- Synthesis of Novel Pyridazino[4,5-b][1,4]oxazine-3,5-diones
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Novel pyridazino[4,5-b][1,4]oxazine-3,5-diones were synthesized from N-[2-(3,4-dimethoxyphenyl)-ethyl]-2-chloroacetamide (or 2-chloropropanamide) and 1-alkyl-5-halo-4-hydroxypyridazin-6-ones in good yield.
- Cho, Su-Dong,Kweon, Deok-Heon,Kang, Young-Jin,Chung, Hyun-A.,Yoon, Yong-Jin
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- Azabicyclic heterocycles as cannabinoid receptor modulators
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The present application describes compounds according to Formula I, pharmaceutical compositions comprising at least one compound according to Formula I and optionally one or more additional therapeutic agents and methods of treatment using the compounds according to Formula I both alone and in combination with one or more additional therapeutic agents. The compounds have the general Formula I: including all prodrugs, pharmaceutically acceptable salts and stereoisomers, R1, R2, R3, R6, R7, m and n are described herein.
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Page/Page column 115
(2008/06/13)
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- Synthesis of the dibenzo[f,h]phthalazine and dibenzo[f,h]cinnoline skeleton via a 'Suzuki-Pd-catalyzed intramolecular arylation' and a 'Suzuki-Pschorr' approach
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Palladium-catalyzed intramolecular arylation of 2-benzyl-5-(2-bromophenyl)-4-phenylpyridazin-3(2H)-one yielded hitherto unknown 2-benzyldibenzo[f,h]phthalazin-1(2H)-one. The synthesis of this new tetracyclic pyridazinone from 2-benzyl-5-(2-aminophenyl)-4-phenylpyridazin-3(2H)-one via a Pschorr type reaction was also investigated. Similarly, the construction of 2-methyldibenzo[f,h]cinnolin-3(2H)-one from 2-methyl-5-(2-bromophenyl)-6-phenylpyridazin-3(2H)-one and 2-methyl-5-(2-aminophenyl)-6-phenylpyridazin-3(2H)-one is also reported. Removal of the N-benzyl protective group of 2-benzyl-dibenzo[f,h]phthalazin-1(2H)-one with AlCl3 yielded unsubstituted dibenzo[f,h]phthalazin-1(2H)-one.
- Tapolcsányi, Pál,Maes, Bert U. W.,Monsieurs, Katrien,Lemière, Guy L. F.,Riedl, Zsuzsanna,Hajós, Gy?rgy,Van Den Driessche, Bart,Dommisse, Roger A.,Mátyus, Péter
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p. 5919 - 5926
(2007/10/03)
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- Synthesis of new pyridazino[4,5-c]isoquinolinones by Suzuki cross-coupling reaction
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Suzuki cross-coupling reaction of 2-alkyl(methyl and benzyl)-5-chloro-4-methoxy- and 2-alkyl(methyl and benzyl)-4-chloro-5-methoxypyridazin-3(2H)-ones with 2-formylphenylboronic acid afforded the corresponding biaryl products which were cyclized with ammonia to yield hitherto undescribed pyridazino[4,5-c]isoquinolinones. Removal of the N-benzyl protective group in position 2 yielded the unsubstituted tricyclic pyridazinones.
- Riedl, Zsuzsanna,Maes, Bert U.W,Monsieurs, Katrien,Lemière, Guy L.F,Mátyus, Péter,Hajós, Gy?rgy
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p. 5645 - 5650
(2007/10/03)
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- Synthesis of 4-aryl-5-hydroxy- and 5-aryl-4-hydroxypyridazin-3(2H)-ones and their use in the preparation of 4,5-diarylpyridazin-3(2H)-ones and hitherto unknown isochromeno[3,4-d]pyridazinediones
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Easily accessible 2-substituted 4-aryl-5-methoxy- and 2-substituted 5-aryl-4-methoxypyridazin-3(2H)-ones were transformed into the corresponding aryl-hydroxypyridazin-3(2H)-ones by alkaline hydrolysis. The use of these compounds in the synthesis of 2-substituted 4,5-diarylpyridazin-3(2H)-ones with two differently substituted aryl groups was investigated. Two aryl-hydroxypyridazin-3(2H)-ones, 2-(2-benzyl-5-hydroxy-3-oxo-2,3-dihydropyridazin-4-yl)benzaldehyde and 2-(1-benzyl-5-hydroxy-6-oxo-1,6-dihydropyridazin-4-yl)benzaldehyde, were transformed into 2-benzyl-1H-isochromeno[3,4-d]pyridazine-1,6(2H)-dione and 3-benzyl-3H-isochromeno[3,4-d]pyridazine-4,6-dione, respectively, via oxidation of the formyl group with KMnO4 followed by lactonization.
- Maes, Bert U.W,Monsieurs, Katrien,Loones, Kristof T.J,Lemière, Guy L.F,Dommisse, Roger,Mátyus, Péter,Riedl, Zsuzsanna,Hajós, Gy?rgy
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p. 9713 - 9721
(2007/10/03)
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