The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6 ) is researched.Category: pyrimidines.Chaudhary, Chhabi Lal; Chaudhary, Prakash; Dahal, Sadan; Bae, Dawon; Nam, Tae-gyu; Kim, Jung-Ae; Jeong, Byeong-Seon published the article 《Inhibition of colitis by ring-modified analogues of 6-acetamido-2,4,5-trimethylpyridin-3-ol》 about this compound( cas:148-51-6 ) in Bioorganic Chemistry. Keywords: aminopyridinol analog preparation inflammatory bowel disease SAR; 6-Aminopyridin-3-ol; Adhesion; Angiogenesis; Inflammatory bowel disease; Ring modification; Structure-activity relationship; TNF-α. Let’s learn more about this compound (cas:148-51-6).
6-Aminopyridin-3-ol scaffold has shown an excellent anti-inflammatory bowel disease activity. Various analogs with the scaffold were synthesized in pursuit of the diversity of side chains tethering on the C(6)-position. SAR among the analogs was investigated to understand the effects of the side chains and their linkers on their anti-inflammatory activities. In this study, structural modification moved beyond side chains on the C(6)-position and reached to pyridine ring itself. It expedited to synthesize diverse ring-modified analogs of a representative pyridine-3-ol, 6-acetamido-2,4,5-trimethylpyridin-3-ol. In the evaluation of compounds on their inhibitory actions against TNF-α-induced adhesion of monocytic cells to colonic epithelial cells, an in vitro model mimicking colon inflammation, the effects of compounds I , II, and III were greater than tofacitinib, an orally available anti-colitis drug, and compound dehydroxylated analog II exhibit the greatest activity. In addition, TNF-α-induced angiogenesis, which permits more inflammatory cell migration into inflamed tissues, was significantly blocked by compounds I and II in a concentration-dependent manner. In the comparison of in vivo therapeutic effects of compounds I , II, and III on dextran sulfate sodium (DSS)-induced colitis in mice, compound dehydroxylated analog II was the most potent and efficacious, and compound demethylated analog III was better than compound I which exhibited a similar degree of inhibitory effect to tofacitinib.
There is still a lot of research devoted to this compound(SMILES：OC1=C(C)C(CO)=CN=C1C.[H]Cl)Category: pyrimidines, and with the development of science, more effects of this compound(148-51-6) can be discovered.
Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia