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US 4,305,954 AGranted
Antiinflammatory 3,4-dihydro(or 1,4-dihydro)-2-[(substituted)thio]-[1]benzopyrano[3,4-d]imidazoles and their corresponding sulfoxides and sulfones
AssigneeE. I. Du Pont de Nemours and Company
InventorMichael Finizio
Life of this patent
Estimating the term…
Abstract
3,4-Dihydro(or 1,4-dihydro)-2-[(substituted)thio]-[1]benzopyrano[3,4-d]imidazoles and their corresponding sulfoxides and sulfones, such as 7,8-dichloro-3,4-dihydro(or 1,4-dihydro)-2-[(1,1,2,2-tetrafluoroethyl)sulfonyl]-[1]benzopyrano[3,4-d]i midazole, are useful in the treatment of inflammation.
Claims11
A compound of the formula:
- ##STR14## wherein n is 0, 1 or 2;
- R.sub.1 is alkyl of 1 or 2 carbon atoms, or mono- or polyfluoroalkyl of 1 or 2 carbon atoms;
- R.sub.2 is H, ##STR15## 2-tetrahydropyranyl, 2-tetrahydrofuranyl, 4-nitrobenzyl, --COOR.sub.5, --COR.sub.5, --COAr or --SO.sub.2 Ar
- where
- R.sub.3 is H or methyl;
- R.sub.4 is alkyl of 1-3 carbon atoms, benzyl, --CH.sub.2 CH.sub.2 OCH.sub.3 or --COR.sub.5 ;
- R.sub.5 is alkyl of 1-4 carbon atoms, or benzyl;
- Ar is ##STR16## where Z is H, F, Cl, Br, alkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms or nitro;
- with the proviso that when R.sub.2 is 4-nitrobenzyl, n is 2 and when R.sub.2 is --COOR.sub.5, --COR.sub.5, --COAr or --SO.sub.2 Ar, n is 0;
- X and Y are independently H, F, Cl, Br, NO.sub.2, alkoxy of 1 or 2 carbon atoms, --N(C.sub.1-2 alkyl).sub.2, alkyl of 1 or 2 carbon atoms, --S(O).sub.m C.sub.1-2 alkyl where m is 0, 1 or 2, provided at least one of X and Y is other than H;
- or
- a pharmaceutically suitable acid addition salt thereof when n is 0 or when X or Y is --N(C.sub.1-2 alkyl).sub.2 ;
- or
- a pharmaceutically suitable metal salt thereof when n is 1 or 2 and R.sub.2 =H.
11 more elements
A compound of the formula:
- ##STR17## wherein n is 0 or 2;
- R.sub.1 is --CF.sub.3 or --CF.sub.2 CF.sub.2 H;
- and
- X and Y are independently H, Cl, F, OCH.sub.3 or NO.sub.2, provided at least one is other than H.
1 more element
A compound of the formula:
- ##STR18## wherein n is 0 or 2;
- R.sub.1 is --CF.sub.2 CF.sub.2 H;
- and
- X and Y are independently H, F, or Cl, provided at least one is other than H.
1 more element
Dependencies are inferred from the claim text.