Double Bonded Divalent Chalcogen Containing Patents (Class 544/52)
  • Patent number: 5389653
    Abstract: Catechol derivatives of the formula ##STR1## wherein Ra, Rb and Rc have the significance given herein, the ester and ether derivatives thereof which are hydrolyzable under physiological conditions and the pharmaceutically acceptable salts thereof are described and possess valuable pharmacological properties. In particular, they inhibit the enzyme catechol-O-methyltransferase (COMT), a soluble, magnesium-dependent enzyme which catalyses the transference of the methyl group of S-adenosylmethionine to a catechol substrate, whereby the corresponding methyl ethers are formed. Suitable substrates which can be O-methylated by COMT and which can thus be deactivated are, for example, extraneuronal catecholamines and exogeneously-administered therapeutically active substances having a catechol structure.Formula Ia above embraces not only compounds which form part of the invention, but also known compounds; the compounds which form part of the invention can be prepared according to known methods.
    Type: Grant
    Filed: April 16, 1993
    Date of Patent: February 14, 1995
    Assignee: Hoffman-La Roche Inc.
    Inventors: Karl Bernauer, Janos Borgulya, Hans Bruderer, Mose Da Prada, Gerhard Zurcher
  • Patent number: 5382590
    Abstract: Compounds of formula: ##STR1## in which R.sub.1 represents a hydrogen atom or an alkyl, alkoxycarbonyl or an unsubstituted or substituted phenyl radical,R.sub.2 represents a hydrogen atom or an unsubstituted or substituted alkyl radical,R.sub.3 represents an alkyl, phenylalkyl, indanyl, cycloalkylalkyl or an unsubstituted or substituted phenyl radical, orR.sub.2 and R.sub.3 form a heterocycle together with the nitrogen atom to which they are attached, andR.sub.4 represents an unsubstituted or substituted phenyl radical, a naphthyl, indolyl or quinolyl radical or a phenylamino radical in which the phenyl ring is unsubstituted or substituted, their preparation and medicaments containing them.
    Type: Grant
    Filed: July 8, 1992
    Date of Patent: January 17, 1995
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventors: Jean-Dominique Bourzat, Marc Capet, Claude Cotrel, Claude Guyon, Franco Manfre, Gerard Roussel
  • Patent number: 5362706
    Abstract: Hydantoin for the control of weeds are disclosed.
    Type: Grant
    Filed: November 9, 1992
    Date of Patent: November 8, 1994
    Assignee: Sandoz Ltd.
    Inventors: Karl Seckinger, Fred Kuhnen
  • Patent number: 5342824
    Abstract: N-aryltetrahydrophthalimide compounds of the general formula I ##STR1## where is --S--C(R).sub.2 --, and a method for controlling undesirble plant growth.
    Type: Grant
    Filed: September 30, 1992
    Date of Patent: August 30, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Lothar Rueb, Karl Eicken, Peter Plath, Barbara Schwalge, Karl-Otto Westphalen, Bruno Wuerzer, Norbert Meyer
  • Patent number: 5338734
    Abstract: The invention concerns novel, pharmaceutically useful, amide derivatives of certain benzoheterocyclylalkanoic acids (and related tetrazoles and acylsulphonamides) of the formula I and salts thereof, wherein the radicals R.sup.1, R.sup.2, L, X, Y, Z, A.sup.1, Q, A.sup.2 and M have the meanings set out in the specification. The invention also includes pharmaceutical compositions incorporating a formula I compound or a salt thereof, a process for the manufacture of the said compound, together with intermediates for use in the latter process.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: August 16, 1994
    Assignee: Zeneca Inc.
    Inventors: Peter R. Bernstein, Frederick J. Brown, Victor G. Matassa, Ying K. Yee
  • Patent number: 5332733
    Abstract: Pharmacologically active compounds corresponding to the general formula I ##STR1## which are optionally substituted in the benzene ring and in which X denotes oxygen or sulfur,Y denotes oxygen or sulfur,R.sup.1 denotes hydrogen or lower alkyl,n is an integer from 0 to 4, andR.sup.4 is an optionally substituted 6-membered unsaturated heterocycle containing 1 or 2 nitrogen atoms not directly bonded to the piperazine ring,and physiologically acceptable acid addition salts thereof.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: July 26, 1994
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Daniel Jasserand, Francois Floc'h, Richard White
  • Patent number: 5322835
    Abstract: A compound of the formula: ##STR1## wherein X is an oxygen atom or a sulfur atom, Y is a hydrogen atom or a fluorine atom, Z is a methylene group or a group of the formula: N--R.sub.5 (in which R.sub.5 is a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.7 alkenyl group, a C.sub.3 -C.sub.7 alkynyl group, a halo(C.sub.2 -C.sub.6)alkyl group or a C.sub.1 -C.sub.6 alkoxycarbonylmethyl group), R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.7 alkenyl group, a C.sub.3 -C.sub.7 alkynyl group, a halo(C.sub.2 -C.sub.6)alkyl group, a halo(C.sub.3 -C.sub.7)alkenyl group, a cyano(C.sub.1 -C.sub.6)alkyl group, a C.sub.1 -C.sub.6 alkoxy(C.sub.1 -C.sub.6)alkyl group or a C.sub.1 -C.sub.6 alkoxycarbonylmethyl group, R.sub.2 is a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group; R.sub.3 and R.sub.4 are, the same or different, each is a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group; n is an integer of 0 or 1, which is useful as a herbicide.
    Type: Grant
    Filed: April 13, 1989
    Date of Patent: June 21, 1994
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Masayuki Enomoto, Toru Haga, Masaharu Sakaki, Ryo Sato
  • Patent number: 5321025
    Abstract: The invention concerns a bicyclic heterocyclic compound of the formula I ##STR1## wherein Q is an optionally substituted 10-membered bicyclic heterocyclic moiety containing 1 or 2 N's and a further O or S heteroatom;A.sup.1 is a direct link to X.sup.1 or (1-3C)alkylene;X.sup.1 is oxy, thio, sulphinyl, sulphonyl or imino;Ar is optionally substituted phenylene or pyridylene;R.sup.1 is (1-4C)alkyl, (3-4C)alkenyl or (3-4C)alkynyl; andR.sup.2 and R.sup.3 together form a group of the formula -A.sup.2 -X.sup.2 -A.sup.3 - which, together with the carbon atom to which A.sup.2 and A.sup.3 are attached, defines a ring having 5 to 7 ring atoms, wherein each of A.sup.2 and A.sup.3 is (1-3C)alkylene and X.sup.2 is oxy, thio, sulphinyl or sulphonyl;or a pharmaceutically-acceptable salt thereof.The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.
    Type: Grant
    Filed: March 1, 1993
    Date of Patent: June 14, 1994
    Assignees: Imperial Chemical Industries PLC, ICI Pharma
    Inventors: Pierre A. R. Bruneau, Graham C. Crawley
  • Patent number: 5312820
    Abstract: Carbamoyl and oxycarbonyl derivatives of biphenylmethylamines of structure I are angiotensin-II antagonists with balanced AT.sub.1 and AT.sub.2 activity useful in the treatment of hypertension and related disorders and ocular hypertension. ##STR1## where X is --O-- or --N(R.sup.7)--.
    Type: Grant
    Filed: July 17, 1992
    Date of Patent: May 17, 1994
    Assignee: Merck & Co., Inc.
    Inventors: Wallace T. Ashton, Linda L. Chang, William J. Greenlee, Steven M. Hutchins, Ralph A. Rivero
  • Patent number: 5296477
    Abstract: Compounds of general formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, n, X and A are defined in the description.Medicinal products containing the same are useful as antidepressives or anxiolytics due to their 5-HT1A receptor agonist activity.
    Type: Grant
    Filed: December 1, 1992
    Date of Patent: March 22, 1994
    Assignee: Adir et Compagnie
    Inventors: Thierry Taverne, Isabelle Lesieur, Patrick Depreux, Daniel H. Caignard, Beatrice Guardiola, Gerard Adam, Pierre Renard
  • Patent number: 5288749
    Abstract: The present invention provides tertiary and secondary amine compounds of the formula ##STR1## and the pharmaceutically acceptable salts thereof which are antagonists for alpha-2 adrenoreceptors and which inhibit serotonin (5-hydroxytryptamine, 5-HT) uptake.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: February 22, 1994
    Assignee: Abbott Laboratories
    Inventors: Michael D. Meyer, John F. DeBernardis, Rajnandan Prasad, Kevin B. Sippy, Karin R. Tietje
  • Patent number: 5284841
    Abstract: There are disclosed certain novel compounds identified as benzo-fused lactams ##STR1## which promote the release of growth hormone in humans and animals. This property can be utilized to promote the growth of food animals to render the production of edible meat products more efficient, and in humans, to increase the stature of those afflicted with a lack of a normal secretion of natural growth hormone. The compounds are prepared by substitution of an amino-lactam with a substituted amide function. Growth promoting compositions containing such benzo-fused lactams as the active ingredient thereof are also disclosed.
    Type: Grant
    Filed: February 4, 1993
    Date of Patent: February 8, 1994
    Assignee: Merck & Co., Inc.
    Inventors: Lin Chu, Michael H. Fisher, Helmut Mrozik, William R. Schoen
  • Patent number: 5283243
    Abstract: Pharmacologically active compounds corresponding to the formula I ##STR1## which are optionally substituted in the benzene ring and in which X denotes oxygen or sulfur,Y denotes oxygen or sulfur,R.sup.1 denotes hydrogen or lower alkyl,n is an integer from 0 to 4,R.sup.4 denotes hydrogen, andR.sup.5 denotes hydrogen, hydroxy or cyano, orR.sup.4 and R.sup.5 together form a bond,R.sup.6 denotes an A--R.sup.7 group in which R.sup.7 denotes an optionally substituted phenyl group, and A denotes a --CH.sub.2 -- group, a CO group or a bond, orR.sup.6 is a halogen-substituted 1-phenylmethyl-1H-benzimidazol-2-ylamino group,and physiologically acceptable acid addition salts thereof.
    Type: Grant
    Filed: November 15, 1991
    Date of Patent: February 1, 1994
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Daniel Jasserand, Francois Floc', Richard White
  • Patent number: 5283241
    Abstract: There are disclosed certain novel compounds identified as benzo-fused lactams which promote the release of growth hormone in humans and animals. This property can be utilized to promote the growth of food animals to render the production of edible meat products more efficient, and in humans, to increase the stature of those afflicted with a lack of a normal secretion of natural growth hormone. The compounds are prepared by substitution of an amino-lactam with a substituted amide function. Growth promoting compositions containing such benzo-fused lactams as the active ingredient thereof are also disclosed.
    Type: Grant
    Filed: August 28, 1992
    Date of Patent: February 1, 1994
    Assignee: Merck & Co., Inc.
    Inventors: Richard J. Bochis, Matthew J. Wyvratt, William R. Schoen
  • Patent number: 5281592
    Abstract: Thiazine derivatives of the formula [I]: ##STR1## wherein R.sup.1 and R.sup.2 are both H or form a naphthalene ring together with the benzene ring; R.sup.3 and R.sup.4 are both H, or one of them is halogen and another is H; X is S or O; R.sup.5 and R.sup.6 are each i) H, ii) lower alkyl, iii) cycloalkyl, iv) substituted phenyl, v) naphthyl, vi) lower alkyl which is substituted by substituted or unsubstituted phenyl, or vii) S-containing heterocyclic group; one of Z.sup.1 and Z.sup.2 is O and another is H.sub.2 ; A is lower alkylene; R.sup.7 and R.sup.8 are each i) H, ii) lower alkyl, iii) lower alkenyl, iv) lower alkynyl, or v) lower alkyl which is substituted by substituted or unsubstituted phenyl, or both form together N-containing heterocyclic group; provided that when both of R.sup.1 and R.sup.2 are H, Z.sup.2 is O and either one of R.sup.5 and R.sup.
    Type: Grant
    Filed: September 23, 1992
    Date of Patent: January 25, 1994
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Masakatsu Ozeki, Shin-ichi Kodato, Kousuke Yasuda, Yukitsuka Kudo, Kayoko Maeda
  • Patent number: 5281571
    Abstract: The invention herein relates to titled compounds having the structure ##STR1## wherein the R.sub.1 -(R.sub.4).sub.n members are as defined in the claims. Characteristic features of these compounds are the haloalkyl R.sub.2 radical and cyclization of two R.sub.4 members at the meta and para positions of the phenyl ring to form a substituted benzoxazinone ring fused to the phenyl or benzthiazinone ring. Such compounds are useful as active ingredients in herbicidal compositions to control undesirable weeds in various crops.
    Type: Grant
    Filed: September 25, 1991
    Date of Patent: January 25, 1994
    Assignee: Monsanto Company
    Inventors: Scott S. Woodard, Bruce C. Hamper, Kurt Moedritzer, Michael D. Rogers, Deborah A. Mischke, Gerard A. Dutra
  • Patent number: 5268381
    Abstract: Compounds of general formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, n, X and A are defined in the description. Medicinal products containing the same are useful as antidepressives or anxiolytics due to their 5-HT1A receptor agonist activity.
    Type: Grant
    Filed: September 16, 1992
    Date of Patent: December 7, 1993
    Assignee: Adir et Compagnie
    Inventors: Thierry Taverne, Isabelle Lesieur, Patrick Depreux, Daniel H. Caignard, Beatrice Guardiola, Gerard Adam, Pierre Renard
  • Patent number: 5252571
    Abstract: 1,4-Benzothiazine-2-acetic acid derivatives having an excellent aldose reductase inhibitory activity which are useful for the prevention and treatment of diabetic complications, such as diabetic cataract, retinopathy, nephropathy and neuropathy.
    Type: Grant
    Filed: December 24, 1991
    Date of Patent: October 12, 1993
    Assignee: Sapporo Breweries Limited
    Inventors: Tomoji Aotsuka, Hiroshi Hosono, Toshio Kurihara, Yoshiyuki Nakamura, Tetsuo Matsui, Fujio Kobayashi
  • Patent number: 5240919
    Abstract: Compounds of general formula (I): ##STR1## where R, X, A, B and p are defined in the description. Medicinal products useful for treating sleep disorders comprising the same.
    Type: Grant
    Filed: March 9, 1992
    Date of Patent: August 31, 1993
    Assignee: Adir et Compagnie
    Inventors: Said Yous, Isabelle Lesieur, Patrick Depreux, Daniel H. Caignard, Beatrice Guardiola, Gerard Adam, Pierre Renard
  • Patent number: 5234924
    Abstract: Compound of general formula (I): ##STR1## where R.sub.1, R.sub.2, R.sub.3, n and X are defined in the description. Medicinal products.
    Type: Grant
    Filed: December 5, 1991
    Date of Patent: August 10, 1993
    Assignee: Adir et Compagnie
    Inventors: Thierry Taverne, Isabelle Lesieur, Patrick Depreux, Daniel H. Caignard, Beatrice Guardiola, Gerard Adam, Pierre Renard
  • Patent number: 5232898
    Abstract: The invention is concerned with compounds of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, n and X have the significances given in the description, as well as enol ethers and salts thereof and their manufacture. The compounds have herbicidal properties and are accordingly suitable as active ingredients of weed control compositions. The invention is also concerned with weed control compositions containing one or more of such substances as well as the use of the substances or compositions for the control of weeds. Certain starting materials, which also have herbicidal activity, and their production are also described.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: August 3, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Milos Suchy, Paul Winternitz, Martin Zeller
  • Patent number: 5232930
    Abstract: The invention concerns a benzodioxole derivative of the formula I ##STR1## wherein Ar.sup.1 is an optionally substituted 9- or 10-membered bicyclic heterocyclic moiety containing one or two nitrogen heteroatoms and optionally containing a further heteroatom selected from nitrogen, oxygen and sulphur;R.sup.1 is (1-6C)alkyl, (3-6C)alkenyl or (3-6C)alkynyl; andR.sup.2 and R.sup.3 together form a group of the formula --A.sup.1 --X--A.sup.2 -- which, together with the carbon atom to which A.sup.1 and A.sup.2 are attached, defines a ring having 5 to 7 ring atoms, wherein each of A.sup.1 and A.sup.2 is (1-3C)alkylene and X is oxy, thio, sulphinyl or sulphonyl, and which ring may bear one or two substituents;or a pharmaceutically-acceptable salt thereof;which compounds are inhibitors of 5-lipoxygenase and are useful in the treatment of inflammatory or allergic disease.
    Type: Grant
    Filed: January 9, 1992
    Date of Patent: August 3, 1993
    Assignees: Imperial Chemical Industries PLC, ICI Pharma
    Inventors: John F. Kingston, David Waterson
  • Patent number: 5221744
    Abstract: Arylaminocarbonyl compounds of the formula (I) ##STR1## wherein R.sub.2-6, X.sub.1, A and m are as defined in the disclosure, intermediates therefore, synthesis thereof, and the use of said compounds for the control of weeds are described.
    Type: Grant
    Filed: August 17, 1992
    Date of Patent: June 22, 1993
    Assignee: Sandoz Ltd.
    Inventors: Karl Seckinger, Karlheinz Milzner, Fred Kuhnen, Sasank S. Mohanty
  • Patent number: 5206235
    Abstract: There are disclosed certain novel compounds identified as benzo-fused lactams which promote the release of growth hormone in humans and animals. This property can be utilized to promote the growth of food animals to render the production of edible meat products more efficient, and in humans, to increase the stature of those afflicted with a lack of a normal secretion of natural growth hormone. Growth promoting compositions containing such benzo-fused lactams as the active ingredient thereof are also disclosed.
    Type: Grant
    Filed: February 28, 1992
    Date of Patent: April 27, 1993
    Assignee: Merck & Co., Inc.
    Inventors: Michael H. Fisher, William R. Schoen, Matthew J. Wyvratt, Robert J. DeVita
  • Patent number: 5185333
    Abstract: A benzazine compound, a geometrical isomer of said benzazine compound, an optical isomer of said benzazine compound, and a pharmaceutically acceptable salt of said benzazine compound, said benzazine compound being represented by formula (I): ##STR1## wherein each symbol is as defined in the specification. Said benzazine compounds exhibit 5-HT.sub.3 receptor antagonistic activity, and 5-HT.sub.1A receptor and/or 5-HT.sub.2 receptor and/or dopamine D.sub.2 receptor blocking activity so that they are useful as drugs for the prophylaxis or treatment of various digestive diseases vomiting and disturbances in central nervous systems and the like. The intermediates for said benzazine compounds are also disclosed.
    Type: Grant
    Filed: June 26, 1991
    Date of Patent: February 9, 1993
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Takeshi Kawakita, Takanobu Kuroita, Takemi Fukuda, Ryuhei Iezawa
  • Patent number: 5182276
    Abstract: The present invention relates to a nootropic agent which comprises a derivative of 2-phenyl-3-oxo-2H-1,4-benzothiazine. This nootropic agent is effective for treating diseases accompanied by a lowering of cerebral functions, for instance, cerebral infarction disorders due to ischemia such as transitory cerebral ischemia, brain edema, cerebral disorders due to the after-effect such as cerebral hemorrhage, cerebral disorders due to traumatic injury such as bruise, central nervous degeneration and degenerative diseases such as dementia, mental disorders, neurosis and Alzheimer's diseases.
    Type: Grant
    Filed: December 27, 1990
    Date of Patent: January 26, 1993
    Assignees: Santen Pharmaceutical Co., Ltd., Daiichi Pharmaceutical Co., Ltd.
    Inventors: Yasufumi Shirasaki, Shinichiro Ashida
  • Patent number: 5141935
    Abstract: A compound represented by the formula: ##STR1## wherein R.sup.1 and R.sup.2 each represent a hydrogen atom, a halogen atom, a nitro group, a lower alkyl group or a trifluoromethyl group; R.sup.3 represents a hydrogen atom, a lower alkyl group, a phenyl group or a lower alkoxy-carbonyl group; R.sup.4 and R.sup.5 each represent a hydrogen atom or a lower alkyl group; R.sup.6 represents a halogen atom; and X represents an oxygen atom or a sulfur atom,and a microorganism control agent, comprising the above compound as an active ingredient.
    Type: Grant
    Filed: September 25, 1989
    Date of Patent: August 25, 1992
    Assignee: Ube Industries, Ltd.
    Inventors: Mitsuaki Takenaka, Masanori Watanabe
  • Patent number: 5109006
    Abstract: This invention relates to novel derivatives of 1,7'-[imidazo-[1,2-a]pyridine]5'-(6'H)ones, to the method for their preparation and to their use as anti-hypertensive, anxiety, anti-depressant and anti-migraine agents, and to their use as appetite regulators useful for the treatment of anorexia and obesity.
    Type: Grant
    Filed: August 22, 1991
    Date of Patent: April 28, 1992
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventor: Marcel Hibert
  • Patent number: 5096918
    Abstract: The invention concerns pharmaceutially useful heterocyclic nitromethane compounds of the formula I: ##STR1## in which ring Q is a heterocycle of 4 to 7 ring atoms, the fragment completing the ring Q having 2 to 5 atoms, one of which is carbon, oxygen, sulphur or a group of the formula --NRa--, and the remainder are carbon; Ra is hydrogen, (1-6C)alkyl, (2-6C)alkanoyl, trifluoroacetyl, phenyl, benzoyl, or phenyl(1-4C)alkyl, the latter three optionally substituted; and R.sup.1 R.sup.2 and R.sup.3 are independently hydrogen, hydroxy, (1-6C)alkyl, (1-6C)alkoxy, phenyl, phenoxy or phenyl(1-4C)alkyl, the last three optionally substituted, or two of R.sup.1, R.sup.2 and R.sup.3 situated on adjacent ring carbon atoms and together with said carbon atoms form a benzene ring fused to ring Q, the benzene ring itself optionally substituted, provided that when the fragment completion ring Q is of 3 atoms then at least one of R.sup.1, R.sup.2 and R.sup.3 is hydrogen; and salts thereof.
    Type: Grant
    Filed: February 5, 1990
    Date of Patent: March 17, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventor: Keith B. Mallion
  • Patent number: 5081242
    Abstract: The synthesis of benzoxazinyl- and benzothiazinylpyridazinone compounds is described. The novel compounds are cardiotonic agents and inhibitors of phosphodiesterase. In addition, the compounds are useful as smooth muscle relaxants and bronchodilators.
    Type: Grant
    Filed: February 15, 1991
    Date of Patent: January 14, 1992
    Assignee: Ortho Pharmaceutical Corporation
    Inventor: Donald W. Combs
  • Patent number: 5077401
    Abstract: Herbicidal benzo-fused cyclic compounds of the formula ##STR1## wherein Q is ##STR2## Y is O or S, W is ##STR3## T is O, S, --NH-- or ##STR4## and R.sup.4 may represent, together with T, chlorine,Z is O or S,X is hydrogen or halogen,n is 0 or 1 andR is C.sub.3-6 cycloalkyl, and optionally substituted 5-membered heterocyclic group or an optionally substituted 6-membered heteroaromatic group which contains one to three nitrogen atoms,and salts thereof.
    Type: Grant
    Filed: October 6, 1989
    Date of Patent: December 31, 1991
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Shigeki Yagi, Hiroshi Miyauchi, Katsuhiko Shibuya
  • Patent number: 5047529
    Abstract: Phenylsulfones of the formula ##STR1## in which R.sup. is hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, nitro, hydroxysulfonyl, carboxyl,the radical --NR.sup.3 R.sup.4,in which R.sup.3 and R.sup.4 are the same or different and denote hydrogen or C.sub.1 -C.sub.4 alkyl, which may or not be substituted,or the radical S(O).sub.n R.sup.5,in which n is 0 or 2 and R.sup.5 denotes C.sub.1 -C.sub.4 -alky which may or may not be substituted,R.sup.2 is hydroxy, mercapto or the radical R.sup.1,X is the radical ##STR2## or, with R.sup.2 in the ortho-position relative to the group SO.sub.2 --X,R.sup.2 and X together denote the radial ##STR3## in which Z.sup.1 is hydroxy, chlorine, C.sub.1 -alkanoyloxy- C.sub.1 -C.sub.4 -alkylsulfonyloxy penylsulfonyloxy, o- or p-tolylsulfonyloxy or sulfato andZ.sup.2 is oxygen, sulfur, imino or optionally substituted C.sub.1 -C.sub.4 -alkylimino, andY denotes amino, C.sub.1 -C.sub.4 -alkanoylamino or nitro, and a process for the preparation thereof.
    Type: Grant
    Filed: March 13, 1990
    Date of Patent: September 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Klaus Pandl, Martin Fischer
  • Patent number: 5041454
    Abstract: Substituted N-(1-alkyl-3-hydroxy-4-piperidinyl)benzamides, their N-oxide forms, their pharmaceutically acceptable acid addition salts and stereochemically isomeric forms having gastrointestinal motility stimulating properties, compositions containing the same, and methods of treating warm-blooded animals suffering from motility disorders of the gastrointestinal system.
    Type: Grant
    Filed: April 19, 1990
    Date of Patent: August 20, 1991
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Georges H. P. Van Daele, Freddy F. Vlaeminck, Michel A. J. De Cleyn
  • Patent number: 5025010
    Abstract: A description is given of compounds I ##STR1## with R(1) equal to H, alkyl, alkoxy, Hal, NO.sub.2, OH, acetamido or amino; R(2) equal to H, alk(en)yl or phenylalkyl; R(3) equal to H, (cyclo)alk(en)yl(alkyl), phenyl or phenylalkyl; R(4) equal to H, alkyl, alkoxy, Hal CF.sub.3, NO.sub.2, OH, acetamido or amino; A equal to --C.tbd.C-- or --CH.dbd.CH--; R(5) equal to various amines; m and n equal to 1-3; and their salts. Preparation processes are also described. Compounds I are excellent calcium agonists or calcium antagonists. They also act to regulate the blood glucose.
    Type: Grant
    Filed: October 17, 1989
    Date of Patent: June 18, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Raymond Oekonomopulos, Rainer Henning, Ulrich Lerch, Bernward Scholkens, Wolfgang Linz
  • Patent number: 5015642
    Abstract: Compounds I ##STR1## in which R(1) and R(4) equal H, alkyl, alkoxy, Hal, CF.sub.3, NO.sub.2, OH, acetamido or amino;R(2) equals H, alk(en)yl or phenylalkyl (optionally substituted);R(3) equals H, (cyclo)alk(en)yl-(alkyl), phenyl or phenylalkyl (optionally substituted);A equal CHOH, CO, CH.dbd.CH, C.tbd.C, CH.sub.2, O or S;m equals 1 or 2;n equals 1 to 3;p equals 0 to 4;R(5) equals some amino groups, and their salts, exhibit excellent calcium-antagonistic activity.Processes for their preparation are described.
    Type: Grant
    Filed: August 10, 1988
    Date of Patent: May 14, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ulrich Lerch, Rainer Henning, Hansjorg Urbach, Joachim Kaiser
  • Patent number: 4975439
    Abstract: Substituted N-(1-alkyl-3-hydroxy-4-piperidinyl)benzamides, their N-oxide forms, their pharmaceutically acceptable acid addition salts and stereochemically isomeric forms having gastrointestinal motility stimulating properties, compositions containing the same, and methods of treating warm-blooded animals suffering from motility disorders of the gastrointestinal system.
    Type: Grant
    Filed: September 2, 1988
    Date of Patent: December 4, 1990
    Assignee: Janssen Pharmaceutical N.V.
    Inventors: Georges H. P. Van Daele, Freddy F. Vlaeminck, Michel A. J. De Cleyn
  • Patent number: 4929269
    Abstract: Compounds of the formula ##STR1## and salts thereof, W and W, being independently O and S, A being a nitrogen-containing heterocyclic ring system, E being O, S(O)m or NR.sub.3 where m is 0-2, R.sub.1, R.sub.2 and R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.4 alkenyl or alkynyl and E.sub.1 being hydrogen, halogen or one of a variety of organic substituents.The compounds are effective herbicides.
    Type: Grant
    Filed: October 19, 1988
    Date of Patent: May 29, 1990
    Assignee: ICI Australia Operations Proprietary Limited
    Inventors: Keith G. Watson, Peter Drygala, Stephen Bell
  • Patent number: 4908453
    Abstract: Reagents useful in the preparation of 5'-biotinylated oligonucleotides are disclosed.
    Type: Grant
    Filed: January 23, 1989
    Date of Patent: March 13, 1990
    Assignee: E. I. Du Pont De Nemours and Company
    Inventor: Anthony J. Cocuzza
  • Patent number: 4902335
    Abstract: Herbicidal benzo-fused cyclic compounds of the formula ##STR1## wherein Q is ##STR2## Y is O or S, W is ##STR3## T is O, S, --NH-- or ##STR4## and R.sup.4 may represent, together with T, chlorine,Z is O or S,X is hydrogen or halogen,n is 0 or 1 andR is C.sub.3-6 cycloalkyl, an optionally substituted 5-membered heterocyclic group or an optionally substituted 6-membered heteroaromatic group which contains one to three nitrogen atoms,and salts thereof.
    Type: Grant
    Filed: June 17, 1988
    Date of Patent: February 20, 1990
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Toyohiko Kume, Toshio Goto, Atsumi Kamochi, Akihiko Yanagi, Shigeki Yagi, Hiroshi Miyauchi, Katsuhiko Shibuya
  • Patent number: 4877785
    Abstract: Non-peptidyl compounds characterized generally as .beta.-succinamidoacyl aminodios are useful as renin inhibitors for the treatment of hypertension.
    Type: Grant
    Filed: October 1, 1987
    Date of Patent: October 31, 1989
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran
  • Patent number: 4863949
    Abstract: The present invention provides compounds of the general formula: ##STR1## wherein Ar is a substituted or unsubstituted aromatic or heteroaromatic radical, A is a straight-chained or branched alkylene chain containing up to 8 carbon atoms, a --CH.sub.2 -- group of which can be replaced by a cycloalkylene radical containing 3 to 7 carbon atoms, B is a straight-chained mono- or bicyclic, optionally branched, saturated or unsaturated alkylene chain containing up to 12 carbon atoms, a --CH.sub.2 -- group of which can be replaced by a cycloalkylene radical containing 3 to 7 carbon atoms and/or up to two --CH.sub.2 -- groups of which can be replaced by an oxygen or a sulphur atom or by an --S(.dbd.O) or --S(.dbd.O).sub.2 group, X is a valency bond, an oxygen atom or an --NR.sup.1 group, in which R.sup.1 is a hydrogen atom or a straight-chained or branched, saturated or unsaturated alkyl or nitroxyalkyl radical containing up to 6 carbon atoms or R.sup.1, together with the nitrogen atom of the --NR.sup.
    Type: Grant
    Filed: September 21, 1987
    Date of Patent: September 5, 1989
    Assignee: Boehringer Mannheim GmbH
    Inventors: Herbert Simon, Helmut Michel, Wolfgang Bartsch, Klaus Strein
  • Patent number: 4859692
    Abstract: The invention concerns novel, pharmaceutically useful, amide derivatives of certain benzoheterocyclylalkanoic acids (and related tetrazoles and acylsulphonamides) of the formula I and salts thereof, wherein the radicals R.sup.1, R.sup.2, L, X, Y, Z, A.sup.1, Q, A.sup.2 and M have the meanings set out in the specification. The invention also includes pharmaceutical compositions incorporating a formula I compound or a salt thereof, a process for the manufacture of the said compound, together with intermediates for use in the latter process.
    Type: Grant
    Filed: April 16, 1986
    Date of Patent: August 22, 1989
    Assignee: ICI Americas Inc.
    Inventors: Peter R. Bernstein, Frederick J. Brown, Victor G. Matassa, Ying Kwong Yee
  • Patent number: 4831028
    Abstract: Benzothiazinone derivatives I ##STR1## with R.sup.1 and R.sup.4 being H, alkyl, alkoxy, Hal, CF.sub.3, NO.sub.2, OH, acetamido or amino,R.sup.2 being H, (cyclo)alk(en)yl, cycloalkylakyl, phenyl or phenylalkyl,A being (CH.sub.2).sub.m O(CH.sub.2).sub.n, (CH.sub.2).sub.p --CH(OH)--CH.sub.2).sub.q, (CH.sub.2).sub.p --CH(OCH.sub.3)--(CH.sub.2).sub.q, or (CH.sub.2).sub.r OCH.sub.2 --CO-- and (CH.sub.2).sub.s --CO--,R.sup.5 being NR(6)R(7) or certain cyclic amines, show a calcium-antagonistic action.They are obtained, inter alia, from II ##STR2## by reaction with III ##STR3## A and B are same or different and are lower alkylene having 1 to 6 carbon atoms; and n is 3 to 4.
    Type: Grant
    Filed: April 24, 1987
    Date of Patent: May 16, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ulrich Lerch, Rainer Henning
  • Patent number: 4786635
    Abstract: This invention relates to novel benzothizine derivatives of the formula [I], processes for preparing them and therapeutic agents for circulatory diseases containing them as an active ingredient, ##STR1## wherein R.sup.1 is one or more groups selected from those consisting of hydrogen, lower alkyl, halogen, nitro, hydroxy, lower alkoxy, lower alkanoyloxy, amino, lower alkylamino and lower alkoxycarbonyloxy;R.sup.2 is hydrogen, lower alkyl or (C.sub.3 -C.sub.6)cycloalkyl;R.sup.3 is one or more groups selected from those consisting of hydrogen, lower alkyl, hydroxy, lower alkoxy, halogen, nitro, lower alkylenedioxy, lower alkanoyloxy, lower alkanoyl, amino, lower alkylamino, lower alkanoylamino and lower alkoxycarbonyloxy or ##STR2## R.sup.4 is hydrogen or lower alkyl.
    Type: Grant
    Filed: March 10, 1987
    Date of Patent: November 22, 1988
    Assignee: Santen Pharmaceutical Co., Ltd.
    Inventors: Jun-ichi Iwao, Tadashi Iso, Masayuki Oya
  • Patent number: 4774331
    Abstract: A process for ortho-cyanation of phenols or phenylamines which comprises reacting a phenyl compound having hydroxy or optionally substituted amino or cyclic amino, of which ortho position is vacant, with trichloroacetonitrile, C.sub.1 -C.sub.5 alkyl thiocyanate or C.sub.6 -C.sub.12 aryl thiocyanate in the presence of a boron trihalide and treating the resultant product with an alkali is provided, and said process is useful in the synthesis of intermediates for medicinals or pesticides.
    Type: Grant
    Filed: August 21, 1987
    Date of Patent: September 27, 1988
    Assignee: Shionogi & Co., Ltd.
    Inventors: Makoto Adachi, Hiromu Matsumura, Tsutomu Sugasawa
  • Patent number: 4771050
    Abstract: Compounds of the general formula: ##STR1## wherein, R.sup.1 and R.sup.2 are, the same or different, hydrogen, a halogen, a lower alkyl, a cycloalkyl, a lower alkoxy, trifluoromethyl or a phenylalkyloxy whose phenyl ring may be substituted by one to three substituents selected from the group consisting of a halogen, a lower alkyl, a lower alkoxy, methylenedioxy and trifluoromethyl; R.sup.3 is hydrogen or methyl; R.sup.4 is carboxyl or an esterified carboxyl; and X is oxygen or sulfur, or a salt thereof. These compounds possess aldose reductase inhibitory and platelet aggregation inhibitory activities, and are of use as drugs for prevention and treatment of diabetic complications such as diabetic cataract, retinophathy, nephropathy, and neuropathy.
    Type: Grant
    Filed: April 13, 1987
    Date of Patent: September 13, 1988
    Assignees: Takeda Chemical Industries, Ltd., Senju Pharmaceutical Co., Ltd.
    Inventors: Kanji Meguro, Hitoshi Ikeda, Yujiro Yamamoto
  • Patent number: 4766118
    Abstract: The synthesis of benzoxazinyl- and benzothiazinylpyridazinone compounds is described. The novel compounds are cardiotonic agents and inhibitors of phosphodiesterase. In addition, the compounds are useful as smooth muscle relaxants and bronchodilators.
    Type: Grant
    Filed: June 22, 1987
    Date of Patent: August 23, 1988
    Assignee: Ortho Pharmaceutical Corporation
    Inventor: Donald W. Combs
  • Patent number: 4755509
    Abstract: The invention relates to new compounds of the formula: ##STR1## Aldose reductase inhibitors. Treatment of certain complications of diabetes.
    Type: Grant
    Filed: May 14, 1985
    Date of Patent: July 5, 1988
    Assignee: Carbipem
    Inventor: Jean-Marie Teulon
  • Patent number: 4739050
    Abstract: This invention relates to 2-arylbenzothiazine derivatives of the formula[I] and salts thereof, process of preparation and therapeutic drug comprising them for circulatory diseases, ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are hydrogen, lower alkyl, hydroxy, lower alkoxy, acyloxy, tetrahydropyranyloxy, halogen, nitro, amino, lower alkylamino or ##STR2## and the lower alkoxy group may be substituted by halogen, formyl, lower alkoxy or epoxy;R.sup.3 is hydrogen or lower alkyl;R.sup.4 is hydrogen, lower alkyl, cycloalkyl, hydroxy, lower alkoxy, mercapto, lower alkylthio, arylthio, halogen, cyano, formyl-lower alkyl, lower alkoxy-lower alkyl or ##STR3## R.sup.5,R.sup.6,R.sup.7 and R.sup.
    Type: Grant
    Filed: November 4, 1986
    Date of Patent: April 19, 1988
    Assignee: Santen Pharmaceutical Co., Ltd.
    Inventors: Iwao Jun-ichi, Iso Tadashi, Oya Masayuki
  • Patent number: 4732898
    Abstract: The present invention are 2-(2-aryl-2-oxo-alkylidene) analogs of 1,2,3,4-tetrahydropyridine-3,5-pyridinecarboxylic acids and particularly esters thereof having valuable calcium antagonist and positive inotropic activity useful in the treatment of cardiovascular disorders, pharmaceutical compositions and methods of use therefor.
    Type: Grant
    Filed: March 3, 1987
    Date of Patent: March 22, 1988
    Assignee: Warner-Lambert Company
    Inventors: Edward W. Badger, Michael D. Taylor