ES477799A1 - Procedimiento para preparar 6-fenil-1,2,4-triazolo-(4,3-b)- piridazinas. - Google Patents
Procedimiento para preparar 6-fenil-1,2,4-triazolo-(4,3-b)- piridazinas.Info
- Publication number
- ES477799A1 ES477799A1 ES477799A ES477799A ES477799A1 ES 477799 A1 ES477799 A1 ES 477799A1 ES 477799 A ES477799 A ES 477799A ES 477799 A ES477799 A ES 477799A ES 477799 A1 ES477799 A1 ES 477799A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- carbon atoms
- pyridazines
- triazolo
- phenyl
- 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
- 150000004892 pyridazines Chemical class 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- -1 nitro, methoxy, amino, acetamido Chemical group 0.000 abstract 1
- 150000002905 orthoesters Chemical class 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
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/08—Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/04—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having less than three double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/08—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/12—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/14—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/20—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Anesthesiology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1. Procedimiento para preparar 6-fenil- 1,2,3,- triazolo [4,3-b] piridazinas, de fórmula: **( fórmula 01)** en donde R1 y R2 se eligen individualmente entre hidrógeno, cloro, bromo, flúor, trifluormetilo, nitro, metoxi, amino, acetamido, ciano o alquilo que tiene hasta 4 átomos de carbono; y R3 se elige entre hidrógeno y alquilo que tiene hasta 3 átomos de carbono; caracterizado porque se hace reaccionar un compuesto de fórmula: ** ( formula 02)** en donde R1 y R2 se definen como anteriormente, con un orto formato de alquilo inferior, a una temperatura de 50 a 175 ºC, durante 1-48 horas, o con un anhidrido de ácido, cloruro de ácido alcanoico o un ortoéster de ácido alcanoico, en donde los ácidos alcanoicos tienen de 2-4 átomos de carbono, a una temperatura de 50 a 175ºC, en un disolvente inerte, durante 1-48 horas.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/725,597 US4230705A (en) | 1976-09-22 | 1976-09-22 | 6-Phenyl-1,2,4-triazolo[4,3-b]pyridazines and their uses in treating anxiety |
| US73039576A | 1976-10-07 | 1976-10-07 | |
| US73547576A | 1976-10-26 | 1976-10-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES477799A1 true ES477799A1 (es) | 1980-04-01 |
Family
ID=27419081
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES462543A Expired ES462543A1 (es) | 1976-09-22 | 1977-09-22 | Procedimiento para preparar 6-fenil-1,2,4-triazolo-4,3-b pi-ridazinas. |
| ES477799A Expired ES477799A1 (es) | 1976-09-22 | 1979-02-16 | Procedimiento para preparar 6-fenil-1,2,4-triazolo-(4,3-b)- piridazinas. |
| ES477800A Expired ES477800A1 (es) | 1976-09-22 | 1979-02-16 | Procedimiento para preparar 6 fenil-1,2,4-triazolo-4,3,b-pi-rizinas. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES462543A Expired ES462543A1 (es) | 1976-09-22 | 1977-09-22 | Procedimiento para preparar 6-fenil-1,2,4-triazolo-4,3-b pi-ridazinas. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES477800A Expired ES477800A1 (es) | 1976-09-22 | 1979-02-16 | Procedimiento para preparar 6 fenil-1,2,4-triazolo-4,3,b-pi-rizinas. |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS5340798A (es) |
| AR (2) | AR218036A1 (es) |
| AT (1) | AT360034B (es) |
| AU (1) | AU513760B2 (es) |
| BG (1) | BG29287A3 (es) |
| CA (1) | CA1080712A (es) |
| DD (1) | DD132586A5 (es) |
| DE (1) | DE2741763A1 (es) |
| DK (1) | DK417377A (es) |
| ES (3) | ES462543A1 (es) |
| FI (1) | FI772802A7 (es) |
| FR (1) | FR2442848A1 (es) |
| GB (1) | GB1589237A (es) |
| GR (1) | GR71699B (es) |
| LU (1) | LU78150A1 (es) |
| NL (1) | NL7710389A (es) |
| NO (1) | NO773245L (es) |
| PT (1) | PT67067B (es) |
| RO (1) | RO72226A (es) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GR70309B (es) * | 1979-10-29 | 1982-09-08 | Dow Chemical Co | |
| FR2473522A1 (fr) * | 1980-01-16 | 1981-07-17 | Synthelabo | Nouveaux derives substitues de dihydro-2,3 imidazo(1,2-b)pyridazines et les medicaments, utiles notamment comme antidepresseurs, qui en contiennent |
| EP0036711B1 (en) * | 1980-03-22 | 1985-12-04 | Fbc Limited | Pesticidal heterocyclic compounds, processes for preparing them, compositions containing them, and their use |
| DE3217325A1 (de) * | 1982-05-08 | 1983-11-10 | Hoechst Ag, 6230 Frankfurt | 3-amino-6-aryl-1,2,4-triazolo(4,3-b)-pyridazine, ihre herstellung und ihre verwendung |
| US4487930A (en) * | 1982-09-07 | 1984-12-11 | The Dow Chemical Company | 6-[(Cyclic amino)alkylamino]-tetrahydrotriazolo[3,4-a]phthalazines |
| FR2562071B1 (fr) * | 1984-03-30 | 1986-12-19 | Sanofi Sa | Triazolo(4,3-b)pyridazines, procede pour leur preparation et compositions pharmaceutiques les contenant |
| US4767765A (en) * | 1985-10-31 | 1988-08-30 | American Cyanamid Company | N-substituted-N-[3-(1,2,4-triazolo-[4,3-b]pyridazin-6-yl)phenyl]alkanamides, carbamates and ureas |
| US4654343A (en) * | 1985-10-31 | 1987-03-31 | American Cyanamid Company | N-substituted-N[3-(1,2,4-triazolo[4,3-b]pyridazin-6-yl)phenyl]alkanamides, carbamates and ureas |
| EP0915875B1 (en) | 1996-07-25 | 2003-04-09 | MERCK SHARP & DOHME LTD. | Substituted triazolo-pyridazine derivatives as ligands for gaba receptors |
| AU746866B2 (en) * | 1998-01-14 | 2002-05-02 | Merck Sharp & Dohme Limited | Triazolo-pyridazine derivatives as ligands for GABA receptors |
| GB9801210D0 (en) | 1998-01-21 | 1998-03-18 | Merck Sharp & Dohme | Therapeutic agents |
| MXPA00007135A (es) * | 1998-01-21 | 2002-11-07 | Merck Sharp & Dohme | Derivados de triazolo-piridazina como ligandos para receptores gaba. |
| GB9801208D0 (en) * | 1998-01-21 | 1998-03-18 | Merck Sharp & Dohme | Therapeutic agents |
| GB9801202D0 (en) | 1998-01-21 | 1998-03-18 | Merck Sharp & Dohme | Therapeutic agents |
| GB9801234D0 (en) * | 1998-01-21 | 1998-03-18 | Merck Sharp & Dohme | Therapeutic agents |
| GB9801397D0 (en) | 1998-01-22 | 1998-03-18 | Merck Sharp & Dohme | Therapeutic agents |
| GB9801538D0 (en) | 1998-01-23 | 1998-03-25 | Merck Sharp & Dohme | Pharmaceutical product |
| WO2005077953A1 (ja) * | 2004-02-18 | 2005-08-25 | Banyu Pharmaceutical Co., Ltd. | 含窒素縮合へテロ芳香環誘導体 |
| CA3281817A1 (en) | 2016-11-28 | 2026-03-02 | Praxis Precision Medicines, Inc. | Compounds and their methods of use |
| IL309843B2 (en) * | 2018-05-30 | 2026-05-01 | Praxis Prec Medicines Inc | History of [4,2,1]triazolo[3,4-a]pyridines and their use as sodium ion channel modulators |
| EA202092908A1 (ru) | 2018-09-28 | 2021-05-14 | Праксис Пресижн Медсинз, Инк. | Модуляторы ионных каналов |
| US11773099B2 (en) | 2019-05-28 | 2023-10-03 | Praxis Precision Medicines, Inc. | Compounds and their methods of use |
| US11505554B2 (en) | 2019-05-31 | 2022-11-22 | Praxis Precision Medicines, Inc. | Substituted pyridines as ion channel modulators |
| PE20221280A1 (es) | 2019-11-27 | 2022-09-05 | Praxis Prec Medicines Inc | Formulaciones de moduladores de canales ionicos y metodos de preparacion y uso de moduladores de canales ionicos |
| CN115087657B (zh) * | 2019-12-18 | 2025-01-21 | 加利福尼亚大学董事会 | Lin28抑制剂和其使用方法 |
| KR20250005348A (ko) | 2022-04-26 | 2025-01-09 | 프락시스 프리시젼 메디신즈, 인크. | 신경 장애의 치료 |
-
1977
- 1977-08-16 CA CA284,806A patent/CA1080712A/en not_active Expired
- 1977-08-19 GR GR54197A patent/GR71699B/el unknown
- 1977-09-07 AR AR269126A patent/AR218036A1/es active
- 1977-09-16 DE DE19772741763 patent/DE2741763A1/de not_active Withdrawn
- 1977-09-20 RO RO7791618A patent/RO72226A/ro unknown
- 1977-09-20 LU LU78150A patent/LU78150A1/xx unknown
- 1977-09-20 BG BG037371A patent/BG29287A3/xx unknown
- 1977-09-21 NO NO773245A patent/NO773245L/no unknown
- 1977-09-21 AT AT677577A patent/AT360034B/de not_active IP Right Cessation
- 1977-09-21 DK DK417377A patent/DK417377A/da unknown
- 1977-09-21 AU AU28995/77A patent/AU513760B2/en not_active Expired
- 1977-09-22 FR FR7728639A patent/FR2442848A1/fr active Pending
- 1977-09-22 NL NL7710389A patent/NL7710389A/xx not_active Application Discontinuation
- 1977-09-22 JP JP11344877A patent/JPS5340798A/ja active Pending
- 1977-09-22 FI FI772802A patent/FI772802A7/fi not_active Application Discontinuation
- 1977-09-22 PT PT67067A patent/PT67067B/pt unknown
- 1977-09-22 DD DD7700201157A patent/DD132586A5/xx unknown
- 1977-09-22 GB GB39619/77A patent/GB1589237A/en not_active Expired
- 1977-09-22 ES ES462543A patent/ES462543A1/es not_active Expired
-
1978
- 1978-12-18 AR AR274489A patent/AR217886A1/es active
-
1979
- 1979-02-16 ES ES477799A patent/ES477799A1/es not_active Expired
- 1979-02-16 ES ES477800A patent/ES477800A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| LU78150A1 (es) | 1978-01-23 |
| DD132586A5 (de) | 1978-10-11 |
| FR2442848A1 (fr) | 1980-06-27 |
| ES462543A1 (es) | 1979-06-16 |
| DE2741763A1 (de) | 1978-03-23 |
| JPS5340798A (en) | 1978-04-13 |
| ES477800A1 (es) | 1979-10-16 |
| DK417377A (da) | 1978-03-23 |
| BG29287A3 (bg) | 1980-10-15 |
| PT67067A (en) | 1977-10-01 |
| NL7710389A (nl) | 1978-03-28 |
| GR71699B (es) | 1983-06-21 |
| PT67067B (en) | 1979-02-19 |
| AT360034B (de) | 1980-12-10 |
| RO72226A (ro) | 1982-09-09 |
| GB1589237A (en) | 1981-05-07 |
| AU2899577A (en) | 1979-03-29 |
| CA1080712A (en) | 1980-07-01 |
| AR217886A1 (es) | 1980-04-30 |
| AU513760B2 (en) | 1980-12-18 |
| FI772802A7 (fi) | 1978-03-23 |
| ATA677577A (de) | 1980-05-15 |
| NO773245L (no) | 1978-03-28 |
| AR218036A1 (es) | 1980-05-15 |
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