37709-01-6Relevant academic research and scientific papers
Microwave-promoted synthesis of chiral pyridinium salts
Viana, Gustavo H. R.,Santos, Itamar C.,Alves, Rosemeire B.,Gil, Laurent,Marazano, Christian,Gil, Rossimiriam P. F.
, p. 7773 - 7776 (2007/10/03)
The synthesis of several chiral pyridinium salts via Zincke's reaction can be easily accomplished by domestic microwave oven irradiation. Yield enhancements, reduction of reaction time, and less racemization were observed under microwave heating when compared to conventional heating in similar conditions.
Synthesis and anti-inflammatory activity determinations of N-[substituted benzoyl(phenylsulfonyl)amino]-5-ethyl-1,2,3,6-tetrahydropyridines
Wilson, Tiffany L.,Redda, Kinfe K.
, p. 69 - 86 (2007/10/03)
The synthesis and pharmacological evaluations of some novel N-[substituted benzoyl(phenylsulfonyl)amino]-5-ethyl-1,2,3,6-tetrahydropyridines were carried out. Several tetrahydropyridines were synthesized via sodium borohydride reduction of the correspondi
The Zincke's reaction: A new alternative for the preparation of 1-[2- (3-indol)ethyl]-alkylpyridinium chloride derivatives
Gnecco, Dino,Juarez, Jorge,Galindo, Alberto,Marazano, Christian,Enriquez, Raul G.
, p. 281 - 287 (2007/10/03)
The Zincke's salts 3 (a-f) were prepared and used for the synthesis of 1-[(2-(3-indol)-ethyl]alkylpyridinium chloride derivatives 5 (a-f) in high yields.
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.
N--alkyl-1,2,3,6-tetrahydropyridines
Redda, Kinfe K.,Melles, Hailemichael,Rao, Kode Nageswara
, p. 1041 - 1046 (2007/10/02)
Alkyl substituted 2,4-dinitrophenylpyridinum chlorides 3 are formed by the nucleophilic substitution of 1-chloro-2,4-dinitrobenzene with alkyl pyridines.Reaction of pyridiyl acid hydrazides or benzoyl hydrazides 4 with the pyridinium chlorides 3 furnish t
DERIVATIVES AND REACTIONS OF GLUTACONALDEHYDE-XIII. REGIOSPECIFIC RING OPENING OF 3-SUBSTITUTED PYRIDINES
Becher, Jan,Finsen, Lars,Winckelmann, Ib
, p. 2375 - 2378 (2007/10/02)
A number of nucleophilic ring openings of 3-substituted pyridinium salts have been reinvestigated and summarized.The structure of the resulting stable glutaconaldehyde derivatives was investigated in detail by 1H NMR.It has been concluded that in general nucleophilic pyridinium ring openings are highly regiospecific.In each case investigated to date a single product was isolated, as a result of attack by the nucleophile at only one of the pyridine α-positions.With the OH ion as the only nucleophile, attack occurs at the pyridine C-2, while larger nucleophiles such as amines and carbanions attack at the pyridine C-6.This was found to be the case for a variety of 3-substituted pyridines such as 3-methyl-, 3-methoxy-, 3-cyano-, 3-chloro-pyridine.
