract 3
- 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 2
- IERHLVCPSMICTF-UHFFFAOYSA-N cytidine monophosphate Natural products O=C1N=C(N)C=CN1C1C(O)C(O)C(COP(O)(O)=O)O1 IERHLVCPSMICTF-UHFFFAOYSA-N 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- 229950004354 phosphorylcholine Drugs 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 abstract 1
- 206010051290 Central nervous system lesion Diseases 0.000 abstract 1
- 206010012373 Depressed level of consciousness Diseases 0.000 abstract 1
- 159000000007 calcium salts Chemical class 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 abstract 1
- PYJNAPOPMIJKJZ-UHFFFAOYSA-N phosphorylcholine chloride Chemical compound [Cl-].C[N+](C)(C)CCOP(O)(O)=O PYJNAPOPMIJKJZ-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Saccharide Compounds (AREA)
Abstract
PURPOSE: To prepare the titled compound useful as a remedy for obnubilation caused by brain lesion, economically, in an industrial scale, by condensing cytidine- 5'-phosphate with a metal salt of phosphorylcholine halide in the presence of a specific phosphorus compound.
CONSTITUTION: The objective compound can be obtained by reacting (A) cytidine- 5'-phosphate with (B) a metal salt of phosphorylcholine halide (e.g. calcium salt of phosphorylcholine chloride) in the presence of ≥1mol, pref. 2W4mol, based on 1mol of the component B, of one or more compounds selected from phosphorus oxychloride (pref. containing water), pyrophosphoryl tetrachloride and phosphorus trichloride, pref. in an organic solvent such as DMF, e.g. at 20W50°C for 1hr.
EFFECT: The objective compound can be prepared with a simple process, in high yield, without using expensive reagents.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15202680A JPS6043078B2 (en) | 1980-10-31 | 1980-10-31 | Production method of choline cytidine diphosphate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15202680A JPS6043078B2 (en) | 1980-10-31 | 1980-10-31 | Production method of choline cytidine diphosphate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5775999A true JPS5775999A (en) | 1982-05-12 |
| JPS6043078B2 JPS6043078B2 (en) | 1985-09-26 |
Family
ID=15531429
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15202680A Expired JPS6043078B2 (en) | 1980-10-31 | 1980-10-31 | Production method of choline cytidine diphosphate |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6043078B2 (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
- 1980-10-31 JP JP15202680A patent/JPS6043078B2/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 |
|---|---|
| JPS6043078B2 (en) | 1985-09-26 |
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