57362-82-0Relevant articles and documents
Some Aspects of the Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction
Pokhodylo,Tupychak,Shyyka, O. Ya.,Obushak
, p. 1310 - 1321 (2019/11/03)
Some peculiar features of two most commonly used catalytic systems (Cul and CuSOVsodium ascorbate) controlling the regioselectivity of 1,3-dipolar cycloaddition of azides to terminal alkynes have been studied. Their potentialities, main disadvantages, and limitations have been demonstrated by a number of examples, including reactions of low-molecular-weight azides and alkynes containing heterocyclic substituents. The possibility of using novel reagents in click reactions is discussed.
Selective, Orally Active γ-Aminobutyric AcidA α5 Receptor Inverse Agonists as Cognition Enhancers
Sternfeld, Francine,Carling, Robert W.,Jelley, Richard A.,Ladduwahetty, Tamara,Merchant, Kevin J.,Moore, Kevin W.,Reeve, Austin J.,Street, Leslie J.,O'Connor, Desmond,Sohal, Bindi,Atack, John R.,Cook, Susan,Seabrook, Guy,Wafford, Keith,Tattersall, F. David,Collinson, Neil,Dawson, Gerard R.,Castro, José L.,MacLeod, Angus M.
, p. 2176 - 2179 (2007/10/03)
Nonselective inverse agonists at the γ-aminobutyric acidA (GABA-A) benzodiazepine binding site have cognition-enhancing effects in animals but are anxiogenic and can precipitate convulsions. Herein, we describe novel GABA-A α5 subtype inverse agonists leading to the identification of 16 as an orally active, functionally selective compound that enhances cognition in animals without anxiogenic or convulsant effects. Compounds of this type may be useful in the symptomatic treatment of memory impairment associated with Alzheimer's disease and related dementias.
1,3-Dipolar Cycloadditions, 93. - The Astounding Reaction of Dimethyl 2,3-Dicyanofumarate with Diazomethane
Huisgen, Rolf,Mitra, Abhijit,Moran, Joaquin Rodriguez
, p. 159 - 170 (2007/10/02)
The reaction with excess of diazomethane furnished methyl 4-cyano-1-methylpyrazole-5- and -3-carboxylate (2 and 3) as well as the three N-methyl-1,2,3-triazolecarboxylic esters 4-6.A mechanistic study revealed a poly-step sequence.The initial formation of the pyrazoline 8 proceeded normal.Base catalysis effected an equilibration of trans- and cis-2-pyrazoline, 8(*)12, followed by a fragmentation into methyl 4-cyano-3-pyrazolecarboxylate (26) and methyl cyanoformate (32); a 4H-pyrazole is supposed to be the key intermediate.The final products mentioned above emerged from further reaction of 26 and 32 with diazomethane.