10 research outputs found
Access to Highly Substituted 7‑Azaindoles from 2‑Fluoropyridines via 7‑Azaindoline Intermediates
A versatile
synthesis of 7-azaindoles from substituted 2-fluoropyridines
is described. C3-metalation and 1,4-addition to nitroolefins provide
substituted 2-fluoro-3-(2-nitroethyl)Âpyridines. A facile oxidative
Nef reaction/reductive amination/intramolecular S<sub>N</sub>Ar sequence
furnishes 7-azaindolines. Finally, optional regioselective electrophilic
C5-substitution (e.g., bromination or nitration) and subsequent in
situ oxidation delivers highly functionalized 7-azaindoles in high
overall efficiency
Anti-nicotine antibody titer and function in mice.
<p>Panel A: BALB/c mice (n = 12/gp) were immunized by IM injection with 10 µg of different nicotine Hapten-DT conjugates adjuvanted with Al(OH)<sub>3</sub> (40 µg Al<sup>3+</sup>) + CpG 24555 (50 µg) on days 0, 28 and 42. Plasma was collected on day 54 and anti-nicotine antibody levels determined by ELISA (Panel A). On day 56 animals received an IV injection of <sup>3</sup>H-nicotine (0.05 mg/kg) and plasma and brains collected. Panel B shows nicotine levels in plasma (ng-eq/mL), and Panel C shows nicotine levels in brain (ng-eq/g).</p
General scheme for addition of different linkers to Hapten 7.
<p>General scheme for addition of different linkers to Hapten 7.</p
Structures of different linker-modified nicotine hapten.
<p>Structures of different linker-modified nicotine hapten.</p
Nicotine and hapten structures.
<p>The thioacetate of Hapten 8 was deprotected to the thiol for coupling with DT.</p
Anti-nicotine antibody titer and function in mice.
<p>Panel A: BALB/c mice (n = 12/gp) were immunized by IM injection with 10 µg of different nicotine Hapten-DT conjugates adjuvanted with Al(OH)<sub>3</sub> (40 µg Al<sup>3+</sup>) + CpG 24555 (50 µg) on days 0, 28 and 42. Plasma was collected on day 54 and anti-nicotine antibody levels determined by ELISA (Panel A). On day 56 animals received an IV injection of <sup>3</sup>H-nicotine (0.05 mg/kg) and plasma and brains collected. Panel B shows nicotine levels in plasma (ng-eq/mL), and Panel C shows nicotine levels in brain (ng-eq/g).</p