GB1454247A - - Google Patents
Info
- Publication number
- GB1454247A GB1454247A GB2329775A GB2329775A GB1454247A GB 1454247 A GB1454247 A GB 1454247A GB 2329775 A GB2329775 A GB 2329775A GB 2329775 A GB2329775 A GB 2329775A GB 1454247 A GB1454247 A GB 1454247A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- nitro
- methoxy
- methyl
- coumarins
- 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.)
- Expired
Links
- NZQAQAUWFHMVEM-UHFFFAOYSA-N 4-hydroxy-3-nitrochromen-2-one Chemical class C1=CC=CC2=C1OC(=O)C([N+]([O-])=O)=C2O NZQAQAUWFHMVEM-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000006396 nitration reaction Methods 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- -1 phenoxy, benzyloxy, phenyl Chemical group 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/42—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4
- C07D311/44—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3
- C07D311/46—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3 unsubstituted in the carbocyclic ring
- C07D311/50—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 with one hydrogen atom in position 3 unsubstituted in the carbocyclic ring with elements other than carbon and hydrogen in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1454247 4-Hydroxy-3-nitro-coumarins BEECHAM GROUP Ltd 19 April 1974 [19 April 1973] 23297/75 Divided out of 1432809 Heading C2C Novel compounds of the Formula I or pharmaceutically acceptable salts thereof, in which R 1 , R 2 , R 3 and R 4 each are H, C 1-6 -alkyl or alkoxy, phenoxy, benzyloxy, phenyl, benzyl, pyridyl, hydroxy, nitro or halogen and any adjacent two of the groups R 1 , R 2 , R 3 and R 4 taken together represent a butadienylene or tetramethylene, but excluding 4-hydroxy-3- nitro-coumarins, in which R 1 to R 4 are all hydrogen or the R substituent(s) is 6-methyl, 6,8-dimethyl, 7-isopropyl-5-methyl, 8-isopropyl- 5 - methyl, 6 - chloro, 7 - chloro, 7 - bromo, 7-hydroxy, 7-hydroxy-6-nitro, 7-hydroxy-8-nitro, 7 - hydroxy - 6,8 - dinitro, 5 - methoxy, 6 - methoxy, 7 - methoxy, 7 - methoxy - 8- methyl or 6-nitro-, may be prepared by nitration of a compound II Pharmaceutical compositions of the compounds I are claimed in Specification 1,432,809.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2329775A GB1454247A (en) | 1973-04-19 | 1973-04-19 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2329775A GB1454247A (en) | 1973-04-19 | 1973-04-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1454247A true GB1454247A (en) | 1976-11-03 |
Family
ID=10193361
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2329775A Expired GB1454247A (en) | 1973-04-19 | 1973-04-19 |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1454247A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0010392A1 (en) * | 1978-10-20 | 1980-04-30 | Beecham Group Plc | Heterocyclic coumarin derivatives, their preparation and pharmaceutical compositions comprising said derivatives |
| US4405620A (en) | 1980-01-19 | 1983-09-20 | Beecham Group Limited | Piperazine derivatives |
-
1973
- 1973-04-19 GB GB2329775A patent/GB1454247A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0010392A1 (en) * | 1978-10-20 | 1980-04-30 | Beecham Group Plc | Heterocyclic coumarin derivatives, their preparation and pharmaceutical compositions comprising said derivatives |
| US4405620A (en) | 1980-01-19 | 1983-09-20 | Beecham Group Limited | Piperazine derivatives |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |