JPS55164682A - 1-alkyl-2-oxo-2h-1,8-naphthyridine derivative and its preparation - Google Patents
1-alkyl-2-oxo-2h-1,8-naphthyridine derivative and its preparationInfo
- Publication number
- JPS55164682A JPS55164682A JP7321479A JP7321479A JPS55164682A JP S55164682 A JPS55164682 A JP S55164682A JP 7321479 A JP7321479 A JP 7321479A JP 7321479 A JP7321479 A JP 7321479A JP S55164682 A JPS55164682 A JP S55164682A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- oxo
- alkyl
- compound shown
- naphthyridine
- 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
- 150000001875 compounds Chemical class 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- KEQQYKQMGOVCDX-UHFFFAOYSA-N 1,5,7-trimethyl-4-phenyl-1,8-naphthyridin-2-one Chemical compound C=1C(=O)N(C)C2=NC(C)=CC(C)=C2C=1C1=CC=CC=C1 KEQQYKQMGOVCDX-UHFFFAOYSA-N 0.000 abstract 1
- ZFRUGZMCGCYBRC-UHFFFAOYSA-N 1h-1,8-naphthyridin-2-one Chemical class C1=CC=NC2=NC(O)=CC=C21 ZFRUGZMCGCYBRC-UHFFFAOYSA-N 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 239000002934 diuretic Substances 0.000 abstract 1
- 229940030606 diuretics Drugs 0.000 abstract 1
- -1 e.g. Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical class OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Landscapes
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
NEW MATERIAL:1-Alkyl-2-oxo-2H-1,8-naphthyridine derivative shown by the formula I (R1 is lower alkyl; R2WR6 are H, lower alkyl, or phenyl; with the proviso that at least one of R2WR6 is phenyl or lower alkyl).
EXAMPLE: 2-Oxo-4-phenyl-1,5,7-trimethyl-2H-1,8-naphthyridine.
USE: Diuretics.
PROCESS: A pyridone derivative shown by the formula II is reacted with a compound shown by the formula III in phosphoric acid under heating to give a compound shown by the formula I. 2-Oxo-2H-1,8-naphthyridine derivative shown by the formula IV is reacted with the compound shown by the formula R1-X (X is halogen) in a solvent, e.g., methanol, at room temperature or under heating to give the compound shown by the formula I.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7321479A JPS55164682A (en) | 1979-06-11 | 1979-06-11 | 1-alkyl-2-oxo-2h-1,8-naphthyridine derivative and its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7321479A JPS55164682A (en) | 1979-06-11 | 1979-06-11 | 1-alkyl-2-oxo-2h-1,8-naphthyridine derivative and its preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS55164682A true JPS55164682A (en) | 1980-12-22 |
Family
ID=13511681
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7321479A Pending JPS55164682A (en) | 1979-06-11 | 1979-06-11 | 1-alkyl-2-oxo-2h-1,8-naphthyridine derivative and its preparation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS55164682A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0779292A1 (en) * | 1994-08-29 | 1997-06-18 | Yamanouchi Pharmaceutical Co. Ltd. | Novel naphthyridine derivative and medicinal composition thereof |
| WO1999007704A1 (en) * | 1997-08-06 | 1999-02-18 | Suntory Limited | 1-aryl-1,8-naphthylidin-4-one derivative as type iv phosphodiesterase inhibitor |
| EP1225173A1 (en) * | 1999-10-25 | 2002-07-24 | Yamanouchi Pharmaceutical Co. Ltd. | Naphthyridine derivatives |
-
1979
- 1979-06-11 JP JP7321479A patent/JPS55164682A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0779292A1 (en) * | 1994-08-29 | 1997-06-18 | Yamanouchi Pharmaceutical Co. Ltd. | Novel naphthyridine derivative and medicinal composition thereof |
| EP0779292A4 (en) * | 1994-08-29 | 1997-09-24 | Yamanouchi Pharma Co Ltd | Novel naphthyridine derivative and medicinal composition thereof |
| US5817670A (en) * | 1994-08-29 | 1998-10-06 | Yamanouchi Pharmaceutical Co., Ltd. | Naphthyridine derivatives and pharmaceutical compositions thereof |
| US6297248B1 (en) * | 1997-04-06 | 2001-10-02 | Suntory Limited | 1-aryl-1,8-naphthylidin-4-one derivative as type IV phosphodiesterase inhibitor |
| WO1999007704A1 (en) * | 1997-08-06 | 1999-02-18 | Suntory Limited | 1-aryl-1,8-naphthylidin-4-one derivative as type iv phosphodiesterase inhibitor |
| US6541480B2 (en) | 1997-08-06 | 2003-04-01 | Suntory Limited | 1-aryl-1,8-naphthylidin-4-one derivative as type IV phosphodiesterase inhibitor |
| EP1225173A1 (en) * | 1999-10-25 | 2002-07-24 | Yamanouchi Pharmaceutical Co. Ltd. | Naphthyridine derivatives |
| EP1225173A4 (en) * | 1999-10-25 | 2003-08-20 | Yamanouchi Pharma Co Ltd | Naphthyridine derivatives |
| US6740662B1 (en) | 1999-10-25 | 2004-05-25 | Yamanouchi Pharmaceutical Co., Ltd. | Naphthyridine derivatives |
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