1401031-38-6

Basic information

• Product Name: 2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetonitrile
• Synonyms: 2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetonitrile;(R)-2-(9-(Pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl)acetonitrile;(9R)-9-(2-Pyridinyl)-6-oxaspiro[4.5]decane-9-acetonitrile;2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetonitril
• CAS NO: 1401031-38-6
• Molecular Formula: C16H20N2O
• Molecular Weight: 256.343
• EINECS: -0
• Mol File: 1401031-38-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 445.3±25.0 °C(Predicted)
• Appearance: /
• Density: 1.13±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 5.41±0.19(Predicted)
• Stability: Light Sensitive
• CAS DataBase Reference: 2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetonitrile(1401031-38-6)
• EPA Substance Registry System: 2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetonitrile(1401031-38-6)

Safety Data

• Hazardous Substances Data: 1401031-38-6(Hazardous Substances Data)

Usage

Uses

(9R)-9-(2-Pyridinyl)-6-oxaspiro[4.5]decane-9-acetonitrile, can be used in the synthesis of chemical compounds having therapeutic activity, such as [(3-Methoxythiophen-2-yl)methyl]({2-[(9R)9-(pyridin-2-yl)-6-oxaspiro-[4.5]decan-9-yl]ethyl})amine, that can be used for the treatment of acute pain.

Upstream product

• 855398-58-2 (+/-)-6-oxaspiro[4.5]decan-9-ol 
• 120-92-3 cyclopentanone 
• 855398-57-1 6-oxa-spiro[4.5]decan-9-one 
• 1401031-37-5 2-[9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetonitrile 

Downstream Products

• 1401031-28-4 2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetaldehyde 
• 1401028-24-7 TRV-130 

Relevant articles and documents

Opioid receptor agonists and application thereof

The invention discloses compounds and salts thereof that can be used as opioid receptor ligands, a preparation method of the compounds, compositions containing the compounds, and a use of the compounds as [mu] opioid receptor agonists; the compounds are used for treatment of [mu] opioid receptor-mediated related diseases, such as pains and pain-related disorders.

DEUTERATED COMPOUNDS FOR TREATING PAIN

The invention provides novel chemical compounds useful for treating pain or a related disease or disorder thereof, and pharmaceutical composition and methods of preparation and use thereof.

Structure-activity relationships and discovery of a g protein biased μ opioid receptor ligand, [(3-methoxythiophen-2-yl)methyl]({2-[(9 r)-9-(pyridin-2-yl)-6-oxaspiro-[4.5]decan-9-yl]ethyl})amine (TRV130), for the treatment of acute severe pain

The concept of ligand bias at G protein coupled receptors has been introduced to describe ligands which preferentially stimulate one intracellular signaling pathway over another. There is growing interest in developing biased G protein coupled receptor ligands to yield safer, better tolerated, and more efficacious drugs. The classical μ opioid morphine elicited increased efficacy and duration of analgesic response with reduced side effects in β-arrestin-2 knockout mice compared to wild-type mice, suggesting that G protein biased μ opioid receptor agonists would be more efficacious with reduced adverse events. Here we describe our efforts to identify a potent, selective, and G protein biased μ opioid receptor agonist, TRV130 ((R)-30). This novel molecule demonstrated an improved therapeutic index (analgesia vs adverse effects) in rodent models and characteristics appropriate for clinical development. It is currently being evaluated in human clinical trials for the treatment of acute severe pain.