Structures of 1,4-bis(3,5-dichloro-2-pyridyloxy)benzene (1), C16H8Cl4N2O2, 1,4-bis(5-chloro-2 pyridyloxy)benzene (2), C16H10Cl2N2O2 and 1,4-bis(3-chloro-2-pyridyloxy)benzene (3), C16H10Cl2N2O2

Design, Synthesis, and Activity of 2,6-Diphenoxypyridine-Derived Factor Xa Inhibitors

“…Unlike the results seen earlier when comparing 6j-n with 6e, there is a 4-fold potency difference between 12a and 12d. 3-Nitro-and amino-substituted phenyl derivatives were also prepared (13). Both compounds lost significant inhibitory activity when compared with their heterocyclic counterparts (K i , 300 and 1100 nM for 13a and 13b, respectively).…”

Polyhalogenated heterocyclic compounds. Macrocycles from perfluoro-4-isopropylpyridinePart 50. For part 49 see ref. 1.

“…The symmetrical orientation of two pyridine rings makes the molecule close to possessing C 2v symmetry. It has been noted 23 that, in pyridyloxy-benzenes, the ether groups are usually parallel to the pyridyl ring but the orientation of phenyl groups varies considerably. Similar conformations of the ether group are observed in all three macrocycles 6a,b,d.…”

Discovery of N-[2-[5-[Amino(imino)methyl]-2-hydroxyphenoxy]-3,5-difluoro- 6-[3-(4,5-dihydro-1-methyl-1H-imidazol-2-yl)phenoxy]pyridin-4-yl]-N-methylglycine (ZK-807834): A Potent, Selective, and Orally Active Inhibitor of the Blood Coagulation Enzyme Factor Xa

“…AM1 semiempirical molecular orbital calculations (MOPAC) for 2-phenoxypyridine (X = H) suggested that the syn conformation is favored by 4.5 kcal/mol over the anti conformation due to repulsion between the lone pair electrons of the pyridine nitrogen and the phenoxy oxygen atoms . In addition, the crystal structure of 3-chloro-2-phenoxypyridine showed (X = Cl) that the syn conformation predominated in the solid state …”