JPS5791994A - 5'-o-(n-alkylcarbamoylalanyl)-5-fluorouridine and its preparation - Google Patents
5'-o-(n-alkylcarbamoylalanyl)-5-fluorouridine and its preparationInfo
- Publication number
- JPS5791994A JPS5791994A JP56079434A JP7943481A JPS5791994A JP S5791994 A JPS5791994 A JP S5791994A JP 56079434 A JP56079434 A JP 56079434A JP 7943481 A JP7943481 A JP 7943481A JP S5791994 A JPS5791994 A JP S5791994A
- Authority
- JP
- Japan
- Prior art keywords
- fluorouridine
- formulai
- expressed
- agent
- alkylcarbamoylalanyl
- 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.)
- Pending
Links
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
NEW MATERIAL:A compound expressed by formulaI(R is 1W5C alkyl).
EXAMPLE: 5'-O-(N-Propylcarbamoylalanyl)-2',3'-O-isopropylidene-5-fluorouridine.
USE: An antimalignant tumor agent, antiviral agent and immunological inhibitor having particularly improved safety.
PROCESS: A 5-fluorouridine derivative, e.g. a 2',3'-O-alkylidene-5-fluorouridine, is subjected to the ester bonding with an N-alkylcarbamoylalanine expressed by firmula II in an anhydrous solvent, e.g. benzene or chloroform, in the presence of a basic compound, e.g. a trialkylamine or pyridine, and a condensing agent, e.g. p-toluenesulfonyl chloride or thionyl chloride at 40°C or below and the protection group is then removed to give the compound expressed by formulaI.
COPYRIGHT: (C)1982,JPO&Japio
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/210,796 US4340728A (en) | 1979-11-28 | 1980-11-26 | Nucleoside derivatives and process for preparing same |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS5791994A true JPS5791994A (en) | 1982-06-08 |
Family
ID=22784293
Family Applications (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP56079434A Pending JPS5791994A (en) | 1980-11-26 | 1981-05-27 | 5'-o-(n-alkylcarbamoylalanyl)-5-fluorouridine and its preparation |
JP56080228A Pending JPS5791995A (en) | 1980-11-26 | 1981-05-28 | Nucleoside-5'-o-morpholinoacyl ester and its preparation |
JP56080231A Pending JPS5791998A (en) | 1980-11-26 | 1981-05-28 | Novel 5'-o-acylnucleoside derivative and its preparation |
JP56080230A Granted JPS5791997A (en) | 1980-11-26 | 1981-05-28 | 5'-o-acylnucleoside and its preparation |
JP56080229A Granted JPS5791996A (en) | 1980-11-26 | 1981-05-28 | Novel nucleoside derivative and its preparation |
Family Applications After (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP56080228A Pending JPS5791995A (en) | 1980-11-26 | 1981-05-28 | Nucleoside-5'-o-morpholinoacyl ester and its preparation |
JP56080231A Pending JPS5791998A (en) | 1980-11-26 | 1981-05-28 | Novel 5'-o-acylnucleoside derivative and its preparation |
JP56080230A Granted JPS5791997A (en) | 1980-11-26 | 1981-05-28 | 5'-o-acylnucleoside and its preparation |
JP56080229A Granted JPS5791996A (en) | 1980-11-26 | 1981-05-28 | Novel nucleoside derivative and its preparation |
Country Status (1)
Country | Link |
---|---|
JP (5) | JPS5791994A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4892939A (en) * | 1986-05-30 | 1990-01-09 | Fuji Kagaku Kogyo Kabushiki Kaisha | Oligopeptidyl-5-fluorouridine compounds and process for preparing the same |
JPH0222291A (en) * | 1988-07-11 | 1990-01-25 | Taiho Yakuhin Kogyo Kk | 5'-benzyl-5-fluorouridine derivative and its intermediate |
US5783689A (en) * | 1996-11-12 | 1998-07-21 | University Of Notre Dame | Antibacterial and antifungal nucleosides |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5925327A (en) * | 1982-07-31 | 1984-02-09 | Hidematsu Hirai | Preparation of antitumor complex |
JPS61134397A (en) * | 1984-12-01 | 1986-06-21 | Fuji Kagaku Kogyo Kk | 5'-o-oligopeptidyl-5-fluorouridine and production thereof |
JP2575372B2 (en) * | 1987-02-12 | 1997-01-22 | 三井東圧化学株式会社 | Anticancer agent |
AU610913B2 (en) * | 1987-07-31 | 1991-05-30 | Taiho Pharmaceutical Co., Ltd. | 2'-deoxy-5-fluorouridine derivatives |
WO1989003838A1 (en) * | 1987-10-28 | 1989-05-05 | Pro-Neuron, Inc. | Acyl deoxyribonucleoside derivatives and uses thereof |
US5470838A (en) | 1987-10-28 | 1995-11-28 | Pro-Neuron, Inc. | Method of delivering exogenous uridine or cytidine using acylated uridine or cytidine |
US6020322A (en) | 1993-11-09 | 2000-02-01 | Pro-Neuron, Inc. | Acyl deoxyribonucleoside derivatives and uses thereof |
ATE93236T1 (en) * | 1987-10-28 | 1993-09-15 | Pro Neuron Inc | ACYLATED URIDIN AND CYTIDIN AND THEIR USES. |
US7169765B1 (en) | 1988-10-27 | 2007-01-30 | Wellstat Therapeutics Corporation | Acyl deoxyribonucleoside derivatives and uses thereof |
WO1991012259A1 (en) * | 1990-02-08 | 1991-08-22 | Sankyo Company, Limited | 5-fu derivative |
JP2526414B2 (en) * | 1994-05-20 | 1996-08-21 | 工業技術院長 | Anticancer drug ester compound and method for producing the same |
-
1981
- 1981-05-27 JP JP56079434A patent/JPS5791994A/en active Pending
- 1981-05-28 JP JP56080228A patent/JPS5791995A/en active Pending
- 1981-05-28 JP JP56080231A patent/JPS5791998A/en active Pending
- 1981-05-28 JP JP56080230A patent/JPS5791997A/en active Granted
- 1981-05-28 JP JP56080229A patent/JPS5791996A/en active Granted
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4892939A (en) * | 1986-05-30 | 1990-01-09 | Fuji Kagaku Kogyo Kabushiki Kaisha | Oligopeptidyl-5-fluorouridine compounds and process for preparing the same |
JPH0222291A (en) * | 1988-07-11 | 1990-01-25 | Taiho Yakuhin Kogyo Kk | 5'-benzyl-5-fluorouridine derivative and its intermediate |
US5783689A (en) * | 1996-11-12 | 1998-07-21 | University Of Notre Dame | Antibacterial and antifungal nucleosides |
Also Published As
Publication number | Publication date |
---|---|
JPS5791995A (en) | 1982-06-08 |
JPS5791997A (en) | 1982-06-08 |
JPS5791998A (en) | 1982-06-08 |
JPS5791996A (en) | 1982-06-08 |
JPS6247198B2 (en) | 1987-10-06 |
JPS6247196B2 (en) | 1987-10-06 |
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