135055-48-0Relevant articles and documents
Synthesis of n-substituted carbonylamino-1,2,3,6-tetrahydropyridines as potential anti-inflammatory agents
Ghaffari, Mohammad A.,Ardley, Tiffany W.,Gangapuram, Madhavi,Redda, Kinfe K.
experimental part, p. 2615 - 2623 (2011/08/07)
Several N-substituted carbonyl/sulfonylamino-1,2,3,6-tetrahydropyridines (5a-i and 9a, b) were synthesized via sodium borohydride reduction of the corresponding N-substitutedimino-pyridinium ylides (4a-i and 8a, b) in absolute ethanol. Taylor &FrancisGroup, LLC.
Synthesis of δ-tributylstannyl-α,βγ, δ-unsaturated aldehydes from pyridines
Michels, Theo D.,Rhee, Jong Uk,Vanderwal, Christopher D.
supporting information; experimental part, p. 4787 - 4790 (2009/05/07)
(Equation Presented) Zincke aldehydes, which are readily available from the ring-opening reaction of pyridinium salts, are easily converted into δ-tributylstannyl-α,β,γ,δ-unsaturated aldehydes (stannyldienals) by the action of tributylstannyllithium. This reaction appears to proceed via 1,6-stannyllithium addition/elimination of lithium dialkylamide. Several stannyldienals of significant utility for the synthesis of polyene natural products have been made by this route, which proceeds in modest yields, but is successful on multigram scale using inexpensive reagents. Simple stannylenals and stannylenones are similarly available from the corresponding vinylogous amides.
Synthesis of Some N-(Phenylsulfonylamino)-1,2,3,6-tetrahydropyridines as Potential Anti-inflammatory Agents
Choi, JongOh,Wilson, Tiffany L.,Ly, Ana M.,Okoro, Cosmas O.,Onubogu, Udobi C.,Redda, Kinfe K.
, p. 281 - 295 (2007/10/03)
Several N-(phenylsulfonylamino)-1,2,3,6-tetrahydropyridines were synthesized by substituting a sulfonyl group for the carbonyl group of N-(phenylcarbonylamino)-1,2,3,6-tetrahydropyridines 1 in order to investigate the effect of the substitution on the analgesic and anti-inflammatory activities. Nucleophilic attack of pyridine derivatives 2 on 1-chloro-2,4-dinitrobenzene 3 furnished the pyridinium chlorides 4. Compound 4 and benzenesulfonyl hydrazide 5 were reacted to give the 2,4-dinitroanilino derivatives 6. Hydrolysis of 6 furnished the ylides 7. Sodium borohydride reduction of ylides afforded the tetrahydropyridines 8. Compound 8c was found to be the most active anti-inflammatory agent and was as potent as indomethacin, the reference compound. Compound 8f had the most significant hyperglycemic activity.