PD-138387

合成路线:The condensation of 3,5-bis(tert-butyl)-4-hydroxybenzaldehyde (I) with 2-iminothiazolidin-4-one (II) in refluxing acetic acid gives darbufelone (III),which is then treated with methanesulfonic acid in THF.

合成路线:Knoevenagel condensation of benzaldehyde (I) with rhodanine (II) by means of sodium acetate in acetic acid afforded benzylidenethione (III).Alkylation with iodomethane in the presence of triethylamine gave methylthioether (IV),which was finally condensed with methoxamine hydrochloride and potassium tert--butoxide in refluxing ethanol to yield the title compound.

参考文献标题:Synthesis and biological evaluation of 5-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]oxazoles,-thiazoles,and -imidazoles: Novel dual 5-lipoxygenase and cyclooxygenase inhibitors with antiinflammatory activity
文献作者:Unangst,P.C.; Connor,D.T.; Cetenko,W.A.; Sorenson,R.J.; Kostlan,C.R.; Sircar,J.C.; Wright,C.D.; Schrier,D.J.; Dyer,R.D.
参考来源:J Med Chem 1994,37(2),322


合成路线:Knoevenagel condensation of benzaldehyde (I) with rhodanine (II) by means of sodium acetate in acetic acid afforded benzylidenethione (III).Alkylation with iodomethane in the presence of triethylamine gave methylthioether (IV),which was finally condensed with methoxamine hydrochloride and potassium tert--butoxide in refluxing ethanol to yield the title compound.
参考文献标题:Synthesis,structure-activity relationships,and in Vivo Evaluations of Substituted Di-tert-butylphenols as a novel class of potent,selective,and orally active cyclooxygenase-2-inhibitors.1.Thiazolone and oxazolone series
文献作者:Connor,D.T.; Song,Y.; Doubleday,R.; Sercel,A.D.; Unangst,P.C.; Roth,B.D.; Gilbertsen,R.B.; Chan,K.; Schrier,D.J.; Guglietta,A.; Bornemeier,D.A.; Dyer,R.D.
参考来源:J Med Chem 1999,42(7),1151-1160