Substituted 3-benzazepine
A substituted 3-benzazepine, or simply 3-benzazepine, is a derivative of 3-benzazepine. They are cyclized phenethylamines and are closely related to the tetrahydroisoquinolines. In addition, they are analogous to the cyclized tryptamine ibogalogs and their β-carboline relatives.
3-Benzazepines are known to act as monoamine receptor modulators, including as dopamine D1-like receptor agonists, dopamine D1 receptor antagonists, and serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptor agonists, among other activities. 3-Benzazepines acting as serotonin 5-HT2 receptor agonists generally show varying degrees of preferential activity at the serotonin 5-HT2C receptor over the serotonin 5-HT2A receptor, with occasional exceptions. One 3-benzazepine, the non-selective serotonin 5-HT2 receptor agonist and previously marketed anorectic lorcaserin, is known to produce psychedelic effects at supratherapeutic doses.
List of 3-benzazepines
| Structure | Name | Action | Chemical name | Ref |
| 3-Benzazepine | N/A | 3H-3-benzazepine | ||
| SKF-39315 | D1-like agonist | 2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol | ||
| Lorcaserin | 5-HT2 agonist | -8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine | ||
| 7-Chlorolorcaserin | 5-HT2 agonist | -7,8-dichloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine | ||
| SCHEMBL5334361 | 5-HT2 agonist | 7--2,3,4,5-tetrahydro-1H-3-benzazepine | ||
| SKF-38393 | D1-like agonist | 1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol | ||
| SKF-81297 | D1-like agonist | -6-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol | ||
| Fenoldopam | D1-like agonist | 6-chloro-1--2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol | ||
| SCH-23390 | D1 antagonist | -8-chloro-3-methyl-5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-ol | ||
| SKF-83959 | D1-like agonist | 6-chloro-3-methyl-1--2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol | ||
| Trepipam | D1-like agonist | 7,8-dimethoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine | ||
| SKF-77434 | D1-like agonist | -1-phenyl-3--2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol | ||
| SKF-82958 | D1-like agonist | -6-chloro-1-phenyl-3--2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol | ||
| 6-Br-APB | D1-like agonist | -6-bromo-1-phenyl-3--2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol | ||
| Odapipam | D1 antagonist | -8-chloro-5--3-methyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol | ||
| Berupipam | D1 antagonist | -5--8-chloro-3-methyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol | ||
| NNC 01-0687 | D1 antagonist | -5--3-methyl-8-nitro-1,2,4,5-tetrahydro-3-benzazepin-7-ol | ||
| GSK-189254 | H3 antagonist | 6--N-methylpyridine-3-carboxamide | ||
| Anilopam | Opioid | 4-aniline |
Related compounds
| Structure | Name | Action | Chemical name | Ref |
| PF-04479745 | 5-HT2 modulator | -2-benzyl-N,9-dimethyl-6,7,8,9-tetrahydro-5H-pyrimidoazepin-4-amine | ||
| PF-04781340 | 5-HT2 modulator | 3-benzyl-N-methyl-6,7,8,9-tetrahydro-5H-pyridoazepin-1-amine |