A new method for the construction of quaternary centers on cycloalkane rings is reported. The Cope rearrangement of 4methyl-2-allyl-2-(N-pyrrolidinyl)-carboxamide-3-cyclohexenone yields 4-methyl-4allyl-2-(N-pyrrolidinyl)-carboxamide-2-cyclohexenone in high yield. The rearrangement substrates are easily generated from Birch reduction-allylation of o-anisic acid derivatives. © 2012 Elsevier Scien...

1-Benzyl-N-(2,6-dimethylphenyl)piperidine-3-carboxamide and 4-benzyl-N-(2,6-dimethylphenyl)piperazine-2-carboxamide, two conformationally restricted analogues of tocainide, were designed and synthesized as voltage-gated skeletal muscle sodium channel blockers. They showed, with respect to tocainide, a marked increase in both potency and use-dependent block.

After the oral administration of nicotinamide to human subjects, two ultraviolet-absorbing compounds have regularly been detected on chromatograms of plasma extracts. The less polar of these, named Compound Y, has been identified as N’-methyl2-pyridone-5-carboxamide (1). In the present communication, evidence is presented that the more polar metabolite, Compound X, is N’-methyl-4-pyridone-3-car...

4-Amino-5-imidazolecarboxamide (l), an amine found to accumulate in bacterial systems poisoned either by sulfonamides (2, 3) or aminopterin (4), has been suggested as an intermediate of purine synthetic reactions (5, 6). Although the metabolic inertness of the carboxamide’ in certain bacterial systems (7, 8) led to the belief by some (8) that this compound was an aberrant product of metabolism ...

Four N-(4-halophen-yl)-4-oxo-4H-chromene-3-carboxamides (halo = F, Cl, Br and I), N-(4-fluoro-phen-yl)-4-oxo-4H-chromene-3-carboxamide, C16H10FNO3, N-(4-chloro-phen-yl)-4-oxo-4H-chromene-3-carboxamide, C16H10ClNO3, N-(4-bromo-phen-yl)-4-oxo-4H-chromene-3-carboxamide, C16H10BrNO3, N-(4-iodo-phen-yl)-4-oxo-4H-chromene-3-carboxamide, C16H10INO3, have been structurally characterized. The mol-ecules...

Recently, we have demonstrated that N-((trans)-4-(2-(7-cyano-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)cyclohexyl)-1H-indole-2-carboxamide (SB269652) (1) adopts a bitopic pose at one protomer of a dopamine D2 receptor (D2R) dimer to negatively modulate the binding of dopamine at the other protomer. The 1H-indole-2-carboxamide moiety of 1 extends into a secondary pocket between the extracellular end...

N-(7-chloro-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)thiophene-2 carboxamide-[14C-carboxy] was prepared as part of a 6-step sequence from thiophene-2-carbonitrile -[cyano-14C] as a keysynthetic intermediate which has been synthesized from 2-iodothiophene and zinc [14C]-cyanide in thepresence of tetrakis (triphenylphosphine) palladium.