67685-98-7

Basic information

• Product Name: 6-(2-phenylethyl)-1-oxa-6-azaspiro[2.5]octane
• CAS NO: 67685-98-7
• Molecular Formula: C₁₄H₁₉NO
• Molecular Weight: 217.3068
• Mol File: 67685-98-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 325.9°C at 760 mmHg
• Flash Point: 96.3°C
• Density: 1.1g/cm³
• Vapor Pressure: 0.000224mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 6-(2-phenylethyl)-1-oxa-6-azaspiro[2.5]octane(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(2-phenylethyl)-1-oxa-6-azaspiro[2.5]octane(67685-98-7)
• EPA Substance Registry System: 6-(2-phenylethyl)-1-oxa-6-azaspiro[2.5]octane(67685-98-7)

Safety Data

• Hazardous Substances Data: 67685-98-7(Hazardous Substances Data)

Upstream product

• 39742-60-4 1-(2-phenylethyl)-4-piperidinone 
• 2181-42-2 trimethylsulphonium iodide 
• 1774-47-6 trimethylsulfoxonium iodide 

Downstream Products

• 23808-42-6 1-(2-phenylethyl)-4-aminomethyl-4-piperidinol 

Relevant articles and documents

4-Aryl-1-oxa-4,9-diazaspiro[5.5]undecane Derivatives as Dual μ-Opioid Receptor Agonists and σ1 Receptor Antagonists for the Treatment of Pain

The synthesis and pharmacological activity of a new series of 1-oxa-4,9-diazaspiro[5.5]undecane derivatives as potent dual ligands for the sigma-1 receptor (σ1R) and the μ-opioid receptor (MOR) are reported. The different positions of the central scaffold, designed using a merging strategy of both target pharmacophores, were explored using a versatile synthetic approach. Phenethyl derivatives in position 9, substituted pyridyl moieties in position 4 and small alkyl groups in position 2 provided the best profiles. One of the best compounds, 15au, showed a balanced dual profile (i.e., MOR agonism and sigma antagonism) and a potent analgesic activity, comparable to the MOR agonist oxycodone in the paw pressure test in mice. Contrary to oxycodone, as expected from the addition of σ1R antagonism, 15au showed local, peripheral activity in this test, which was reversed by the σ1R agonist PRE-084. At equianalgesic doses, 15au showed less constipation than oxycodone, providing evidence that dual MOR agonism and σ1R antagonism may be a useful strategy for obtaining potent and safer analgesics.

Carbon isotope labeling of carbamates by late-stage [11C], [13C] and [14C]carbon dioxide incorporation

A general procedure for the late-stage [11C], [13C] and [14C]carbon isotope labeling of cyclic carbamates is reported. This protocol allows the incorporation of carbon dioxide, the primary source of carbon-14 and carbon-11 radioisotopes, in a direct, cost-effective and sustainable manner. A disconnection/reconnection strategy, involving ring opening/isotopic closure, was also implemented.

ALKYL AND ARYL DERIVATIVES OF 1-OXA-4,9-DIAZASPIRO UNDECANE COMPOUNDS HAVING MULTIMODAL ACTIVITY AGAINST PAIN

The present invention relates to compounds of general formula (I) having dual pharmacological activity towards both the sigma (σ) receptor, and the μ-opiod receptor and more particularly to diazaspiro undecane compounds having this pharmacological activity, to processes of preparation of such compounds, to pharmaceutical compositions comprising them, and to their use in therapy, in particular for the treatment of pain.