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US 5,512,588 AGranted
Furylthiazoles and their use as H.sub.2 - receptor antagonists and antimicrobials
AssigneeFujisawa Pharmaceutical Co., Ltd.
InventorsHisashi Takasugi, Yousuke Katsura, Yoshikazu Inoue, Tetsuo Tomishi
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Abstract
This invention relates to furylthiazole derivatives represented by the following formula: ##STR1## wherein each symbol is as defined in the specification and pharmaceutically acceptable salts thereof which have antiulcer activity, H.sub.2 -receptor antagonism and antimicrobial activity, to processes for the preparation thereof, to a pharmaceutical composition comprising the same and to a method for the treatment of ulcer and infectious diseases in human being or animals.
Claims8
A compound of the formula:
- ##STR7## wherein R.sup.1 is ethyl, propyl, butyl, hexyl, lower alkoxy(lower)alkyl, lower alkenyl, lower alkynyl, cyclo(lower) alkyl, heterocyclic(lower)alkyl selected from the group consisting of pyrrolyl(lower)alkyl, imidazolyl(lower)alkyl, pyrazolyl(lower)alkyl, triazolyl(lower)alkyl, tetrazolyl(lower)alkyl, pyridyl(lower)alkyl, pyrazinyl(lower)alkyl, pyrimidinyl(lower)alkyl, pyridazinyl(lower)alkyl, thiazolyl(lower)alkyl, thiadiazolyl(lower)alkyl, morpholinyl(lower)alkyl, pyrrolidinyl(lower)alkyl, imidazolidinyl(lower)alkyl, pyrazolidinyl(lower)alkyl, piperidyl(lower)alkyl, piperazinyl(lower)alkyl, benzothiazolyl(lower)alkyl, benzoisothiazolyl(lower)alkyl and benzothiadiazolyl(lower)alkyl or hydroxy(lower)alkyl,
- R.sup.2 is hydrogen,
- R.sup.3 is hydrogen or lower alkyl,
- R.sup.4 is amino, acyl selected from the group consisting of carbamoyl, thiocarbamoyl, sulfamoyl, lower alkanoyl, lower alkanesulfonyl, lower alkoxycarbonyl, lower alkenoyl, (C.sub.3 -C.sub.7) cycloalkanecarbonyl, lower alkoxalyl, lower alkanoylcarbonyl, lower alkanoyloxy(lower)alkanoyl, aroyl, arenesulfonyl, furoyl, thenoyl, nicotinoyl, 1-oxonicotinoyl, isonicotinoyl, thiazolylcarbonyl, thiadiazolylcarbonyl, tetrazolylcarbonyl, morpholinocarbonyl, phenyl(lower)alkanoyl, phenyl(lower)alkoxycarbonyl, phenoxy(lower) alkanoyl, thienylacetyl, imidazolylacetyl, furylacetyl, tetrazolylacetyl, thiazolylacetyl, thiadiazolylacetyl, thienylpropionyl, and thiadiazolylpropionyl, acylamino selected from the group consisting of carbamoylamino, thiocarbamoylamino, sulfamoylamino, lower alkanoylamino, lower alkanesulfonylamino, lower alkoxycarbonylamino, lower alkenoylamino, (C.sub.3 -C.sub.7) cycloalkanecarbonylamino, lower alkoxalylamino, lower alkanoylcarbonylamino, lower alkanoyloxy(lower)alkanoylamino, aroylamino, arenesulfonylamino, furoylamino, thenoylamino, nicotinoylamino, 1-oxonicotinoylamino, isonicotinoylamino, thiazolylcarbonylamino, thiadiazolylcarbonylamino, tetrazolylcarbonylamino, morpholinocarbonylamino, phenyl(lower)alkanoylamino, phenyl(lower)alkoxycarbonylamino, phenoxy(lower)alkanoylamino, thienylacetylamino, imidazolylacetylamino, furylacetylamino, tetrazolylacetylamino, thiazolylacetylamino, thiadiazolylacetylamino, thienylpropionylamino and thiadiazolylpropionylamino, lower alkylisothioureido, heterocyclic amino selected from the group consisting of pyrrolylamino, imidazolylamino, pyrazolylamino, triazolylamino, tetrazolylamino, pyridylamino, pyrazinylamino, pyrimidinylamino, pyridazinylamino, thiazolylamino, thiadiazolylamino, morpholinylamino, pyrrolidinylamino, imidazolidinylamino, pyrazolidinylamino, piperidylamino, piperazinylamino, benzothiazolylamino, benzoisothiazolylamino and benzothiadiazolylamino, a heterocyclic group selected from the group consisting of pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, thiazolyl, thiadiazolyl, morpholinyl, pyrrolidinyl, imidazolidinyl, pyrazolidinyl, piperidyl, piperazinyl, benzothiazolyl, benzoisothiazolyl and benzothiadiazolyl, or a group of the formula:
- ##STR8## in which n is 0 or 1,
- X is .dbd.CH-- or .dbd.N--,
- R.sup.5 is hydrogen, cyano, nitro or acyl, and
- R.sup.6 is hydrogen, lower alkyl, lower alkylthio, lower alkoxy or amino which may have suitable substituent(s), and
- A is lower alkylene or --CONH--;
- or
- A--R.sup.4 is a heterocyclic group as defined above, and
- Q is hydrogen or lower alkyl,
- and pharmaceutically acceptable salt thereof.
10 more elements
Dependencies are inferred from the claim text.