| 摘要 |
o-(basically subst alkoxy or alkylthio)-carbanilides and their S-oxides which are procaine-like antiarrhythmics. G3A. are new cmpds. of formula (I) including their salts: (where X is H, halogen, CF3, NO2, NH2, OH, dialkylamino, acyloxy or lower alkyl, alkoxy, alkylthio or alkanoyl, R1 and R2 are H, lower alkyl, cycloalkyl, monocyclic aryl, X substd. phenyl or (lower alkyl) aryl, or NR1R2 is a saturated 5- to 7-membered monocyclic heterocyclic residue with not >12 C-atoms, Y is O, S, SO, SO2 or CH2, and R is H, lower alkyl, cycloalkyl, monocyclic aryl, (lower alkyl)aryl or X-substd. phenyl; 'lower' = 1-7C). Pref. X is O, Y is O or S, A is propyl, R and R1 are H, R2 is Ph and B is di(lower alkyl)amino. Prepared by reacting (II) with an alkali cyanate, with an isocyanate R2-NCO (to give (I; R1 = H), with a carbamyl chloride Cl-CO-NR1R2 or with COCl2 to give (III) and then an amine HNR1R2 and, where (I; Y = SO or SO2) is required, reacting a corresp. product (I; Y = S) with 1 or 2 equivs. of an oxidising agent. X = OH can be protected by acetylation or benzylation during the preparation, the protecting group being subsequently removed by mild hydrolysis or catalytic debenzylation; X = NH2 results by hydrogenation of X=NO2; B = NH2 is pref. protected during preparation by a benzyl group which may be removed as the last stage of the process. (I) may be converted into their quaternary ammonium or acid addition salts. |
