17642-90-9

Usage

Uses

Used in Pharmaceutical Industry:
2H-Azepine-2-thione, hexahydro-1-(phenylmethyl)is utilized as a precursor in the synthesis of various drugs, particularly those targeting psychiatric disorders. Its unique structure allows for the development of molecules with specific therapeutic properties, making it a valuable component in medicinal chemistry.
Used in Drug Development for Psychiatric Disorders:
In the realm of psychiatric treatments, 2H-Azepine-2-thione, hexahydro-1-(phenylmethyl)serves as a key intermediate for creating pharmaceuticals that can address a range of mental health conditions. Its incorporation into drug molecules can lead to the design of more effective and targeted therapies for patients suffering from such disorders.
Used in Research for Biological Activities and Therapeutic Properties:
Beyond its practical applications, 2H-Azepine-2-thione, hexahydro-1-(phenylmethyl)is also studied for its inherent biological activities and potential therapeutic properties. This research can lead to a deeper understanding of how 2H-Azepine-2-thione, hexahydro-1-(phenylmethyl)- interacts with biological systems and may uncover new avenues for its use in medicine and healthcare.

Upstream product

• 100-39-0 benzyl bromide 
• 105-60-2 caprolactam 
• 33241-96-2 1-Benzyl-hexahydro-azepin-2-on 

Downstream Products

• 109741-16-4 1-benzyl-2-thioxohexahydroazepine-3-carbaldehyde 
• 33241-96-2 1-Benzyl-hexahydro-azepin-2-on 
• 1017237-89-6 1-benzyl-7-methylsulfanyl-3,4,5,6-tetrahydro-2H-azepinium iodide 
• 1017238-02-6 1-benzyl-2,2-dibutylazepane 
• 109741-21-1 (E)-4-(1-benzyl-2-dimethoxymethylpiperidin-2-yl)-3-buten-2-one 
• 109741-17-5 1-benzyl-2-methylthio-4,5,6,7-tetrahydro-1H-azepine-3-carbaldehyde 
• 109741-20-0 1-benzyl-2-dimethoxymethylpiperidine-2-carbaldehyde 
• 109741-18-6 1-benzyl-4,5,6,7-tetrahydro-1H-azepine-3-carbaldehyde 
• 77204-60-5 1-benzyl-1-azaspiro<5.5>undec-7-en-9-one 

Relevant academic research and scientific papers

Reductive Alkylation of Tertiary Lactams via Addition of Organocopper (RCu) Reagents to Thioiminium Ions

A simple procedure for the conversion of tertiary lactams to 2-monoalkylated cyclic amines is described. The reaction sequence involves conversion of a lactam to a thioiminium ion followed by reaction with an organocopper (RCu) reagent and final reduction with triacetoxyborohydride. The reaction is high yielding and shows an excellent functional group tolerance. Its utility is demonstrated by a rapid synthesis of indolizidine 167B. The excellent chemoselectivity of the process, where only monoalkylation products are formed, is rationalized by a mechanism involving the formation of a transient enamine.

Synthesis, spectral, and anti-microbial studies of thioiminium iodides and amine hydrochlorides

To avoid the undesired deprotonation during the addition of organolithium and organomagnesium reagents to ketones, the thioiminium salts, easily prepared from lactams and amides are converted into 2,2-disubstituted and 2-monosubstituted amines by reaction with simple nucleophiles such as organocerium and organocopper reagents. The reaction of thioiminium iodides with organocerium reagents derived by transmetalation of corresponding lithium reagents with anhydrous cerium(III) chloride has been investigated. These thioiminium iodides act as good electrophiles and accept alkylceriums towards bisaddition. The newly synthesized amines have been characterized by 1H and 13C NMR, IR and mass spectra. The amines have been converted into their hydrochlorides and characterized by COSY. These hydrochlorides have been subjected to antimicrobial screening with clinically isolated microorganisms, Staphylococcus aureus, Klebsiella pneumoniae, Pseudomonas aeruginosa, Salmonella typhi and Candida albicans. The hydrochlorides show quite good activity against these bacteria and fungus.

An efficient method to convert lactams and amides into 2,2-dialkylated amines

(Chemical Equation Presented) A practical method for the synthesis of gem-2,2-disubstituted tertiary amines from the corresponding lactams (or amides) is reported. It is based on the reaction of thioiminium ions, easily prepared from lactams and amides wi