709031-45-8

Basic information

• Product Name: 2-Azabicyclo[3.1.0]hexane-3-carboxaMide, (1S,3S,5S)-,MonoMethanesulfonate
• Synonyms: 2-Azabicyclo[3.1.0]hexane-3-carboxaMide, (1S,3S,5S)-,MonoMethanesulfonate;2-Azabicyclo[3.1.0]hexane-3-carboxaMide, (1S,3S,5S)-, Methanesulfonate (1:1);(1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carboxaMide MonoMethanesulfonate;(1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carboxaMide Methanesulfonate;(1S,3S,5S)-,MonoMethanesulfonate;(1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carboxamide mesylate;(1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carboxamide.MSA salt;Saxaint-Q
• CAS NO: 709031-45-8
• Molecular Formula: C7H14N2O4S
• Molecular Weight: 222.26206
• EINECS: 1312995-182-4
• Mol File: 709031-45-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.5g/cm3 at 20℃
• Vapor Pressure: 0-0Pa at 20-25℃
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2-Azabicyclo[3.1.0]hexane-3-carboxaMide, (1S,3S,5S)-,MonoMethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azabicyclo[3.1.0]hexane-3-carboxaMide, (1S,3S,5S)-,MonoMethanesulfonate(709031-45-8)
• EPA Substance Registry System: 2-Azabicyclo[3.1.0]hexane-3-carboxaMide, (1S,3S,5S)-,MonoMethanesulfonate(709031-45-8)

Safety Data

• Hazardous Substances Data: 709031-45-8(Hazardous Substances Data)

Usage

General Description

2-Azabicyclo[3.1.0]hexane-3-carboxamide, (1S,3S,5S)-,monomethanesulfonate, also known as Suvorexant, is a chemical compound used as a medication for the treatment of insomnia. It works by targeting and blocking orexin receptors in the brain, which helps regulate sleep-wake cycles. Suvorexant is a potent and selective antagonist for both orexin receptor subtypes, OX1R and OX2R, and its use has been shown to increase total sleep time and reduce the time it takes to fall asleep. The monomethanesulfonate form of suvorexant is an important salt form used in the pharmaceutical industry for the preparation of the medication. Overall, Suvorexant is an effective and well-tolerated treatment for insomnia, providing relief for those struggling with sleep disorders.

Upstream product

• 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 
• 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 

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 
• 709031-78-7 Saxagliptin hydrochloride 
• 1564265-93-5 (R)-3-hydroxyadamantylglycine-L-cis-4,5-methanoprolinenitrile 

Relevant articles and documents

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.

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