FI61899C - Foerfarande foer framstaellning av antiflogistiska och antitrombotiska 6-substituerad-3-amino-4-fenyl-1h-pyrazolo(3,4-b)pyridiner - Google Patents
Foerfarande foer framstaellning av antiflogistiska och antitrombotiska 6-substituerad-3-amino-4-fenyl-1h-pyrazolo(3,4-b)pyridiner Download PDFInfo
- Publication number
- FI61899C FI61899C FI772655A FI772655A FI61899C FI 61899 C FI61899 C FI 61899C FI 772655 A FI772655 A FI 772655A FI 772655 A FI772655 A FI 772655A FI 61899 C FI61899 C FI 61899C
- Authority
- FI
- Finland
- Prior art keywords
- phenyl
- nicotinonitrile
- chloro
- pyrazolo
- amino
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 8
- -1 6-substituted-3-amino-4-phenyl-1H-pyrazolo [3,4-b] pyridines Chemical class 0.000 claims description 26
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 15
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 8
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 7
- 230000003110 anti-inflammatory effect Effects 0.000 claims description 6
- 230000002785 anti-thrombosis Effects 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000003146 anticoagulant agent Substances 0.000 claims description 5
- 150000007522 mineralic acids Chemical class 0.000 claims description 5
- 150000007524 organic acids Chemical class 0.000 claims description 5
- 235000005985 organic acids Nutrition 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 229910052801 chlorine Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 239000002260 anti-inflammatory agent Substances 0.000 claims description 2
- 229940121363 anti-inflammatory agent Drugs 0.000 claims description 2
- 229960004676 antithrombotic agent Drugs 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 239000011737 fluorine Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- NZVZVGPYTICZBZ-UHFFFAOYSA-N 1-benzylpiperidine Chemical compound C=1C=CC=CC=1CN1CCCCC1 NZVZVGPYTICZBZ-UHFFFAOYSA-N 0.000 claims 1
- LLSKXGRDUPMXLC-UHFFFAOYSA-N 1-phenylpiperidine Chemical compound C1CCCCN1C1=CC=CC=C1 LLSKXGRDUPMXLC-UHFFFAOYSA-N 0.000 claims 1
- FTAHXMZRJCZXDL-UHFFFAOYSA-N 3-piperideine Chemical compound C1CC=CCN1 FTAHXMZRJCZXDL-UHFFFAOYSA-N 0.000 claims 1
- IECMOFZIMWVOAS-UHFFFAOYSA-N 4,4-dimethylpiperidine Chemical compound CC1(C)CCNCC1 IECMOFZIMWVOAS-UHFFFAOYSA-N 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 239000006188 syrup Substances 0.000 claims 1
- 235000020357 syrup Nutrition 0.000 claims 1
- 125000005505 thiomorpholino group Chemical group 0.000 claims 1
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 49
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 49
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 24
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- 239000002244 precipitate Substances 0.000 description 11
- 241001465754 Metazoa Species 0.000 description 8
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- 238000009825 accumulation Methods 0.000 description 5
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- 150000005229 pyrazolopyridines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/84—Nitriles
- C07D213/85—Nitriles in position 3
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762643753 DE2643753A1 (de) | 1976-09-29 | 1976-09-29 | Neue 1h-pyrazolo eckige klammer auf 3,4-b eckige klammer zu pyridine |
| DE2643753 | 1976-09-29 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI772655A7 FI772655A7 (fi) | 1978-03-30 |
| FI61899B FI61899B (fi) | 1982-06-30 |
| FI61899C true FI61899C (fi) | 1982-10-11 |
Family
ID=5989097
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI772655A FI61899C (fi) | 1976-09-29 | 1977-09-07 | Foerfarande foer framstaellning av antiflogistiska och antitrombotiska 6-substituerad-3-amino-4-fenyl-1h-pyrazolo(3,4-b)pyridiner |
Country Status (21)
| Country | Link |
|---|---|
| US (3) | US4182887A (cs) |
| JP (1) | JPS5344588A (cs) |
| AT (1) | AT359064B (cs) |
| AU (1) | AU513406B2 (cs) |
| BE (1) | BE859152A (cs) |
| DE (1) | DE2643753A1 (cs) |
| DK (1) | DK143183C (cs) |
| ES (1) | ES462700A1 (cs) |
| FI (1) | FI61899C (cs) |
| FR (1) | FR2366290A1 (cs) |
| GB (1) | GB1552730A (cs) |
| GR (1) | GR64049B (cs) |
| IE (1) | IE45700B1 (cs) |
| IL (1) | IL52997A (cs) |
| LU (1) | LU78179A1 (cs) |
| NL (1) | NL7710573A (cs) |
| NO (1) | NO147913C (cs) |
| NZ (1) | NZ185292A (cs) |
| PT (1) | PT67091B (cs) |
| SE (1) | SE7710873L (cs) |
| ZA (1) | ZA775784B (cs) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2643753A1 (de) * | 1976-09-29 | 1978-04-06 | Thomae Gmbh Dr K | Neue 1h-pyrazolo eckige klammer auf 3,4-b eckige klammer zu pyridine |
| AR037233A1 (es) | 2001-09-07 | 2004-11-03 | Euro Celtique Sa | Piridinas aril sustituidas, composiciones farmaceuticas y el uso de dichos compuestos para la elaboracion de un medicamento |
| AR036873A1 (es) * | 2001-09-07 | 2004-10-13 | Euro Celtique Sa | Piridinas aril sustituidas a, composiciones farmaceuticas y el uso de las mismas para la preparacion de un medicamento |
| WO2005007648A2 (en) * | 2003-07-16 | 2005-01-27 | Neurogen Corporation | Biaryl piperazinyl-pyridine analogues |
| EP1687004A4 (en) * | 2003-11-10 | 2009-04-08 | Synta Pharmaceuticals Corp | PYRIDINE COMPOUNDS |
| KR100881240B1 (ko) | 2004-07-06 | 2009-02-05 | 에프. 호프만-라 로슈 아게 | Ｎｋ-1 수용체 길항제의 합성에 있어서 중간체로서사용되는 카르복스아미드 피리딘 유도체의 제조 방법 |
| CA2572645C (en) * | 2004-07-06 | 2011-01-18 | F. Hoffmann-La Roche Ag | Process for preparing carboxamide derivatives used as intermediates in the synthesis of nk-1 receptor antagonists |
| MY145822A (en) * | 2004-08-13 | 2012-04-30 | Neurogen Corp | Substituted biaryl piperazinyl-pyridine analogues |
| CA2585934C (en) * | 2004-10-29 | 2013-09-10 | Abbott Laboratories | Novel pyrazolopyridine urea kinase inhibitors |
| DE102004061288A1 (de) * | 2004-12-14 | 2006-06-29 | Schering Ag | 3-Amino-Pyrazolo[3,4b]pyridine als Inhibitoren von Proteintyrosinkinasen, deren Herstellung und Verwendung als Arzneimittel |
| US7725056B2 (en) * | 2006-01-10 | 2010-05-25 | Ricoh Co., Ltd. | Triboelectric charging device and field assisted toner transporter |
| UA100684C2 (uk) | 2007-03-15 | 2013-01-25 | Новартіс Аг | Похідні бензилу та піридинілу як модулятори сигнального шляху hedgehog |
| US20100041663A1 (en) | 2008-07-18 | 2010-02-18 | Novartis Ag | Organic Compounds as Smo Inhibitors |
| CN102224152B (zh) | 2008-11-20 | 2014-05-21 | 健泰科生物技术公司 | 吡唑并吡啶pi3k抑制剂化合物及使用方法 |
| US8846673B2 (en) | 2009-08-11 | 2014-09-30 | Bristol-Myers Squibb Company | Azaindazoles as kinase inhibitors and use thereof |
| JP7322140B6 (ja) * | 2018-05-02 | 2024-02-21 | ジェイダブリュ ファーマシューティカル コーポレーション | 新規なヘテロサイクル誘導体 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2232038A1 (de) * | 1972-06-30 | 1974-01-10 | Hoechst Ag | 3-amino-1h-pyrazolo eckige klammer auf 3,4-b eckige klammer zu pyridine, ihre herstellung und verwendung |
| DE2643753A1 (de) * | 1976-09-29 | 1978-04-06 | Thomae Gmbh Dr K | Neue 1h-pyrazolo eckige klammer auf 3,4-b eckige klammer zu pyridine |
| US4048184A (en) * | 1976-11-15 | 1977-09-13 | E. R. Squibb & Sons, Inc. | 6-Phenyl-2H-pyrazolo[3,4-b]pyridines |
-
1976
- 1976-09-29 DE DE19762643753 patent/DE2643753A1/de not_active Withdrawn
-
1977
- 1977-09-07 FI FI772655A patent/FI61899C/fi not_active IP Right Cessation
- 1977-09-19 AT AT670077A patent/AT359064B/de not_active IP Right Cessation
- 1977-09-19 US US05/834,114 patent/US4182887A/en not_active Expired - Lifetime
- 1977-09-22 AU AU29037/77A patent/AU513406B2/en not_active Expired
- 1977-09-26 LU LU78179A patent/LU78179A1/xx unknown
- 1977-09-26 IL IL52997A patent/IL52997A/xx unknown
- 1977-09-27 GR GR54440A patent/GR64049B/el unknown
- 1977-09-28 NL NL7710573A patent/NL7710573A/xx not_active Application Discontinuation
- 1977-09-28 SE SE7710873A patent/SE7710873L/xx not_active Application Discontinuation
- 1977-09-28 ES ES462700A patent/ES462700A1/es not_active Expired
- 1977-09-28 ZA ZA00775784A patent/ZA775784B/xx unknown
- 1977-09-28 DK DK428477A patent/DK143183C/da active
- 1977-09-28 JP JP11657277A patent/JPS5344588A/ja active Pending
- 1977-09-28 NO NO773327A patent/NO147913C/no unknown
- 1977-09-28 PT PT67091A patent/PT67091B/pt unknown
- 1977-09-28 GB GB40364/77A patent/GB1552730A/en not_active Expired
- 1977-09-28 NZ NZ185292A patent/NZ185292A/xx unknown
- 1977-09-28 IE IE1988/77A patent/IE45700B1/en unknown
- 1977-09-28 BE BE181275A patent/BE859152A/xx unknown
- 1977-09-29 FR FR7729322A patent/FR2366290A1/fr active Granted
-
1979
- 1979-09-13 US US06/075,100 patent/US4260621A/en not_active Expired - Lifetime
- 1979-09-13 US US06/075,493 patent/US4224322A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| FI61899B (fi) | 1982-06-30 |
| NO147913C (no) | 1983-07-06 |
| IE45700B1 (en) | 1982-11-03 |
| FI772655A7 (fi) | 1978-03-30 |
| NO773327L (no) | 1978-03-30 |
| NZ185292A (en) | 1980-05-08 |
| PT67091B (de) | 1979-09-12 |
| SE7710873L (sv) | 1978-03-30 |
| ES462700A1 (es) | 1978-06-01 |
| LU78179A1 (cs) | 1978-11-03 |
| DK143183C (da) | 1981-11-16 |
| NL7710573A (nl) | 1978-03-31 |
| BE859152A (fr) | 1978-03-28 |
| ATA670077A (de) | 1980-03-15 |
| IL52997A0 (en) | 1977-11-30 |
| AU513406B2 (en) | 1980-11-27 |
| AT359064B (de) | 1980-10-27 |
| FR2366290B1 (cs) | 1982-07-09 |
| GR64049B (en) | 1980-01-19 |
| DE2643753A1 (de) | 1978-04-06 |
| DK143183B (da) | 1981-07-13 |
| AU2903777A (en) | 1979-03-29 |
| IL52997A (en) | 1980-09-16 |
| NO147913B (no) | 1983-03-28 |
| PT67091A (de) | 1977-10-01 |
| IE45700L (en) | 1978-03-29 |
| US4224322A (en) | 1980-09-23 |
| ZA775784B (en) | 1979-06-27 |
| JPS5344588A (en) | 1978-04-21 |
| FR2366290A1 (fr) | 1978-04-28 |
| US4182887A (en) | 1980-01-08 |
| DK428477A (da) | 1978-03-30 |
| GB1552730A (en) | 1979-09-19 |
| US4260621A (en) | 1981-04-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: DR. KARL THOMAE GESELLSCHAFT MIT |