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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 use

Info

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
Application number
PL444394A
Other languages
Polish (pl)
Inventor
Dariusz Matosiuk
Dominik Straszak
Sylwia Woźniak
Original Assignee
Uniwersytet Medyczny W Lublinie
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Uniwersytet Medyczny W Lublinie filed Critical Uniwersytet Medyczny W Lublinie
Priority to PL444394A priority Critical patent/PL444394A1/en
Publication of PL444394A1 publication Critical patent/PL444394A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic 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
    • C07D487/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic 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
    • A61K31/41641,3-Diazoles
    • A61K31/41881,3-Diazoles condensed with other heterocyclic ring systems, e.g. biotin, sorbinil
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/02Drugs for disorders of the nervous system for peripheral neuropathies
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-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.

PL444394A 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 PL444394A1 (en)

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)

* Cited by examiner, † Cited by third party
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

Patent Citations (4)

* Cited by examiner, † Cited by third party
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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