74598-03-1Relevant articles and documents
Phosphorylamides, their preparation and use
-
, (2008/06/13)
A phosphorylamide derivative represented by the general formula (I): STR1 wherein R represents an amino group that may be substituted, or a salt thereof, possesses potent antibacterial activity against Helicobacter bacterium, especially Helicobacter pylori, and is useful for prevention or treatment of digestive diseases caused by Helicobacter bacterium, solely or in combination with an antacid or an acid secretion inhibitor.
Condensed Isothiazoles. Part 5. Thienoisothiazoles and Thienoisothiazoles
Clarke, Kenneth,Fox, William Richard,Scrowston, Richard M.
, p. 1029 - 1037 (2007/10/02)
2,3-Disubstituted thiophens containing a sulphur function (SH, SMe, or SCN) and a carbonyl group (CHO or Ac) have been prepared and converted into thienoisothiasoles.Methods used to prepare 1,2-benzisothiazoles are often inapplicable in the thiophen series.For example, an (E)-methyl (2-methylthio-3-thienyl) O-p-nitrobenzoylketoxime (6) in hot diethylene glycol or acetic acid gave the corresponding 3-acetamido-2-methylthiothiophen (15); in concentrated sulphuric acid at - 5 deg C, it gave the Beckmann rearranged product (15) and a thienothiazole (19).Similarly, (E)-methyl (3-methylthio-2-thienyl) O-p-nitrobenzoyl ketoxime (42) gave 2-methylthienothiazole with concentrated sulphuric acid, but with acetic acid it gave the thienoisothiazole (43) and 2-acetamido-3-methylthiothiophen.Heating the (E)-2-mercaptothiophen-3-carbaldoxime (27) in an inert solvent gave the corresponding thienoisothiazole (14); the (E)-3-mercaptothiophen-2-carbaldoxime (47) cyclised in hot AcOH-Ac2O, to give the thienoisothiazole (44).Thienoisothiazoles were also prepared by treating a methyl (2-mercapto-3-thienyl) ketone (21) with chloramine and by heating a 2-iminothieno-3,1,4-oxathiazepine (29) in an inert solvent.The products obtained by selective S-alkylation of 3,5-bis(sodiomercapto)isothiazole-4-carbonitrile with ethyl bromoacetate and iodomethane were cyclised, to give 4-aminothienoisothiazole derivatives (34) and (36).