Synthesis, structural and conformational study of some ureas derived from 3-methyl-2,4-diphenyl-3-azabicyclo[3.3.1]nonan-9α-amine

Synthesis, structural, conformational and pharmacological study of some amides derived from 3-methyl-2,4-diphenyl-3-azabicyclo[3.3.1]nonan-9α-amine

“…In the 1 H NMR spectra, the W 1/2 value (8-9 Hz) for the H1(5) signals is in agreement with previously reported values for a flattened chair-chair conformation in related bicyclic systems [4][5][6][7][8][9]. For a boat disposition of one of these rings, the signal corresponding to H1(5) would be an apparent doublet with a coupling constant about 18 Hz [10].…”

“…The N-CH 3 13 C chemical shifts of compounds 2-5 of about 44 ppm (Table 2) agree with the values found in equatorial N-CH 3 substituted piperidines [4][5][6][7][8][9]12]. Furthermore, in the 13 C NMR spectra, the twin-chair conformation is confirmed by the C2(4) (73.86-73.89 ppm) and C6(8) (20.59-20.72 ppm) chemical shifts in agreement with previous work [4][5][6][7][8][9].…”

“…Assignment of proton resonances for compounds 2-5 was made on the basis of our previous studies for related systems [4][5][6][7][8][9]. The 1 H NMR spectra of compounds 2-5 showed great similarity in relation to the bicyclic systems.…”

Synthesis of N-substituted 9-[2-(3,4-methylenedioxyphenyl)-2-oxoethyl]-1,5-dinitro-7,8-benzo-3-azabicyclo[3.3.1]non-7-en-6-ones

“…13 C NMR spectrum, δ, ppm: 91.29 (C (1) ); 61.36 (C (2) ); 60.38 (C (4) ); 92.54 (C (5) ); 186.58 (C (6) ); 132.08 (C (7) ); 136.71 (C (8) ); 43.94 (C (9) ); 126.67 (C (10) ); 129.38 (C (11) ); 135.72 (C (12) ); 126.18 (C (13) ); 192.88 (CH 2 . 13 C NMR spectrum, δ, ppm: 91.40 (C (1) ); 59.07 (C (2) ); 58.18 (C (4) ); 92.57 (C (5) ); 186.69 (C (6) ); 132.31 (C (7) ); 136.66 (C (8) ); 44.35 (C (9) ); 126.41 (C (10) ); 129.29 (C (11) ); 135.02 (C (12) ); 125.97 (C (13) ); 192.83 (CH 2 .09 (2H, s, COC 6 H 3 OCH 2 O); 2.37 (2H, t, J = 7.0, NCH 2 CH 2 CH 3 ); 1.16 (2H, m, NCH 2 CH 2 CH 3 ); 0.33 (3H, t, J = 7.0, NCH 2 CH 2 CH 3 ). 13 C NMR spectrum, δ, ppm: 91.45 (C (1) ); 59.27 (C (2) ); 58.85 (C (4) ); 92.63 (C (5) ); 186.88 (C (6) ); 132.53 (C (7) ); 136.86 (C (8) ); 44.40 (C (9) ); 126.49 (C (10) ); 129.41 (C (11) ); 135.15 (C (12) ); 126.31 (C (13) ); 193.05 (CH 2 …”

“…First of all this is because the azabicyclo skeleton is found as a structural unit in the composition of natural biologically active compounds possessing neurotropic, antiarrhythmic, and anticancer properties [1][2][3][4][5]. Many compounds which predominantly affect the κ-opioid receptors have found practical use after clinical testing [6][7][8][9].…”