709031-45-8

Usage

Uses

Used in Pharmaceutical Industry:
2-Azabicyclo[3.1.0]hexane-3-carboxamide, (1S,3S,5S)-,monomethanesulfonate is used as an active pharmaceutical ingredient for the treatment of insomnia. It is employed as a selective antagonist for orexin receptors, OX1R and OX2R, to regulate sleep-wake cycles and improve sleep quality.
Used in Sleep Aid Medications:
In the sleep aid medication industry, 2-Azabicyclo[3.1.0]hexane-3-carboxamide, (1S,3S,5S)-,monomethanesulfonate is used as a key component in insomnia treatments. It helps to increase total sleep time and reduce the time it takes for individuals to fall asleep, providing relief for those struggling with sleep disorders.
Used in Research and Development:
2-Azabicyclo[3.1.0]hexane-3-carboxamide, (1S,3S,5S)-,monomethanesulfonate is also utilized in the research and development of new sleep medications and therapies. Its mechanism of action and selectivity for orexin receptors make it a valuable compound for studying sleep regulation and developing novel treatments for sleep disorders.

Upstream product

• 75-75-2 methanesulfonic acid 
• 361440-67-7 [1S-(1α,3β,5α)]-3-(aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid 1,1-dimethylethyl ester 
• 709031-38-9 (5S)-5-aminocarbonyl-4,5-dihydro-1H-pyrrole-1-carboxylic acid 1-(1,1-dimethylethyl) ester 
• 709031-37-8 (S)-1-(tert-butoxycarbonyl)-2,3-dihydro-1H-pyrrole-2-carboxylic acid diisopropylethylamine salt 
• 178172-26-4 (5S)-4,5-dihydro-1H-pyrrol-1,5-dicarboxylic acid [1-(1,1-dimethylethyl)] 5-ethyl ester 
• 7149-65-7 ethyl (S)-pyroglutamate 
• 144978-35-8 (S)-ethyl N-tert-butoxycarbonylpyroglutamate 
• 194594-23-5 5-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester 

Downstream Products

• 361442-01-5 tert-butyl [(1S)-2-[(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.1³'⁷]dec-1-yl)-2-oxoethyl]carbamate 
• 709031-43-6 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.1^3,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester 
• 1564265-93-5 saxagliptin 
• 1564265-93-5 (R)-3-hydroxyadamantylglycine-L-cis-4,5-methanoprolinenitrile 
• 709031-78-7 Saxagliptin hydrochloride 

Relevant academic research and scientific papers

A PROCESS FOR PREPARATION OF SAXAGLIPTIN AND ITS HYDROCHLORIDE SALT

Described is an improved and industrially feasible process for the preparation of Saxagliptin or its hydrochloride salt. Also described are the novel intermediates and their use in the preparation of Saxagliptin or its hydrochloride salt.

Synthesis and biological evaluation of all eight stereoisomers of DPP-IV inhibitor saxagliptin

All eight stereoisomers of saxagliptin have been synthesized and evaluated for their inhibitory activity against DPP-IV. It was unambiguously confirmed that the configuration of saxagliptin was critical to potent inhibition of DPP-IV. Docking study was performed to elucidate the configuration-activity relationship of saxagliptin stereoisomers. Tyr662 and Tyr470 have been suggested as the key residues of DPP-IV interacting with the inhibitors. This work provides valuable information for further inhibitor design against DPP-IV.

Preparation of saxagliptin, a novel DPP-IV inhibitor

The commercial-scale synthesis of the DPP-IV inhibitor, saxagliptin (1), is described from the two unnatural amino acid derivatives 2 and 3. After the deprotection of 3, the core of 1 is formed by the amide coupling of amino acid 2 and methanoprolinamide