253324-92-4

Basic information

• Product Name: 2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-
• Synonyms: 2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-;(1S)-1-Amino-1,3,4,5-tetrahydro-3-methyl-2H-3-benzazepin-2-one;1-aMino-1;2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-3;(S)-1-amino-3-methyl-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one;(S)-1-Amino-1,3,4,5-tetrahydro-3-methyl-2H-3-benzazepin-2-one;(S)-1-Amino-1,3,4,5-tetrahydro-3-methyl-2H-3-benzazepin-2-one,99%e.e.
• CAS NO: 253324-92-4
• Molecular Formula: C11H14N2O
• Molecular Weight: 190.24
• Mol File: 253324-92-4.mol

Chemical Properties

• Melting Point: 98-99 °C
• Boiling Point: 372.7°C at 760 mmHg
• Flash Point: 179.2°C
• Appearance: /
• Density: 1.124
• Vapor Pressure: 9.42E-06mmHg at 25°C
• Refractive Index: 1.563
• PKA: 7.49±0.20(Predicted)
• CAS DataBase Reference: 2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-(253324-92-4)
• EPA Substance Registry System: 2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-(253324-92-4)

Safety Data

• Hazardous Substances Data: 253324-92-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2H-3-Benzazepin-2-one, 1-amino-1,3,4,5-tetrahydro-3-methyl, (1S)is used as a building block and intermediate for the synthesis of pharmaceutical compounds. Its unique structure and chirality make it a valuable component in the development of central nervous system drugs, where it can be incorporated into various drug molecules to enhance their therapeutic effects and target specific receptors or pathways.
The specific application reasons for using 2H-3-Benzazepin-2-one, 1-amino-1,3,4,5-tetrahydro-3-methyl, (1S)in the pharmaceutical industry include:
1. Its chiral nature allows for the development of enantiomer-specific drugs, which can exhibit different pharmacological properties and reduce potential side effects.
2. Its structural features can be utilized to design drugs with improved binding affinity to target receptors, leading to increased potency and selectivity.
3. As a building block, it can be combined with other chemical moieties to create novel drug candidates with unique mechanisms of action, potentially addressing unmet medical needs.

InChI:InChI=1/C11H14N2O/c1-13-7-6-8-4-2-3-5-9(8)10(12)11(13)14/h2-5,10H,6-7,12H2,1H3/t10-/m0/s1

Upstream product

• 13230-84-7 2-chloro-N-methyl-N-(2-phenylethyl)acetamide 
• 103-63-9 1-phenyl-2-bromoethane 
• 73644-95-8 1,2,4,5-tetrahydro-3-methyl-3H-3-benzazepin-2-one 
• 589-08-2 N-Methyl-N-phenethylamine 
• 253324-90-2 1-(hydroxyimino)-3-methyl-1,3,4,5-tetrahydrobenz[d]azepin-2-one 
• 253324-91-3 1-amino-3-methyl-1H,4H,5H-benzo-[d]azaperhydroepin-2-one 
• 32634-66-5 Di-p-toluoyl-L-tartaric acid 

Downstream Products

• 253324-92-4 (1S)-1-amino-3-methyl-1H,4H,5H-benzo[d]azaperhydroepin-2-one 
• 253324-92-4 (1R)-1-amino-3-methyl-1H,4H,5H-benzo[d]azaperhydroepin-2-one 
• 425663-71-4 (1S)-1-amino-3-methyl-1H,4H,5H-benzo[d]azaperhydroepin-2-one hydrochloride 
• 425386-58-9 (1S)-1-amino-3-methyl-1H,4H,5H-benzo[d]azaperhydroepin-2-one di-p-toluoyl-L-tartrate 

Relevant articles and documents

METHOD FOR PRODUCING BENZAZEPINONE

It is an object of the present invention to provide 2-iminocarboxylic acid derivatives, and a practically suitable industrial method for producing benzazepinones in a short process under mild conditions. The present invention provides a method for producing a benzazepinone or a salt thereof, which comprises opening a ring of an isoquinoline derivative and subsequently converting the thus generated amine into a benzazepinone through lactamization reaction.

Classical and dynamic resolution of 1-amino-3-methyl-1,3,4,5- tetrahydrobenzo[d]azepin-2-one

Two efficient production processes of enantioenriched 1-amino-3-methyl-1,3, 4,5-tetrahydro-benzo[d]azepin-2-one 1 were achieved using the readily available starting materials. A key step in the methodologies is a classical resolution or a dynamic resolution that provides excellent chemical (>80%) yields and enantiomeric excesses (>99.8% ee). The classical resolution was developed on a preparative scale while the dynamic resolution was implemented on a pilot plant scale.