22246-78-2

Basic information

• Product Name: 8-Chloro-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one
• Synonyms: 8-Chloro-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one;8-Chloro-1,3,4,5-tetrahydro-2H-benzazepine-2-one;8-Chloro-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one;8-Chloro-1,3,4,5-tetrahydro-benzo[b]azepin-2-one;8-chloro-1,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one
• CAS NO: 22246-78-2
• Molecular Formula: C₁₀H₁₀ClNO
• Molecular Weight: 196
• Mol File: 22246-78-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 140-142℃
• Appearance: /
• Density: 1.234±0.06 g/cm3 (20 ºC 760 Torr)
• CAS DataBase Reference: 8-Chloro-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Chloro-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one(22246-78-2)
• EPA Substance Registry System: 8-Chloro-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one(22246-78-2)

Safety Data

• Hazardous Substances Data: 22246-78-2(Hazardous Substances Data)

Usage

General Description

8-Chloro-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one, also known as Octoclothepin, is a chemical compound belonging to the class of benzazepines. It is a psychoactive agent with antipsychotic properties and is used in the treatment of various psychiatric disorders, such as schizophrenia and bipolar disorder. Its mechanism of action involves antagonizing dopamine and serotonin receptors in the brain, which helps to regulate mood and behavior. Additionally, it has been found to have sedative and antiemetic effects. Octoclothepin is typically administered in oral tablet form and should be used cautiously due to its potential for causing side effects such as drowsiness, dizziness, and weight gain. Overall, it is a valuable therapeutic agent in the management of mental health conditions.

Upstream product

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Downstream Products

• 87379-41-7 8-chloro-1,3,4,5-tetrahydro-2H-1-benzazepin-2,5-dione 
• 87379-37-1 8-chloro-1-phenyl-4-<(dimethylamino)methylidene>-3,4-dihydro-1H-1-benzazepine-2,5-dione 
• 87398-14-9 9-chloro-5,7-dihydro-2-methyl-7-phenylpyrimido<5,4-d>benzazepin-6(6H)-one 

Relevant articles and documents

Synthesis and structure-activity studies on N-[5-(1H-imidazol-4-yl)-5,6,7,8-tetrahydro-1-naphthalenyl]methanesulfonamide, an imidazole-containing α1A-adrenoceptor agonist

Structure-activity studies were performed on the α 1A-adrenoceptor (AR) selective agonist N-[5-(1H-imidazol-4-yl)-5,6,7,8-tetrahydro-1-naphthalenyl]methanesulfonamide (4). Compounds were evaluated for binding activity at the α1A, α1b, α1d, α2a, and α2B subtypes. Functional activity in tissues containing the α1A (rabbit urethra), α1B (rat spleen), α1D (rat aorta), and α2A (rat prostatic vas deferens) was also evaluated. A dog in vivo model simultaneously measuring intraurethral pressure (IUP) and mean arterial pressure (MAP) was used to assess the uroselectivity of the compounds. Many of the compounds that were highly selective in vitro for the α1A-AR subtype were also more uroselective in vivo for increasing IUP over MAP than the nonselective α1-agonists phenylpropanolamine (PPA) (1) and ST-1059 (2, the active metabolite of midodrine), supporting the hypothesis that greater α1A selectivity would reduce cardiovascular side effects. However, the data also support a prominent role of the α1A-AR subtype in the control of MAP.

The application of the schmidt reaction and beckmann rearrangement to the synthesis of bicyclic lactams: Some mechanistic considerations

The syntheses of some methoxy-substituted bicyclic lactams, of the types 3 and 4, are reported employing two different conditions for the Schmidt reaction of appropriate ketones and employing two different conditions for the Beckmann rearrangement of the corresponding ketoximes. The alkyl to aryl migration ratios of the reactions were determined by high-performance liquid chromatography analysis of the reactions. The mechanisms of the reactions reported are discussed, some limitations of the reported mechanisms identified, and an alternative mechanism proposed in light of the outcomes of the various reactions. Application of the Schmidt reaction and Beckmann rearrangement was used for the synthesis of some chloro bicyclic lactams, of the types 3 and 4. CSIRO 2010.

Synthesis of 7-phenylpyrimido[5,4-d][1]benzazepin-2-ones

The syntheses of the 7-phenylpyrimido[5,4-d][1]benzazepin-2-ones 3, 4, and 5 are described. The 7-phenyl group was introduced by phenylation of the lactam nitrogen in 10, 13 and 16 respectively. One of these compounds, 5, showed moderate activity as a CNS agent.