- 8-chloro-1-methyl -2, 3, 4, 5-tetrahydro -1H-3-Benzazepine preparation method
-
The invention discloses a preparation method of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzoazatropylidene. The preparation method comprises the following steps: firstly, enabling a compound with a formula (III) to react with aluminium chloride to obtain a compound with a formula (II); and carrying out reduction reaction on the compound with the formula (II) under the combined action of sodium borohydride and aluminium chloride used in the step i) to obtain a compound in a formula (I). The invention also discloses a method for preparing a compound with a formula (V) or a salt thereof. The method comprises the following steps: with chlorobenzyl cyanide and 2-chloropropionic acid as raw materials, reacting under the existence of a carboxylic acid activation reagent to generate a compound in a formula (IV); and carrying out reduction reaction on the compound with the formula (IV) under the action of a reducing agent to obtain the compound with the formula (V). Compared with the prior art, the method disclosed by the invention has the advantages of low cost, convenience for operation, safety of production, high yield and the like.
- -
-
Paragraph 0027; 0076
(2017/02/02)
-
- 3-Substituted 1-methyl-3-benzazepin-2-ones as 5-HT2C receptor agonists
-
In search of potent and selective 5-HT2C receptor agonists, a series of novel 3-substituted 1-methyl-3-benzazepin-2-ones and 8-chloro-1-methyl-3-benzazepin-2-ones have been synthesized and evaluated for their 5-HT2C receptor agonistic potential. 5-HT2C receptor agonist activity was established with the despair swim test, plus maze test and the compounds' ability to decrease DA and 5-HT levels in rat brains similar to m-CPP. Selectivity was established with 5-HT2C mediated penile erection and hypophagic responses in the presence of RS-102221 (a selective 5-HT2C antagonist). The study established the selective 5-HT2C receptor agonist response of compounds 7, 12-14, 24, 30, and 38 which could act as potential lead molecules for the treatment of pathological conditions associated with 5-HT2C receptors.
- Shidore, Mahesh,Machhi, Jatin,Murumkar, Prashant,Barmade, Mahesh,Thanki, Jigar,Yadav, Mange Ram
-
p. 91908 - 91921
(2015/11/11)
-
- Discovery and SAR of new benzazepines as potent and selective 5-HT 2C receptor agonists for the treatment of obesity
-
We report on the synthesis, biological evaluation and structure-activity relationships for a series of 3-benzazepine derivatives as 5-HT2C receptor agonists. The compounds were evaluated in functional assays measuring [3H] phosphoinositol turnover in HEK-293 cells transiently transfected with h5-HT2C, h5-HT2A or h5-HT2B receptors. Several compounds are shown to be potent and selective 5-HT 2C receptor agonists, which decrease food intake in a rat feeding model.
- Smith, Brian M.,Smith, Jeffrey M.,Tsai, James H.,Schultz, Jeffrey A.,Gilson, Charles A.,Estrada, Scott A.,Chen, Rita R.,Park, Douglas M.,Prieto, Emily B.,Gallardo, Charlemagne S.,Sengupta, Dipanjan,Thomsen, William J.,Saldana, Hazel R.,Whelan, Kevin T.,Menzaghi, Frederique,Webb, Robert R.,Beeley, Nigel R.A.
-
p. 1467 - 1470
(2007/10/03)
-
- BENZAZEPINE DERIVATIVES USEFUL FOR THE TREATMENT OF 5HT2C RECEPTOR ASSOCIATED DISEASES
-
The present invention relates to certain 1-substituted-2,3,4,5-tetrahydro-3-benzazepine derivatives of Formula (I), that are modulators of the 5HT2C receptor. Accordingly, compounds of the present invention are useful for the prophylaxis or treatment of 5HT2C receptor associated diseases, conditions or disorders, such as, obesity and related disorders.
- -
-
-