Benzo Is The Other Cyclo Patents (Class 544/62)
  • Patent number: 4639442
    Abstract: A class of benzocyclobutene aminoalkylene ether and thioether compounds exhibiting pharmacological activity, including anti-secretory and anti-ulcerogenic activity, pharmaceutical compositions comprising these compounds, and methods for the treatment of gastrointestinal hyperacidity and ulcerogenic disorders in mammals using said compositions.
    Type: Grant
    Filed: November 1, 1985
    Date of Patent: January 27, 1987
    Assignee: William H. Rorer, Inc.
    Inventors: Donald E. Kuhla, Henry F. Campbell, William L. Studt
  • Patent number: 4638001
    Abstract: A class of bicyclic benzenoid aminoalkylene ether and thioether compounds exhibiting pharmacological activity, including anti-secretory and anti-ulcerogenic activity, pharmaceutical compositions comprising these compounds, and methods for the treatment of gastrointestinal hyperacidity and ulcerogenic disorders in mammals using said compositions.
    Type: Grant
    Filed: April 27, 1984
    Date of Patent: January 20, 1987
    Assignee: William H. Rorer, Inc.
    Inventors: Donald E. Kuhla, Henry F. Campbell, William L. Studt
  • Patent number: 4632927
    Abstract: A class of bicyclic nitrogen heterocyclic ether and thioether compounds exhibiting pharmacological activity including cytoprotective, H.sub.2 -antagonist, anti-secretory and anti-ulcerogenic activity, pharmaceutical compositions comprising these compounds, and methods for the treatment of gastrointestinal hyperacidity and ulcerogenic disorders in mammals using said compositions are disclosed.
    Type: Grant
    Filed: March 20, 1984
    Date of Patent: December 30, 1986
    Assignee: William H. Rorer, Inc.
    Inventors: Henry F. Campbell, Donald E. Kuhla, William L. Studt, Stuart A. Dodson
  • Patent number: 4625027
    Abstract: Chromogenic bisquinazolines of the formula ##STR1## wherein Q is the direct bond or an aliphatic or cycloaliphatic hydrocarbon radical, or is --CO--, --S-- or --SO.sub.2 --, andY is the radical of a couplable compound, in particular an N-substituted 4-aminophenyl radical or a hydrogenated quinoline radical, and the rings A, B and D are unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, phenyl, benzyl, lower alkoxy or lower alkoxycarbonyl.These compounds are particularly suitable color formers for pressure-sensitive or heat-sensitive recording materials and produce intense yellow or orange color of excellent fastness to light and, in particular, sublimation.
    Type: Grant
    Filed: October 14, 1983
    Date of Patent: November 25, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Ian J. Fletcher
  • Patent number: 4623486
    Abstract: Certain novel p-aminomethylbenzoyl derivatives of 4-hydroxy-2-methyl-N-(2-pyridinyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide and several other closely-related known oxicams have been prepared. These particular compounds are useful in therapy as prodrug forms of the known anti-inflammatory and analgesic oxicams. Preferred member compounds include 2-methyl-4-[4-(morpholinomethyl)benzoyloxy]-N-(2-pyridinyl)-2H-1,2-benzoth iazine-3-carboxamide 1,1-dioxide, 2-methyl-4-[4-(piperidinomethyl)benzoyloxy]-N-(2-pyridinyl)-2H-1,2-benzoth iazine-3-carboxamide 1,1-dioxide, 2-methyl-N-(6-methyl-2-pyridinyl)-4-[4-(piperidinomethyl)benzoyloxy]-2H-1, 2-benzothiazine-3-carboxamide 1,1-dioxide, 2-methyl-4-[4-(4-methylpiperazinomethyl)benzoyloxy]-N-(2-pyridinyl)-2H-1,2 -benzothiazine-3-carboxamide 1,1-dioxide and 2-methyl-4-[4-(pyridiniummethyl)benzoyloxy]-N-(2-pyridinyl)-2H-1,2-benzoth iazine-3-carboxamide 1,1-dioxide chloride. Methods for preparing these compounds from known starting materials are provided.
    Type: Grant
    Filed: May 29, 1985
    Date of Patent: November 18, 1986
    Assignee: Pfizer Inc.
    Inventor: Joseph G. Lombardino
  • Patent number: 4612309
    Abstract: A class of bicyclic benzo-oxy heterocyclic ether and thioether compounds exhibiting pharmacological activity, including anti-secretory and anti-ulcerogenic activity, pharmaceutical compositions comprising these compounds, and methods for the treatment of gastro-intestinal hyperacidity and ulcerogenic disorders in mammals using said compositions.
    Type: Grant
    Filed: October 23, 1984
    Date of Patent: September 16, 1986
    Assignee: William H. Rorer, Inc.
    Inventors: Donald E. Kuhla, Henry F. Campbell, William L. Studt, Kent W. Neuenschwander
  • Patent number: 4599427
    Abstract: The new azolylmethylamines can be prepared by reaction of amines and azoles with formaldehyde. They can be used in microbicidal agents.
    Type: Grant
    Filed: September 28, 1983
    Date of Patent: July 8, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegfried Oeckl, Hans-Georg Schmitt, Wilfried Paulus, Hermann Genth
  • Patent number: 4581354
    Abstract: 3-Arylcarbonyl- and 3-cycloalkylcarbonyl-1-aminoalkyl-1H-indoles, useful as analgesic, anti-rheumatic and anti-inflammatory agents, are prepared by reacting a 3-arylcarbonyl- or 3-cycloalkylcarbonylindole with an aminoalkyl halide in the presence of an acid-acceptor; by reacting a 1-aminoalkyl-1H-indole with an arylcarboxylic acid halide or a cycloalkanecarboxylic acid halide in the presence of a Lewis acid; or by reacting a 3-arylcarbonyl- or 3-cycloalkanecarbonyl-1-tosyloxyalky- or haloalkyl-1H-indole with an amine.
    Type: Grant
    Filed: July 15, 1985
    Date of Patent: April 8, 1986
    Assignee: Sterling Drug Inc.
    Inventor: Malcolm R. Bell
  • Patent number: 4579845
    Abstract: This invention relates to novel tri-substituted guanidines linked to a piperidine ring.More specifically, it relates to cyanoguanidines of formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 are substituentsn is an integer of zero to 1n' is an integer of zero to 1A and B are --CH.sub.2 --, CHOH, --CO-- or a single bondas well as the acid addition salts thereof with a mineral or organic acid.The compounds have interesting pharmacological properties which make them useful as active ingredient of medicines, e.g. antihypertensives.
    Type: Grant
    Filed: December 8, 1983
    Date of Patent: April 1, 1986
    Assignee: Bouchara S.A.
    Inventors: Pierre-Jean Cornu, Claude Perrin, Bernard Dumaitre, Gilles Streichenberger
  • Patent number: 4555569
    Abstract: The invention relates to chromogenic quinazolines of the formula ##STR1## wherein Y is a polycyclic non-aromatic heterocyclic radical which is attached to the quinazoline moiety through a fused benzene nucleus and is unsubstituted or substituted, andZ is hydrogen, R, --OR.sub.1, --SR.sub.1 or --NR.sub.2 R.sub.3, whereinR and R.sub.1 are each alkyl which is unsubstituted or substituted by cyano or lower alkoxy, or are cycloalkyl, unsubstituted or substituted aryl or aralkyl or an unsubstituted or substituted heterocyclic radical, and R.sub.1 can also be haloalkyl,R.sub.2 and R.sub.3, each independently of the other, are hydrogen, alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano or lower alkoxy, or are cycloalkyl, phenyl, benzyl, or phenyl or benzyl which are each substituted by halogen, nitro, cyano, lower alkyl, lower alkoxy or lower alkoxycarbonyl, and R.sub.2 can also be acyl; or R.sub.2 and R.sub.
    Type: Grant
    Filed: June 22, 1984
    Date of Patent: November 26, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Zink, Ian J. Fletcher
  • Patent number: 4550118
    Abstract: Compounds of Formula I are described ##STR1## in which X and Y are independently --NH--, --O-- or --S--; Z may be a pyrimidine, triazine, triazole, thiazole, thiadiazole ring. The methods of preparation are described. The compounds are useful as antipeptic ulcer agents.
    Type: Grant
    Filed: October 24, 1983
    Date of Patent: October 29, 1985
    Assignees: Ikeda Mohando Co., Ltd., Otsuka Pharmaceutical Co., Ltd.
    Inventors: Toshiya Sugino, Fujio Nohara, Tomoaki Fujinawa, Kazuo Ogawa, Teruo Mizukami, Shunichi Shirai
  • Patent number: 4539317
    Abstract: Novel 4-substituted amino-3-[3-alkylindoloamino-2-hydroxypropoxy] thiadiazole compounds and methods for their preparation are disclosed. These compounds and their salts exhibit pharmacological activity including antihypertensive and .beta.-adrenergic blocking activity.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: September 3, 1985
    Assignee: Merck & Co., Inc.
    Inventors: John J. Baldwin, Gerald S. Ponticello
  • Patent number: 4495352
    Abstract: 1-Aryloxy-3-[(3-indolyl)-tert.-butyl]amino-2-propanols having a heterocyclic aryl-attached substituent or aryl-fused heterocyclic ring are antihypertensive agents having vasodilator and adrenergic .beta.-receptor blocking action.
    Type: Grant
    Filed: December 3, 1981
    Date of Patent: January 22, 1985
    Assignee: Mead Johnson & Company
    Inventors: William E. Kreighbaum, William T. Comer
  • Patent number: 4492705
    Abstract: 3-Amidino-benzisothiazole-1,1-dioxides of the formula ##STR1## wherein R.sub.1 and R.sub.2 are each C.sub.1 -C.sub.5 -alkyl or C.sub.2 -C.sub.5 -alkenyl,R.sub.3 is hydrogen or methyl, orR.sub.1 and R.sub.2 together form a C.sub.3 -C.sub.6 -alkylene chain which can be interrupted by O, S or NH, orR.sub.1 and R.sub.3 together are --CH.sub.2 --CH.sub.2 --CH.sub.2 --, andX.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, halo-C.sub.1 -C.sub.5 -alkyl or C.sub.1 -C.sub.5 -alkoxy.A process for producing these 3-amidino-benzisothiazole-1,1-dioxides and their use for controlling pests are described.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: January 8, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Jozef Drabek
  • Patent number: 4490527
    Abstract: Compounds of the formula: ##STR1## wherein B is a moiety having the formula: ##STR2## R is mono- or dihalo, amino, nitro, cyano, hydroxy, trifluoromethyl, mercapto, lower alkyl, lower alkoxy, alkanoyl, cycloalkyl of 4-7 carbon atoms, carboxy, alkoxycarbonyl, mono- or di-lower alkyl substituted amino, alkanoylamino, lower alkyl thio, lower alkylsulfonyl, sulfamoyl, lower alkyl substituted sulfamoyl, phenyl or phenyl substituted with halo, lower alkyl, lower alkoxy, trifluoromethyl, hydroxy, amino, cyano or nitro.X is SO.sub.2, SO, S or C.dbd.O; andA is amine selected from the group ##STR3## , wherein R.sup.1 is hydrogen or R.sup.2 CH.sub.2 wherein R.sup.2 is mono- or diloweralkylamino, mono- or di-N-lower alkylaminoloweralkyl, (2-furyl)methylamino, benzylamino, lowercycloalkylamino, 1-pyrrolidinyl, 1-piperidinyl, 1-hexahydroazepinyl, 1-octahydroazocinyl, 3-thiazolidinyl, 4-morpholinyl or 4-thiomorpholinyl; R.sup.3 is hydrogen or (1-piperidinyl)methyl with the proviso that when R.sup.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: December 25, 1984
    Assignee: American Home Products Corporation
    Inventors: Guy A. Schiehser, Donald P. Strike
  • Patent number: 4483857
    Abstract: 2,4-Diaminoquinazoline compounds of the formula ##STR1## or a pharmaceutically acceptable salt thereof wherein R is a pyrimidinyl, pyrazinyl, pyridazinyl or triazinyl group linked to the piperazine ring by one of its carbon atoms, and optionally substituted by hydroxy, halogen, alkyl, aralkyl, alkoxy, aralkoxy, alkylthio, aryl, aryloxy and certain amino groups; their use as an antihypertensive agent and pharmaceutical compositions containing them.
    Type: Grant
    Filed: August 24, 1983
    Date of Patent: November 20, 1984
    Assignee: Pfizer Inc.
    Inventors: Simon F. Campbell, Rhona M. Plews
  • Patent number: 4483859
    Abstract: 2,4-Diaminoquinazoline compounds of the formula ##STR1## or a pharmaceutically acceptable salt thereof wherein R is a pyrimidinyl, pyrazinyl, pyridazinyl or triazinyl group linked to the piperazine ring by one of its carbon atoms, and optionally substituted by hydroxy, halogen, alkyl, aralkyl, alkoxy, aralkoxy,alkylthio, aryl, aryloxy and certain amino groups; their use as an antihypertensive agent and pharmaceutical compositions containing them.
    Type: Grant
    Filed: August 24, 1983
    Date of Patent: November 20, 1984
    Assignee: Pfizer Inc.
    Inventors: Simon F. Campbell, Rhona M. Plews
  • Patent number: 4466965
    Abstract: The present invention relates to new compounds of the formula ##STR1## alkylene, or --S-- where R.sub.1 is hydrogen, alkyl, or aryl; W is hydrogen, hydroxy, amino, alkyloxy, aryloxy, O-alkyl, or O-aralkyl; (Y).sub.A is --CH.sub.2 NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 may be hydrogen, substituted alkyls, aryls, or together with N form a 5 to 7 membered heterocyclic group; and Ar is a substituted or unsubstituted heteroaryl. These compounds are useful in the treatment of various cardiac arrhythmias.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: August 21, 1984
    Assignee: American Hospital Supply Corporation
    Inventors: David M. Stout, William L. Matier
  • Patent number: 4435401
    Abstract: 2,4-Diaminoquinazoline compounds of the formula ##STR1## or a pharmaceutically acceptable salt thereof wherein R is a pyrimidinyl, pyrazinyl, pyridazinyl or triazinyl group linked to the piperazine ring by one of its carbon atoms, and optionally substituted by hydroxy, halogen, alkyl, aralkyl, alkoxy, aralkoxy, alkylthio, aryl, aryloxy and certain amino groups; their use as an antihypertensive agent and pharmaceutical compositions containing them.
    Type: Grant
    Filed: December 23, 1981
    Date of Patent: March 6, 1984
    Assignee: Pfizer Inc.
    Inventors: Simon F. Campbell, Rhona M. Plews
  • Patent number: 4414220
    Abstract: A series of organic diamine base compounds derived from either an aromatic, alicyclic or heterocyclic ring and possessing, for the most part, an intervening methylene group between the ring and the aforesaid basic moiety have been prepared, including their pharmaceutically acceptable acid addition salts as well as oral pharmaceutical compositions containing same. These particular compounds are found to be useful in therapy as oral hypoglycemic agents. Preferred member compounds include 1,1'-[1,2-phenylenebis(methylene)]bispiperidine, 2,3-dihydro-2-[2-(1-piperidinomethyl)phenylmethyl]-1H-isoindole and 2,3-dihydro-2-[2-(4-morpholinomethyl)phenylmethyl]-1H-isoindole. Alternate methods of preparation are provided and the two principal synthetic routes leading to these compounds are described in some detail.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: November 8, 1983
    Assignee: Pfizer Inc.
    Inventor: John L. Belletire
  • Patent number: 4409216
    Abstract: A compound, with hypoglycaemic activity, having formula (II) or a pharmaceutically acceptable acid addition salt thereof: ##STR1## wherein X represents oxygen or sulphur;R.sup.1 R.sup.2 are the same or different and represent hydrogen, halogen, C.sub.1-6 alkyl, phenyl, benzyl,C.sub.3-6 cycloalkyl, carbo-C.sub.1-6 alkoxy or C.sub.1-6 carboxy or R.sup.1 and R.sup.2 represent the remaining members of a benzene ring;R.sup.3 represents hydrogen, C.sub.1-6 alkyl, phenyl or benzyl;R.sup.4 represents hydrogen or C.sub.1-6 alkyl;R.sup.5 represents C.sub.1-6 alkyl, phenyl optionally substituted with up to 3 groups selected from halogen, C.sub.1-6 alkyl, and C.sub.1-6 alkoxy; or benzyl optionally substituted with up to 3 groups selected from halogen, C.sub.1-6 alkyl and C.sub.1-6 alkoxy; or R.sup.4 and R.sup.5 together represent the remaining members of a 5- or 6- membered ring optionally containing an oxygen, sulphur or additional nitrogen atom and being optionally substituted with C.sub.1-6 alkyl; andR.sup.
    Type: Grant
    Filed: April 11, 1980
    Date of Patent: October 11, 1983
    Assignee: Beecham Group Limited
    Inventor: Barrie C. C. Cantello
  • Patent number: 4377581
    Abstract: 2,4-Diaminoquinazolines of the formula ##STR1## wherein Y.sup.1 is hydrogen or chloro, Y.sup.2 is OR, Y.sup.3 is hydrogen or OR such than when Y.sup.1 is hydrogen, Y.sup.3 is OR and when Y.sup.1 is chloro, Y.sup.3 is hydrogen or OR, and the pharmaceutically acceptable salts thereof; R represents an alkyl group having from one to three carbon atoms;taken separately, R.sup.1 and R.sup.2 are each hydrogen, alkyl having from one to five carbon atoms, cycloalkyl having from three to eight carbon atoms, alkenyl or alkynyl each having from three to five carbon atoms or hydroxy substituted alkyl having from two to five carbon atoms, when taken together with the nitrogen atom to which they are attached R.sup.1 and R.sup.2 form a substituted or unsubstituted heterocyclic group optionally containing an atom of oxygen, sulfur or a second atom of nitrogen as a ring member; their use as antihypertensive agents, pharmaceutical compositions containing them and intermediates for their production.
    Type: Grant
    Filed: April 10, 1981
    Date of Patent: March 22, 1983
    Assignee: Pfizer Inc.
    Inventors: Hans-Jurgen E. Hess, Jasjit S. Bindra, Praful K. Shah
  • Patent number: 4366163
    Abstract: Compounds of the formula (I) ##STR1## and salts and pro-drugs thereof, wherein: R.sub.1 is a hydrogen atom or a lower alkyl group;R.sub.2 is a hydrogen atom or a lower alkyl group;R.sub.3 is a hydrogen atom or a lower alkyl group;R.sub.4 is a hydrogen atom or an alkyl group;R.sub.5 is a lower alkyl or a substituted alkyl group;or R.sub.4 and R.sub.5 are joined so that together with the nitrogen atom to which they are attached they form a 5-, 6- or 7-membered ring optionally containing an oxygen or sulphur atom;R.sub.6 is an electron donating group;R.sub.7 is an electron withdrawing group; andthe NR.sub.4 R.sub.5 and OR.sub.3 moieties are trans having compositions containing them and processes for their preparation.
    Type: Grant
    Filed: September 12, 1980
    Date of Patent: December 28, 1982
    Assignee: Beecham Group Limited
    Inventors: John M. Evans, Graham A. Showell, Charles S. Fake
  • Patent number: 4363811
    Abstract: Compounds of the formula (I): ##STR1## and salts and pro-drugs thereof, wherein: R.sub.1 is a hydrogen atom or a lower alkyl group;R.sub.2 is a hydrogen atom or a lower alkyl group;R.sub.3 is a hydrogen atom or a lower alkyl group;R.sub.4 is a hydrogen atom or an alkyl group;R.sub.5 is a lower alkyl or a substituted alkyl group;or R.sub.4 and R.sub.5 are joined so that together with the nitrogen atom to which they are attached they form a 5-, 6- or 7-membered ring optionally containing an oxygen or sulphur atom;R.sub.6 is an electron donating group;R.sub.7 is an electron withdrawing group; andthe NR.sub.4 R.sub.5 and OR.sub.3 moieties are trans having antihypertensive activity, pharmaceutical compositions containing them and processes for their preparation.
    Type: Grant
    Filed: September 12, 1980
    Date of Patent: December 14, 1982
    Assignee: Beecham Group Limited
    Inventors: John M. Evans, Graham A. Showell, Charles S. Fake
  • Patent number: 4359574
    Abstract: In one aspect, this invention relates to a method of synthesizing certain 3-(4'-OH-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxides (and -2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides) by reacting a 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxide (or a 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxide) wherein P is a protecting group with a carboxylic acid halide in pyridine to yield the corresponding 2-carbonyl derivative followed by removing the protecting group with weak acid to give the product. Optionally, the acylation step may be carried out by sequentially reacting the starting compound with an alkali metal hydride to give the corresponding 2-alkali metal salt and then reacting with the carboxylic acid halide in a suitable inert organic solvent.
    Type: Grant
    Filed: August 4, 1980
    Date of Patent: November 16, 1982
    Assignee: Polaroid Corporation
    Inventors: Stanley M. Bloom, Alan L. Borror, James W. Foley
  • Patent number: 4355004
    Abstract: A compound with hypoglycaemic activity having formula (II) or a pharmaceutically acceptable ammonium or acid addition salt thereof: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and represent hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy or halogen;R.sup.3 and R.sup.4 are the same or different and represent hydrogen or C.sub.1-6 alkyl;R.sup.5 represents hydrogen or C.sub.1-6 alkyl;R.sup.6 represents C.sub.1-6 alkyl, phenyl optionally substituted with up to 3 groups selected from halogen, C.sub.1-6 alkyl, and C.sub.1-6 alkoxy; or benzyl optionally substituted with up to 3 groups selected from halogen, C.sub.1-6 alkyl and C.sub.1-6 alkoxy; or R.sup.5 and R.sup.6 together represent the remaining members of a 5- or 6-membered ring optionally containing an oxygen, sulphur or additional nitrogen atom and being optionally substituted with C.sub.1-6 alkyl, carboxy or C.sub.1-6 alkoxycarbonyl; andR.sup.7 represents phenyl, optionally substituted with up to 3 groups selected from halogen, C.sub.
    Type: Grant
    Filed: October 23, 1980
    Date of Patent: October 19, 1982
    Assignee: Beecham Group Limited
    Inventors: Barrie C. C. Cantello, Susan M. White
  • Patent number: 4349679
    Abstract: Phthalide compounds of the formula ##STR1## wherein A and B, independently of the other, represent a monovalent radical of the formula ##STR2## wherein X.sub.1 represents an amino group of the formula ##STR3## X.sub.2 represents halogen or an amino group of the formula ##STR4## W is hydrogen or halogen, R.sub.1 and T.sub.1 each represents alkyl of at most 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkylcarbonyloxy, cycloalkyl, phenyl, benzyl or phenyl or benzyl which are substituted by halogen, nitro, lower alkyl or lower alkoxy, R.sub.2 and T.sub.2 each represents hydrogen, alkyl of at most 12 carbon atoms, which is unsubstituted or substituted by halogen, hydroxyl cyano, lower alkoxy or lower alkyl-carbonyloxy; cycloalkyl, benzyl or benzyl which is substituted by halogen, nitro, lower alkyl or lower alkoxy, and T.sub.2 may also represent acyl having 1 to 8 carbon atoms or each pair of substituents R.sub.1 and R.sub.2 or T.sub.1 and T.sub.
    Type: Grant
    Filed: May 10, 1979
    Date of Patent: September 14, 1982
    Assignee: Giba-Geigy Corporation
    Inventors: Robert Garner, Michael J. Whitehead
  • Patent number: 4345083
    Abstract: (1-Methyl-2-pyridinylidene) and (1-methyl-2-quinolinylidene) derivatives of guanidine having hypoglycemic activity.
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: August 17, 1982
    Assignee: McNeilab, Inc.
    Inventor: Chris R. Rasmussen
  • Patent number: 4343811
    Abstract: This invention relates to novel indole derivatives of formula ##STR1## and the non-toxic, pharmacologically acceptable salts thereof. These compounds exhibit desirable pharmacological properties, especially lipid-level lowering and anti-atherosclerotic activity. The compounds of the invention may be prepared by, for example, alkylation of a corresponding hydroxy indole.
    Type: Grant
    Filed: February 29, 1980
    Date of Patent: August 10, 1982
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Rudolf Hurnaus, Gerhart Griss, Wolfgang Grell, Robert Sauter, Bernhard Eisele, Nikolaus Kaubisch, Eckhard Rupprecht, Joachim Kahling
  • Patent number: 4342764
    Abstract: The invention relates to guanidine derivatives, particularly to substituted guanidines of the formula ##STR1## having hypoglycaemic activity, for the oral treatment of hyperglycaemia in mammals, especially for the oral treatment of Diabetes mellitus.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: August 3, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Atso Ilvespaa, Jorg Frei, Ernst Schweizer
  • Patent number: 4323503
    Abstract: Novel substituted 2,3-alkylene bis (oxy) benzamides and derivatives thereof are disclosed. Also disclosed is a method for producing said compounds. The compounds have anxiolytic, psychostimulant, disinhibiting and thymoanaleptic properties useful therapeutically in the psychofunctional field, particularly in gastro-enterology, cardiology, urology, rheumatology and gynaecology.
    Type: Grant
    Filed: June 12, 1979
    Date of Patent: April 6, 1982
    Assignee: Societe d'Etudes Scientifiques et Industrielles de L'ile-de-France
    Inventors: Michel Thominet, Gerard Bulteau, Jacques Acher, Claude Collignon
  • Patent number: 4317824
    Abstract: The present invention deals with derivatives of quinoxaline-1,4-dioxides, processes for their preparation and their utility, inter alia, as pharmaceutical compositions for the treatment of infectious diseases as well as their use as antiseptic agents. Moreover said compounds show a good growth promoting effect in animals.
    Type: Grant
    Filed: June 13, 1977
    Date of Patent: March 2, 1982
    Assignee: Abic, Ltd.
    Inventor: Chaim Simonovitch
  • Patent number: 4293462
    Abstract: The invention concerns a process for the manufacture of 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds by ring closure of esters of 2-[4-(substituted-thio)-3-acylamino-2-oxoazetidin-1-yl]-3-substituted-amin o-crotonic acids and solvolyzing the enamino group in the resulting 7.beta.-acylamino-3-substituted-amino-cephem-4-carboxylic acid esters.
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: October 6, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert B. Woodward, Hans Bickel
  • Patent number: 4287341
    Abstract: 2,4-Diaminoquinazolines of the formula ##STR1## wherein Y.sup.1 is hydrogen or chloro, Y.sup.2 is OR, Y.sup.3 is hydrogen or OR such that when Y.sup.1 is hydrogen, Y.sup.3 is OR and when Y.sup.1 is chloro, Y.sup.3 is hydrogen or OR, and the pharmaceutically acceptable salts thereof; R represents an alkyl group having from one to three carbon atoms;taken separately, R.sup.1 and R.sup.2 are each hydrogen, alkyl having from one to five carbon atoms, cycloalkyl having from three to eight carbon atoms, alkenyl or alkynyl each having from three to five carbon atoms or hydroxy substituted alkyl having from two to five carbon atoms, when taken together with the nitrogen atom to which they are attached R.sup.1 and R.sup.2 form a substituted or unsubstituted heterocyclic group optionally containing an atom of oxygen, sulfur or a second atom of nitrogen as a ring member; their use as antihypertensive agents, pharmaceutical compositions containing them and intermediates for their production.
    Type: Grant
    Filed: March 3, 1980
    Date of Patent: September 1, 1981
    Assignee: Pfizer Inc.
    Inventors: Hans-Jurgen E. Hess, Jasjit S. Bindra, Praful K. Shah
  • Patent number: 4283538
    Abstract: In one embodiment, the present invention is concerned with novel triarylmethane compounds possessing in their triaryl structure a 4'-oxo-1'-naphthylidene (or a 4'-oxo-1'-phenylidene) moiety and a phenyl moiety substituted in the ortho-position to the central carbon atom with the group ##STR1## wherein R is an alkyl group or a phenyl group, unsubstituted or substituted with a solubilizing group; R' is selected from ##STR2## wherein R" is methyl, unsubstituted or substituted with one or two halo groups or substituted with a phenyl, alkoxy or phenoxy group and ##STR3## wherein Y is an electron-withdrawing group; and R and R' taken with said ##STR4## represents ##STR5## In another embodiment the present invention is concerned with a method of synthesizing the aforementioned compounds by reacting, e.g., a 2-R'-3-(4'-hydroxy-1'-phenyl/naphthyl)-3-(phenyl/naphthyl)-2,3-dihydrobenz [d]isothiazole-1,1-dioxide with an alkylation reagent in the presence of base.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: August 11, 1981
    Assignee: Polaroid Corporation
    Inventor: James W. Foley
  • Patent number: 4283537
    Abstract: In one embodiment, the present invention is concerned with 3,3-disubstituted sulfam(na)phthaleins wherein one of the 3-substituents is derived from a perhalomethylcarbinol-substituted phenol or 1-naphthol useful as intermediates in the preparation of certain N-acylated sulfam(na)phthalein compounds, which compounds find utility, e.g., as pH-sensitive indicator dyes or photographic light-screening dyes.In another embodiment, the present invention is concerned with a method of synthesizing said sulfam(na)phthalein intermediates by reacting certain 3-substituted-benz[d]isothiazole-1,1-dioxides (or 3-substituted-naphtho[1,8-de]-1,2-thiazine-1,1-dioxides) and a 4-OLi-naphthyllithium compound or a 4-OLi-phenyllithium compound substituted in the 3-position with a lithiated perhalomethylcarbinol group.
    Type: Grant
    Filed: November 2, 1978
    Date of Patent: August 11, 1981
    Assignee: Polaroid Corporation
    Inventors: Louis Cincotta, James W. Foley
  • Patent number: 4269837
    Abstract: Novel guanylamidines and the pharmaceutically acceptable acid addition salts thereof having activity as hypoglycemic agents are disclosed.
    Type: Grant
    Filed: February 19, 1980
    Date of Patent: May 26, 1981
    Assignee: Pfizer Inc.
    Inventors: David S. Watt, Jeffrey L. Ives
  • Patent number: 4266062
    Abstract: (1-Methyl-2-pyridinylidene) and (1-methyl-2-quinolinylidene) derivatives of guanidine having hypoglycemic activity.
    Type: Grant
    Filed: September 18, 1978
    Date of Patent: May 5, 1981
    Assignee: McNeilab, Inc.
    Inventor: Chris R. Rasmussen
  • Patent number: 4264619
    Abstract: New .alpha.-(cyclic tert. aminophenyl)-aliphatic acids, e.g. those of the formula ##STR1## and functional derivatives thereof, are anti-inflammatory agents.
    Type: Grant
    Filed: November 21, 1978
    Date of Patent: April 28, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Richard W. J. Carney, George deStevens
  • Patent number: 4259493
    Abstract: The present invention is concerned with novel 3,3-disubstituted-sulfam(na)phthaleins wherein one of the 3-substituents is derived from a 1-naphthol or a phenol substituted in the 2-position with a perhalomethylcarbinol group and wherein the N atom of the sulfam(na)phthalein ring is substituted with ##STR1## wherein R is alkyl or aryl or with ##STR2## wherein Y is hydrogen or an electron-withdrawing group, which compounds find utility, e.g., as pH-sensitive indicator dyes or as photographic light-screening dyes.
    Type: Grant
    Filed: November 2, 1978
    Date of Patent: March 31, 1981
    Assignee: Polaroid Corporation
    Inventor: James W. Foley
  • Patent number: 4255578
    Abstract: The present invention is concerned with a method of synthesizing certain ##STR1## 3-disubstituted sulfam(na)phthalein compounds useful as pH-sensitive indicator dyes and with intermediates useful in the preparation of said compounds. The subject method comprises (1) reacting (a) a 3,3-disubstituted sulfam(na)phthalein wherein one of the 3-substituents is a 4'-hydroxy-1'-phenyl moiety or a 4'-hydroxy-1'-naphthyl moiety substituted in the 3'-position with a perhalomethylcarbinol group and (b) an acid halide, ##STR2## wherein R is alkyl or aryl to give (c) an acylated intermediate wherein the N atom of the sulfam(na)phthalein ring and the 4'-hydroxy and carbinol hydroxy groups are acylated with ##STR3## and (2) treating said compound (c) with alkali to selectively remove said ##STR4## from said hydroxy groups and yield the ##STR5## product. The intermediates of the present invention are the acylated compounds (c).
    Type: Grant
    Filed: November 2, 1978
    Date of Patent: March 10, 1981
    Assignee: Polaroid Corporation
    Inventors: Louis Cincotta, James W. Foley
  • Patent number: 4252975
    Abstract: A 3-indolyl-3-bis-aminophenyl-phthalide compound of the formula ##STR1## wherein R.sub.1 represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, cycloalkyl, or unsubstituted or substituted phenyl or benzyl wherein the substituents are halogen, nitro, lower alkyl or lower alkoxy,R.sub.2 represents hydrogen, alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, cycloalkyl, or benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, orR.sub.1 and R.sub.2 together with the nitrogen atom linking them represent a 5- or 6-membered heterocyclic radical,X.sub.1 and X.sub.2 independently of one another represent hydrogen, lower alkyl, cycloalkyl, benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, or acyl having 1 to 8 carbon atoms, and X.sub.
    Type: Grant
    Filed: December 21, 1978
    Date of Patent: February 24, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean C. Petitpierre, Robert Garner
  • Patent number: 4251537
    Abstract: Amino chromanols, their preparation and anti-hypertensive compositions containing the compounds in hypotensive amounts with a pharmaceutically acceptable carrier for oral or parenteral administration. Pharmaceutically acceptable salts and O-acyl, particularly O-acetyl, derivatives are described. The compounds exist as racemates and optically active isomers.
    Type: Grant
    Filed: December 18, 1978
    Date of Patent: February 17, 1981
    Assignee: Beecham Group Limited
    Inventor: John M. Evans
  • Patent number: 4247551
    Abstract: New-pyrrolyl-3-pyridazineamines having a further aminic substituent in the position 6. The compounds are useful as antihypertensive agents and may be prepared from 6-amino substituted-3-hydrazino pyridazines and .beta.-dicarbonyl compounds. The use of the novel compounds as antihypertensives and compositions containing the novel compounds as active ingredients are also claimed.
    Type: Grant
    Filed: September 17, 1979
    Date of Patent: January 27, 1981
    Assignee: Gruppo Lepetit S.p.A.
    Inventors: Elvio Bellasio, Nunzio Di Mola, Ambrogio Campi, Emiliana Baldoli
  • Patent number: 4231929
    Abstract: This invention relates to phenol sulfam(na)phthaleins possessing a 2-(2'-halomethylbenzoyl) group substituted on the N atom of the sulfam(na)phthalein ring, which compounds find utility as photographic optical filter agents and filter agent precursors.
    Type: Grant
    Filed: September 23, 1977
    Date of Patent: November 4, 1980
    Assignee: Polaroid Corporation
    Inventors: Stanley M. Bloom, Alan L. Borror, James W. Foley
  • Patent number: 4228075
    Abstract: This invention relates to phenol sulfam(na)phthaleins possessing a ##STR1## group wherein R is selected from lower alkyl and phenyl, unsubstituted or substituted with at least one electron-withdrawing group on the N atom of the sulfam(na)phthalein ring, which compounds find utility as photographic optical filter agents and filter agent precursors.
    Type: Grant
    Filed: September 23, 1977
    Date of Patent: October 14, 1980
    Assignee: Polaroid Corporation
    Inventors: Stanley M. Bloom, Alan L. Borror, James W. Foley
  • Patent number: 4220650
    Abstract: A series of organic diamine base compounds derived from either an aromatic, alicyclic or heterocyclic ring and possessing, for the most part, an intervening methylene group between the ring and the aforesaid basic moiety have been prepared, including their pharmaceutically acceptable acid addition salts as well as oral pharmaceutical compositions containing same. These particular compounds are found to be useful in therapy as oral hypoglycemic agents. Preferred member compounds include 1,1'-[1,2-phenylenebis(methylene)]bispiperidine, 2,3-dihydro-2-[2-(1-piperidinomethyl)phenylmethyl]-1H-isoindole and 2,3-dihydro-2-[2-(4-morpholinomethyl)phenylmethyl]-1H-isoindole. Alternate methods of preparation are provided and the two principal synthetic routes leading to these compounds are described in some detail.
    Type: Grant
    Filed: October 18, 1978
    Date of Patent: September 2, 1980
    Assignee: Pfizer Inc.
    Inventor: John L. Belletire
  • Patent number: 4210591
    Abstract: An indolinospiropyrane compound of the formula ##STR1## wherein R.sub.1 represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkyl-carbonyloxy, or cycloalkyl, phenyl or benzyl or phenyl or benzyl which are substituted by halogen, nitro, lower alkyl or lower alkoxy,R.sub.2 represents hydrogen, alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy or lower alkyl-carbonyloxy, or cycloalkyl or benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, orR.sub.1 and R.sub.
    Type: Grant
    Filed: January 21, 1977
    Date of Patent: July 1, 1980
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Burri
  • Patent number: 4208518
    Abstract: Compounds which have the general formula ##STR1## and those which can be obtained from them with a Vilsmeier type reagent and have the formula ##STR2## as well as salts thereof, are useful as anti-inflammatory agents.
    Type: Grant
    Filed: December 27, 1978
    Date of Patent: June 17, 1980
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Peter C. Wade, Thomas P. Kissick
  • Patent number: 4205082
    Abstract: New benzopyrane derivatives of the general formula ##STR1## in which R is free, esterified or amidated carboxyl, Ph is 1,2-phenylene which contains the group R--CO--NR.sub.3 -- and is otherwise unsubstituted or is substituted, X is a group of the formula --CO--CR.sub.1 .dbd.CR.sub.2 --, in which R.sub.1 and R.sub.2 independently of one another are hydrogen, acyl or a substituted or unsubstituted hydrocarbon radical or a hetero-analogue thereof, or conjointly are 3-membered to 5-membered lower alkylene, and R.sub.2 can also be free or etherified hydroxyl or hydroxyl etherified by an organic carboxylic acid, and R.sub.3 is hydrogen or lower alkyl, are useful as anti-allergic agents.
    Type: Grant
    Filed: August 19, 1977
    Date of Patent: May 27, 1980
    Assignee: Ciba-Geigy Corporation
    Inventor: Pier G. Ferrini