JPS56115787A - Preparation of furo (3,2-b)(1,8)naphthyridine derivative - Google Patents
Preparation of furo (3,2-b)(1,8)naphthyridine derivativeInfo
- Publication number
- JPS56115787A JPS56115787A JP1946980A JP1946980A JPS56115787A JP S56115787 A JPS56115787 A JP S56115787A JP 1946980 A JP1946980 A JP 1946980A JP 1946980 A JP1946980 A JP 1946980A JP S56115787 A JPS56115787 A JP S56115787A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- lower alkyl
- compound
- acid
- treating
- 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
- UNEKFDRTMAVLBN-UHFFFAOYSA-N furo[3,2-b][1,8]naphthyridine Chemical class C1=CC=C2C=C(OC=C3)C3=NC2=N1 UNEKFDRTMAVLBN-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 241000894006 Bacteria Species 0.000 abstract 2
- 241000191967 Staphylococcus aureus Species 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 230000000844 anti-bacterial effect Effects 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 2
- 244000063299 Bacillus subtilis Species 0.000 abstract 1
- 235000014469 Bacillus subtilis Nutrition 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 241000192125 Firmicutes Species 0.000 abstract 1
- 241000588747 Klebsiella pneumoniae Species 0.000 abstract 1
- 241001467460 Myxogastria Species 0.000 abstract 1
- 241000589517 Pseudomonas aeruginosa Species 0.000 abstract 1
- 241000607715 Serratia marcescens Species 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 150000005054 naphthyridines Chemical class 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
PURPOSE: To prepare the titled compound having excellent antibacterial activity against Gram-negative and positive bacteria and Staphylococcus aureus, in high purity, by treating a specific naphthyridine derivative with an acid.
CONSTITUTION: The titled compound of formula II (R1 is lower alkyl; R2 is H or lower alkyl) is prepared by treating a compound of formula I [R3 is H, lower alkyl, lower alkoxy, etc.; Q is -CH=CH-N-(R4)2 or -CH2CH2(OR5)2, (R4 and R5 are lower alyl)] with an acid, pref. concentrated sulfuric acid, in a solvent such as an alcohol, at a temperature between the room temperature and the boiling point of the solvent. The compound of formula II thus obtained has excellent antibacterial activity against Gram-negative bacteria including Pseudomonas aeruginosa, Klebsiella pneumoniae, Serratia marcescens and myxomycetes, Staphylococcus aureus, and Gram- positive bacteria including Bacillus subtilis.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1946980A JPS56115787A (en) | 1980-02-19 | 1980-02-19 | Preparation of furo (3,2-b)(1,8)naphthyridine derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1946980A JPS56115787A (en) | 1980-02-19 | 1980-02-19 | Preparation of furo (3,2-b)(1,8)naphthyridine derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS56115787A true JPS56115787A (en) | 1981-09-11 |
Family
ID=12000171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1946980A Pending JPS56115787A (en) | 1980-02-19 | 1980-02-19 | Preparation of furo (3,2-b)(1,8)naphthyridine derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56115787A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008046135A1 (en) * | 2006-10-16 | 2008-04-24 | Bionomics Limited | Novel anxiolytic compounds |
| US9023848B2 (en) | 2011-03-02 | 2015-05-05 | Bionomics Limited | Small-molecules as therapeutics |
| US9133188B2 (en) | 2011-05-12 | 2015-09-15 | Bionomics Limited | Methods for preparing naphthyridines |
| US10954231B2 (en) | 2006-10-16 | 2021-03-23 | Bionomics Limited | Anxiolytic compounds |
-
1980
- 1980-02-19 JP JP1946980A patent/JPS56115787A/en active Pending
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008046135A1 (en) * | 2006-10-16 | 2008-04-24 | Bionomics Limited | Novel anxiolytic compounds |
| US8293737B2 (en) | 2006-10-16 | 2012-10-23 | Bionomics Limited | Anxiolytic compounds |
| US8551990B2 (en) | 2006-10-16 | 2013-10-08 | Bionomics Limited | Anxiolytic compounds |
| US8614212B2 (en) | 2006-10-16 | 2013-12-24 | Bionomics Limited | Anxiolytic compounds |
| US8906912B2 (en) | 2006-10-16 | 2014-12-09 | Bionomics Limited | Anxiolytic compounds |
| US9573945B2 (en) | 2006-10-16 | 2017-02-21 | Bionomics Limited | Anxiolytic compounds |
| JP2017105818A (en) * | 2006-10-16 | 2017-06-15 | バイオノミクス リミテッド | Novel anxiolytic compounds |
| US9975892B2 (en) | 2006-10-16 | 2018-05-22 | Bionomics Limited | Anxiolytic compounds |
| US10233181B2 (en) | 2006-10-16 | 2019-03-19 | Bionomics Limited | Anxiolytic compounds |
| US10954231B2 (en) | 2006-10-16 | 2021-03-23 | Bionomics Limited | Anxiolytic compounds |
| US9023848B2 (en) | 2011-03-02 | 2015-05-05 | Bionomics Limited | Small-molecules as therapeutics |
| US9133188B2 (en) | 2011-05-12 | 2015-09-15 | Bionomics Limited | Methods for preparing naphthyridines |
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