Ketcher 01052113372D 1 1.00000 0.00000 0 30 33 0 0 0 999 V2000 17.1183 -13.0368 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 17.1183 -14.0348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.0663 -14.3342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.6650 -13.5358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.0663 -12.7374 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 16.3199 -14.6335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.3199 -12.4380 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.5735 -11.4401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.5735 -12.4380 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4218 -12.9370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.3199 -11.4401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4218 -10.9411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.5735 -14.6335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.5735 -15.6315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4218 -16.1305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.3199 -15.6315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4218 -14.1345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.1799 -10.9341 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 13.7071 -10.9446 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 13.7071 -16.1270 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 18.3714 -15.2843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.6630 -13.5358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.1620 -14.4000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 20.1620 -12.6715 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 21.1703 -12.6716 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 21.6667 -13.5315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.6677 -13.5315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 23.1682 -12.6647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.6719 -11.8048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.6709 -11.8048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 2 3 2 0 0 0 3 4 1 0 0 0 4 5 2 0 0 0 1 5 1 0 0 0 2 6 1 0 0 0 1 7 1 0 0 0 8 9 2 0 0 0 9 10 1 0 0 0 10 7 2 0 0 0 7 11 1 0 0 0 11 12 2 0 0 0 8 12 1 0 0 0 13 14 2 0 0 0 14 15 1 0 0 0 15 16 2 0 0 0 16 6 1 0 0 0 6 17 2 0 0 0 13 17 1 0 0 0 11 18 1 0 0 0 8 19 1 0 0 0 14 20 1 0 0 0 3 21 1 0 0 0 4 22 1 0 0 0 22 23 2 0 0 0 22 24 1 0 0 0 24 25 1 0 0 0 25 26 1 0 0 0 26 27 1 0 0 0 27 28 1 0 0 0 28 29 1 0 0 0 29 30 1 0 0 0 25 30 1 0 0 0 M END > CHEBI:34967 > rimonabant > A carbohydrazide obtained by formal condensation of the carboxy group of 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid with the amino group of 1-aminopiperidine. It is a potent and selective cannabinoid receptor 1 (CB1R) antagonist. Besides its antagonistic properties, numerous studies have shown that, at micromolar concentrations rimonabant behaves as an inverse agonist at CB1 receptors. The drug was the first selective CB1 antagonist/inverse agonist introduced into clinical practice to treat obesity and metabolic-related disorders. It was later withdrawn from market due to CNS-related adverse effects including depression and suicidal ideation. > 3 > SR141716; SR 141716; N-(1-piperidinyl)-1-(2,4-dichlorophenyl)-4-methyl-5-(4-chlorophenyl)-1H-pyrazole-3-carboxamide; A 281; 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide > 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide > rimonabantum; rimonabant; rimonabant; rimonabant > Zimulti; Acomplia > C22H21Cl3N4O > 463.790 > 462.07809 > 0 > CC1=C(N(N=C1C(=O)NN1CCCCC1)C1=CC=C(Cl)C=C1Cl)C1=CC=C(Cl)C=C1 > InChI=1S/C22H21Cl3N4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-9-17(24)13-18(19)25)21(14)15-5-7-16(23)8-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30) > JZCPYUJPEARBJL-UHFFFAOYSA-N > 168273-06-1 > 168273-06-1 > DB06155 > C14319 > D05731 > C00053749 > LSM-36994 > 168273-06-1 > AY6 > Rimonabant > 11881536; 16934319; 18290515; 18479080; 18654765; 19490094; 20067470; 20828968; 21470203; 21740450; 22182934; 28429843; 29407764; 29797785; 30077950; 30300803; 30556096; 30682372; 31522677; 31898189; 31981244; 32085406; 32417279; 32463562; 32512776; 32781169; 32885412; 32904155; 33121353 $$$$