JPS58150589A - ５−フルオロ−１−ピリジンカルボニルウラシル類 - Google Patents
５−フルオロ−１−ピリジンカルボニルウラシル類Info
- Publication number
- JPS58150589A JPS58150589A JP3325182A JP3325182A JPS58150589A JP S58150589 A JPS58150589 A JP S58150589A JP 3325182 A JP3325182 A JP 3325182A JP 3325182 A JP3325182 A JP 3325182A JP S58150589 A JPS58150589 A JP S58150589A
- Authority
- JP
- Japan
- Prior art keywords
- fluoro
- reaction
- fluorouracil
- formulai
- pyridinecarbonyl
- 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
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract description 9
- 238000006243 chemical reaction Methods 0.000 abstract description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 5
- 239000000706 filtrate Substances 0.000 abstract description 4
- 150000003839 salts Chemical class 0.000 abstract description 3
- SIOXPEMLGUPBBT-UHFFFAOYSA-N Picolinic acid Natural products OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003637 basic solution Substances 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical class FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 abstract 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- GFAMMSVQPUGGPG-UHFFFAOYSA-N 5-fluoro-1-(pyridine-2-carbonyl)pyrimidine-2,4-dione Chemical compound O=C1NC(=O)C(F)=CN1C(=O)C1=CC=CC=N1 GFAMMSVQPUGGPG-UHFFFAOYSA-N 0.000 abstract 1
- 230000003327 cancerostatic effect Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229960002949 fluorouracil Drugs 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- ATBIAJXSKNPHEI-UHFFFAOYSA-N pyridine-3-carbonyl chloride Chemical compound ClC(=O)C1=CC=CN=C1 ATBIAJXSKNPHEI-UHFFFAOYSA-N 0.000 abstract 1
- VXKWYPOMXBVZSJ-UHFFFAOYSA-N tetramethyltin Chemical compound C[Sn](C)(C)C VXKWYPOMXBVZSJ-UHFFFAOYSA-N 0.000 abstract 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000013078 crystal Substances 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- ZARBPJCRKSPIRN-UHFFFAOYSA-N 6-fluoro-1h-pyrimidine-2,4-dione Chemical class FC1=CC(=O)NC(=O)N1 ZARBPJCRKSPIRN-UHFFFAOYSA-N 0.000 description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229940035893 uracil Drugs 0.000 description 2
- DNRJTBAOUJJKDY-UHFFFAOYSA-N 2-Acetyl-3,5,5,6,8,8-hexamethyl-5,6,7,8- tetrahydronaphthalene Chemical compound CC(=O)C1=C(C)C=C2C(C)(C)C(C)CC(C)(C)C2=C1 DNRJTBAOUJJKDY-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 102100023185 Transcriptional repressor scratch 1 Human genes 0.000 description 1
- 101710171414 Transcriptional repressor scratch 1 Proteins 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 229940041181 antineoplastic drug Drugs 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- HFAFXVOPGDBAOK-UHFFFAOYSA-M pyridine-2-carboxylate;hydrochloride Chemical compound [Cl-].OC(=O)C1=CC=CC=N1 HFAFXVOPGDBAOK-UHFFFAOYSA-M 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- -1 tetrahydro7ane Chemical compound 0.000 description 1
Landscapes
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3325182A JPS58150589A (ja) | 1982-03-03 | 1982-03-03 | ５−フルオロ−１−ピリジンカルボニルウラシル類 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3325182A JPS58150589A (ja) | 1982-03-03 | 1982-03-03 | ５−フルオロ−１−ピリジンカルボニルウラシル類 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58150589A true JPS58150589A (ja) | 1983-09-07 |
| JPS6353991B2 JPS6353991B2 (enrdf_load_stackoverflow) | 1988-10-26 |
Family
ID=12381270
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3325182A Granted JPS58150589A (ja) | 1982-03-03 | 1982-03-03 | ５−フルオロ−１−ピリジンカルボニルウラシル類 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58150589A (enrdf_load_stackoverflow) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5119778A (en) * | 1974-08-09 | 1976-02-17 | Mitsui Seiyaku Kogyo Kk | 11 chikan 55 furuororashiruruino seizoho |
| JPS5159879A (en) * | 1974-11-11 | 1976-05-25 | Mitsui Seiyaku Kogyo Kk | 11 karubamoiru 55 furuororashiruruino seizohoho |
| JPS5291880A (en) * | 1976-01-29 | 1977-08-02 | Mitsui Toatsu Chem Inc | 3-acyl-5-fluorouracil |
| JPS5379879A (en) * | 1976-12-23 | 1978-07-14 | Mitsui Toatsu Chem Inc | 1,3-substituted-5-fluorouracils and process for their preparation |
-
1982
- 1982-03-03 JP JP3325182A patent/JPS58150589A/ja active Granted
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5119778A (en) * | 1974-08-09 | 1976-02-17 | Mitsui Seiyaku Kogyo Kk | 11 chikan 55 furuororashiruruino seizoho |
| JPS5159879A (en) * | 1974-11-11 | 1976-05-25 | Mitsui Seiyaku Kogyo Kk | 11 karubamoiru 55 furuororashiruruino seizohoho |
| JPS5291880A (en) * | 1976-01-29 | 1977-08-02 | Mitsui Toatsu Chem Inc | 3-acyl-5-fluorouracil |
| JPS5379879A (en) * | 1976-12-23 | 1978-07-14 | Mitsui Toatsu Chem Inc | 1,3-substituted-5-fluorouracils and process for their preparation |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6353991B2 (enrdf_load_stackoverflow) | 1988-10-26 |
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