64007-56-3Relevant articles and documents
Discovery of novel, highly potent, and selective matrix metalloproteinase (MMP)-13 inhibitors with a 1,2,4-triazol-3-yl moiety as a zinc binding group using a structure-based design approach
Nara, Hiroshi,Kaieda, Akira,Sato, Kenjiro,Naito, Takako,Mototani, Hideyuki,Oki, Hideyuki,Yamamoto, Yoshio,Kuno, Haruhiko,Santou, Takashi,Kanzaki, Naoyuki,Terauchi, Jun,Uchikawa, Osamu,Kori, Masakuni
, p. 608 - 626 (2017/02/05)
On the basis of a superposition study of X-ray crystal structures of complexes of quinazoline derivative 1 and triazole derivative 2 with matrix metalloproteinase (MMP)-13 catalytic domain, a novel series of fused pyrimidine compounds which possess a 1,2,4-triazol-3-yl group as a zinc binding group (ZBG) was designed. Among the herein described and evaluated compounds, 31f exhibited excellent potency for MMP-13 (IC50 = 0.036 nM) and selectivities (greater than 1,500-fold) over other MMPs (MMP-1, -2, -3, -7, -8, -9, -10, and -14) and tumor necrosis factor-α converting enzyme (TACE). Furthermore, the inhibitor was shown to protect bovine nasal cartilage explants against degradation induced by interleukin-1 and oncostatin M. In this article, we report the discovery of extremely potent, highly selective, and orally bioavailable fused pyrimidine derivatives that possess a 1,2,4-triazol-3-yl group as a novel ZBG for selective MMP-13 inhibition.
STUDIES ON ALKYLHETEROAROMATIC COMPOUNDS: NEW SYNTHESES OF 1,3,4-OXADIAZOLE, OXADIAZOLOPYRIDINE, 1,3,4-THIADIAZOLE, THIADIAZOLOPYRIDINE, PHTHALAZINE AND THIENOPYRIDAZINE DERIVATIVES.
Elnagdi, Mohamed Hilmy,Erian, Ayman Wahba,Sadek, Kamal Usef,Selim, Maghraby Ali
, p. 1124 - 1142 (2007/10/02)
Ethyl 5-phenyl-1,3,4-oxadiazol-2-ylacetate (3a) could be prepared via condensation of ethyl 3-amino-3-ethoxyprop-2-enoate (1) with benzoylhydrazine.This product coupled with aromatic diazonium salts to yield arylhydrazones 4a,b.Compound 3a was converted i
