Plural Nitrogens In The Heterocyclic Ring Patents (Class 540/545)
  • Patent number: 5686444
    Abstract: Esters of hydroxyl-containing indolocarbazoles and acids containing selected solubilizing groups are provided. Compositions including the indolocarbazole esters and methods for the use of the indolocarbazole esters are also provided.
    Type: Grant
    Filed: March 26, 1996
    Date of Patent: November 11, 1997
    Assignees: Cephalon, Inc., Kyowa Hakko Kogyo Co., Ltd.
    Inventors: John P. Mallamo, Robert L. Hudkins
  • Patent number: 5674867
    Abstract: The present invention relates to therapeutic agents for thrombocytopenia which contain an indolocarbazole derivative represented by the formula (I) given below or a pharmaceutically acceptable salt thereof as an active ingredient, and to novel indolocarbazole derivatives.
    Type: Grant
    Filed: May 18, 1994
    Date of Patent: October 7, 1997
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Tatsuya Tamaoki, Yukimasa Shiotsu, Chikara Murakata, Shiro Akinaga, Masami Okabe, Yutaka Saito, Junichi Watanabe, Takako Shiraki
  • Patent number: 5668271
    Abstract: Indolopyrrocarbazole derivatives represented by formula (I) and the pharmaceutically acceptable salts thereof have excellent antitumor activity as evidenced by their in vitro proliferation inhibiting activity against mouse leukemia cell, human gastric cancer cell, human lung cancer cell and human colon cancer cell, ##STR1## wherein R.sup.1 and R.sup.2 independently represent, for example, a hydrogen atom or various hydrocarbon groups which may be substituted or heterocyclic groups which may also be substituted; or a group --Y--R.sup.3 where Y represents a carbonyl group, thiocarbonyl group or sulfonyl group and R.sup.3 represents a hydrogen atom or one of various aliphatic, cycloaliphatic, aryl, nitrogen-containing (e.g. amino, hydrazino, etc) or heterocyclic groups, which groups may be substituted by various substituents; or R.sup.1 and R.sup.2 may combine to represent a lower alkylidene group which may be substituted; or R.sup.1 and R.sup.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 16, 1997
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Katsuhisa Kojiri, Hisao Kondo, Hiroharu Arakawa, Mitsuru Ohkubo, Hiroyuki Suda
  • Patent number: 5659031
    Abstract: There is provided a 1-(3-heterocyclylphenyl)-s-triazine-2,4,6-oxo or thiotrione compound having the structural formula I ##STR1## Further provided are a composition and a method comprising that compound for the control of undesirable plant species.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: August 19, 1997
    Assignee: American Cyanamid Company
    Inventors: Alvin Donald Crews, Jr., Gary Mitchell Karp, Mark Christopher Manfredi, Michael Anthony Guaciaro
  • Patent number: 5654427
    Abstract: The invention features a method of treating a pathological condition of the prostate gland, e.g., benign prostatic hypertrophy or prostate cancer, in a mammal, said method comprising administering to said mammal a therapeutic amount of the indolocarbazole compound K-252a or a preferred derivative thereof. The invention also includes novel derivatives of K-252a.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: August 5, 1997
    Assignees: Kyowa Hakko Kogyo Co., Ltd., Cephalon, Inc.
    Inventors: Craig A. Dionne, Patricia C. Contreras, Chikara Murakata
  • Patent number: 5650407
    Abstract: Esters of hydroxyl-containing indolocarbazoles and acids containing selected solubilizing groups are provided. Compositions including the indolocarbazole esters and methods for the use of the indolocarbazole esters are also provided.
    Type: Grant
    Filed: April 5, 1995
    Date of Patent: July 22, 1997
    Assignees: Cephalon, Inc., Kyowa Hakko Kogyo Co., Ltd.
    Inventors: John P. Mallamo, Robert L. Hudkins
  • Patent number: 5621098
    Abstract: This invention provides novel bis-indolemaleimide macrocycle derivatives of the formula: ##STR1## wherein R.sub.1, R.sub.2, X, W, and Y are as defined in the specification. The invention further provides the preparation, pharmaceutical formulations and the methods of use for inhibiting Protein Kinase C in mammals.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: April 15, 1997
    Assignee: Eli Lilly and Company
    Inventors: William F. Heath, Jr., Michael R. Jirousek, John H. McDonald, III, Christopher J. Rito
  • Patent number: 5621100
    Abstract: The invention features novel derivatives of K-252a, as well as novel bis-N-substituted derivatives of staurosporine. The invention also features a method for treating diseased neuronal cells involving the administration of either the novel staurosporine derivatives or specified functional derivatives of K-252a.
    Type: Grant
    Filed: October 26, 1994
    Date of Patent: April 15, 1997
    Assignees: Cephalon, Inc., Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Michael E. Lewis, James C. Kauer, Nicola Neff, Jill Roberts-Lewis, Chikara Murakata, Hiromitsu Saito, Yuzuru Matsuda, Marcie A. Glicksman, Fumihiko Kanai, Masami Kaneko
  • Patent number: 5621101
    Abstract: The invention features novel derivatives of K-252a, as well as novel bis-N-substituted derivatives of staurosporine. The invention also features a method for treating diseased neuronal cells involving the administration of either the novel staurosporine derivatives or specified functional derivatives of K-252a.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 15, 1997
    Assignees: Cephalon, Inc., Kyowa Hakko Kogyo
    Inventors: Michael E. Lewis, James C. Kauer, Nicola Neff, Jill Roberts-Lewis, Chikara Murakata, Hiromitsu Saito, Yuzuru Matsuda, Marcie A. Glicksman, Fumihiko Kanai, Masami Kaneko
  • Patent number: 5618809
    Abstract: N-alkanoyl derivatives of staurospodne represented by the formula I ##STR1## wherein R.sub.a and R.sub.b are each H or ##STR2## wherein R.sub.1 and R.sub.2 are independently H or --OH or --OCH.sub.3 and R.sub.3 is OH, NHCH.sub.3, NCH COCH.sub.3 or NHCOCH.sub.3 and R.sub.4 is OH or H and, stereochemical isomers thereof with the provisos that (1) when R.sub.a and R.sub.b .dbd.A, and R.sub.1.dbd.H.sub.2 or OH R.sub.3 is not NHCH.sub.3 ; (2) when R.sub.a and R.sub.b.dbd. B, then R.sub.1 .dbd.R.sub.4 .dbd.OH or R.sub.1 .dbd.R.sub.4 .dbd.H; (3) when R.sub.a .dbd.R.sub.b .dbd.H R.sub.1 .dbd.--OCH.sub.3, and (4) when R.sub.a and R.sub.b .dbd.A, and R.sub.1 .dbd.H and R.sub.2 .dbd.OCH.sub.3, then R3 is not and ##STR3## pharmaceutical compositions thereof useful for inhibiting myosin light chain kinase, protein kinase C or tumor cell proliferation as well as producing an antihypertensive effect and an anti-inflammatory effect in warm-blood animals such as man are disclosed.
    Type: Grant
    Filed: February 27, 1995
    Date of Patent: April 8, 1997
    Assignee: Schering Corporation
    Inventors: Ellen B. Barrabee, Ann C. Horan, Frank A. Gentile, Mahesh G. Patel
  • Patent number: 5610294
    Abstract: This invention relates to substituted cyclic carbonyls and derivatives thereof useful as retroviral protease inhibitors, to pharmaceutical compositions comprising such compounds, and to methods of using these compounds for treating viral infection. A representative compound of the invention is the compound of formula: ##STR1## wherein R.sup.22 and R.sup.23 are allyl.
    Type: Grant
    Filed: February 16, 1994
    Date of Patent: March 11, 1997
    Assignee: The Du Pont Merck Pharmaceutical Company
    Inventors: Patrick Y. Lam, Prabhakar K. Jadhav, Charles J. Eyermann, Carl N. Hodge, George V. De Lucca, James D. Rodgers
  • Patent number: 5605898
    Abstract: Disclosed are novel anellated triazole compounds of formula, in which R.sup.A, m, n, X--X, V, W and Q have the meaning stated in the specification; a method of their preapartion; and their use as herbicides.
    Type: Grant
    Filed: April 24, 1995
    Date of Patent: February 25, 1997
    Assignees: Degussa AG, E. I. DuPont de Nemours and Company
    Inventors: Matthias Schafer, Karlheinz Drauz, Dieter Feit
  • Patent number: 5604219
    Abstract: Disclosed is an indolocarbazole derivative represented by the following formula (I), or a pharmaceutically acceptable salt thereof: ##STR1## [wherein R.sup.1 represents substituted or unsubstituted lower alkyl, R.sup.2 represents hydrogen, substituted or unsubstituted lower alkyl, R.sup.3 and R.sup.4 are the same or different, and represent hydrogen, nitro, NR.sup.5 R.sup.6, OR.sup.9, substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkenyl, or CH.dbd.NNR.sup.10 R.sup.11, W represents two hydrogen atoms or oxygen, and Me represents methyl, provided that when R.sup.1 is unsubstituted lower alkyl, R.sup.3 and R.sup.4 are not simultaneously hydrogen.
    Type: Grant
    Filed: March 16, 1995
    Date of Patent: February 18, 1997
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Chikara Murakata, Junichi Watanabe, Yutaka Saitoh, Yukimasa Shiotsu, Takako Shiraki, Fumihiko Kanai, Tatsuya Tamaoki, Shiro Akinaga, Masami Okabe
  • Patent number: 5591842
    Abstract: Indolopyrrocarbazole derivatives such as exemplified by the following compound, ##STR1## have excellent antitumor activity as evidenced by in vitro proliferation inhibiting activity against mouse leukemia cell, human gastric cancer cell, human lung cancer cell and human colon cancer cell.
    Type: Grant
    Filed: June 8, 1994
    Date of Patent: January 7, 1997
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Katsuhisa Kojiri, Hisao Kondo, Hiroharu Arakawa, Mitsuru Ohkubo, Hiroyuki Suda
  • Patent number: 5589472
    Abstract: The invention relates to compounds of the formula ##STR1## wherein X, Y, Z, R.sub.1, R.sub.2, R.sub.4, and R.sub.5, are as described herein. These compounds are useful as agents for the treatment of inflammation, tumors and psoriasis.
    Type: Grant
    Filed: March 10, 1995
    Date of Patent: December 31, 1996
    Inventor: Susan F. Vice
  • Patent number: 5585488
    Abstract: In the formulae, R.sup.1, R.sup.2, and R.sup.3 independently represent lower alkyl or aryl, and R.sup.4 represents lower alkyl.The present invention relates to a process for producing an indolocarbazole derivative represented by Formula (II), comprising the acidic treatment of a silylated indolocarbazole derivative represented by Formula (VI).
    Type: Grant
    Filed: February 23, 1996
    Date of Patent: December 17, 1996
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Masahiko Kinugawa, Yoshiaki Masuda, Yukiteru Mimura, Chikara Murakata, Hiromitsu Saito, Takehiro Ogasa, Masaji Kasai, Shinji Tomioka
  • Patent number: 5516771
    Abstract: The invention features a method of treating a pathological condition of the prostate gland, e.g., benign prostatic hypertrophy or prostate cancer, in a mammal, said method comprising administering to said mammal a therapeutic amount of the indolocarbazole compound K-252a or a preferred derivative thereof. The invention also includes novel derivatives of K-252a.
    Type: Grant
    Filed: May 27, 1994
    Date of Patent: May 14, 1996
    Assignees: Cephalon, Inc., Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Craig A. Dionne, Patricia C. Contreras, Chikara Murakata
  • Patent number: 5506355
    Abstract: The present invention discloses processes for the preparation of substituted cyclic sulfamides which are useful as intermediates for the synthesis of cyclic sulfamide human immunodeficiency virus (HIV) protease inhibitors. Such substituted cyclic sulfamide intermediates contain a cyclic acetal-protected diol.
    Type: Grant
    Filed: June 30, 1994
    Date of Patent: April 9, 1996
    Assignee: The Du Pont Merck Pharmaceutical Company
    Inventors: Prabhakar K. Jadhav, Wayne F. Daneker, Francis J. Woerner
  • Patent number: 5478934
    Abstract: Disclosed are compounds of the formula: ##STR1## wherein: A represents arylalkyl, aryl or heteroaryl; X is nitrogen or CH; and R.sub.2, R.sub.3, R.sub.4 and R.sub.5 represent organic or inorganic substituents;and the pharmaceutically acceptable salts thereof; useful for treating disorders of the central nervous system.
    Type: Grant
    Filed: November 23, 1994
    Date of Patent: December 26, 1995
    Inventors: Jun Yuan, Jan W. F. Wasley
  • Patent number: 5461146
    Abstract: The invention features novel derivatives of K-252a, as well as novel bis-N-substituted derivatives of staurosporine. Also, a method for treating diseased neuronal cells involving the administration of either the novel staurosporine derivatives or specified functional derivatives of K-252a.
    Type: Grant
    Filed: July 22, 1993
    Date of Patent: October 24, 1995
    Assignees: Cephalon, Inc., Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Michael E. Lewis, James C. Kauer, Nicola Neff, Jill Roberts-Lewis, Chikara Murakata, Hiromitsu Saito, Yuzuru Matsuda, Marcie A. Glicksman
  • Patent number: 5455241
    Abstract: N-(tetrahydropyran-4-yloxy-alkanoyl)-staurosporin derivatives of formula I ##STR1## wherein R.sub.1 is hydrogen, hydroxy, lower alkoxy or oxo,R.sub.2 is hydrogen or C.sub.1-4 alkyl andR.sub.3 is hydrogen or C.sub.1-4 alkyl,processes and novel intermediates for the preparation thereof and processes for the preparation of the intermediates are described. The compounds of formula I inhibit the enzyme protein kinase C with a high degree of selectivity and can be used especially as tumour-inhibiting active ingredients.
    Type: Grant
    Filed: September 20, 1994
    Date of Patent: October 3, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Oskar Wacker
  • Patent number: 5382675
    Abstract: A tetrahydropyran-4-yloxy-alkanoic acid of formula III ##STR1## wherein R.sub.2 is hydrogen or C.sub.1-4 alkyl and R.sub.3 is hydrogen or C.sub.1-4 alkyl.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: January 17, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Oskar Wacker
  • Patent number: 5344926
    Abstract: Disclosed is a process for producing a staurosporine derivative represented by Formula (I): Q is defined as in specification: ##STR1## The staurosporine derivative (I-1) possesses selective protein kinase C-inhibitory and cell growth-inhibiting activities, and platelet-increasing activity.
    Type: Grant
    Filed: June 22, 1993
    Date of Patent: September 6, 1994
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Chikara Murakata, Toshimitsu Takiguchi, Shigeo Katsumata, Akira Mihara, Keiichi Takahashi, Hiromitsu Saito, Shiro Akinaga, Masami Okabe, Yutaka Saito
  • Patent number: 5264431
    Abstract: Staurosporin derivatives of the formula I are described, ##STR1## in which R.sub.1 is hydrogen, hydroxyl, lower alkoxy or oxo and R.sub.2 is a radical of the formula II ##STR2## in which the configuration of the sugar moiety is derived from D-glucose, D-galactose or D-mannose, and R.sub.3 -R.sub.7 are as defined below.These compounds have a pronounced and selective inhibitory action on the enzyme proteinkinase C and have, inter alia, an antitumor action.
    Type: Grant
    Filed: November 6, 1992
    Date of Patent: November 23, 1993
    Assignee: Ciba-Geigy Corp.
    Inventors: Oskar Wacker, Peter Traxler
  • Patent number: 5240938
    Abstract: Substituted heterocycles attached through a methylene bridge to novel substituted phenyl derivatives of the Formula I are useful as angiotensin II antagonists.
    Type: Grant
    Filed: August 13, 1991
    Date of Patent: August 31, 1993
    Assignee: Merck & Co., Inc.
    Inventors: William J. Greenlee, Arthur A. Patchett, David Hangauer, Thomas F. Walsh, Kenneth J. Fitch, Ralph A. Rivero, Daljit S. Dhanoa
  • Patent number: 5238936
    Abstract: The compounds are trisubstituted triazines and pyrimidines useful for the suppressing the resistance of tumour cells to anti-cancer agents and for suppressing the resistance of parasites to anti-parasitic agents.A compound disclosed is 2,4-diallylamino-6-{4-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl) methylamino]piperidin-1-yl}-1,3,5-triazine.
    Type: Grant
    Filed: March 6, 1992
    Date of Patent: August 24, 1993
    Assignee: Adir et Compagnie
    Inventors: Gilbert Regnier, Alain Dhainaut, Ghanem Atassi, Alain Pierre, Stephane Leonce
  • Patent number: 5212301
    Abstract: Introduction of a fluoro substituent into an aromatic ring adjacent an electron donating group is difficult producing mixed isomers and low yields of desired products.A process for the introduction of a fluoro substituent into a substantially adjacent position to an electron-donating group into an aromatic compound in high yield is disclosed.The fluoroaromatic compounds are useful as synthetic intermediates for example in the manufacture of agrochemicals, pharmaceuticals and dyestuffs.
    Type: Grant
    Filed: May 8, 1992
    Date of Patent: May 18, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: John S. Moilliet, Richard D. Chambers, Michael H. Rock
  • Patent number: 5202324
    Abstract: The imidazo[1,2-b]pyridazine compounds of the formula: ##STR1## wherein R.sub.1 is a hydrogen or halogen atom, or a lower alkyl group optionally having substituent(s), R.sub.2 and R.sub.3 are, independently, a hydrogen atom, a lower alkyl group optionally having substituent(s), a cycloalkyl group or a phenyl group optionally having substituent(s) or R.sub.2 and R.sub.3 together with the adjacent nitrogen atom to which they bond may form a heterocyclic ring optionally having substituent(s), X is an oxygen atom or S(O).sub.n (n=0 to 2), Alk is a straight or branched chain alkylene group containing 1-10 carbon atoms and optionally having substituent(s), or their pharmaceutically acceptable salts which possess antiallergic, anti-inflammatory and anti-PAF activities, and their production and use.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: April 13, 1993
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Akio Miyake, Masaaki Kuwahara, Hisashi Kuriki
  • Patent number: 5185260
    Abstract: A G.sub.1 phase kinase inhibitor is applied in a low concentration to a population of normal and transformed mammalian cells. The concentration of G.sub.1 phase kinase inhibitor is selected to reversibly arrest normal mammalian cells in the G.sub.1 cell cycle without arresting growth of transformed cells. The transformed cells may then be selectively identified and/or cloned for research or diagnostic purposes. The transformed cells may also be selectively killed by therapeutic agents that do not affect normal cells in the G.sub.1 phase, suggesting that such G.sub.1 phase kinase inhibitors may form an effective adjuvant for use with chemotherapeutic agents in cancer therapy for optimizing the killing dose of chemotherapeutic agents while minimizing undesirable side effects on normal cells.
    Type: Grant
    Filed: August 29, 1991
    Date of Patent: February 9, 1993
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventors: Harry A. Crissman, Donna M. Gadbois, Robert A. Tobey, E. Morton Bradbury
  • Patent number: 5180418
    Abstract: Cycloalkanecarboxylic acid derivatives of formula I ##STR1## wherein W is ##STR2## and A is CO--R.sub.3 or CN; R.sub.1 is hydrogen or fluorine; R.sub.2 is halogen or cyano; R.sub.3 is chlorine, X--R.sub.5, amino, C.sub.1 -C.sub.4 alkylamino, d-C.sub.1 -C.sub.4 alkylamino, C.sub.2 -C.sub.4 haloalkylamino, di-C.sub.2 -C.sub.4 haloalkylamino, C.sub.1 -C.sub.4 hydroxyalkylamino, di-C.sub.1 -C.sub.4 hydroxyalkylamino, C.sub.3 -C.sub.4 alkenylamino, diallylamino, --N-pyrrolidino, --N-piperidino, --N-morpholino, --N-thiomorpholino, --N-piperidazino, the group --O--N.dbd.C--(R.sub.9)R.sub.10 or the group --N--R.sub.6 (OR.sub.6); each of R.sub.4 and R.sub.14, independently of the other, is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 alkyl or trifluoromethyl; R.sub.5 is hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.10 alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, cyano-C.sub.1 -C.sub.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: January 19, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner, Eginhard Steiner
  • Patent number: 5106840
    Abstract: The invention relates to a method of preparing N-oxo-tetrahydro-.beta.-carbolines having formula 1. ##STR1## wherein R.sub.1 is lower alkyl or alkoxy, halogen, trifluoromethyl, lower alkylthio, hydroxy, amino, lower mono- or dialkyl- or acylamino.n has the value 0, 1 or 2,R.sub.2 is hydrogen, lower alkyl or acyl,R.sub.3 is hydrogen, lower alkyl or alkoxycarbonyl, or a phenyl group optionally substituted with a group R.sub.
    Type: Grant
    Filed: June 5, 1990
    Date of Patent: April 21, 1992
    Assignee: Duphar International Research B.V.
    Inventors: Peter H. H. Hermkens, Jan H. Van Maarseveen, Johan W. Scheeren, Cornelis G. Kruse
  • Patent number: 5093330
    Abstract: N-substituted derivatives of staurosporine of the general formula[Stau]--N(CH.sub.3)--R (I)in which [Stau] represents a residue of the partial formula ##STR1## and R represents a hydrocarbyl radical R.sup.o or an acyl radical Ac, which radicals preferably have a maximum of 30 carbon atoms, and salts of compounds of the formula I having salt-forming properties, are distinguished as selective inhibitors of proteinkinase C. They are manufactured by conventional alkylation or acylation, respectively, of staurosporine.
    Type: Grant
    Filed: March 21, 1991
    Date of Patent: March 3, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Giorgio Caravatti, Andreas Fredenhagen
  • Patent number: 5089175
    Abstract: Hydroxyalkane carboxylic acid derivatives of general formula I ##STR1## in which n means the numbers 7 to 18,R.sub.1 represents a hydrogen atom or an acyl group with a maximum of 16 carbon atoms, andoptionally an alkylene group with 4 to 8 carbon atoms interrupted by an oxygen atom or a nitrogen atom, are useful for the production of pharmaceutical agents for local treatment of diseases of the skin and mucous membranes.
    Type: Grant
    Filed: February 16, 1990
    Date of Patent: February 18, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Christopher G. Earnshaw, Gerald Kirsch, Petra Rach, Ruth Thieroff-Ekerdt, Michael Topert
  • Patent number: 5073633
    Abstract: An antitumor antibiotic designated BMY-41950 is produced by fermentation of Streptomyces staurosporeus ATCC 55006 or Streptomyces hygroscopicus ATCC 53730. The BMY-41950 antibiotic exhibits both antimicrobial and antitumor activities.
    Type: Grant
    Filed: November 5, 1990
    Date of Patent: December 17, 1991
    Assignee: Bristol-Myers Company
    Inventors: Daniel Schroeder, Kin S. Lam, Jacqueline Mattei, Grace A. Hesler
  • Patent number: 5043335
    Abstract: The present invention provides 9,10,11,12-tetrahydro-9,12-epoxy-1H-diindolo [1,2,3-fg: 3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-1,3(2H)-dione and 9,10,11,12-tetrahydro-2-(tetrahydro-5-methoxy-2-furanyl) -9,12-epoxy-1H-diindolo[1,2,3-fg: 3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-1,3(2H)-dione process for the preparation thereof, pharmaceutical compositions containing the compounds, and use of the compounds in heart and blood vessel diseases such as thromboses, arterioscleroses, hypertension and inflammatory diseases, allergies, cancer and certain degenerative damage of the central nervous system, as well as diseases of the immune system.
    Type: Grant
    Filed: July 23, 1990
    Date of Patent: August 27, 1991
    Assignee: Godecke Aktiengesellschaft
    Inventors: Jurgen Kleinschroth, Johannes Hartenstein, Christoph Schachtele, Claus Rudolph
  • Patent number: 5041545
    Abstract: Hydrazide functionalized 2-hydroxybenzophenone ultraviolet light and heat stabilizers and derivatives are disclosed having the general formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, X, Y, Z, all substituents thereof, and n are set forth in the Summary of the Invention. Y--N(R.sup.6)--Z is the hydrazide or derivative group and --X--R.sup.5 -- links the hydrazide group to an aromatic nucleus of the optionally substituted benzophenone group. Derivatives are, for example, acyl hydrazides, diacyl hydrazides (including imides), hydrazones and alkyl hydrazides. The compounds are useful as ultraviolet light absorbers and heat stabilizers for plastics.
    Type: Grant
    Filed: April 6, 1989
    Date of Patent: August 20, 1991
    Assignee: Atochem North America, Inc.
    Inventor: Terry N. Myers
  • Patent number: 5015578
    Abstract: A new antitumor antibiotic designated BMY-41950 is produced by fermentation of Streptomyces staurosporeus ATCC 55006 or Streptomyces hygroscopicus ATCC 53730. The BMY-41950 antibiotic exhibits both antimicrobial and antitumor activities.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: May 14, 1991
    Assignee: Bristol-Myers Squibb Company
    Inventors: Daniel Schroeder, Kin S. Lam, Jacqueline Mattei, Grace A. Hesler
  • Patent number: 5015637
    Abstract: There are disclosed various compounds of the formula below, ##STR1## where X is hydrogen, halogen or loweralkyl;Y is hydrogen, halogen, loweralkyl, loweralkoxy or trifluoromethyl;R.sub.1 is hydrogen, loweralkyl, aryl, arylloweralkyl, diloweralkylaminoloweralkyl or ##STR2## R.sub.3 being hydrogen, loweralkyl or arylloweralkyl; and R.sub.2 is hydrogen, loweralkyl or arylloweralkyl;which compounds are useful as analgesic agents.
    Type: Grant
    Filed: May 25, 1990
    Date of Patent: May 14, 1991
    Assignee: Hoechst-Roussel Pharmaceutical Inc.
    Inventors: Richard C. Effland, Larry Davis
  • Patent number: 5011833
    Abstract: Novel derivatives of 11-carbonyl-6,11-dihydrodibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide of the general formula ##STR1## wherein R and R.sub.1, which can be different, represent a hydrogen atom or a (C.sub.1 -C.sub.5) alkyl or (C.sub.1 -C.sub.4)hydroxyalkyl group, or R and R.sub.1 together can form a 5-membered and/or 6-membered heterocyclic ring which may contain a further heteroatom,R.sub.2 and R.sub.3, which can be different, represent a hydrogen atom, a (C.sub.1 -C.sub.3)alkoxy, (C.sub.1 -C.sub.3)alkyl, nitro, amino or (C.sub.1 -C.sub.3)alkylamino, halogen, halogeno-alkyl or hydroxyl group,R.sub.4 represents a hydrogen atom or a (C.sub.1 -C.sub.4) alkyl, alkylaryl or (C.sub.1 -C.sub.6)alkylamino group, andn assumes values of 0, 1 or 2, andnon-toxic, pharmaceutically acceptable salts thereof, obtained by addition of acids or alkyl halides.
    Type: Grant
    Filed: August 11, 1989
    Date of Patent: April 30, 1991
    Assignee: A. Menarini Industrie Farmaceutiche Riunite
    Inventors: Franco Barsini, Alberto Meli, Giovanna Volterra, Danilo Giannotti, Vittorio Pestellini
  • Patent number: 4957535
    Abstract: Novel bicyclic triazole compounds of the formula I have an excellent herbicidal and plant-growth regulating action.The compounds correspond to the formula I ##STR1## wherein Q is hydrogen or halogen,T is halogen, andZ is a radical --XR or --COXR, in whichX is oxygen, sulfur or a radical --NR.sub.2 --,R is hydrogen, a C.sub.1 -C.sub.6 -alkyl, C hd 3-C.sub.6 -cycloalkyl, C hd 2-C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl radical, which is unsubstituted or substituted by halogen, or is a radical --A--COXR.sub.1, in whichA is a C.sub.1 -C.sub.4 -alkylene bridge andR.sub.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.4 -alkenyl or C.sub.3 -C.sub.4 -alkynyl.
    Type: Grant
    Filed: September 29, 1988
    Date of Patent: September 18, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Beat Bohner, Georg Pissiotasa, Hans Moser
  • Patent number: 4943570
    Abstract: Benzimidazole-2-sulfonamide and imidazopyridine-2-sulfonamide derivatives corresponding to the general formula: ##STR1## and their pharmaceutically acceptable salts in which: Z.sup.1 to Z.sup.4 represent a nitrogen atom or a substituted or unsubstituted carbon atom;R.sup.3 represents a hydrogen atom or an alkyl, aryl, heteroaryl, alkylaryl, hydroxyalkyl, alkylheteroaryl, mono-, bi- or tri-cycloalkyl, alkylamino, N-alkyl-alkylamino, alkylcarboxyalkyl, acyl, alkylthioalkyl, alkylsulfinylalkyl or alkylsulfonylalkyl, alkylthioaryl, alkylsulfinylaryl or alkylsulfonylaryl, alkylthioheteroaryl, alkylsulfinylheteroaryl or alkylsulfonylheteroaryl, alkylthioalkylaryl, alkylsulfinylalkylaryl or alkylsulfonylalkylaryl, alkylthioalkylheteroaryl, alkylsulfinylalkylheteroaryl or alkylsulfonylalkylheteroaryl, halogenoalkyl, cyanoalkyl, N-alkylaryl-alkylamino, N-alkyl-N-alkylaryl-alkylamino, N,N-dialkyl-alkylamino, alkylpiperazinyl, alkylpiperidinyl or alkylmorpholinyl radical;X represents --(CHR.sup.8).sub.n --(CHR.sup.9).
    Type: Grant
    Filed: April 28, 1989
    Date of Patent: July 24, 1990
    Assignee: Laboratorios Del Dr. Esteve, S.A.
    Inventors: Jordi F. Constansa, Juan P. Corominas, Augusto C. Pinol
  • Patent number: 4935415
    Abstract: UCN-01 having an anti-tumor activity and an anti-bacterial activity is produced by culturing a microorganism belonging to the genus Streptomyces.
    Type: Grant
    Filed: March 20, 1987
    Date of Patent: June 19, 1990
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Hirofumi Nakano, Isami Takahashi, Tatsuya Tamaoki, Fusao Tomita, Isao Kawamoto, Kozo Asano, Makoto Morimoto, Hisayo Nomoto
  • Patent number: 4923986
    Abstract: The present invention relates to novel derivatives of K-252, (8R*, 9S*, 11S*)-(-)-9-hydroxy-9-methoxycarbonyl-8-methyl-2,3,9,10-tetrahydro-8,11-ep oxy-1H,8H, 11H-2,7b,11a-triazadibenzo[a,g]cycloocta-[c,d,e,]trinden-1-one, and the compounds are represented by formula (I): ##STR1## wherein W.sub.1, W.sub.2, R.sup.1, R.sup.2, R.sup.3, R.sup.4, X and Y represent various substituents. The compounds are physiologically active substances that inhibit protein kinase C and exhibit an antitumor activity, and are useful as medicines.
    Type: Grant
    Filed: November 8, 1988
    Date of Patent: May 8, 1990
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Chikara Murakata, Akira Sato, Mitsuru Takahashi, Eiji Kobayashi, Makoto Morimoto, Shiro Akinaga, Tadashi Hirata, Kenichi Mochida, Hiroshi Kase, Koji Yamada, Kazuyuki Iwashashi
  • Patent number: 4871387
    Abstract: New pyri(mi)dyl-oxy- or -thio-benzoic acid derivatives of the formula ##STR1## are taught which have herbicidal and plant growth regulating activity. In the formula Z can be Ch or N, X is oxygen or sulphur, A is oxygen, sulphur, a radical R.sup.5 --N.dbd.or a radical R.sup.6 O--N.dbd.and B is oxygen, sulphur, a radical ##STR2## with the proviso that at least one of the radicals R.sup.1, R.sup.2 or R.sup.3 represents alkyl or a part of a 3- to 6-membered fused carbocyclic ring.
    Type: Grant
    Filed: December 4, 1986
    Date of Patent: October 3, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Sasse, Reiner Fischer, Hermann Hagemann, Hans-Joachim Santel, Robert R. Schmidt, Kalus Lurssen
  • Patent number: 4789394
    Abstract: Novel bicyclic triazole compounds of the formula I have an excellent herbicidal and plant-growth regulating action.The compounds correspond to the formula I ##STR1## wherein Q is hydrogen or halogen,T is halogen, andZ is a radical --XR or --COXR, in whichX is oxygen, sulfur or a radical --NR.sub.1 --,R is hydrogen, a C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl radical, which is unsubstituted or substituted by halogen, or is a radical --A--COXR.sub.1, in whichA is a C.sub.1 -C.sub.4 -alkylene bridge andR.sub.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.4 -alkenyl or C.sub.3 -C.sub.4 -alkynyl.
    Type: Grant
    Filed: July 17, 1986
    Date of Patent: December 6, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Beat Bohner, Georg Pissiotas, Hans Moser
  • Patent number: 4775406
    Abstract: The salts of 1-phenylimidazole-5-carboxylic acids substituted in the phenyl ring, of the general formula (I) ##STR1## exhibit a good plant growth-regulating activity. In the general formula the symbols have the following meaning:Y is an ammonium ion substituted up to fourfold by (substituted) alkyl, (substituted) alkenyl, alkynyl, (substituted) cycloalkyl, cycloalkenyl, and (substituted) phenyl, wherein the charged N may be part of a heterocyclic radial (NH.sub.4.sup.+ is excepted); phosphonium ion substituted fourfold by alkyl, (substituted) phenyl or (substituted) benzyl; sulfonium- or sulfoxonium ion substituted threefold by alkyl, (substituted) phenyl or (substituted) benzyl; the guanidinium ion or an O-alkylisourea cation;R.sup.1, R.sup.2 independently of each other are alkyl;R.sup.3 is alkyl, alkoxy or halogen; andn is 0, 1, 2 or 3.
    Type: Grant
    Filed: November 21, 1985
    Date of Patent: October 4, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Roland Schmierer, Ernst-Friedrich Schulze, Helmut Bustell, Erwin Hacker
  • Patent number: 4769455
    Abstract: The invention relates to new benzodisultams of the general formula (I) ##STR1## in which R.sup.1 represents an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aralkyl and aryl,R.sup.2 represents hydrogen or an optionally substituted radical from the series comprising alkyl, alkenyl, alkinyl and aralkyl, andR.sup.3 represents an optionally substituted and/or optionally fused six-membered aromatic heterocyclic radical which contains at least one nitrogen atom,a process for their preparation and their use as herbicides.
    Type: Grant
    Filed: February 12, 1987
    Date of Patent: September 6, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Diehr, Christa Fest, Rolf Kirsten, Joachim Kluth, Klaus-Helmut Muller, Theodor Pfister, Uwe Priesnitz, Hans-Jochem Riebel, Wolfgang Roy, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 4751316
    Abstract: Novel 1,5-benzoxathiepin derivatives of the formula: ##STR1## [wherein R.sub.1 and R.sub.2 are independently hydrogen, halogen, hydroxy, lower alkyl or lower alkoxy; R.sub.3 and R.sub.4 are independently hydrogen, optionally substituted lower alkyl or optionally substituted cycloalkyl or optionally substituted aralkyl, or both jointly form an optionally substituted ring together with the adjacent nitrogen atom; X is hydrogen, optionally substituted lower alkyl, optionally substituted aryl or a carboxyl group which may be esterified or amidated; Y is >C.dbd.O or >CH--OR.sub.5 (wherein R.sub.5 is hydrogen, acyl or optionally substituted carbamoyl); m is an integer of 0 to 2; n is an integer of 1 to 6] and salts thereof exhibit serotonin S.sub.
    Type: Grant
    Filed: April 15, 1987
    Date of Patent: June 14, 1988
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hirosada Sugihara, Minoru Hirata
  • Patent number: 4690929
    Abstract: Compounds of formula I: ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl group; R.sub.2 represents a hydrogen or halogen atom or a methyl, cyano, C.sub.1 -C.sub.4 alkylthio or phenylthio group; R.sub.7 and R.sub.8 represent hydrogen atoms and R.sub.3 represents a hydrogen atom or a methoxy group, or R.sub.7 represents a hydrogen atom and R.sub.3 and R.sub.8 taken together represent a bond, or R.sub.3 represents a hydrogen atom or a methoxy group and R.sub.7 and R.sub.8 taken together represent a bond; R.sub.4 represents a hydrocarbon group having from 1 to 4 carbon atoms; R.sub.5 represents a hydrogen atom or a hydrocarbon group having from 1 to 4 carbon atoms or a phenyl group; X represents an oxygen or sulphur atom or an imino group, R.sub.9 represents a hydrogen atom and B represents a cyano, a C.sub.2 -C.sub.5 alkoxycarbonyl or carbamoyl group, or R.sub.
    Type: Grant
    Filed: April 26, 1984
    Date of Patent: September 1, 1987
    Assignee: Farmitalia Carlo Erba
    Inventors: Luigi Bernardi, Laura Chiodini, Sergio Mantegani, Daniela Ruggieri, Aldemio Temperilli, Patricia Salvati
  • Patent number: 4672064
    Abstract: Novel 1,5-benzoxathiepin derivatives of the formula: ##STR1## [wherein R.sub.1 and R.sub.2 are independently hydrogen, halogen, hydroxy, lower alkyl or lower alkoxy; R.sub.3 and R.sub.4 are independently hydrogen, optionally substituted lower alkyl or optionally substituted cycloalkyl or optionally substituted aralkyl, or both jointly form an optionally substituted ring together with the adjacent nitrogen atom; X is hydrogen, optionally substituted lower alkyl, optionally substituted aryl or a carboxyl group which may be esterified or amidated; Y is ##STR2## (wherein R.sub.5 is hydrogen, acyl or optionally substituted carbamoyl); m is an integer of 0 to 2; n is an integer of 1 to 6] and salts thereof exhibit serotonin S.sub.
    Type: Grant
    Filed: December 10, 1985
    Date of Patent: June 9, 1987
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hirosada Sugihara, Minoru Hirata