1186606-54-1

Basic information

• Product Name: (S)-N-(3-(2-ethyl-4-(5-(4-methoxy-6-(pentan-3-yl)pyridin-2-yl)-1,2,4-oxadiazol-3-yl)-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide
• Synonyms: (S)-N-(3-(2-ethyl-4-(5-(4-methoxy-6-(pentan-3-yl)pyridin-2-yl)-1,2,4-oxadiazol-3-yl)-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide
• CAS NO: 1186606-54-1
• Molecular Weight: 512.606
• Mol File: 1186606-54-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-N-(3-(2-ethyl-4-(5-(4-methoxy-6-(pentan-3-yl)pyridin-2-yl)-1,2,4-oxadiazol-3-yl)-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-(3-(2-ethyl-4-(5-(4-methoxy-6-(pentan-3-yl)pyridin-2-yl)-1,2,4-oxadiazol-3-yl)-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide(1186606-54-1)
• EPA Substance Registry System: (S)-N-(3-(2-ethyl-4-(5-(4-methoxy-6-(pentan-3-yl)pyridin-2-yl)-1,2,4-oxadiazol-3-yl)-6-methylphenoxy)-2-hydroxypropyl)-2-hydroxyacetamide(1186606-54-1)

Safety Data

• Hazardous Substances Data: 1186606-54-1(Hazardous Substances Data)

Upstream product

• 204378-41-6 methyl 6-chloro-4-methoxypicolinate 
• 1150644-70-4 N-((S)-3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methyl-phenoxy]-2-hydroxy-propyl)-2-hydroxy-acetamide 

Relevant articles and documents

Novel S1P1 receptor agonists - Part 5: From amino-to alkoxy-pyridines

In a previous communication we reported on the discovery of aminopyridine 1 as a potent, selective and orally active S1P1 receptor agonist. More detailed studies revealed that this compound is phototoxic in vitro. As a result of efforts aiming at eliminating this undesired property, a series of alkoxy substituted pyridine derivatives was discovered. The photo irritancy factor (PIF) of these alkoxy pyridines was significantly lower than the one of aminopyridine 1 and most compounds were not phototoxic. Focused SAR studies showed, that 2-, 3-, and 4-pyridine derivatives delivered highly potent S1P1 receptor agonists. While the 2-pyridines were clearly more selective against S1PR3, the corresponding 3- or 4-pyridine analogues showed significantly longer oral half-lives and as a consequence longer pharmacological duration of action after oral administration. One of the best compounds, cyclopentoxy-pyridine 45b lacked phototoxicity, showed EC50 values of 0.7 and 140 nM on S1PR1 and S1PR3, respectively, and maximally reduced the blood lymphocyte count for at least 24 h after oral administration of 10 mg/kg to Wistar rats.