Azetidine-substituted pyridine and pyrazine compounds as inhibitors of cannabinoid receptor 2
US-12180196-B2 · Dec 31, 2024 · US
US9604972B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9604972-B2 |
| Application number | US-201213606379-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 7, 2012 |
| Priority date | Sep 9, 2011 |
| Publication date | Mar 28, 2017 |
| Grant date | Mar 28, 2017 |
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A nitrogen-containing heteroaromatic compound is represented by the following formula (A). wherein Y is an oxygen atom or a sulfur atom, M is a substituted or unsubstituted nitrogen-containing heteroaromatic group, and Ar 2 is a substituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, a substituted or unsubstituted monocyclic heteroaromatic group having 5 or 6 ring atoms, a dibenzofuran ring group that may be substituted with a substituent (excluding a 3-carbazolyl group and an N-carbazolyl group), a dibenzothiophene ring group that may be substituted with a substituent (excluding a 3-carbazolyl group and an N-carbazolyl group), or a nitrogen-containing polycyclic group among nitrogen-containing polycyclic groups respectively represented by the following formulas (1) to (5).
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What is claimed is: 1. A nitrogen-containing heteroaromatic compound represented by formula (A), wherein: each of A 1 to A 3 and A 6 to A 8 is independently CR 1 ; each R 1 is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group haying 6 to 18 ring carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolnyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyi group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, a fluorine atom , a substituted or unsubstituted fluoroalkyl group, or a cyan group; Y is an oxygen atom; Ar 1 is a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, or a substituted or unsubstituted quinazolinyl group; L 1 is a single bond, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 18 ring carbon atoms, or a divalent group derived from a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxadinyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted furazanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzothiophenyl group, a substituted or unsubstituted dihydroacridinyl group, a substituted or unsubstituted azacarbazolyl group, or a substituted or unsubstituted quinazolinyl group, and L 1 is bonded to one of A 1 to A 3 ; M is a substituted or unsubstituted 6-membered nitrogen-containing heteroaromatic group, and M is bonded to one of A 6 to A 8 ; Ar 2 is a substituted or unsubstituted monocyclic heteroaromatic group having 5 or 6 ring atoms or a nitrogen-containing polycyclic group selected from the group consisting of nitrogen-containing polycyclic groups represented by formulas (1) to (5), wherein: each of X 1 to X 8 is independently CR′ or a nitrogen atom; Z is a single bond, an oxygen atom, a sulfur atom, ═S(═O), ═S(═O) 2 , ═SiR 2 R 3 , ═CR 4 R 5 , or ═NR 6 ; each R′ is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkoxy group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 18 ring carbon atoms, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, an substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or u
containing three or more hetero rings · CPC title
Apparatus or processes specially adapted to the manufacture of electroluminescent light sources · CPC title
Non-condensed systems · CPC title
Condensed systems · CPC title
containing one nitrogen atom as the heteroatom · CPC title
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