PL444394A1 - 1-aryl-6-hydroxyimino-5(1H)oxo-2,3-dihydroimidazo[1,2-a]imidazoles and method of their preparation and use - Google Patents
1-aryl-6-hydroxyimino-5(1H)oxo-2,3-dihydroimidazo[1,2-a]imidazoles and method of their preparation and useInfo
- Publication number
- PL444394A1 PL444394A1 PL444394A PL44439423A PL444394A1 PL 444394 A1 PL444394 A1 PL 444394A1 PL 444394 A PL444394 A PL 444394A PL 44439423 A PL44439423 A PL 44439423A PL 444394 A1 PL444394 A1 PL 444394A1
- Authority
- PL
- Poland
- Prior art keywords
- dihydroimidazo
- aryl
- hydroxyimino
- imidazoles
- oxo
- Prior art date
Links
- 150000002460 imidazoles Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 abstract 2
- 208000000094 Chronic Pain Diseases 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 208000002193 Pain Diseases 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 abstract 1
- 208000004296 neuralgia Diseases 0.000 abstract 1
- 230000002981 neuropathic effect Effects 0.000 abstract 1
- 208000021722 neuropathic pain Diseases 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000003586 protic polar solvent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4188—1,3-Diazoles condensed with other heterocyclic ring systems, e.g. biotin, sorbinil
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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]
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Przedmiotem zgłoszenia są 1-Arylo-6-hydroksyimino-5(1H)okso-2,3-dihydroimidazo[1,2-a]imidazole o wzorze ogólnym 1, gdzie R oznacza podstawnik w pierścieniu fenylowym taki jak wodór 3-metyl, 4-metyl, 3-chloro, 4-chloro, 2-metoksy, 4-metoksy oraz sposób ich otrzymywania charakteryzujący się tym, że pochodne 1-arylo-5,6(1H)diokso-2,3-dihydroimidazo[1,2-a]imidazole o wzorze ogólnym 2, gdzie R ma wyżej podane znaczenie poddaje się kondensacji z chlorowodorkiem hydroksyloaminy o wzorze ogólnym 3, przy czym reakcję prowadzi się w polarnym, protonowym rozpuszczalniku, korzystnie alkoholu. Zgłoszenie obejmuje również zastosowanie przedmiotowych związków w leczeniu bólu neuropatycznego i przewlekłego.The subject of the application are 1-aryl-6-hydroxyimino-5(1H)oxo-2,3-dihydroimidazo[1,2-a]imidazoles of general formula 1, where R denotes a substituent in the phenyl ring such as hydrogen 3-methyl, 4-methyl, 3-chloro, 4-chloro, 2-methoxy, 4-methoxy and a method for their preparation characterized in that 1-aryl-5,6(1H)dioxo-2,3-dihydroimidazo[1,2-a]imidazole derivatives of general formula 2, where R has the meaning given above are condensed with hydroxylamine hydrochloride of general formula 3, wherein the reaction is carried out in a polar, protic solvent, preferably an alcohol. The application also covers the use of the subject compounds in the treatment of neuropathic and chronic pain.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PL444394A PL444394A1 (en) | 2023-04-13 | 2023-04-13 | 1-aryl-6-hydroxyimino-5(1H)oxo-2,3-dihydroimidazo[1,2-a]imidazoles and method of their preparation and use |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PL444394A PL444394A1 (en) | 2023-04-13 | 2023-04-13 | 1-aryl-6-hydroxyimino-5(1H)oxo-2,3-dihydroimidazo[1,2-a]imidazoles and method of their preparation and use |
Publications (1)
Publication Number | Publication Date |
---|---|
PL444394A1 true PL444394A1 (en) | 2024-10-14 |
Family
ID=93062636
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PL444394A PL444394A1 (en) | 2023-04-13 | 2023-04-13 | 1-aryl-6-hydroxyimino-5(1H)oxo-2,3-dihydroimidazo[1,2-a]imidazoles and method of their preparation and use |
Country Status (1)
Country | Link |
---|---|
PL (1) | PL444394A1 (en) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0051809A1 (en) * | 1980-11-12 | 1982-05-19 | C.H. Boehringer Sohn | 7-(2,6-Dibromo-4-methylphenyl)-2,3-dihydroimidazo(1,2-a) imidazoles, their acid addition salts, medicines containing them and processes for their preparation |
EP1216247B1 (en) * | 1999-07-21 | 2008-11-05 | Boehringer Ingelheim Pharmaceuticals Inc. | Imidazoimidazoles and triazoles as anti-inflammatory agents |
EP3221318A1 (en) * | 2014-11-21 | 2017-09-27 | Rigel Pharmaceuticals, Inc. | Fused imidazole derivatives as tgf-beta inhibitors |
EP3668873A1 (en) * | 2017-08-17 | 2020-06-24 | H. Hoffnabb-La Roche Ag | Imidazo[1,2-a]imidazol-2-one derivatives for the treatment of diseases such as parkinson's disease |
-
2023
- 2023-04-13 PL PL444394A patent/PL444394A1/en unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0051809A1 (en) * | 1980-11-12 | 1982-05-19 | C.H. Boehringer Sohn | 7-(2,6-Dibromo-4-methylphenyl)-2,3-dihydroimidazo(1,2-a) imidazoles, their acid addition salts, medicines containing them and processes for their preparation |
EP1216247B1 (en) * | 1999-07-21 | 2008-11-05 | Boehringer Ingelheim Pharmaceuticals Inc. | Imidazoimidazoles and triazoles as anti-inflammatory agents |
EP3221318A1 (en) * | 2014-11-21 | 2017-09-27 | Rigel Pharmaceuticals, Inc. | Fused imidazole derivatives as tgf-beta inhibitors |
EP3668873A1 (en) * | 2017-08-17 | 2020-06-24 | H. Hoffnabb-La Roche Ag | Imidazo[1,2-a]imidazol-2-one derivatives for the treatment of diseases such as parkinson's disease |
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