680590-49-2

Basic information

• Product Name: EMPA
• Synonyms: N-Ethyl-2-[(6-methoxy-3-pyridinyl)[(2-methylphenyl)sulfonyl]amino]-N-(3-pyridinylmethyl)-acetamide;EMPA, CID 9981404
• CAS NO: 680590-49-2
• Molecular Formula: C₂₃H₂₆N₄O₄S
• Molecular Weight: 454.54194
• Product Categories: Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds
• Mol File: 680590-49-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 660.7±65.0 °C(Predicted)
• Appearance: white to light brown/
• Density: 1.280±0.06 g/cm3(Predicted)
• Storage Temp.: ?20°C
• PKA: 4.77±0.10(Predicted)
• CAS DataBase Reference: EMPA(CAS DataBase Reference)
• NIST Chemistry Reference: EMPA(680590-49-2)
• EPA Substance Registry System: EMPA(680590-49-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 680590-49-2(Hazardous Substances Data)

Usage

Description

EMPA is an orexin 2 receptor (OX2R) antagonist with high selectivity for OX2R over OX1R. It effectively inhibits orexin-Aand orexin-B-induced calcium mobilization and increases inositol phosphate accumulation in cells expressing recombinant human OX2R. EMPA also reduces spontaneous locomotor activity and orexin-B-induced hyperlocomotion in mice.

Uses

Used in Pharmaceutical Industry:
EMPA is used as a therapeutic agent for targeting the orexin system, which plays a crucial role in the regulation of wakefulness, sleep, and various physiological functions. Its antagonistic properties make it a potential candidate for the treatment of sleep disorders, such as narcolepsy, and other conditions related to the dysregulation of the orexin system.
Used in Research Applications:
EMPA is used as a research tool for studying the role of orexin receptors in various physiological processes and for investigating the mechanisms of action of orexin receptor antagonists. Its high selectivity and potency make it a valuable compound for dissecting the specific functions of OX2R and for developing new therapeutic strategies targeting this receptor.

Upstream product

• 3000-75-7 N-ethyl-N-(3-pyridylmethyl)amine 
• 680591-44-0 [(6-methoxy-pyridin-3-yl)-(toluene-2-sulfonyl)-amino]-acetic acid 
• 1435913-07-7 C₂₂H₂₄N₄O₄S 
• 74-88-4 methyl iodide 
• 6628-77-9 6-methoxy-pyridin-3-ylamine 
• 133-59-5 Toluene-2-sulfonyl chloride 
• 680591-13-3 N-(6-methoxypyridin-3-yl)-2-methylbenzenesulfonamide 

Downstream Products

• 1435913-07-7 C₂₂H₂₄N₄O₄S 

Relevant articles and documents

Radiosynthesis and evaluation of [11C]EMPA as a potential PET tracer for orexin 2 receptors

EMPA is a selective antagonist of orexin 2 (OX2) receptors. Previous literature with [3H]-EMPA suggest that it may be used as an imaging agent for OX2 receptors; however, brain penetration is known to be modest. To evaluate the potential of EMPA as a PET radiotracer in non-human primate (as a step to imaging in man), we radiolabeled EMPA with carbon-11. Radiosynthesis of [11C]N-ethyl-2-(N-(6-methoxypyridin-3- yl)-2-methylphenylsulfonamido)-N-(pyridin-3-ylmethyl)acetamide ([ 11C]EMPA), and evaluation as a potential PET tracer for OX 2 receptors is described. Synthesis of an appropriate non-radioactive O-desmethyl precursor was achieved from EMPA with sodium iodide and chlorotrimethylsilane. Selective O-methylation using [11C]CH 3I in the presence of cesium carbonate in DMSO at room temp afforded [11C]EMPA in 1.5-2.5% yield (non-decay corrected relative to trapped [11C]CH3I at EOS) with ≥95% chemical and radiochemical purities. The total synthesis time was 34-36 min from EOB. Studies in rodent suggested that uptake in tissue was dominated by nonspecific binding. However, [11C]EMPA also showed poor uptake in both rats and baboon as measured with PET imaging.