824430-77-5

Basic information

• Product Name: 2H-3-Benzazepin-2-one, 8-chloro-1,3,4,5-tetrahydro-1-Methyl-
• Synonyms: 2H-3-Benzazepin-2-one, 8-chloro-1,3,4,5-tetrahydro-1-Methyl-;8-Chloro-1-Methyl-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one;8-chloro-1-methyl-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one;8-chloro-1,3,4,5-tetrahydro-1-methyl-2H-3-Benzazepin-2-one
• CAS NO: 824430-77-5
• Molecular Formula: C₁₁H₁₂ClNO
• Molecular Weight: 209.67208
• EINECS: 1806241-263-5
• Mol File: 824430-77-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 388.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.174±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 15.32±0.40(Predicted)
• CAS DataBase Reference: 2H-3-Benzazepin-2-one, 8-chloro-1,3,4,5-tetrahydro-1-Methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-3-Benzazepin-2-one, 8-chloro-1,3,4,5-tetrahydro-1-Methyl-(824430-77-5)
• EPA Substance Registry System: 2H-3-Benzazepin-2-one, 8-chloro-1,3,4,5-tetrahydro-1-Methyl-(824430-77-5)

Safety Data

• Hazardous Substances Data: 824430-77-5(Hazardous Substances Data)

Usage

Uses

2-Oxo Lorcaserin is an impurity of Lorcaserin (L469890, HCl); a novel selective 5-HT2C-receptor agonist for the treatment of obesity.

Upstream product

• 156-41-2 4-chlorophenylethylamine 
• 34164-14-2 N-(4-chlorophenylethyl)-2-chloropropanamide 

Downstream Products

• 616202-92-7 lorcaserin 
• 616202-81-4 (S)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine 
• 616201-80-0 (+/-)-Lorcaserin 

Relevant articles and documents

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.

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.