Plural Ring Hetero Atoms In The Tetracyclo Ring System (e.g., Acronycines, Etc.) Patents (Class 546/62)
  • Patent number: 5567707
    Abstract: Compounds of formula (I): ##STR1## wherein R.sub.3, R.sub.4, R.sub.5, R.sub.6, X and Y are defined in the description.Those compounds are used therapeutically in the treatment of cancerous tumours.
    Type: Grant
    Filed: February 16, 1995
    Date of Patent: October 22, 1996
    Assignee: Adir et Compagnie
    Inventors: Michel Koch, Fran.cedilla.ois Tillequin, Alexios-Leandros Skaltsounis, Yves Rolland, Alain Pierre, Ghanem Atassi
  • Patent number: 5565147
    Abstract: Described are novel reversible photochromic diaryl-3H-naphtho[2,1-b]pyran compounds having a substituted or unsubstituted, five or six member heterocyclic ring fused to the g, i, or l side of the naphthopyran. The heterocyclic ring contains an oxygen or nitrogen atom and is attached to the number 5, 6, 7, 8, 9, or 10 carbon atom of the naphtho portion of the naphthopyran. Also described are organic host materials containing such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., spiro(indoline)oxazine-type compounds, are also described.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: October 15, 1996
    Assignee: Transitions Optical, Inc.
    Inventors: David B. Knowles, Barry Van Gemert
  • Patent number: 5536728
    Abstract: A novel 4-acylaminopyridine derivative represented by the following formula (I) is disclosed. ##STR1## The 4-acylaminopyridine derivative of the present invention is useful as a medicine for treating disturbances of memory such as senile dementia and Alzheimer's disease, since it has an action of directly activating malfunctioned cholinergic neuron.
    Type: Grant
    Filed: December 8, 1994
    Date of Patent: July 16, 1996
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Kunihiro Ninomiya, deceased, Ken-ichi Saito, Mamoru Sugano, Akihiro Tobe, Yasuhiro Morinaka, Tomoko Bessho, Haruko Harada
  • Patent number: 5530139
    Abstract: A condensed heterocyclic compound having a structure represented by formula (I): ##STR1## wherein the substituents are as defined in the specification herein.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: June 25, 1996
    Assignee: Showa Denko Kabushiki Kaisha
    Inventors: Yoshihiro Saida, Yoshiaki Ikenoue, Reiko Ichikawa
  • Patent number: 5486611
    Abstract: This invention is therapeutically useful tetralins and pharmaceutically acceptable acid addition salts thereof of the formula I: ##STR1## wherein X is --(CH.sub.2).sub.n -- or --C(R.sub.1)(H)--; R is C.sub.1 -C.sub.8 alkyl; and R.sub.1 and R.sub.2 are the same or different and are selected from the group consisting of hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.2 -C.sub.8) alkynyl, aryl and benzyl.These compounds are useful to treat central nervous system disorders and are unexpectedly resistant to metabolism by the liver and have superior oral plasma bioavailability.
    Type: Grant
    Filed: October 28, 1993
    Date of Patent: January 23, 1996
    Assignee: The Upjohn Company
    Inventors: Chiu-Hong Lin, Susanne R. Haadsma-Svensson, Robert B. McCall, Arthur G. Romero, William H. Darlington, Michael D. Ennis
  • Patent number: 5441956
    Type: Grant
    Filed: January 5, 1994
    Date of Patent: August 15, 1995
    Assignee: Smithkline Beecham Farmaceutici S.p.A.
    Inventors: Vittorio Vecchietti, Giulio Dondio, Silvano Ronzoni, Roberto Colle
  • Patent number: 5424315
    Abstract: Benzothiophene analogs useful to treat herpes viral infections, particularly cytomegalovirus, are provided. These antiviral agents have the structural formula (I) ##STR1## wherein R and R.sup.1 are as defined herein, and may be in free base or acid addition salt form. Pharmaceutical compositions are provided containing the antiviral agents, as are methods of treating herpes-infected individuals.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: June 13, 1995
    Assignee: SRI International
    Inventor: Elmer J. Reist
  • Patent number: 5416089
    Abstract: Anticancer compounds of formula I: ##STR1## and pharmaceutically acceptable salts thereof, wherein: R.sup.1, R.sup.2 and R.sup.3 are independently selected H, CH.sub.3, NH.sub.2, NO.sub.2, and CN;R.sup.9 and R.sup.10 are H or alkyl or halo, X.sup.1 and Y.sup.1 or X.sup.2 and Y.sup.2, when present, join together to form, independently, a six membered 1N heterocycle substituted with 1-2 R.sup.3 ; or the group: ##STR2## wherein one of W or Z is C.dbd.O and the other is C.dbd.O, NH, S or O; or when X.sup.2 and Y.sup.2 are not joined together and when R.sup.2 is in the 4-position, then X.sup.2 and R.sup.2 may join together to form an ethylene bridge; are disclosed.
    Type: Grant
    Filed: June 24, 1993
    Date of Patent: May 16, 1995
    Assignee: The Du Pont Merck Pharmaceutical Company
    Inventors: Arthur D. Patten, Gregory Pacofsky, Steven P. Seitz, Emeka A. Akamike, Robert J. Cherney, Robert F. Kaltenbach, III, Michael J. Orwat
  • Patent number: 5397785
    Abstract: A novel 4-acylaminopyridine derivative represented by the following formula (I) is disclosed. ##STR1## The 4-acylaminopyridine derivative of the present invention is useful as a medicine for treating disturbances of memory such as senile dementia and Alzheimer's disease, since it has an action of directly activating malfunctioned cholinergic neuron.
    Type: Grant
    Filed: September 2, 1993
    Date of Patent: March 14, 1995
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Kunihiro Ninomiya, deceased, Ken-ichi Sato, Mamoru Sugano, Akihiro Tobe, Yasuhiro Morinaka, Tomoko Bessho, Haruko Harada
  • Patent number: 5318976
    Abstract: The present invention relates to certain substituted tetracyclic fused quinoline derivatives of formula (I): ##STR1## wherein: R.sup.1 is hydrogen, hydroxy, fluoro, chloro, bromo, iodo, methoxy or amino;R.sup.2 is hydrogen, hydroxy, methoxy or amino;R.sup.3 is hydrogen, hydroxy, methoxy, methoxymethoxy, amino, --OCONH.sub.2, [2(5H)-3,4-dihydro-3-oxyfuranone], 2-hydroxyethoxy, 2-aminoethoxy, 3-hydroxypropoxy or 3-aminopropoxy; or taken together with R.sup.2 or R.sup.4, methylenedioxy or ethylenedioxy;R.sup.4 is hydrogen, hydroxy or amino;Z is --CH.sub.2 --, --O-- or --NH--; anda) X.sup.1 is hydrogen;X.sup.2 is hydrogen, hydroxy, fluoro, chloro, bromo, iodo or methoxy; andX.sup.3 is hydrogen or hydroxy; orb) X.sup.2 taken together with X.sup.3 is methylenedioxy or ethylenedioxy, and X.sup.1 is hydrogenor a pharmaceutically acceptable salt thereof provided that:i) at least one of R.sup.1 through R.sup.4 is other than hydrogen.
    Type: Grant
    Filed: August 18, 1992
    Date of Patent: June 7, 1994
    Assignee: Glaxo Inc.
    Inventors: Michael J. Luzzi, Jeffrey Besterman, Michael G. Evans, M. Ross Johnson, Milana Dezube, Salvatore Profeta, Jr.
  • Patent number: 5310909
    Abstract: Compounds of the formula I ##STR1## in which X is O, S, SO, SO.sub.2 or NR.sub.13, R.sub.13 is, for example, methyl, and R.sub.1 to R.sub.12, independently of one another, are, for example, H, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 Alkoxy, halogen or --CN. The compounds are photosensitive and photochromic and are suitable as photosensitizers and simultaneously as color indicators, and as photoswitchable color filters.
    Type: Grant
    Filed: November 21, 1990
    Date of Patent: May 10, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Evelyn Fischer, Walter Fischer, Jurgen Finter, Kurt Meier, Martin Roth
  • Patent number: 5304554
    Abstract: Novel 4-[(alkyl or dialkyl)amino]quinolines are disclosed that are prepared by condensinBACKGROUND OF THE INVENTIONThe United States government has rights in this invention as a result of a grant from the NIAID of the National Institute of Health, Bethesda, Md.
    Type: Grant
    Filed: March 11, 1992
    Date of Patent: April 19, 1994
    Assignees: Emory University, Georgia State University Research Foundation
    Inventors: Lucjan Strekowski, Roman L. Wydra, Steven E. Patterson, Raymond F. Schinazi
  • Patent number: 5276053
    Abstract: A novel series of polycyclic amines, derivatives, methods of making the compounds, novel intermediates, compositions containing them, and methods for using them in the treatment and prevention of cerebrovascular disorders are disclosed.
    Type: Grant
    Filed: October 6, 1992
    Date of Patent: January 4, 1994
    Assignee: Warner-Lambert Company
    Inventor: Graham Johnson
  • Patent number: 5225418
    Abstract: The present invention relates to novel 5H-[1,2]benzisothiazolo[2,3-a]quinoline-5-ones, processes for preparing such compounds, to pharmaceutical compositions containing such compounds, and to methods of using these compounds for the treatment of inflammatory disorders.
    Type: Grant
    Filed: December 17, 1991
    Date of Patent: July 6, 1993
    Assignee: Du Pont Merck Pharmaceutical Company
    Inventor: William H. Miller
  • Patent number: 5180736
    Abstract: A novel series of polycyclic amines, derivatives, methods of making the compounds, novel intermediates, compositions containing them, and methods for using them in the treatment and prevention of cerebrovascular disorders are disclosed.
    Type: Grant
    Filed: May 17, 1991
    Date of Patent: January 19, 1993
    Assignee: Warner-Lambert Company
    Inventor: Graham Johnson
  • Patent number: 5162335
    Abstract: The invention relates to new di- and tetrahydroisoquinoline derivatives having interesting cytostatic properties, to the preparation of the said new compounds, and to compositions comprising such a compound as a cytostatically active substance.
    Type: Grant
    Filed: November 27, 1989
    Date of Patent: November 10, 1992
    Assignee: Duphar International Research B.V.
    Inventors: Maurits E. A. Vandewalle, Johan T. A. Van der Eycken, Ineke van Wijngaarden, Roelof van Hes, Antonius Hulkenberg, Christophorus M. J. F. Keet
  • Patent number: 5137909
    Abstract: An indole derivative represented by the general formula (I) ##STR1## wherein R is hydrogen, lower alkyl having 1 to 6 carbons, carboxymethyl, or substituted or unsubstituted aralkyl; R.sup.1, R.sup.2, R.sup.3, and R.sup.4 may be the same with or different from each other and are hydrogen, halogen, lower alkyl having 1 to 6 carbons, lower alkoxy having 1 to 6 carbons, acyl, substituted or unsubstituted amino, nitro, hydroxy, acyloxy, substituted or unsubstituted aralkyl, substituted or unsubstituted aryloxy, or substituted or unsubstituted aralkyloxy, or a combination of R.sup.2 and R.sup.3 may be methylenedioxy;R.sup.5 is hydrogen, lower alkyl having 1 to 6 carbons, or substituted or unsubstituted aralkyl; R and R.sup.4, or R.sup.1 and R.sup.5 may form together a six-membered ring constituted of methylene chains which may contain a heteroatom;R.sup.6 and R.sup.
    Type: Grant
    Filed: May 14, 1990
    Date of Patent: August 11, 1992
    Assignee: Kyorin Seiyaku Kabushiki Kaisha
    Inventors: Hidehiko Miura, Naoki Harano, Yasuo Takano, Toshiro Mochizuki, Yoshinori Takahashi, deceased, Takashi Nagayama
  • Patent number: 5087621
    Abstract: The present invention relates to substituted azetidinylisothiazolopyridone derivatives which correspond to the general formula I: ##STR1## or its tautomeric formula ##STR2## It also relates to a process for preparing them and to their application as a medicinal product.
    Type: Grant
    Filed: April 11, 1990
    Date of Patent: February 11, 1992
    Assignee: Laboratorios del Dr. Esteve
    Inventors: Augusto C. Pinol, Jordi F. Constansa, Juan P. Corominas
  • Patent number: 5082942
    Abstract: The invention concerns new derivatives of tetrahydro-2,3,6,7,1H,5H,11H-(1)benzopyrano(6,7,8, ij)quinolizinone in accordance with formula: ##STR1## in which R.sup.1 represents a radical having formula: ##STR2## wherein m is equal to 0 or 1, and n is equal to 0 or is a whole number from 1 to 12, provided that n is equal to 0 when m is 0, or the radical having the formula:--NH--(CH.sub.2).sub.n --NH.sub.2,in which n has the above meaning.Said derivatives can be used as markers for organic compounds, in order to detect them by chemiluminescence or fluorescence.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: January 21, 1992
    Assignee: Laboratories Eurobio
    Inventors: Georges Mahuzier, Joseph Chalom, Robert Farinotti, Michel Tod
  • Patent number: 5073553
    Abstract: Benzofuro[3,2-c]quinoline compounds of the formula: ##STR1## wherein A represents a group of the formula of --CH.sub.2) .sub.m or --CH.sub.2 CH(OH)CH.sub.2 --; Y represents an N,N-di-alkylamino group, an N-mono-alkylamino group or a nitrogen atom-containing aliphatic geterocyclic group; n represents 0 or 1; m represents an integer of from 1 to 3, and pharmaceutically acceptable acid addition salts thereof, possess a strong inhibitory action on bone resorption, a stimulatory effect on ossification.
    Type: Grant
    Filed: November 22, 1989
    Date of Patent: December 17, 1991
    Assignee: Kissei Pharmaceutical Co., Ltd.
    Inventors: Tetsuhide Kamijo, Arao Ujiie, Naoyuki Tsutsumi, Atsushi Tsubaki
  • Patent number: 5071853
    Abstract: A novel series of polycyclic amines, derivatives, methods of making the compounds, novel intermediates, compositions containing them, and methods for using them in the treatment and prevention of cerebrovascular disorders are disclosed.
    Type: Grant
    Filed: February 27, 1990
    Date of Patent: December 10, 1991
    Inventors: Christopher F. Bigge, Sheryl J. Hays, Graham Johnson, Perry M. Novak, Daniel F. Ortwine
  • Patent number: 5064964
    Abstract: A unique process for preparing certain (2R-trans)hexahydroaroquinolizines, especially (2R-trans)-N-[2-(1,3,4,6,7,12b-hexahydro-2'-oxospiro[aro-[2,3-a]-quinolizi ne-2,4'-imidazolidin]-3'-yl) ethyl)-methanesulfonamide from (2R-trans)-N-[2-[(2-cyano-(1,3,4,6,7,12b-hexahydro-aro-[2,3-a]quinolizin-2 -yl)amino]ethyl]methanesulfonamide is described.
    Type: Grant
    Filed: April 9, 1990
    Date of Patent: November 12, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Ann E. DeCamp, Anthony O. King, Ralph P. Volante, Ichiro Shinkai
  • Patent number: 5034531
    Abstract: Novel polycyclic pyranyl compounds, pharmaceutical compositions, and their use as anti-viral agents are disclosed.
    Type: Grant
    Filed: December 23, 1988
    Date of Patent: July 23, 1991
    Assignee: Schering Corporation
    Inventors: Richard J. Friary, John H. Schwerdt, Ashit K. Ganguly
  • Patent number: 5023261
    Abstract: Benzofuro[3,2-c]quinoline compounds of the general formula: ##STR1## wherein (1) each of R.sup.1 and R.sup.2 is the same, and represent a group of the formula of --OR.sup.3 in which R.sup.3 represents a carbamoyl group, an N-mono-alkylcarbamoyl group, an N,N-dialkylcarbamoyl group, an alkylsulfonyl group, a formyl group or an aliphatic acyl group which may have an alkoxycarbonyl group as a substituent; m represents zero, 1 or 2; n represents zero or 1; with the proviso that n is not zero when m is zero,(2) each of R.sup.1 and R.sup.2 is different, and represent a hydroxy group or an N,N-di-alkylcarbamoyloxy group; m represents 1 or 2; n represents 1, possess a strong inhibitory action on bone resorption and a stimulatory effect on ossification. Some benzofuro[3,2-c]quinoline compounds of the above general formula also possess a stimulatory effect on longitudinal bone growth, and thus are useful for the prevention or treatment of osteoporosis.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: June 11, 1991
    Assignee: Kissei Pharmaceutical Co., Ltd.
    Inventors: Tetsuhide Kamijo, Arao Ujiie, Hiromu Harada, Naoyuki Tsutsumi, Atsushi Tsubaki, Toshiaki Yamaguchi, Hideo Nagata
  • Patent number: 5011845
    Abstract: Compounds of the formula ##STR1## wherein R.sup.5 represents C.sub.1 to C.sub.6 -alkyl or the group--(CH.sub.2).sub.n --Z--(CH.sub.2).sub.m --Ar wherein Z represents O, S or --CH.sub.2 --and Ar is phenyl, optionally substituted by one or two groups selected from the group consisting of hydrogen, C.sub.1 to C.sub.6 -alkyl, C.sub.1 to C.sub.6 -alkoxy, Cl,F,Br,I,NO.sub.2, CF.sub.3, CN, R.sup.6 -S(O).sub.x, R.sup.7 --CO--,(R.sup.8 R.sup.9)NCO-and phenyl, wherein x is 0, 1 or 2, and each R.sup.6, R.sup.7, R.sup.8 and R.sup.9 is independently C.sub.1 to C.sub.6 alkyl or two adjacent groups on Ar may form together an additional fused benzenoid ring; n and m independently represent integers of from 1 to 8; and ring Q represents one of the rings Q.sub.1, Q.sub.2, Q.sub.3 or Q.sub.4 below: ##STR2## X is N or C--R.sup.1 ; Y is N or C--R.sup.4 ;W represents O or S;each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is independently selected from hydrogen, C.sub.1 to C.sub.6 -alkyl, C.sub.1 to C.sub.6 -alkoxy, Cl,F,Br,I,NO.sub.
    Type: Grant
    Filed: June 13, 1990
    Date of Patent: April 30, 1991
    Assignee: Schering Corporation
    Inventors: David J. Blythin, Ho-Jane Shue, Ashit K. Ganguly
  • Patent number: 4985430
    Abstract: There are disclosed a 9-acylamino-tetrahydroacridine derivative represented by the following formula (I): ##STR1## wherein R ##STR2## are as defined in the specification, its optical antipode or pharmaceutically acceptable acid addition salt thereof and a memory enhancing agent containing the same as an active ingredient.
    Type: Grant
    Filed: December 2, 1988
    Date of Patent: January 15, 1991
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Shuji Morita, Ken-Ichi Saito, Kunihiro Ninomiya, Akihiro Tobe, Issei Nitta, Mamoru Sugano
  • Patent number: 4977158
    Abstract: The invention relates to novel tetracyclic compounds with an anti-depressant action, without neuroleptic or sedative side effects, of the general formula I ##STR1## and also functional derivatives hereof, wherein: R.sup.1 represents one or two identical or different substituents denoting H, OH, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy;R.sup.2 represents one or two identical or different substituents having the same meaning as R.sup.1 ;R.sup.3 and R.sup.4 are two substituents which are in the cis configuration and of which one is H and the other is OH;R.sup.5 is H or C.sub.1 -C.sub.4 alkyl;X denotes O or S;n is 0 or 1.
    Type: Grant
    Filed: August 23, 1989
    Date of Patent: December 11, 1990
    Assignee: Akzo N.V.
    Inventor: Johannes H. Wieringa
  • Patent number: 4946955
    Abstract: A method for preparation of polycyclic 1,3-thiazolidines is described. The method comprises reacting a fluoride ion source, in a solvent, with an onium salt synthesized by the reaction of a nitrogenous heteroaromatic compound with a halomethyl trimethylsilylmethyl sulfide, the halomethyl trimethylsilylmethyl sulfide being selected from the group consisting of chloromethyl trimethylsilylmethyl sulfide, bromomethyl trimethylsilylmethyl sulfide, or iodomethyl trimethylsilylmethyl sulfide.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: August 7, 1990
    Assignee: Toray Silicone Company Limited
    Inventor: Akira Hosomi
  • Patent number: 4927926
    Abstract: The present invention relates to new heterocyclic compounds, derivatives of 7-(1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids, characterized in that they correspond to formula (I) ##STR1## The invention also relates to the preparation of these compounds and their applications as medicines.
    Type: Grant
    Filed: December 27, 1988
    Date of Patent: May 22, 1990
    Assignee: Laboratorios del Dr. Esteve S.A.
    Inventors: Juan P. Corominas, Jordi F. Constansa, Augusto C. Pinol
  • Patent number: 4835276
    Abstract: The present invention is directed to an enantioselective synthesis of 1,3,4,6,7,12b(S)-hexahydro-2H-benzo[b]furo[2,3-a]quinolizin-2-one which is an intermediate in the production of the .alpha..sub.2 -adrenergic antagonist (2R,12bS)-N-(1,3,4,6,7,12-hexahydro-2H-benzo[b]furo[2,3-a]quinolizin-2-yl) -N-methyl-2-hydroxy-ethanesulfonamide hydrochloride.
    Type: Grant
    Filed: July 3, 1986
    Date of Patent: May 30, 1989
    Assignee: Merck & Co., Inc.
    Inventors: Ralph P. Volante, Richard Desmond, Ichiro Shinkai
  • Patent number: 4826850
    Abstract: The present invention provides a quinoline base compound represented by the following general formula (1) of: ##STR1## wherein X is CH.sub.2, O or S. Further provided are the process for the preparation of the aforementioned quinoline base compound and an anticancer agent including the same as a pharmacologically efficacious component.
    Type: Grant
    Filed: October 19, 1987
    Date of Patent: May 2, 1989
    Assignee: Mect Corporation
    Inventor: Masatoshi Yamato
  • Patent number: 4810708
    Abstract: Novel polycyclic quinoline, naphthyridine and pyrazinopyridine derivatives are disclosed which are useful for treating allergic reactions, inflammation, peptic ulcers, hypertension, and hyperproliferative skin diseases and for suppressing the immune response in mammals. Methods for preparing said compounds are also disclosed.
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: March 7, 1989
    Assignee: Schering Corporation
    Inventors: Ashit K. Ganguly, Richard J. Friary, John H. Schwerdt, Marvin I. Siegel, Sidney R. Smith, Vera A. Seidl, Edmund J. Sybertz
  • Patent number: 4788202
    Abstract: The invention concerns sulphonamides of general formula ##STR1## and their pharmaceutically acceptable acid addition salts. In formula (I), R represents hydrogen or lower alkyl, R.sup.1 and R.sup.2 which may be the same or different each represents hydrogen, lower alkyl, lower alkoxy or halogen, R.sup.3 and R.sup.4 which may be the same or different each represents lower alkyl, halo(lower)alkyl or aryl, A represents a lower alkylene group having 1 to 3 carbon atoms in the chain between the two N atoms and X represents O, S or NR.sup.5 (where R.sup.5 is hydrogen or lower alkyl). The compounds possess .alpha..sub.2 -adrenoceptor antagonistic activity in warm blooded animals.
    Type: Grant
    Filed: July 9, 1987
    Date of Patent: November 29, 1988
    Assignee: John Wyeth & Brother Limited
    Inventor: Terence J. Ward
  • Patent number: 4698345
    Abstract: There are provided benzopyrans of formula I, ##STR1## wherein the substituents, R.sub.5 -R.sub.8 and EA are as defined in the specification. These compounds are useful as anti-asthmatic agents.
    Type: Grant
    Filed: January 28, 1985
    Date of Patent: October 6, 1987
    Assignee: Fisons plc
    Inventors: Ian D. Dicker, John L. Suschitzky
  • Patent number: 4690928
    Abstract: Substituted hexahydro arylquinolizines and pharmaceutically acceptable salts thereof are selective .alpha..sub.6 -adrenergic receptor antagonists and thereby useful as antidepressants, antihypertensives, antidiabetics, antiobesity and platelet aggregation inhibitors.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: September 1, 1987
    Assignee: Merck & Co., Inc.
    Inventors: Joel R. Huff, Joseph P. Vacca, John J. Baldwin
  • Patent number: 4686226
    Abstract: Substituted hexahydro arylquinolizines and pharmaceutically acceptable salts thereof are selective .alpha..sub.2 -adrenergic receptor antagonists and thereby useful as antidepressants, antihypertensives, ocular antihypertensives, antidiabetics, antiobesity and platelet aggregation inhibitors and modifiers of gastrointestinal motility.
    Type: Grant
    Filed: September 3, 1985
    Date of Patent: August 11, 1987
    Assignee: Merck & Co., Inc.
    Inventors: Joel R. Huff, John J. Baldwin, Yojiro Sakurai, Joseph P. Vacca, James P. Guare, Jr.
  • Patent number: 4659734
    Abstract: A compound of the formula ##STR1## R.sub.1 is hydrogen, alkali metal, alkaline earth metal, lower alkyl, pivaloyloxymethyl or phthalidyl;R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are the same or different and are hydrogen, halogen, lower alkoxy or ##STR2## wherein R.sub.6 and R.sub.7 are lower alkyl or R.sub.6 and R.sub.7 together with the nitrogen atom to which they are attached form a five- to seven-membered unsubstituted or substituted heterocyclic ring containing said nitrogen atom as the sole hetero atom or containing nitrogen, sulfur or oxygen as additional hetereo atoms;A is a saturated or unsaturated hydrocarbon chain of one to five carbon atoms, unsubstituted or substituted by lower alkyl; lower alkoxy; lower alkylthio; hydroxy; halogen; lower alkyl substituted by halogen, amino, loweralkoxycarbonyl, carboxy, lower-alkoxy, loweralkylthio, loweracyloxy or hydroxy; loweralkylamino; carboxy; nitro; cyano; carbonyl; imino; or by substituted or unsubstituted phenyl, phenylthio, phenylamino or phenoxy; andR.
    Type: Grant
    Filed: August 15, 1983
    Date of Patent: April 21, 1987
    Assignee: Nippon Shinyaku Co., Ltd.
    Inventors: Hiroshi Enomoto, Masahiro Kise, Masakuni Ozaki, Masahiko Kitano, Iwao Morita
  • Patent number: 4590275
    Abstract: The preparation of the hitherto unknown benzoheterazolo[3,2-a]quinolinium salts via, the photochemically induced cyclization of 2-chlorostyrylbenzoheterazoles is described. The new products show cytotoxic, antitumor and antiviral activity.
    Type: Grant
    Filed: June 16, 1983
    Date of Patent: May 20, 1986
    Assignee: Commonwealth of Puerto Rico
    Inventors: Osvaldo Cox, Adriana Baez
  • Patent number: 4547507
    Abstract: Novel benzothiopyranopyridinones of the formula ##STR1## wherein A,B,C and D are individually selected from the group consisting of hydrogen, alkyl and alkoxy of 1 to 6 carbon atoms, nitro, halogen, amino and acylamino of 2 to 7 carbon atoms or A and B or C and D taken with the carbon atoms to which they are attached form a benzene ring, R is selected from the group consisting of hydrogen and R', R' is selected from the group consisting of alkyl of 1 to 9 carbon atoms, alkenyl of 2 to 9 carbon atoms optionally substituted with an --OH, cycloalkyl of 3 to 9 carbon atoms, phenyl, aralkyl of 7 to 9 carbon atoms and --(CH.sub.2).sub.
    Type: Grant
    Filed: July 12, 1983
    Date of Patent: October 15, 1985
    Assignee: Roussel Uclaf
    Inventors: David A. Rowlands, Roger J. Gillespie, Ian R. Ager, Stephen Clements-Jewery, Colin R. Gardner
  • Patent number: 4539326
    Abstract: The present invention relates to novel 5-oxo-5H-[1]benzopyrano[2,3-b]pyridine derivatives useful for effective medicines for the treatment of various connective tissue diseases such as chronic rheumatoid arthritis and varieties of inflammatory diseases caused by immunoreaction, which have the following formula: ##STR1## wherein R is the same or different and represents hydrogen, alkyl, alkoxy, nitro, hydroxyl, acyl, hydroxyalkyl, halogen with the proviso that m is 1,2 or 3, or a tetramethylene (--(CH.sub.2).sub.4 --) or butadienylene (--CH.dbd.CH--CH.dbd.CH--) group which, in conjunction with two adjacent carbon atoms on the ring, forms a six-membered ring with the proviso that m is 1; n is 1 or 2, or a physiologically acceptable salt or ester thereof.
    Type: Grant
    Filed: July 5, 1983
    Date of Patent: September 3, 1985
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Akira Nohara, Seiji Kuzuna
  • Patent number: 4476131
    Abstract: Tricyclic benzo fused compounds of the formula ##STR1## and pharmaceutically acceptable cationic and acid addition salts thereof, wherein n is zero, 1 or 2, and t is 1 or 2; M is CH or N, R.sub.1 is H or certain acyl groups; Q is CO.sub.2 R.sub.4, COR.sub.5, C(OR.sub.7)R.sub.5 R.sub.6, CN, CONR.sub.9 R.sub.10, CH.sub.2 NR.sub.9 R.sub.10, CH.sub.2 NHCOR.sub.11, CH.sub.2 NHSO.sub.2 R.sub.12, 5-tetrazolyl or when n is 1, Q and OR.sub.1 together form a lactone or certain reduced derivatives thereof; and Z is certain alkyl, alkoxy, alkoxyalkyl, aralkyl, aralkoxy, aryloxyalkyl or aralkoxyalkyl groups, are valuable central nervous system active agents, methods for their use, pharmaceutical compositions containing them and certain intermediates therefor.
    Type: Grant
    Filed: March 16, 1982
    Date of Patent: October 9, 1984
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4404138
    Abstract: Anticholinergic 3-[2-(azabicyclo)ethyl]-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-c]pyridin -5-ones useful for treating bronchospastic diseases in mammals are disclosed. Also disclosed are methods for preparing said compounds, pharmaceutical compositions containing them and methods for using said pharmaceutical compositions.
    Type: Grant
    Filed: June 22, 1982
    Date of Patent: September 13, 1983
    Assignee: Warner-Lambert Company
    Inventors: David T. Connor, Charles F. Schwender, Roderick J. Sorenson, Paul C. Unangst
  • Patent number: 4382939
    Abstract: Anticholinergic 3-[2-(mono- and dialkylamino)-propyl]-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-c]-pyridin- 5-ones useful for treating bronchospastic diseases in mammals are disclosed. Also disclosed are methods for preparing said compounds, pharmaceutical compositions containing them and methods for using said pharmaceutical compositions.A method for preparing the intermediate which is required to prepare the unsubstituted benzopyrano-[3,4-c]pyridin-5-ones of the invention is also disclosed.
    Type: Grant
    Filed: February 23, 1982
    Date of Patent: May 10, 1983
    Assignee: Warner Lambert Company
    Inventors: David T. Connor, Charles F. Schwender, Roderick J. Sorenson, Paul C. Unangst
  • Patent number: 4299963
    Abstract: The present invention relates to novel 1-azaxanthone-3-carboxylic acid and its derivatives usable for effective medicines for the treatment of allergic diseases, which are shown by the following formula (I) ##STR1## wherein R.sub.1 is hydrogen, alkyl, phenyl, carboxyl, hydroxyl, alkoxy or amino group which may be unsubstituted or substituted by one alkyl, m is 0, 1 or 2 and R.sub.2 is alkyl, alkoxy, halogen, nitro, hydroxy, carboxyl, butadienylene (--CH.dbd.CH--CH.dbd.CH--) which forms a benzene ring with any adjacent carbon atoms or amino group which may be unsubstituted or substituted by at least one alkyl, and their physiologically acceptable salts.
    Type: Grant
    Filed: August 13, 1980
    Date of Patent: November 10, 1981
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Akira Nohara, Hirosada Sugihara, Kiyoshi Ukawa
  • Patent number: 4258046
    Abstract: Pyrano-heterocycles of the formula ##STR1## in which R.sup.1 represent hydrogen or an alkyl radical containing up to 4 carbon atoms; R.sup.2 represents hydrogen or an alkyl, alkoxy or haloalkyl radical each having up to 3 carbon atoms, or halogen; or R.sup.1 and R.sup.2 together form an ethylene or propylene group, and R.sup.3 and R.sup.4, independently of each other, are hydrogen or alkyl or alkoxy radicals each of which groups containing up to 3 carbon atoms, which may be unsubstituted or substituted totally or partially with halogen atoms, halogen or alkoxycarbonyl having up to 3 carbon atoms in the alkyl group and R.sup.5 represents a nitro group or hydrogen, their physiologically tolerated salts, processes for preparing these compounds and medicaments containing these compounds.
    Type: Grant
    Filed: August 22, 1979
    Date of Patent: March 24, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Friedrich-Johannes Kammerer, Ulrich Gebert, Hans G. Alpermann
  • Patent number: 4255576
    Abstract: The present invention relates to novel 1-azaxanthone derivatives, which are shown by the following formula: ##STR1## wherein m is 1 or 2R'.sub.1 is hydrogen, C.sub.1-6 alkyl, phenyl, C.sub.1-6 alkoxycarbonyl, hydroxy, C.sub.1-4 alkoxy, amino or C.sub.1-3 alkylamino;each of R.sub.2 is independently C.sub.1-6 alkyl, C.sub.1-4 alkoxy, halogen, nitro, hydroxy, carboxy, amino, C.sub.1-3 alkylamino or di(C.sub.1-3 alkyl) amino; orwhen m is 2, the two R.sub.2 groups may be independently as defined above or may form together with adjacent rings carbon atoms the butadienylene group;R.sub.3 is cyano, C.sub.1-6 alkoxycarbonyl, carboxamide, N-C.sub.1-3 alkylcarboxamide or N,N-di(C.sub.1-3 alkyl) carboxamide.The novel derivatives are useful as intermediates for 1-azaxanthone-3-carboxylic acid derivatives having effective antiallergic and bronchodilating activities.
    Type: Grant
    Filed: December 18, 1978
    Date of Patent: March 10, 1981
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Akira Nohara, Hirosada Sugihara, Kiyoshi Ukawa
  • Patent number: 4158058
    Abstract: The invention relates to novel dibenzo[1,2;5,6]cyclohepta pyridine or -pyrrole derivatives, dibenzo[2,3;6,7]oxepino pyridine or pyrrole derivatives, dibenzo[2,3;6,7]thiepino pyridine or pyrrole derivatives and dibenzo[b,f]pyrido or pyrrolo azepine derivatives of general formula: ##STR1## as well as the pharmaceutically acceptable salts and nitrogen oxides thereof, whereinR.sub.1, r.sub.2, r.sub.3 and R.sub.4 each represent hydrogen, hydroxy, halogen, an alkyl (1-6 C) group, an alkoxy or alkylthio group in which the alkyl group contains 1-6 C-atoms, or a trifluoromethyl group,R.sub.5 represents hydrogen, an alkyl group with 1-6 carbon atoms or an aralkyl group with 7-10 carbon atoms,M is the number 1 or 2,X represents oxygen, sulphur, the group ##STR2## OR THE GROUP --CH.sub.2 -- and R.sub.6 represents hydrogen or a lower alkyl group (1-4 C),having CNS-depressant activity and excellent antihistamine and antiserotonin activities.
    Type: Grant
    Filed: June 26, 1978
    Date of Patent: June 12, 1979
    Assignee: Akzona Incorporated
    Inventor: Willem J. van der Burg
  • Patent number: 4154836
    Abstract: The invention relates to novel dibenzo[1,2;5,6]cyclohepta pyridine or -pyrrole derivatives, dibenzo[2,3;6,7]oxepino pyridine or pyrrole derivatives, dibenzo[2,3;6,7]thiepino pyridine or pyrrole derivatives and dibenzo[b,f]pyrido or pyrrolo azepine derivatives of general formula: ##STR1## as well as the pharmaceutically acceptable salts and nitrogen oxides thereof, whereinR.sub.1, r.sub.2, r.sub.3 and R.sub.4 each represent hydrogen, hydroxy, halogen, an alkyl (1-6 C) group, an alkoxy or alkylthio group in which the alkyl group contains 1-6 C-atoms, or a trifluoromethyl group,R.sub.5 represents hydrogen, an alkyl group with 1-6 carbon atoms or an aralkyl group with 7-10 carbon atoms,M is the number 1 or 2,X represents oxygen, sulphur, the group ##STR2## or the group --CH.sub.2 -- and R.sub.6 represents hydrogen or a lower alkyl group (1-4 C),having CNS-depressant activity and excellent antihistamine and antiserotonin activities.
    Type: Grant
    Filed: June 23, 1978
    Date of Patent: May 15, 1979
    Assignee: Akzona Incorporated
    Inventor: Willem J. van der Burg
  • Patent number: 4145424
    Abstract: The compound 1,4,4a-trimethyl-1,2,4a,4b,9a,10a-hexahydro-10H benzo ?b! thieno ?2',3':4,3! cyclopent ?1,2-b!-pyridine of the formula: ##STR1## or a pharmaceutically acceptable acid addition salt thereof is disclosed as an analgesic compound.
    Type: Grant
    Filed: March 14, 1978
    Date of Patent: March 20, 1979
    Assignee: Laboratorios Made, S.A.
    Inventors: Ricardo G. Jarque, Mercedes A. Domingo, Juan Bosch Cartes, Cristobal M. Roldan, Fernando R. Peinado
  • Patent number: 4145434
    Abstract: The invention relates to novel dibenzo?1,2;5,6! cyclophepta pyridine or -pyrrole derivatives, dibenzo?2,3;6,7! oxepino pyridine or pyrrole derivatives, dibenzo?2,3;6,7! thiepino pyridine or pyrrole derivatives and dibenzo?b,f! pyrido or pyrrole azepine derivatives of general formula: ##STR1## as well as the pharmaceutically acceptable salts and nitrogen oxides thereof, whereinR.sub.1, r.sub.2, r.sub.3 and R.sub.4 each represent hydrogen, hydroxy, halogen, an alkyl (1-6 C) group, an alkoxy or alkylthio group in which the alkyl group contains 1-6 C-atoms, or a trifluoromethyl group,R.sub.5 represents hydrogen, an alkyl group with 1-6 carbon atoms or an aralkyl group with 7-10 carbon atoms,M is the number 1 or 2,X represents oxygen, sulphur, the group ##STR2## or the group --CH.sub.2 -- and R.sub.6 represents hydrogen or a lower alkyl group (1-4 C), having CNS-depressant activity and excellent antihistamine and antiserotonin activities.
    Type: Grant
    Filed: May 18, 1977
    Date of Patent: March 20, 1979
    Assignee: Akzona Incorporated
    Inventor: Willem J. VAN DER Burg