Having -c(=x)-, Wherein X Is Chalcogen, Bonded Directly To The Thiazole Ring Patents (Class 548/200)
  • Patent number: 5212191
    Abstract: Heterocyclic compounds of the general formula: ##STR1## wherein, Z represents sulfur atom, R represents a general formula:G--E--D--B--A--L represents a group of the general formula: ##STR2## R.sup.3 represents alkyl group of from 1 to 6 carbon atom(s), phenyl group.
    Type: Grant
    Filed: May 15, 1991
    Date of Patent: May 18, 1993
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Masaaki Toda, Shuichi Ohuchida, Hiroyuki Ohno
  • Patent number: 5210205
    Abstract: Compounds of formula V ##STR1## and C.sub.1 -C.sub.6 carboxylic acid esters thereof, wherein R.sub.1 is selected from the group consisting of CH.sub.3, C.sub.2 H.sub.5, n-C.sub.3 H.sub.7, isoC.sub.3 H.sub.7, CH.sub.2 --O--CH.sub.3, CH.sub.2 --O--C.sub.2 H.sub.5, CH.sub.2 --O--CHF.sub.2 and cyclopropyl and R.sub.2 is cyclopropyl or C.sub.1 -C.sub.3 alkyl.
    Type: Grant
    Filed: March 18, 1992
    Date of Patent: May 11, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Adolf Hubele
  • Patent number: 5206254
    Abstract: This application relates to compounds of formula I; ##STR1## wherein R is hydrogen, a linear or branched C.sub.1 -C.sub.4 -alkyl, allyl or propargyl; X is O, CH.sub.2 or S; R.sub.1 is --(CH.sub.2).sub.n Ra, hydroxy, --O--(CH.sub.2).sub.n Ra, --NRbRc or --NH c(CH.sub.2).sub.m --NRbRc; Ra is hydrogen, a linear or branched C.sub.1 -CH.sub.4 -alkyl, phenyl, p-methoxy-phenyl, 3,4,5-trimethoxyphenyl, B-pyryidyl, cyclopentyl or cyclohexyl; Rb and Rc, can be the same or different and are selected independently in the group of hydrogen, linear or branched C.sub.1 -C.sub.4 -alkyl, cyclohexyl, cyclopentyl, benzyl, hexahydrobenzyl, .alpha.,.beta. or .gamma.-pyridylmethyl; or Rb and Rc taken together with the N atom to which they are bound can form a morpholino, piperidino or piperazino residue of formula Rd--N(CH.sub.2 --CH.sub.2).sub.2 --N-- wherein Rd is hydrogen, linear or branched C.sub.1 -C.sub.4 -alkyl, benzyl, hexahydrobenzyl, (C.sub.6 H.sub.5).sub.2 CH--, (p--F--C.sub.6 H.sub.4).sub.
    Type: Grant
    Filed: October 29, 1990
    Date of Patent: April 27, 1993
    Assignee: Boehringer Mannheim Italia S.p.A.
    Inventors: Carmelo A. Gandolfi, Roberto Di Domenico, Silvano Spinelli, Licia Gallico, Bruno Lumachi, Sergio Tognella
  • Patent number: 5204482
    Abstract: Ethylenediamine monoamides of the formulaR--CO--NH--CH.sub.2 --CH.sub.2 --NH.sub.2 Iwherein R is one of groups ##STR1## in which R.sup.1 is phenyl, monohalophenyl, monolower-alkylphenyl, monolower-alkoxyphenyl, monotrifluoromethylphenyl, monocyanophenyl or monaryl-lower-alkoxyphenyl, dihalophenyl, furyl, thienyl or monohalothienyl, R.sup.2 is hydrogen, halogen or amino, R.sup.3, R.sup.5 and R.sup.7 each are phenyl, monohalophenyl, dihalophenyl, thienyl, furyl or monohalofuryl, R.sup.4 and R.sup.6 each are hydrogen or amino and R.sup.8 is hydrogen or lower-alkyl,as well as their pharmaceutically usable acid addition salts are disclosed. The compounds have monoamine oxidase inhibiting properties with low toxicity and are useful for the treatment of depressive states and cognitive disorders.
    Type: Grant
    Filed: February 4, 1991
    Date of Patent: April 20, 1993
    Assignee: Hoffman-LaRoche Inc.
    Inventors: Walter Gassner, Rene Imhof
  • Patent number: 5198450
    Abstract: An agent for treating or preventing cerebral circulation disorder, cerebral metabolism disorder, or memory disturbance is disclosed. The agent comprises as an effective component a phenylalkanoylamine derivative represented by the following formula (I), ##STR1## wherein A represents a 1,3-thiazolidin-3-yl group, a 1,2,3,6-tetrahydropyridin-1-yl group, a morpholino group, a thiomorpholin-4-yl group, or a 3-pyrrolin-1-yl group, R.sup.1 and R.sup.2, which may be the same or different, represent a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a nitro group, an amino group, a guanidino group, or a group ##STR2## (wherein R.sup.3 and R.sup.4 independently represent a lower alkyl group or form in combination 5- or 6-membered heterocyclic group), and n represents an integer of 2-6, or a salt thereof.
    Type: Grant
    Filed: January 7, 1991
    Date of Patent: March 30, 1993
    Assignee: Zeria Pharmaceutical Co., Ltd.
    Inventors: Kuniyoshi Ogura, Tomoji Aotsuka, Motoki Torizuka, Mitsuo Soeda, Yoshiaki Tanaka, Hisayoshi Kato, Naoyoshi Miura, Noaki Nakata, Hikaru Morita, Akihiro Okubo
  • Patent number: 5183827
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## where X is S, O or NR'; where R' is hydrogen or lower alkyl; R.sub.1, R.sub.2 and R.sub.3 are hydrogen or lower alkyl; R.sub.4 and R.sub.5 are hydrogen or lower alkyl with the proviso that R.sub.4 and R.sub.5 cannot both be hydrogen, A is pyridyl, thienyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl or oxazolyl; n is 0-5, and B is H, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or --COR.sub.1 or a ketal derivative where R.sub.1 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4, or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: July 18, 1991
    Date of Patent: February 2, 1993
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 5166153
    Abstract: Novel N-acylated 2-[4-(halophenoxy)-phenoxy]-ethylcarbamic acid esters of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.8 alkyl or C.sub.3 -C.sub.5 alkenyl,R.sub.2 is C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, --CO--R.sub.7 or --NR.sub.8 R.sub.9,R.sub.3 and R.sub.4 independently of one another are hydrogen or methyl,R.sub.5 is chlorine or fluorine,R.sub.6 is either the same substituent as R.sub.5 or is hydrogen,R.sub.7 is C.sub.1 -C.sub.8 alkoxy or --NR.sub.10 R.sub.11,R.sub.8 is C.sub.1 -C.sub.4 alkyl,R.sub.9 is C.sub.1 -C.sub.4 alkyl orR.sub.8 and R.sub.9 together form a C.sub.4 -C.sub.6 alkylene chain which may be interrupted by oxygen, sulfur or --NCH.sub.3 --,R.sub.10 is hydrogen or C.sub.1 -C.sub.4 alkyl andR.sub.11 is hydrogen or C.sub.1 -C.sub.4 alkyl, benzyl, phenyl, or phenyl substituted by halogen or by methyl, orR.sub.10 and R.sub.11 together form a C.sub.4 -C.sub.6 alkylene chain which may be interrupted by oxygen, sulfur or --NCH.sub.
    Type: Grant
    Filed: April 24, 1990
    Date of Patent: November 24, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Friedrich Karrer
  • Patent number: 5155106
    Abstract: A cysteamine derivative represented by general formula (I): ##STR1## wherein R.sub.1 represents a straight-chain or a branched alkyl radical having 1 to 6 carbon atoms, R.sub.2 represents hydrogen atom or n-propyl radical, and X represents a radical selected from the group consisting of radicals containing cysteamine moiety (N S) represented by formula (II): ##STR2## formula (III): ##STR3## formula (IV): ##STR4## formula (V): ##STR5## or formula (VI): ##STR6## wherein R.sub.2 represents hydrogen atom or a straight-chain or a branched alkyl group having 1 to 10 carbon atoms is provided.The cysteamine derivative is effective as an antirheumatic agent.
    Type: Grant
    Filed: July 20, 1990
    Date of Patent: October 13, 1992
    Assignee: Terumo Kabushiki Kaisha
    Inventors: Masaki Shimizu, Shingo Koyama, Hiromasa Kohama, Ryoichi Nanba, Kazuhito Inoue
  • Patent number: 5151497
    Abstract: Novel peptide derivatives of the following formula ##STR1## wherein each symbol is as defined in the specification, pharmaceutically acceptable acid addition salts thereof and analogous copounds thereof.Since the derivatives and their pharmaceutically acceptable acid addition salts of the present invention possess stronger actions on central nervous system (e.g. antagonistic action against hypothermia, locomotor stimulant action, signal reflex stimulant action), they are of use as a therapeutic medicament for central nervous disorders such as impaired consciousness, depression, hypomnesia, the like in association association with schizophrenia, melancholia, senile dementia, sequelae of cerebrovascular disorders, head trauma, epilepsy and spinocerebellar degeneracy.
    Type: Grant
    Filed: July 12, 1991
    Date of Patent: September 29, 1992
    Assignees: Japan Tobacco Inc., Yoshotomi Pharmaceutical Industries, Ltd.
    Inventors: Itsuo Uchida, Akira Saito, Akihiro Yasuda, Kunio Iwata, Hiroaki Hari, Katsuyoshi Hara, Mutsuyoshi Matsushita, Koretake Anami, Junichi Haruta, Noboru Furukawa
  • Patent number: 5145860
    Abstract: The invention relates to new thiazole compounds, of antithrombotic, vasodilating, antiallergic, antiinflammatory and 5-lipoxygenase inhibitory activity, of the formula: ##STR1## wherein A is lower alkylene or carbonyl; R.sup.1 and R.sup.2 are each halogen, lower alkyloxy, lower alkylthio or lower alkylsulfinyl;R.sup.3 is acyl derived from an aliphatic carboxylic or carbamic acid; andR.sup.4 is hydrogen, lower alkyl, amidino or acyl derived from an aliphatic carboxylic or carbamic acid, or the pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: March 19, 1990
    Date of Patent: September 8, 1992
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Hisashi Takasugi, Shigetaka Nishino, Akito Tanaka
  • Patent number: 5135927
    Abstract: A microbicidal composition contains as active ingredient 2-chloro-4-trifluoromethylthiazol-5-carboxylic acid derivatives of the formula I ##STR1## R is an organic radical with up to 40 carbon atoms, which optionally contains nitrogen, oxygen or sulfur atoms and which can be transformed by hydrolosis or oxydation into the directly to the thiazol ring bound carboxyl rest.These compounds have good microbicidal activity and are used for the control and prevention of infestation of plants by phytophathogenic microorganismes.
    Type: Grant
    Filed: November 26, 1990
    Date of Patent: August 4, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Topfl, Robert Nyfeler, Werner Fory
  • Patent number: 5135926
    Abstract: New soft .beta.-adrenergic blocking agents, useful in the treatment or prevention of cardiovascular disorders and in the treatment of glaucoma, have the formula ##STR1## wherein n is an integer from 0 to 10; R is C.sub.6 -C.sub.12 cycloalkyl-C.sub.p H.sub.2p -, C.sub.6 -C.sub.18 polycycloalkyl-C.sub.p H.sub.2p -, C.sub.6 -C.sub.18 polycycloalkenyl-C.sub.p H.sub.2p - or C.sub.6 -C.sub.12 cycloalkenyl-C.sub.p H.sub.2p - (wherein p is 0, 1, 2 or 3), or together with the adjacent ##STR2## group represents a variety of other complex ester groupings; R.sub.1 is C.sub.1 -C.sub.7 alkyl; and Ar is a divalent radical containing at least one aromatic nucleus. The corresponding pharmaceutically acceptable acid addition salts are also described.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: August 4, 1992
    Inventor: Nicholas S. Bodor
  • Patent number: 5136042
    Abstract: Disclosed herein is a process for the preparation of a thiazolecarboxylic acid chloride represented by the following general formula (II): ##STR1## wherein R.sub.1 represents a hydrogen or halogen atom, a lower alkyl group, a lower alkoxy group, or a lower alkyl group substituted by a halogen atom or lower alkoxy group, and R.sub.2 represents a hydrogen atom, a lower alkyl group, or a lower alkyl group substituted by a halogen atom or lower alkoxy group, which comprises reacting a thiazolecarboxylic acid represented by the following general formula (I): ##STR2## wherein R.sub.1 and R.sub.2 have the same meanings as defined with respect to formula (II), with phosgene or trichloromethyl chloroformate in the presence or absence of a catalyst.
    Type: Grant
    Filed: February 1, 1990
    Date of Patent: August 4, 1992
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Toshiaki Kuwatsuka, Seiichi Watanabe, Yoshinori Tanaka, Toshiyuki Kouno, Katsutoshi Ishikawa
  • Patent number: 5128351
    Abstract: Bis-aryl amide and urea compounds of the general formula: ##STR1## wherein X is a divalent amide or urea substituent and Y is a nitrogen containing heterocycle, which compounds are inhibitors of platelet activating factor. Pharmaceutical compositions containing the compounds and methods of treating platelet activating factor associated conditions are also included.
    Type: Grant
    Filed: May 4, 1990
    Date of Patent: July 7, 1992
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner
  • Patent number: 5118811
    Abstract: Amino acid derivatives of the formula ##STR1## wherein: Q is W--(CH.sub.2).sub.m --(A).sub.n --CO--B-- whereinA is oxygen atom or --NH--;B is ##STR2## or --(CH.sub.2).sub.l -- wherein X is sulfur atom or --CH.sub.2 --, and l is an integer from 1 to 3;W is ##STR3## wherein Hal is halogen atom; n is an integer of 0 or 1; andm is an integer from 0 to 3;Y is sulfur atom or --CH.sub.2 --; andR is hydrogen atom, formyl group, C.sub.1-5 alkoxycarbonyl group, --C.tbd.N or ##STR4## wherein R.sup.1 is hydrogen atom, andR.sup.2 is hydroxyl group, C.sub.1-5 alkylcarboxy group, phenylcarboxy group, C.sub.1-5 alkoxy group or phenyl C.sub.1-5 alkoxy group;with the proviso that when R is hydrogen atom, formyl group or C.sub.1-5 alkoxycarbonyl group, W is ##STR5## The compounds mentioned above specifically inhibit prolyl endopeptidase activity and are useful as agents for the treatment and prevention of dementia and amnesia.
    Type: Grant
    Filed: December 12, 1990
    Date of Patent: June 2, 1992
    Assignees: Japan Tobacco Inc., Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Itsuo Uchida, Koji Kobayashi, Kazuhiko Nishii, Kunio Iwata, Shin Hara, Koretake Anami
  • Patent number: 5110936
    Abstract: 3-(L-pyroglutamyl)-L-thiazolidine-4-carboxylic acid and derivatives thereof are prepared by condensing L-pyroglutamic acid or its substitution products, either in the presence of dicyclohexylcarbodiimmide or the like, or by condensation of active derivatives of L-pyroglutamic acid with 4-thiazolidine-carboxylic acid derivatives.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: May 5, 1992
    Assignee: Roli Industria Chimica S.p.A.
    Inventors: Stefano Poli, Lucio Del Corona
  • Patent number: 5106992
    Abstract: 3,5-Dihydroxypentanoic acid derivatives are provided which are 6-hydroxy-8-(2,2-dimethyl-1-oxybutoxy-2-methyl)-substituted-thiazolidine derivatives and have the structure ##STR1## wherein Z is ##STR2## R.sup.6 is an alkali metal, lower alkyl or H; R.sup.1 and R.sup.2 are the same or different and are H, lower alkyl or aryl; X is S, O, ##STR3## or a single bond; R.sup.7 is lower alkyl; R.sup.3 is lower alkyl or aryl; R.sup.4 and R.sup.5 are the same or different and are H or lower alkyl; and --- represents a single bond or a double bond, and are HMG CoA reductase inhibitors and thus are useful as antihypercholesterolemic agents and in treating atherosclerosis, and also as antifungal agents.In addition, novel intermediates for use in preparing the above mevinic acid derivatives are also provided.
    Type: Grant
    Filed: April 30, 1990
    Date of Patent: April 21, 1992
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: David R. Magnin, Eric M. Gordon
  • Patent number: 5100889
    Abstract: 7-Oxabicycloheptane substituted prostaglandin analogs useful in treating thrombotic and vasopastic disease have the structural formula ##STR1## wherein m is 1, 2 or 3; n is 1, 2, 3 or 4; Z is --(CH.sub.2).sub.2 --, --CH.dbd.CH-- or ##STR2## wherein Y is O, a single bond or vinyl, with the proviso that when n is 0, if Z is ##STR3## then Y cannot be O, and Z is --CH.dbd.CH--, n is 1, 2, 3 or 4; and when Y=vinyl, n=0; R is CO.sub.2 H, CO.sub.2 lower alkyl, CH.sub.2 OH, CO.sub.2 alkali metal, CONHSOR.sup.3, CONHR.sup.3a or --CH.sub.2 --5-tetrazolyl, X is O, S or NH; and where R.sup.1, R.sup.2, R.sup.3 and R.sup.3a are as defined herein.
    Type: Grant
    Filed: June 18, 1990
    Date of Patent: March 31, 1992
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Raj N. Misra, Philip M. Sher, Philip D. Stein, Steven E. Hall, David Floyd, Joel C. Barrish
  • Patent number: 5089513
    Abstract: The invention concerns a thiazole of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted aryl of up to 10 carbon atoms;A is a direct link to X, or is (1-6C)alkylene, (3-6C)alkenylene, (3-6C)alkynylene or cyclo(3-6C)alkylene;X is oxy, thio, sulphinyl, sulphonyl or imino;Ar.sup.2 is optionally substituted phenylene, or a 6-membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is hydrogen, (1-6C)alkyl, (2-6C)alkenyl, (2-6C)alkynyl or substituted (1-4C)alkyl;R.sup.2 is hydrogen, (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, substituted (1-4C)alkyl or (2-6C)alkanoyl;Q is optionally substituted thiazolyl;or a pharmaceutically-acceptable salt thereof.The invention also concerns processes for the manufacture of a thiazole of the formula I, or a pharmaceutically-acceptable salt thereof, and pharmaceutical compositions containing said thiazole.
    Type: Grant
    Filed: July 11, 1989
    Date of Patent: February 18, 1992
    Assignees: ICI Pharma, Imperial Chemical Industries PLC
    Inventors: Thomas G. C. Bird, Graham C. Crawley, Martin P. Edwards, Philip N. Edwards, Jean-Marc M. M. Girodeau, John F. Kingston
  • Patent number: 5077428
    Abstract: Compounds presented by the general formula: ##STR1## [wherein when Y is oxygen, R.sup.2 is H, alkyl, alkoxy, alkoxymethyl, --COOR.sup.3, --CH.sub.2 COOR.sup.3, --CH.dbd.CH--COOR.sup.3, halogen, --CF.sub.3, --COR.sup.4, OCOR.sup.4, --CH.sub.2 OCOR.sup.4, --SO.sub.2 R.sup.4, --OSO.sub.2 R.sup.4, --CONR.sup.5 R.sup.6, --OCONR.sup.5 R.sup.6, --SO.sub.2 NR.sup.5 R.sup.6, --CONH-- SO.sub.2 NR.sup.5 R.sup.6, --NHSO.sub.2 R.sup.7, --NO.sub.2, --OH, --CH.sub.2 OH, guanidino, benzyloxy, guanidinophenylthiomethyl, morpholinosulfonylphenoxymethyl, pyridyloxymethyl, or (1,1-dioxothiazol-3-yl)carbonyl, or when Y is sulfur, R.sup.2 is H, alkyl, alkoxy, halogen, --COOR.sup.3, --CH.sub.2 COOR.sup.3, --NO.sub.2, or --SO.sub.2 NR.sup.5 R.sup.6, and n represents an integer of one to five, and when n represents more than two, each of R.sup.2 may be the same group or the different group.
    Type: Grant
    Filed: June 26, 1990
    Date of Patent: December 31, 1991
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Katsuhiro Imaki, Yoshinobu Arai, Hiroyuki Ohno
  • Patent number: 5073188
    Abstract: Compounds of the formula ##STR1## wherein x is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,Y is a hydrogen atom or a halogen atom,R.sup.1 is a hydrogen atom, a hydroxy group, an alkoxy group, or an optionally-substituted alkyl group, andR.sup.2 is a hydrogen atom or an optionally-substituted alkyl group, or R.sup.1 and R.sup.2 can be taken together to form a heterocyclic ring,and compositions containing these compounds exhibit herbicidal activity.
    Type: Grant
    Filed: September 8, 1987
    Date of Patent: December 17, 1991
    Assignee: Rohm and Haas Company
    Inventor: Wayne O. Johnson
  • Patent number: 5061719
    Abstract: There are disclosed an azolidine derivative represented by the formula: ##STR1## wherein R.sup.1 represents a hydrogen atom, an alkyl group or a cycloalkyl group; R.sup.2 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an alkoxyalkyl group, an alkenyloxyalkyl group, an alkylthioalkyl group, an alkoxycarbonyl group, a furyl group or a thienyl group, or a phenylalkyl group, a phenoxyalkyl group, a phenylthioalkyl group, a phenylalkyloxyalkyl group, a pyridyloxyalkyl group, a phenoxyphenoxyalkyl group, a benzyloxyphenoxyalkyl group or a pyridyloxyphenoxyalkyl group, or R.sup.1 and R.sup.2 may be combined with each other with carbon atoms bonded thereto to form a group represented by the formula: ##STR2## where R.sup.6 represents a hydrogen atom, a halogen atom or a lower alkyl group; R.sup.
    Type: Grant
    Filed: July 20, 1990
    Date of Patent: October 29, 1991
    Assignee: Ube Industries, Ltd.
    Inventors: Hisao Sugiura, Toshinobu Tanaka, Takashi Nishimura, Shuji Yokoyama
  • Patent number: 5061720
    Abstract: Disclosed are novel substituted 4-thiazolidinone derivatives having cyclooxygenase and 5-lipoxygenase inhibiting properties and which are topical antiinflammatory agents for inflammed conditions of the skin having the formula: ##STR1## wherein R is hydrogen or loweralkyl; R.sup.1 is loweralkyl or aryl; X is --(CH.sub.2)-aryl, --O--(CH.sub.2).sub.0-3 -aryl, --C(O)(CH.sub.2).sub.0-3 -aryl, --CH(OH)--(CH.sub.2).sub.0-3 -aryl or 3,4 ##STR2## (to form naphthyl ring); aryl is phenyl, substituted phenyl, or 2,3 or 4 pyridyl; W is oxygen; Q is -(alk.sup.1).sub.0-1 --(O).sub.0-1 --(B).sub.0-1 --(alk.sup.2).sub.0-1 --[C(O)Z].sub.0-1 ; B is ##STR3## Z is OR.sup.3 or NR.sup.4 R.sup.5 where R.sup.3 is hydrogen, loweralkyl, or a pharmaceutically acceptable metal cation, R.sup.4 and R.sup.5 are hydrogen or loweralkyl; alk.sup.1 and alk.sup.
    Type: Grant
    Filed: September 13, 1989
    Date of Patent: October 29, 1991
    Assignee: A. H. Robins Company, Inc.
    Inventors: David A. Walsh, Ibrahim M. Uwaydah
  • Patent number: 5059684
    Abstract: Thiazole-azo dyes of the formula ##STR1## where R.sup.1 is C.sub.1 -C.sub.12 -alkyl, which may be interrupted by oxygen atoms, phenyl, halogen, cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl,R.sup.2 is formyl, cyano, C.sub.1 -C.sub.4 -alkoxycarbonyl or a radical of the formula --CH.dbd.CX.sup.1 X.sup.2, where X.sup.1 and X.sup.2 independently of each other are cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl,R.sup.3 is C.sub.1 -C.sub.12 -alkyl, which may be interrupted by oxygen atoms or substituted by phenyl or phenoxy, C.sub.5 -C.sub.7 -cycloalkyl, substituted or unsubstituted phenyl, furyl, thienyl, C.sub.1 -C.sub.4 -alkylthienyl or pyridyl, andR.sup.4 and R.sup.5 independently of each other are C.sub.1 -C.sub.12 -alkyl, which may be interrupted by oxygen atoms and/or substituted,with the proviso that in at least one of R.sup.1, R.sup.4 and R.sup.5 the alkyl chain is interrupted by oxygen atoms, are useful for dyeing textile fibers.
    Type: Grant
    Filed: March 5, 1990
    Date of Patent: October 22, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Lamm, Karl H. Etzbach, Matthias Wiesenfeldt, Guenter Hansen, Helmut Reichelt
  • Patent number: 5053414
    Abstract: Heterocyclic compounds of the general formula: ##STR1## wherein Z represents methylene group or sulfur atom, R represents a general formula:G--E--D--B--A--G represents a carbocyclic or heterocyclic ring.
    Type: Grant
    Filed: April 5, 1989
    Date of Patent: October 1, 1991
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Masaaki Toda, Shuichi Ohuchida, Hiroyuki Ohno
  • Patent number: 5053504
    Abstract: A process is disclosed for providing benzazepine intermediates of the formulae ##STR1## wherein R.sub.3, R.sub.4 and Y are as defined herein, which intermediates are useful in a process for the preparation of pharmaceutically useful benzazepine derivatives.
    Type: Grant
    Filed: November 29, 1989
    Date of Patent: October 1, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Wen-Sen Li, John K. Thottathil, Michael Murphy
  • Patent number: 5047541
    Abstract: Compounds are provided of the following general structure: ##STR1## wherein A is 2-pyrrolidinyl, 2-piperidinyl or 4-thiazolidinyl and R and R.sub.1 are independently selected from hydrogen and methyl. They are useful for providing sedative and antiepileptic activity.
    Type: Grant
    Filed: June 14, 1989
    Date of Patent: September 10, 1991
    Assignee: Fisons Corporation
    Inventor: Ronald C. Griffith
  • Patent number: 5045554
    Abstract: The present invention relates to certain substituted 5-carboxanilidothiazoles and their use as fungicides.
    Type: Grant
    Filed: October 3, 1989
    Date of Patent: September 3, 1991
    Assignee: Monsanto Company
    Inventors: Gerhard H. Alt, W. Gary Phillips, John K. Pratt, Gabriel H. Srouji
  • Patent number: 5041545
    Abstract: Hydrazide functionalized 2-hydroxybenzophenone ultraviolet light and heat stabilizers and derivatives are disclosed having the general formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, X, Y, Z, all substituents thereof, and n are set forth in the Summary of the Invention. Y--N(R.sup.6)--Z is the hydrazide or derivative group and --X--R.sup.5 -- links the hydrazide group to an aromatic nucleus of the optionally substituted benzophenone group. Derivatives are, for example, acyl hydrazides, diacyl hydrazides (including imides), hydrazones and alkyl hydrazides. The compounds are useful as ultraviolet light absorbers and heat stabilizers for plastics.
    Type: Grant
    Filed: April 6, 1989
    Date of Patent: August 20, 1991
    Assignee: Atochem North America, Inc.
    Inventor: Terry N. Myers
  • Patent number: 5030654
    Abstract: A series of novel spiro-substituted glutaramide derivatives have been prepared, including the pharmaceutically acceptable salts thereof and bioprecursors therefor, wherein the spiro-substituent completes a 5- or 6-membered carbocycyclic ring and is located at the carbon atom adjacent to the carbamoyl group. These particular compounds are inhibitors of the neutral endopeptidase E.C.3.4.24.11 enzyme and are therefore useful in therapy as diuretic agents for the treatment of hypertension, heart failure, renal insufficiency and other disorders. Methods for preparing these compounds from known starting materials are provided.
    Type: Grant
    Filed: May 19, 1989
    Date of Patent: July 9, 1991
    Assignee: Pfizer Inc.
    Inventors: Ian T. Barnish, John C. Danilewicz, Keith James, Gillian M. R. Samuels, Nicholas K. Terrett, Michael T. Williams, Martin J. Wythes
  • Patent number: 5028604
    Abstract: Novel condensed benzene derivatives having prolyl endopeptidase inhibitory, anti-hypoxic, and anti-amnesic activities are disclosed. The compounds are represented by the following (I), ##STR1## wherein A represents a methylene, ethylene, or propylene group, B represents a methylene or ethylene group, m denotes an integer of 0-5, X and Y, which may be same or different, individually represent a methylene group or sulfur atom, R.sup.1 represents a hydrogen atom, a carboxyl, lower alkyloxycarbonyl, hydroxymethyl, or formyl group, R.sup.2 represents a hydrogen atom, a halogen atom, a lower alkyl, lower alkoxy, nitro, or amino group, R.sup.3 represents a hydrogen atom or a lower alkyl group, and the dotted line may optionally be present. They are useful as a medicine for treating or preventing cerebral circulation disorder, cerebral metabolism disorder, or memory disturbance.
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: July 2, 1991
    Assignee: Zeria Pharmaceutical Co., Ltd.
    Inventors: Motoki Torizuka, Tomoji Aotsuka, Mitsuo Soeda, Kuniyoshi Ogura, Yoshiaki Tanaka, Hisayoshi Kato, Naoki Nakata, Naoyoshi Miura, Hikari Morita
  • Patent number: 5017618
    Abstract: Compounds having the formula ##STR1## and their pharmaceutically acceptable acid addition salts, wherein --X-- is --O--, --CH.sub.2 -- or --; .dbd.Y is .dbd.O or a derivatized keto group which is hydrolyzable or enzymatically convertible to a keto group; R is alkyl having from 1 to 12 carbon atoms or aralkyl having from 7 to 20 carbon atoms; and Ar is the 3-aromatic or heterocyclic residue of a 1-alkylamino-2-propanol having an aromatic or heterocyclic substituent at the 3-position and having .beta.-adrenergic blocking properties; are useful as .beta.-adrenergic blocking agents and are of particular interest in the treatment of glaucoma or for lowering intraocular pressure.
    Type: Grant
    Filed: September 18, 1989
    Date of Patent: May 21, 1991
    Assignee: University of Florida
    Inventor: Nicholas S. Bodor
  • Patent number: 5001138
    Abstract: Novel insecticides of the formula ##STR1## in which n is 0 or 1,X is S, O, ##STR2## Y is N or ##STR3## Z is a 5- or 6-membered nitrogen-containing heterocyclic ring, and R to R.sup.9 variously represent hydrogen or specified organic radicals.
    Type: Grant
    Filed: May 4, 1989
    Date of Patent: March 19, 1991
    Assignee: Nihon Tokushu Noyaku Seizo, K.K.
    Inventors: Kozo Shiokawa, Shinichi Tsuboi, Shinzo Kagabu, Koichi Moriya
  • Patent number: 4996218
    Abstract: Compounds of the general formula (I) ##STR1## and physiologically acceptable salts and solvates thereof, which have .beta..sub.2 -adrenoreceptor stimulant activity. They may be used in the treatment of diseases associated with reversible airways obstruction, such as asthma and chronic bronchitis.In preferred embodiments, Q represents a chlorine atom or a trifluoromethyl group, X represents a C.sub.3-4 alkylene chain, Y a C.sub.1-5 alkylene chain, R, R.sup.1 and R.sup.2 are each preferably a hydrogen atom or a methyl group and Het represents a pyrimidinyl pyrazinyl, triazinyl, thiazolyl, quinolinyl, benzimidazolyl, benzothiazolyl, benzoxazolyl or pyridyl group.
    Type: Grant
    Filed: August 10, 1988
    Date of Patent: February 26, 1991
    Assignee: Glaxo Group Limited
    Inventor: Lawrence H. C. Lunts
  • Patent number: 4992434
    Abstract: A microbicidal compostion contains as active ingredient 2-chloro-4-trifluoromethylthiazol-5-carbonic acid derivatives of the formula I ##STR1## R is organic radical with up to 40 carbon atoms, which optionally contains nitrogen, oxygen or sulfur atoms and which can be transformed by hydrolosis or oxydation into the directly to the thiazol ring bound carboxyl rest. These compounds have good microbicidal activity and are used for the control and prevention of infestation of plants by phytophathogenic microorganisms.
    Type: Grant
    Filed: April 11, 1989
    Date of Patent: February 12, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Topfl, Robert Nyfeler, Werner Fory
  • Patent number: 4988701
    Abstract: Cyclic amino-thioacetal amides of formula I ##STR1## wherein X is O, S, p is 1 or 2, R and R.sub.1 are optionally esterified hydrogen or carboxy, A is a single bond, methylene or ethylene, m is zero or 1, n is an integer 1 to 7 and y is a imidazole or .beta.-pyridylmethyl residue.Compounds I have valuable therapeutic properties.
    Type: Grant
    Filed: December 15, 1989
    Date of Patent: January 29, 1991
    Assignee: Boehringer Biochemia Robin S.p.A.
    Inventors: Roberto Di Domenico, Carmelo A. Gandolfi, Silvano Spinelli, Bruno Lumachi, Odoardo Tofanetti, Sergio Tognella
  • Patent number: 4987132
    Abstract: A saturated heterocyclic carboxamide derivative of the following general formula (I) and salts thereof which have platelet activating factor (PAF) antagonizing activity.
    Type: Grant
    Filed: August 16, 1988
    Date of Patent: January 22, 1991
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Toshiyasu Mase, Hiromu Hara, Hitoshi Nagaoka, Takumi Takahashi, Takeshi Suzuki, Kenichi Tomioka, Toshimitsu Yamada
  • Patent number: 4980363
    Abstract: An amide derivative represented by the following general formula (I) ##STR1## wherein one of X and Y represents a sulfur atom and the other represents a carbon atom, Z represents a nitrile or thioamide group, each of R.sup.1 and R.sup.2 represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, a halomethyl group or a phenyl group, and R.sup.
    Type: Grant
    Filed: October 19, 1988
    Date of Patent: December 25, 1990
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Hitoshi Shimotori, Yoshiro Kanemoto, Hideo Yamazaki, Tsutomu Ishii, Shuji Ozawa, Yuji Yanase, Toshiaki Kuwatsuka, Yoshinori Tanaka, Takeshi Sekine, Keiko Shinada
  • Patent number: 4962117
    Abstract: Compounds having the formula: ##STR1## are leukotriene antagonists and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, antiallergic, anti-inflammatory, and cytoprotective agents.
    Type: Grant
    Filed: November 2, 1988
    Date of Patent: October 9, 1990
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Robert N. Young, Joseph G. Atkinson
  • Patent number: 4956468
    Abstract: Acylated substituted thiazolidines are formed in high yields by reaction of a substituted thiazolidine with an acyl halide in the presence of a buffer compound. The products are further purified by washing with a strong base. The products are useful as herbicides.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: September 11, 1990
    Assignee: ICI Americas Inc.
    Inventors: Nancy Kerlinger, Richard D. Gless
  • Patent number: 4956375
    Abstract: Disclosed herein is an N-indanyl carboxamide derivative as a novel compound, represented by the following general formula (I): ##STR1## wherein A represents a group of the formula, ##STR2## (wherein X represents a halogen atom, a methyl group, or a trifluoromethyl group, Y represents a hydrogen atom, a halogen atom, a lower alkyl group, an amino group, a mercapto group, or a lower alkylthio group, R.sup.1 represents a methyl group or a trifluoromethyl group, and R.sup.2 and R.sup.3 independently represents a hydrogen atom or a methyl group), R represents a lower alkyl group, and n is an integer in the range of 1 to 6, and an agricultural/horticultural fungicide comprising said N-indanyl carboxamide derivative as an active ingredient.
    Type: Grant
    Filed: November 29, 1989
    Date of Patent: September 11, 1990
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Masatsugu Oda, Toshiro Sakaki, Naoko Sasaki, Hirofumi Tomita, Nobuyuki Nonaka
  • Patent number: 4952596
    Abstract: Compounds of the formula ##STR1## wherien R, R.sub.1, R.sub.2 and Y have the meanings mentioned in the description, processes for their preparation and their use in the pharmaceutical field are described.The compounds of formula I are endowed with antipyretic, anti-inflammatory, mucolitic and analgesic activity together with good gastric tolerability.In addition, the compounds of formula I are active in the treatment of ischemic or reperfusion syndromes.
    Type: Grant
    Filed: December 21, 1988
    Date of Patent: August 28, 1990
    Assignee: Zambon S.p.A.
    Inventors: Davide Della Bella, Angelo Carenzi, Dario Chiarino, Franco Pellacini
  • Patent number: 4923886
    Abstract: Nitric acid esters of Thiazole carboxamides exhibiting vasodilating activities have been prepared.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: May 8, 1990
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Youichi Shiokawa, Koichi Takimoto, Kohei Takenaka
  • Patent number: 4923987
    Abstract: The invention provides a process for the preparation of nitromethylene heterocyclic compounds of general formula ##STR1## wherein R.sup.1 represents a hydrogen atom or a formyl or acetyl group, each moiety R.sup.2 is independently selected from hydrogen atoms and C.sub.1-4 alkyl and benzyl groups, and n is 2 or 3, which process comprises reacting an alkali metal methylnitrodithioacetate with a compound of formulaH.sub.2 N--(CR.sub.2.sup.2).sub.n --OSO.sub.3 H (II)wherein R.sup.2 and n are as defined above, optionally followed by conversion of the resulting compound of Formula I wherein R.sup.1 is hydrogen to the corresponding compound of Formula I wherein R.sup.1 is formyl or acetyl. Certain compounds of Formula I are known insecticidally active compounds.
    Type: Grant
    Filed: July 25, 1988
    Date of Patent: May 8, 1990
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Martin Harris, Graham Heyes, Arthur Jackson
  • Patent number: 4918089
    Abstract: An amide compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are, the same or different, each a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group and R.sup.3 is a 2-furyl group, a 3-furyl group, a 2-thienyl group or a 3-thienyl group, which is useful as an agricultural fungicide.
    Type: Grant
    Filed: August 22, 1989
    Date of Patent: April 17, 1990
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Tomoyuki Kusaba, Kazue Shinsugi, Tsuguhiro Katoh, Naoto Meki, Masayo Sugano, Tomohiro Teramae, Yukio Oguri, Tamon Uematsu
  • Patent number: 4916146
    Abstract: Novel N-substituted amino acid imide derivatives are disclosed. The compounds are represented by formula (I): ##STR1## wherein n represents an integer of 0 to 5, and X and Y, which may be the same or different, represent a methylene group or a sulfur atom, provided that not both X and Y are methylene groups at the same time. The compounds are useful as a medicine for treating or preventing cerebral circulation disorder, cerebral metabolism disorder, or memory disturbance.
    Type: Grant
    Filed: December 22, 1988
    Date of Patent: April 10, 1990
    Assignee: Zeria Pharmaceutical Co., Ltd.
    Inventors: Yoshiaki Tanaka, Tomoji Aotsuka, Naomi Kobayashi, Naoki Nakata, Kuniyoshi Ogura, Motoki Torizuka, Naoyoshi Miura, Heihachiro Arai
  • Patent number: 4914097
    Abstract: Disclosed herein is an N-indanyl carboxamide derivative as a novel compound, represented by the following general formula (I): ##STR1## wherein A represents a group of the formula, ##STR2## (wherein X represents a halogen atom, a methyl group, or a trifluoromethyl group, Y represents a hydrogen atom, a halogen atom, a lower alkyl group, an amino group, a mercapto group, or a lower alkylthio group, R.sup.1 represents a methyl group or a trifluoromethyl group, and R.sup.2 and R.sup.3 independently represents a hydrogen atom or a methyl group), R represents a lower alkyl group, and n is an integer in the range of 1 to 6, and an agricultural/horticultural fungicide comprising said N-indanyl carboxamide derivative as an active ingredient.
    Type: Grant
    Filed: February 23, 1988
    Date of Patent: April 3, 1990
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Masatsugu Oda, Toshiro Sakaki, Naoko Sasaki, Hirofumi Tomita, Nobuyuki Nonaka
  • Patent number: 4904680
    Abstract: Amino acid amides of formula (I): ##STR1## wherein R.sup.1 -R.sup.5 and Y represent a variety of organic groups and atoms (including where R.sup.2, Y and the adjacent nitrogen atom together represent a thiazolidine or pyrrolidine group) and X represents carbonyl or sulfonyl are mostly new compounds and have valuable anti-tumor and immuno-regulatory activities. They may be formulated in compositions for pharmaceutical use.
    Type: Grant
    Filed: January 22, 1988
    Date of Patent: February 27, 1990
    Assignee: Sankyo Company, Limited
    Inventors: Takashi Matsui, Mitsuo Nagano, Koichi Kitamura, Fusaaki Shimizu
  • Patent number: 4904660
    Abstract: Novel compounds of the following formula (I) and their salts: A compound of the formula (I) ##STR1## These compounds are expected to be useful for renin inhibitors. Thus, the compounds are useful medical agents, in particular, anti-hypertensive agents.
    Type: Grant
    Filed: February 25, 1988
    Date of Patent: February 27, 1990
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Kohji Nakano, Takashi Fujikura, Ryuichiro Hara, Masato Ichihara, Yukiko Fukunaga, Masayuki Shibasaki
  • Patent number: 4904661
    Abstract: A phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined bis-phenolic nucleus including a hydroxyphenyl-hydroxynaphthyl; hydroxyphenyl-hydroxyindanyl, hydroxyphenyl-hydroxybenzothienyl or di-hydroxyphenyl-ethylene or vinylene nucleus;wherein A is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages,wherein R.sup.1 is hydrogen, or alkyl, alkenyl, cycloalkyl, halogenoalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 -- or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --S--, --SO-- or --SO.sub.2 --, wherein R.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene;wherein R.sup.12 is hydrogen or alkyl, and wherein R.sup.22 is hydrogen, cyano or nitro;or a salt thereof when appropriate.
    Type: Grant
    Filed: December 16, 1987
    Date of Patent: February 27, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: William R. Pilgrim, Derek W. Young, Brian S. Tait, Graham C. Crawley, Philip N. Edwards, George B. Hill