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Home TV Signal Imidazole-derivatives-of-6-11-dihydrodibenz-b-e-oxepines-and-6-11-dihydrodibenz-b-e-thiepines

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 Imidazole derivatives of 6,11-dihydrodibenz[b,e]oxepines and 6,11-dihydrodibenz[b,e]thiepines

Details
Inventors: Hoehn, Hans;
Assignee: E. R. Squibb & Sons, Inc. (Princeton, NJ)
Primary Examiner: Trousof; Natalie
Assistant Examiner:
Attorney, Agent or Firm: Levinson; Lawrence S.

New imidazole derivatives of 6,11-dihydrodibenz[b,e]oxepines and 6,11-dihydrodibenz[b,e]thiepines have the general formula ##STR1## They and the salts thereof are useful as antifungal and antibacterial agents.

DETAILED DESCRIPTION OF THE INVENTION In formula I the lower alkyl groups include straight or branched chain hydrocarbon groups containing 1 to 7 carbon atoms.
Examples of the type of groups contemplated are methyl, ethyl, propyl, isopropyl, etc.
The lower alkoxy and lower alkylthio groups include such lower alkyl groups bonded to an oxygen or sulfur, respectively, e.
g.
, methoxy, ethoxy, propoxy, butoxy, t-butoxy, methylthio, ethylthio, propylthio, butylthio, isobutylthio.
In all of these radicals the C.
sub.
1 -C.
sub.
4, especially the C.
sub.
1 -C.
sub.
2 members, are preferred.
The halogens are the four common halogens, chlorine and bromine being preferred in that order.
Preferably, but not necessarily, the R.
sup.
1 and R.
sup.
2 substituents in a single compound are the same.
The substituted phenyl groups refer to phenyl rings bearing one of the simple substituents named, which are of the same character as described above.
Unsubstituted phenyl is preferred.
The basic nitrogen groups ##STR4## include, for example, amino; lower alkylamino, e.
g.
, methylamino, ethylamino, propylamino and the like; di(lower alkyl)amino, e.
g.
, dimethylamino, diethylamino, methylethylamino, dipropylamino, dibutylamino and the like; phenylamino; diphenylamino; 2-, 3- or 4-chlorophenylamino; 2-, 3- or 4-hydroxyphenylamino; (lower alkoxyphenyl)amino, e.
g.
, 2-, 3- or 4-methoxyphenylamino; (lower alkylphenyl)amino, e.
g.
, 2-, 3- or 4-methylphenylamino; (lower alkylthiophenyl)amino, e.
g.
, (2-, 3- or 4-methylthio)phenylamino; 2-, 3- or 4-cyanophenylamino or 2-, 3- or 4-nitrophenylamino.
Preferred embodiments of the invention are compounds of formula I wherein X is oxygen or sulfur and R.
sup.
1 and R.
sup.
2 each is hydrogen or halogen.
Especially preferred are those compounds of formula I wherein both R.
sup.
1 and R.
sup.
2 are hydrogen or R.
sup.
2 is hydrogen and R.
sup.
1 is other than hydrogen, particularly halogen, most especially chlorine, and most particularly chlorine in the 2-position.
The hydrohalide salts and especially the hydrochloride salt, are also preferred



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