GB1417489A - Derivatives of pyrazolopyridine-5-carboxylic acids and esters - Google Patents
Derivatives of pyrazolopyridine-5-carboxylic acids and estersInfo
- Publication number
- GB1417489A GB1417489A GB5729173A GB5729173A GB1417489A GB 1417489 A GB1417489 A GB 1417489A GB 5729173 A GB5729173 A GB 5729173A GB 5729173 A GB5729173 A GB 5729173A GB 1417489 A GB1417489 A GB 1417489A
- Authority
- GB
- United Kingdom
- Prior art keywords
- lower alkyl
- hydrogen
- phenyl
- formula
- compound
- 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
- WKXHFIQYDICVSR-UHFFFAOYSA-N N1=NC=C2C1=CC=C(N2)C(=O)O Chemical class N1=NC=C2C1=CC=C(N2)C(=O)O WKXHFIQYDICVSR-UHFFFAOYSA-N 0.000 title abstract 2
- 150000002148 esters Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 12
- 229910052739 hydrogen Inorganic materials 0.000 abstract 8
- 239000001257 hydrogen Substances 0.000 abstract 8
- 150000001875 compounds Chemical class 0.000 abstract 5
- 150000002431 hydrogen Chemical class 0.000 abstract 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- KHPXUQMNIQBQEV-UHFFFAOYSA-N Oxalacetic acid Natural products OC(=O)CC(=O)C(O)=O KHPXUQMNIQBQEV-UHFFFAOYSA-N 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- JPJALAQPGMAKDF-UHFFFAOYSA-N selenium dioxide Chemical compound O=[Se]=O JPJALAQPGMAKDF-UHFFFAOYSA-N 0.000 abstract 2
- 101100294115 Caenorhabditis elegans nhr-4 gene Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 230000002716 ataractic effect Effects 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 238000006266 etherification reaction Methods 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- -1 oxalacetic acid ester Chemical class 0.000 abstract 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 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 1
- 230000002936 tranquilizing effect Effects 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00319949A US3833598A (en) | 1972-12-29 | 1972-12-29 | Amino derivatives of pyrazolopyridine-6-carboxylic acids and esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1417489A true GB1417489A (en) | 1975-12-10 |
Family
ID=23244255
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5729173A Expired GB1417489A (en) | 1972-12-29 | 1973-12-11 | Derivatives of pyrazolopyridine-5-carboxylic acids and esters |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3833598A (enExample) |
| JP (1) | JPS4994699A (enExample) |
| DE (1) | DE2362979A1 (enExample) |
| FR (1) | FR2212148B1 (enExample) |
| GB (1) | GB1417489A (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004056823A1 (en) | 2002-12-23 | 2004-07-08 | Glaxo Group Limited | PYRAZOLO[3,4-b]PYRIDINE COMPOUNDS, AND THEIR USE AS PHOSPHODIESTERASE INHIBITORS |
| US7709497B2 (en) | 2004-03-16 | 2010-05-04 | Glaxo Group Limited | Pyrazolo[3,4-b]pyridine compound, and its use as a PDE4 inhibitor |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3891660A (en) * | 1974-02-07 | 1975-06-24 | Squibb & Sons Inc | Derivatives of 1H-imidazo{8 4,5-c{9 pyridine-7-carboxylic acids and esters |
| US4038283A (en) * | 1975-04-30 | 1977-07-26 | E. R. Squibb & Sons, Inc. | 4-Alkoxy or hydroxy derivatives of 2H-pyrazolo[3,4-b]pyridine-5-carboxylic acids and esters |
| US20060089375A1 (en) * | 2002-09-16 | 2006-04-27 | Allen David G | Pyrazolo[3,4-b] pyridine compounds, and their use as phosphodiesterase inhibitors |
| US20070111995A1 (en) * | 2003-12-19 | 2007-05-17 | Allen David G | Pyrazolo [3,4-B] pyridine Compounds and Their Use as Phosphodiesterase Inhibitors |
| PT3359541T (pt) * | 2015-10-09 | 2020-11-11 | Galapagos Nv | Pirazol[3,4-b]piridin-6-carboxamidas n-sulfoniladas e método de utilização |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA711710B (en) * | 1970-05-28 | 1971-12-29 | Squibb & Sons Inc | Amino derivatives of purazolo-pyridine carboxylic acids and esters |
-
1972
- 1972-12-29 US US00319949A patent/US3833598A/en not_active Expired - Lifetime
-
1973
- 1973-12-11 GB GB5729173A patent/GB1417489A/en not_active Expired
- 1973-12-18 DE DE2362979A patent/DE2362979A1/de active Pending
- 1973-12-28 FR FR7346944A patent/FR2212148B1/fr not_active Expired
- 1973-12-29 JP JP49004846A patent/JPS4994699A/ja active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004056823A1 (en) | 2002-12-23 | 2004-07-08 | Glaxo Group Limited | PYRAZOLO[3,4-b]PYRIDINE COMPOUNDS, AND THEIR USE AS PHOSPHODIESTERASE INHIBITORS |
| US7528148B2 (en) | 2002-12-23 | 2009-05-05 | Glaxo Group Limited | Pyrazolo[3,4-B]pyridine compounds, and their use as phosphodiesterase inhibitors |
| US7709497B2 (en) | 2004-03-16 | 2010-05-04 | Glaxo Group Limited | Pyrazolo[3,4-b]pyridine compound, and its use as a PDE4 inhibitor |
Also Published As
| Publication number | Publication date |
|---|---|
| US3833598A (en) | 1974-09-03 |
| DE2362979A1 (de) | 1974-07-04 |
| FR2212148A1 (enExample) | 1974-07-26 |
| FR2212148B1 (enExample) | 1977-04-15 |
| JPS4994699A (enExample) | 1974-09-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GEP19960467B (en) | Method of producing derivatives of quinoline or their pharmaceutically acceptable esters or acid-additive salts | |
| GB1527297A (en) | Pyrazine carboxamides | |
| ES482918A1 (es) | Procedimiento para la preparacion de derivados de indanilo | |
| GB1480239A (en) | Substituted indanyl(oxy and thio)alkanoic acids and their derivatives | |
| GB1417489A (en) | Derivatives of pyrazolopyridine-5-carboxylic acids and esters | |
| GB1301431A (enExample) | ||
| GB1380225A (en) | Biphenylyl- alkanoylaminopyridines and acid addition salts thereof | |
| GB1187259A (en) | New Aminoalkyl Esters of 2-Anilino-Nicotinic Acids and process for their manufacture | |
| GB1413068A (en) | Bromoergolines | |
| GB1411583A (en) | Aminophenyl-substituted alkyl-heterocyclic derivatives and processes for producing them | |
| GB1388790A (en) | Alpha- 3-trifluormethylphenoxy-4-chlorobenzyl-heterocycles their preparation and compositions containing them | |
| GB1384035A (en) | Amino alkyl esters of 2-anilino nicotinic acid and their preparation | |
| GB1373537A (en) | Aminoalkoxy-benzylidene 2-h-benzothiazine-3-4h-ones and related compounds | |
| GB1301243A (enExample) | ||
| GB1511006A (en) | Pyrazolopyridines | |
| GB1425606A (en) | Cyclohexenone derivatives | |
| GB1408964A (en) | 1-aralkyl-indenyl-3-acetic acids methods for their preparation and compositions containing them | |
| GB1319489A (en) | Tetrahydrocyclopropadibenzapine derivatives | |
| GB1438260A (en) | Sulphoxides and sulphones processes for their preparation and compositions containing them | |
| GB1432587A (en) | Amino derivatives of 4,3-c- pyrazolo-pyridine carboxylic acids and esters | |
| GB1373333A (en) | Pyrazole derivatives | |
| GB1327157A (en) | N-acyl-piperazinoalkyl-pyrazoles and their preparation | |
| GB1469430A (en) | Daunomycin derivatives | |
| GB1392270A (en) | Indan-1-carboxamide derivatives | |
| GB1391936A (en) | Isoxazolopyridine ketone derivatives |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |