1122089-63-7

Basic information

• Product Name: 2-methoxy-6-(pentan-3-yl)isonicotinic acid
• Synonyms: 2-methoxy-6-(pentan-3-yl)isonicotinic acid
• CAS NO: 1122089-63-7
• Molecular Weight: 223.272
• Mol File: 1122089-63-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-methoxy-6-(pentan-3-yl)isonicotinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxy-6-(pentan-3-yl)isonicotinic acid(1122089-63-7)
• EPA Substance Registry System: 2-methoxy-6-(pentan-3-yl)isonicotinic acid(1122089-63-7)

Safety Data

• Hazardous Substances Data: 1122089-63-7(Hazardous Substances Data)

Upstream product

• 42521-10-8 2-chloro-6-methoxyisonicotinic acid methyl ester 
• 308796-09-0 1-ethylpropylzinc bromide 
• 5398-44-7 2,6-dichloropyridine-4-carboxylic acid 

Downstream Products

• 1262414-03-8 4-{3-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-3-ethyl-5-methyl-phenyl]-[1,2,4]oxadiazol-5-yl}-2-(1-ethyl-propyl)-6-methoxy-pyridine 
• 1262414-02-7 (S)-3-(2-ethyl-4-{5-[2-(1-ethyl-propyl)-6-methoxy-pyridin-4-yl]-[1,2,4]oxadiazol-3-yl}-6-methyl-phenoxy)-propane-1,2-diol 
• 1262414-09-4 N-[(S)-3-(2-ethyl-4-{5-[2-(1-ethyl-propyl)-6-methoxy-pyridin-4-yl]-1,2,4-oxadiazol-3-yl}-6-methyl-phenoxy)-2-hydroxy-propyl]-2-hydroxy-acetamide 
• 1262414-13-0 2-ethyl-4-{5-[2-(1-ethyl-propyl)-6-methoxy-pyridin-4-yl]-[1,2,4]oxadiazol-3-yl}-6-methyl-phenol 
• 1262414-14-1 4-[(2S)-3-(3-ethyl-5-methyl-4-oxiranylmethoxy-phenyl)-[1,2,4]oxadiazol-5-yl]-2-(1-ethyl-propyl)-6-methoxy-pyridine 
• 1262414-15-2 (2S)-1-(2-ethyl-4-{5-[2-(1-ethyl-propyl)-6-methoxy-pyridin-4-yl]-[1,2,4]oxadiazol-3-yl}-6-methyl-phenoxy)-3-methylamino-propan-2-ol 
• 1262414-12-9 N-[(2S)-3-(2-ethyl-4-{5-[2-(1-ethyl-propyl)-6-methoxy-pyridin-4-yl]-[1,2,4]oxadiazol-3-yl}-6-methyl-phenoxy)-2-hydroxy-propyl]-2-hydroxy-N-methyl-acetamide 
• 1262414-17-4 N-(2-chloro-4-{5-[2-(1-ethyl-propyl)-6-methoxy-pyridin-4-yl]-[1,2,4]oxadiazol-3-yl}-6-methyl-phenyl)-methanesulfonamide 

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.

PYRIDIN-4-YL DERIVATIVES

The invention relates to pyridine derivatives of Formula (I), wherein A, R1, R2, R3, and R4 are as described in the description, their preparation and their use as pharmaceutically active compounds. Said compounds particularly act as immunomodulating agents.