One Of The Cyclos Has At Least Seven Members Patents (Class 546/93)
  • Patent number: 6071907
    Abstract: Novel tricyclic compounds and pharmaceutical compositions are disclosed which are inhibitors of the enzyme, farnesyl protein transferase. Also disclosed is a method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells. The method comprises administering the novel tricyclic compound to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammals such as a human.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: June 6, 2000
    Assignee: Schering Corporation
    Inventors: F. George Njoroge, Yi-Tsung Liu, Arthur G. Taveras
  • Patent number: 6051582
    Abstract: Novel compounds of the formula: ##STR1## or a pharmaceutically acceptable salt or solvate thereof, wherein: a represents N or NO.sup.- ;R.sup.1 and R.sup.3 are the same or different and each represents halo;R.sup.2 and R.sup.4 are each independently selected from H and halo, provided that at least one of R.sup.2 and R.sup.4 is H;each dotted line (---) represents an optional bond;X is N, C when the optional bond to X is present, or CH when the optional bond to X is absent;T is a substituent selected from: ##STR2## Z represents O or S; R represents --SO.sub.2 R.sup.10 ;R.sup.5 represents alkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, OR.sup.12, NR.sup.12 H, SH, SR.sup.12, SOR.sup.12 (where R.sup.12 is not H), or SO.sub.2 R.sup.12 (where R.sup.12 is not H); andeach R.sup.10 independently represents H, alkyl, aryl, or aralkyl;R.sup.11 is alkyl, aryl, aralkyl, heteroaryl or heterocycloalkyl;R.sup.12 is selected from H, alkyl, aryl, aralkyl, heteroaryl, heteroarylalkyl, or heterocycloalkyl.
    Type: Grant
    Filed: June 15, 1998
    Date of Patent: April 18, 2000
    Assignee: Schering Corporation
    Inventor: Arthur G. Taveras
  • Patent number: 6039683
    Abstract: Compounds of the following formula useful for inhibiting Ras function and therefore inhibiting or treating the abnormal growth of cells are disclosed: ##STR1## or a pharmaceutically acceptable salt or solvate thereof, wherein: R and R.sup.2 are halo;R.sup.1 and R.sup.3 are H and halo, provided that at least one is H;W is N, CH or C when the double bond is present at the C-11 position;R.sup.4 is --(CH.sub.2).sub.n --R.sup.5 or ##STR2## R.sup.5 is ##STR3## R.sup.6 is R.sup.5 or ##STR4## Z.sup.1 and Z.sup.2 are independently selected from the group consisting of .dbd.O and .dbd.S;n is 1-6; andn.sub.1 is 0 or 1.
    Type: Grant
    Filed: September 29, 1998
    Date of Patent: March 21, 2000
    Assignee: Schering Corporation
    Inventors: F. George Njoroge, Bancha Vibulbhan, Patrick A. Pinto, Viyyoor M. Girijavallabhan
  • Patent number: 6040305
    Abstract: Novel compounds of the formula: ##STR1## are disclosed. Compounds of Formula 1.0 are represented by the compounds of formulas: ##STR2## wherein R.sup.1, R.sup.3 and R.sup.4 are each independently selected from halo. Also disclosed are methods of inhibiting farnesyl protein transferase and the growth of abnormal cells, such as tumor cells.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: March 21, 2000
    Assignee: Schering Corporation
    Inventors: Arthur G. Taveras, George F. Njoroge
  • Patent number: 6030982
    Abstract: Novel compounds of the formula: ##STR1## are disclosed. Compounds of Formula 1.0 are represented by the compounds of formulas: ##STR2## wherein R.sup.1, R.sup.3 and R.sup.4 are each independently selected from halo. Also disclosed are methods of inhibiting farnesyl protein transferase and the growth of abnormal cells, such as tumor cells.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: February 29, 2000
    Assignee: Schering Corporationm
    Inventors: F George Njoroge, Arthur G. Taveras, Ronald J. Doll, Tarik Lalwani, Carmen Alvarez, Stacy W. Remiszewski
  • Patent number: 5998620
    Abstract: The invention relates to a process for preparing a compound of the formula ##STR1## comprising reacting a bromo-substituted pyridine with an amine of the formula NHR.sup.5 R.sup.6, reacting the resulting amide with an iodo-halomethyl-substituted compound and cyclizing the resultant product, wherein R, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined in the specification; also claimed are a compound of the formula ##STR2## and a process for preparing it from the corresponding halo-substituted benzoic acid.
    Type: Grant
    Filed: March 23, 1998
    Date of Patent: December 7, 1999
    Assignee: Schering Corporation
    Inventors: Xing Chen, Marc Poirier, Yee-Shing Wong, Guang-Zhong Wu
  • Patent number: 5994364
    Abstract: The invention relates to 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, R.sup.8, Y, A, B, X, a, b, c, d, v, and w are as described herein. The compounds of formula (1.0) are useful for inhibiting tumor growth.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: November 30, 1999
    Assignee: Schering Corporation
    Inventors: F. George Njoroge, Ronald J. Doll, Stacy W. Remiszewski
  • Patent number: 5990121
    Abstract: The present invention relates to the new use of 1,2-bridged 1,4-dihydropyridines which are known in some cases, of the general formula (I) ##STR1## in which R.sup.1 to R.sup.4 and a have the meaning indicated in the description, processes for their preparation and their use as medicaments, as selective potassium channel modulators, in particular for the treatment of the central nervous system.
    Type: Grant
    Filed: December 8, 1995
    Date of Patent: November 23, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Urbahns, Hans-Georg Heine, Bodo Junge, Thomas Glaser, Reilinde Wittka, Jean-Marie-Viktor De Vry, Henning Sommermeyer
  • Patent number: 5985879
    Abstract: Novel compounds of the formula: ##STR1## are disclosed. Compounds of Formula 1.0 are represented by the compounds of formulas: ##STR2## wherein R.sup.1, R.sup.3 and R.sup.4 are each independently selected from halo. Also disclosed are methods of inhibiting farnesyl protein transferase and the growth of abnormal cells, such as tumor cells.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: November 16, 1999
    Assignee: Schering Corporation
    Inventors: Arthur G. Taveras, Alan K. Mallams, Adriano Afonso
  • Patent number: 5977128
    Abstract: A method of inhibiting Ras function and therefore inhibiting cellular growth is disclosed. The method comprises the administration of a compound of Formula 1.0 ##STR1## Also disclosed are novel compounds of the formulas: ##STR2## Also disclosed are processes for making 3-substituted compounds of the Formulas 1.1, 1.2 and 1.3.Further disclosed are novel compounds which are intermediates in the processes for making the 3-substituted compounds of Formulas 1.1, 1.2, and 1.3.
    Type: Grant
    Filed: November 14, 1997
    Date of Patent: November 2, 1999
    Assignee: Schering Corporation
    Inventors: Robert W. Bishop, Ronald J. Doll, Alan K. Mallams, F. George Njoroge, Joanne M. Petrin, John J. Piwinski, Ronald L. Wolin, Arthur G. Taveras, Stacy W. Remiszewski
  • Patent number: 5965570
    Abstract: Novel tricyclic compounds and pharmaceutical compositions are disclosed which are inhibitors of the enzyme, farnesyl protein transferase. Also disclosed is a method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells. The method comprises administering the novel tricyclic compound to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammal such as a human.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: October 12, 1999
    Assignees: Schering Corporation, Pharmacopeia Inc.
    Inventors: Alan B. Cooper, Alan K. Mallams, Viyyoor M. Girijavallabhan, Ronald J. Doll, Arthur G. Taveras, F. George Njoroge, John J. Baldwin, John C. Reader
  • Patent number: 5958890
    Abstract: Compounds the formula ##STR1## their use as farnesyl transferase protein inhibitors and pharmaceutical compositions containing them are disclosed, especially compounds of the formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are halo, A and B are each H.sub.2, and R is as defined in the specification.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: September 28, 1999
    Assignee: Schering Corporation
    Inventors: Dinanath F. Rane, Alan K. Mallams, Arthur G. Taveras, F. George Njoroge
  • Patent number: 5958939
    Abstract: A method of inhibiting Ras function and therefore inhibiting cellular growth is disclosed. The method comprises the administration of a novel compound of the formula (Ia), (Ib) or (Ic) ##STR1## wherein: R and R.sup.1 are H, alkyl, halogeno, OH, alkoxy, NH.sub.2, alkylamino, dialkylamino, CF.sub.3, SO.sub.3 H, CO.sub.2 R.sup.3, NO.sub.2, SO.sub.2 NH.sub.2, or CONHR.sup.4 ;n is 0 or 1;R.sup.2 is a group of the formula R.sup.5 C(O)--, R.sup.5 CH.sub.2 C(O)--, R.sup.5 C(R.sup.6).sub.2 C(O)--, R.sup.5 SO.sub.2 --, R.sup.5 CH.sub.2 SO.sub.2 --, R.sup.5 SCH.sub.2 C(O)--, R.sup.5 OC(O)--, R.sup.5 NHC(O)--, R.sup.5 C(O)C(O)-- or R.sup.5 SC(O)--;R.sup.5 is alkyl, aryl, arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, heteroarylalkenyl or heterocycloalkyl; andR.sup.6 is alkyl or C(R.sup.6).sub.2 is a carbocyclic ring;or pharmaceutically aceptable salts thereof.
    Type: Grant
    Filed: July 10, 1997
    Date of Patent: September 28, 1999
    Assignee: Schering Corporation
    Inventors: Adriano Afonso, Joseph M. Kelly, Ronald L. Wolin
  • Patent number: 5958940
    Abstract: Novel tricyclic compounds and pharmaceutical compositions are disclosed which are inhibitors of the enzyme, farnesyl protein transferase. Also disclosed is a method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells. The method comprises administering the novel tricyclic compound to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammals such as a human.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: September 28, 1999
    Assignee: Schering Corporation
    Inventors: Dinanath F. Rane, Alan B. Cooper, Alan K. Mallams, Ronald J. Doll, F. George Njoroge, Arthur G. Taveras
  • Patent number: 5958942
    Abstract: Tricyclic compound of the formula: ##STR1## wherein ring A is a nitrogen-containing heterocyclic ring, having two nitrogen atoms as the hetero-atoms, which is optionally substituted with oxo or thioxo; ring Q may optionally be substituted; Y is an optionally substituted hydrocarbon group, an optionally substituted hydroxyl group or an optionally substituted mecapto group, excluding for methyl group as Y; R.sup.1 is a hydrogen atom, a halogen atom, an optionally substituted hydrocarbon group or an acyl group, or a salt thereof, having excellent PDGF-inhibiting activities, antihypertensive activities, activities of ameliorating renal diseases and activities of lowering lipid level.
    Type: Grant
    Filed: January 14, 1997
    Date of Patent: September 28, 1999
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Muneo Takatani, Yumiko Shibouta, Kiminori Tomimatsu, Tetsuji Kawamoto
  • Patent number: 5945430
    Abstract: Novel aminooxyamide tricyclic compounds and pharmaceutical compositions are disclosed which are inhibitors of the enzyme, farnesyl protein transferase. Also disclosed is a method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells. The method comprises administering the novel aminooxyamide tricyclic compound to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammals such as a human.
    Type: Grant
    Filed: June 15, 1998
    Date of Patent: August 31, 1999
    Assignee: Schering Corporation
    Inventors: Ronald J. Doll, Tarik Lalwani
  • Patent number: 5945429
    Abstract: Novel compounds of the formula: ##STR1## are disclosed. Compounds of Formula 1.0 are represented by the compounds of formulas: ##STR2## wherein R.sup.1, R.sup.3 and R.sup.4 are each independently selected from halo.Also disclosed are methods of inhibiting farnesyl protein transferase and the growth of abnormal cells, such as tumor cells.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: August 31, 1999
    Assignee: Schering Corporation
    Inventors: Arthur G. Taveras, Alan K. Mallams, Adriano Afonso, Ronald J. Doll
  • Patent number: 5939416
    Abstract: Compounds of the following formula useful for inhibiting Ras function and therefore inhibiting or treating the abnormal growth of cells are disclosed: ##STR1## or an N-oxide thereof, or a pharmaceutically acceptable salt or solvate thereof, wherein:R and R.sup.2 are independently selected from halo;R.sup.1 and R.sup.3 are independently selected from the group consisting of H and halo, provided that at least one of R.sup.1 and R.sup.3 is H;R.sup.4 is ##STR2## or R.sup.5 ; R.sup.5 is ##STR3## and the remaining variables are as defined in the specification.
    Type: Grant
    Filed: June 17, 1997
    Date of Patent: August 17, 1999
    Assignee: Schering Corporation
    Inventors: Dinanath F. Rane, Stacy W. Remiszewski, Ronald J. Doll
  • Patent number: 5929084
    Abstract: The present invention relates to novel huperzine A derivatives of formula (II), wherein Y is ##STR1## or R" and Y together form .dbd.CH; R is (C.sub.1 -C.sub.5) alkyl, ##STR2## wherein n is 0 or 1, X is H, (C.sub.1 -C.sub.5) alkyl; (C.sub.1 -C.sub.5) alkyloxy; nitro, halogen, carboxy, alkyloxycarbonyl, hydroxymethyl, hydroxy, amino substituted by bis-(C.sub.1 -C.sub.5) alkyl; --(CH.sub.2).sub.m COOZ, wherein m=0-5, Z is H or (C.sub.1 -C.sub.5) alkyl; --CH.dbd.CH--G, wherein G is phenyl, furanyl, carboxy, alkyloxycarbonyl; and dihydro- or tetrahydro-pyridyl substituted by (C.sub.1 -C.sub.5) alkyl at the nitrogen atom; R' is H, (C.sub.1 -C.sub.5) alkyl, pyridoyl, benzoyl substituted by (C.sub.1 -C.sub.5) alkyloxy; R" is H or (C.sub.1 -C.sub.5) alkyl; processes for their use as acetylcholinesterase inhibitor.
    Type: Grant
    Filed: June 27, 1997
    Date of Patent: July 27, 1999
    Assignee: Shangahi Institute of Materia Medica Chinese Academy of Sciences
    Inventors: Dayuan Zhu, Xican Tang, Jinlai Lin, Cheng Zhu, Jingkang Shen, Guansong Wu, Shanhao Jiang, Takuji Yamaguchi, Kazuhiro Tanaka, Takeshi Wakamatsu, Hiroaki Nishimura
  • Patent number: 5925757
    Abstract: The invention relates to a process for producing a carboxamide of the formula ##STR1## which comprises reacting ##STR2## with an excess of urea in water, wherein the variables in the above formulae are as described herein.
    Type: Grant
    Filed: July 23, 1997
    Date of Patent: July 20, 1999
    Assignee: Schering Corporation
    Inventor: Alan K. Mallams
  • Patent number: 5925648
    Abstract: Novel tricyclic N-cyanoimine compounds and pharmaceutical compositions of formula (1.0) ##STR1## or a pharmaceutically acceptable salt or solvate thereof, wherein a, b, c, d, R.sup.1 -R.sup.8, X and Z are defined herein. Such compounds are inhibitors of the enzyme, farnesyl protein transferase. The compounds are useful for inhibiting Ras function and therefore inhibiting the abnormal growth of cells, in a mammals such as a human.
    Type: Grant
    Filed: July 29, 1997
    Date of Patent: July 20, 1999
    Assignee: Schering Corporation
    Inventors: Alan B. Cooper, James J-S Wang, Raymond G. Lovey, Jagdish A. Desai, Anil K. Saksena, Viyyoor M. Girijavallabhan, Ronald J. Doll
  • Patent number: 5925639
    Abstract: Compounds of the following formula useful for inhibiting Ras function and therefore inhibiting or treating the abnormal growth of cells are disclosed: ##STR1## or an N-oxide thereof, or a pharmaceutically acceptable salt or solvate thereof, wherein:R and R.sup.2 are halo;R.sup.1 and R.sup.3 are H and halo, provided that at least one of R.sup.1 and R.sup.3 is H;X is N, CH or C, when the double bond is present at the C-11 position;R.sup.4 is=O, --NHOH, --N.dbd.NHR.sup.6, --N.dbd.NHSO.sub.2 R.sup.6, --N.dbd.NHCOR.sup.6, --N.dbd.NHCONH.sub.2, --N.dbd.NHCOCONH.sub.2, (H, OH), (H, --OR.sup.6), (H, --OCOR.sup.6), (H, OSO.sub.2 R.sup.6) or --E--(CH.sub.2).sub.n1 --G--, wherein n.sub.1 is 1 to 5, and E and G are O, S or N, and are joined to the same carbon to form a cyclic structure;R.sup.5 is H, lower alkyl, or optionally substituted aryl, heteroaryl, aralkyl, heteroaralkyl or heterocycloalkyl-alkyl;R.sup.6 is lower alkyl or optionally substituted aryl, heteroaryl, aralkyl, heteroaralkyl or heterocycloalkyl-alkyl;R.
    Type: Grant
    Filed: June 17, 1997
    Date of Patent: July 20, 1999
    Assignee: Schering Corporation
    Inventors: Ronald J. Doll, Tarik Lalwani, Carmen Alvarez
  • Patent number: 5877177
    Abstract: Compounds of the following formula useful for inhibiting Ras function and therefore inhibiting or treating the abnormal growth of cells are disclosed: ##STR1## or an N-oxide thereof, or a pharmaceutically acceptable salt or solvate thereof, wherein:Q and T are independently selected from halo;W and V are independently selected from H and halo, provided that at least one of W and V is H;R.sup.1 is H or alkyl;X represents N, CH, or C when the double bond is present at the C-11 position;R is --OR.sup.3,--NR.sup.3 R.sup.4 or --SR.sup.3 ; andR.sup.3 and R.sup.4 are independently selected form the group consisting of H, alkyl, arylalkyl, substituted arylalkyl, heteroarylalkyl and substituted heteroarylalkyl.
    Type: Grant
    Filed: June 17, 1997
    Date of Patent: March 2, 1999
    Assignee: Schering Corporation
    Inventor: Arthur G. Taveras
  • Patent number: 5874442
    Abstract: "Novel compounds, such as: ##STR1## are disclosed. Also disclosed are methods for inhibiting the abnormal growth of cells, for inhibiting farnesyl protein transferase and for treating cancers using the novel compounds.
    Type: Grant
    Filed: December 12, 1996
    Date of Patent: February 23, 1999
    Assignee: Schering-Plough Corporation
    Inventors: Ronald J. Doll, Joseph M. Kelly, Alan K. Mallams, F. George Njoroge, Stacy W. Remiszewski, Arthur G. Taveras
  • Patent number: 5861395
    Abstract: Novel compounds of the formula: ##STR1## are disclosed. Compounds of Formula 1.0 are represented by the compounds of formulas: ##STR2## wherein R.sup.1, R.sup.3 and R.sup.4 are each independently selected from halo. Also disclosed are methods of inhibiting farnesyl protein transferase and the growth of abnormal cells, such as tumor cells.
    Type: Grant
    Filed: September 11, 1997
    Date of Patent: January 19, 1999
    Assignee: Schering Corporation
    Inventors: Arthur G. Taveras, Alan K. Mallams, Adriano Afonso, Stacy W. Remiszewski, F. George Njoroge, Ronald Doll, Tarik Lalwani, Carmen Alvarez
  • Patent number: 5854256
    Abstract: Quinuclidine derivatives of the formula ##STR1## and the pharmaceutically acceptable salts thereof, wherein m, P, Z, Y, R.sup.1, R.sup.2 and R.sup.3 are as defined below. The compounds are substance P antagonists and, therefore, are useful in treating gastrointestinal disorders, central nervous system disorders, inflammatory diseases, pain and migraine.
    Type: Grant
    Filed: March 21, 1997
    Date of Patent: December 29, 1998
    Assignee: Pfizer Inc.
    Inventor: John Adams Lowe, III
  • Patent number: 5852034
    Abstract: Compounds of the following formula useful for inhibiting Ras function and therefore inhibiting or treating the abnormal growth of cells are disclosed: ##STR1## or a pharmaceutically acceptable salt or solvate thereof, wherein: R and R.sup.2 are halo;R.sup.1 and R.sup.3 are H and halo, provided that at least one is H;W is N, CH or C when the double bond is present at the C-11 position;R.sup.4 is --(CH.sub.2).sub.n --R.sup.5 or ##STR2## R.sup.5 is ##STR3## R.sup.6 is R.sup.5 or ##STR4## Z.sup.1 and Z.sup.2 are independently selected from the group consisting of .dbd.O and .dbd.S;n is 1-6; andn.sub.1 is 0 or 1.
    Type: Grant
    Filed: June 17, 1997
    Date of Patent: December 22, 1998
    Assignee: Schering Corporation
    Inventors: F. George Njoroge, Bancha Vibulbhan, Patrick A. Pinto, Viyyoor M. Girijavallabhan
  • Patent number: 5807853
    Abstract: A method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells is disclosed. The method comprises the administration of a compound of Formula 1.0: ##STR1## to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammal such as a human being. Novel compounds of formulas 5.0, 5.1 and 5.2, wherein R is --C(R.sup.20)(R.sup.21)(R.sup.46), and 5.3, 5.3A and 5.3B, wherein R is --N(R.sup.25)(R.sup.48), are disclosed. Also disclosed are processes for making 3-substituted compounds of Formulas 5.0, 5.1, 5.2 and 5.3. Further disclosed are novel compounds which are intermediates in the process for making 3-substituted compounds of Formulas 5.0, 5.1, 5.2 and 5.3.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: September 15, 1998
    Assignee: Schering Corporation
    Inventors: W. Robert Bishop, Ronald J. Doll, Alan K. Mallams, F. George Njoroge, Joanne M. Petrin, John J. Piwinski, Ronald L. Wolin, Arthur G. Taveras, Stacy W. Remiszewski
  • Patent number: 5767120
    Abstract: Disclosed are compounds of Formula I: ##STR1## or a pharmaceutically acceptable salt or solvate thereof, wherein: R.sup.3 is alkyl, alkenyl, alkynyl, aryl, alkaryl, aralkyl, cycloalkyl, acyloxymethyl, alkoxy, alkoxymethyl, or alkyl substituted with cycloalkyl;R.sup.4 is H, alkyl, alkenyl, alkoxy, or --OH.Also disclosed are pharmaceutical compositions containing compounds of Formula I, methods for inhibiting tumor necrosis factor-.alpha. and methods for treating septic shock, inflammation, or allergic disease by administering a compound of Formula I.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: June 16, 1998
    Assignee: Schering Corporation
    Inventors: Pauline C. Ting, Daniel M. Solomon, Richard J. Friary, John J. Piwinski, Joe F. Lee, Vera A. Seidl, James P. Jakway
  • Patent number: 5760232
    Abstract: The invention relates to a process for preparing a compound of the formula ##STR1## comprising: (a) reacting 2,5-dibromo-3-methylpyridine with an amine of the formula NHR.sup.5 R.sup.6 to obtain an amide;(b) reacting the amide with a compound of formula 3 ##STR2## in the presence of a strong base to obtain a compound of formula 4 ##STR3## (c) converting a compound of formula 4 to the corresponding cyano compound or aldehyde;(d) reacting the cyano compound or aldehyde with a piperidine derivative to obtain an aldehyde or alcohol of formula 7a or 7b, respectively: ##STR4## (e) cyclizing a compound of formula 7a or 7b; wherein R.sup.1 -R.sup.7 are as defined in the specification.
    Type: Grant
    Filed: June 16, 1997
    Date of Patent: June 2, 1998
    Assignee: Schering Corporation
    Inventors: Xing Chen, Marc Poirier, Yee-Shing Wong, Guang-Zhong Wu
  • Patent number: 5726325
    Abstract: The present invention relates to tricyclic compounds represented by general formula (I) which are useful as therapeutic agents for urinary incontinence: ##STR1## wherein R.sup.1 represents hydrogen and the like; --X.sup.1 --X.sup.2 --X.sup.3 -- represents --CR.sup.2 .dbd.CR.sup.3 --CR.sup.4 .dbd.CR.sup.5 -- (wherein R.sup.2, R.sup.3, R.sup.4, and R.sup.5 represent hydrogen and the like) and the like; and Y represents --CH.sub.2 O-- and the like.
    Type: Grant
    Filed: June 6, 1997
    Date of Patent: March 10, 1998
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Makoto Yoshida, Shin-ichi Sasaki, Shigeru Aono, Shigeki Fujiwara, Haruki Takai, Tsuyoshi Yamagata, Ken Nagashima, Akira Karasawa
  • Patent number: 5723633
    Abstract: A pyran derivative has a structure ofR.sup.2 R.sup.3 C.dbd.(C.sub.5 H.sub.2 R.sup.1 O)--(CH.dbd.CH).sub.n --C.sub.6 H.sub.2 R.sup.6 R.sup.7 --NR.sup.4 R.sup.5wherein n is 3 or 4; R.sup.1 is a proton, alkyl or phenyl group; each of R.sup.2 and R.sup.3 is independently a cyano, alkoxycarbonyl having an alkyl, acyl having an alkyl, aracyl having phenyl, sulfonyl, aryl, or aryloxy; each of R.sup.4 and R.sup.5 is an alkyl group; and each of R.sup.6 and R.sup.7 is a proton, provided that R.sup.4 and R.sup.5 are alkyl groups, and a pair of R.sup.4 and R.sup.6 as well as a pair of R.sup.5 and R.sup.7 can be bonded to each other to form a heterocycle.A photosensitive composition comprises a polymerizable compound, a polymerization initiator and a photosensitizer which is the pyran derivative. A photosensitive resin composition comprises a crosslinkable polymer, a crosslinking agent and the photosensitizer.
    Type: Grant
    Filed: December 20, 1995
    Date of Patent: March 3, 1998
    Assignee: Canon Kabushiki Kaisha
    Inventors: Shin Kobayashi, Susumu Matsumura, Naosato Taniguchi, Yoko Yoshinaga, Toshiyuki Sudo, Hideki Morishima, Tadashi Kaneko
  • Patent number: 5721236
    Abstract: A method of inhibiting Ras function and therefore inhibiting cellular growth is disclosed. The method comprises the administration of a compound of Formula 1.0 ##STR1## Also disclosed are novel compounds of the formulas: ##STR2## Also disclosed are processes for making 3-substituted compounds of the Formulas 1.1, 1.2 and 1.3.Further disclosed are novel compounds which are intermediates in the processes for making the 3-substituted compounds of Formulas 1.1, 1.2, and 1.3.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: February 24, 1998
    Assignee: Schering Corporation
    Inventors: W. Robert Bishop, Ronald J. Doll, Alan K. Mallams, F. George Njoroge, Joanne M. Petrin, John J. Piwinski, Ronald L. Wolin, Arthur G. Taveras, Stacy W. Remiszewski
  • Patent number: 5719148
    Abstract: A method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells is disclosed. The method comprises the administration of a compound of Formula 1.0: ##STR1## to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammal such as a human being.Novel compounds of formulas 5.0, 5.1 and 5.2, wherein R is --C(R.sup.20)(R.sup.21)(R.sup.46), and 5.3, 5.3A and 5.3B, wherein R is --N(R.sup.25)(R.sup.48), are disclosed.Also disclosed are processes for making 3-substituted compounds of Formulas 5.0, 5.1, 5.2 and 5.3.Further disclosed are novel compounds which are intermediates in the process for making 3-substituted compounds of Formulas 5.0, 5.1, 5.2 and 5.3.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: February 17, 1998
    Assignee: Schering Corporation
    Inventors: W. Robert Bishop, Ronald J. Doll, Alan K. Mallams, F. George Njoroge, Joanne M. Petrin, John J. Piwinski, Ronald L. Wolin, Arthur G. Taveras, Stacy W. Remiszewski
  • Patent number: 5714609
    Abstract: A method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells is disclosed. The method comprises the administration of a compound of Formula 1.0: ##STR1## to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammal such as a human being. Novel compounds of formulas 5.0, 5.1 and 5.2, wherein R is --C(R.sup.20)(R.sup.21)(R.sup.46), and 5.3, 5.3A and 5.3B, wherein R is --N(R.sup.25)(R.sup.48), are disclosed. Also disclosed are processes for making 3-substituted compounds of Formulas 5.0, 5.1, 5.2 and 5.3. Further disclosed are novel compounds which are intermediates in the process for making 3-substituted compounds of Formulas 5.0, 5.1, 5.2 and 5.3.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: February 3, 1998
    Assignee: Schering Corporation
    Inventors: Ronald J. Doll, F. George Njoroge, Stacy W. Remiszewski
  • Patent number: 5714501
    Abstract: A piperidine derivative of formula (1) or salts thereof: ##STR1## wherein R.sup.1 and R.sup.2 independently represent H or together represent O, R.sup.3 represents H, --R.sup.5 --COOR.sup.6, or --COOR.sup.6 (wherein R.sup.5 is a lower alkylene group, --CONH--, or --CONHCH.sub.2, and R.sup.6 is H or a lower alkyl group), R.sup.4 represents H, an aralkyloxy carbonyl group, an aminomethyl carbonyl group, or an aralkyloxy carbonyl aminomethyl carbonyl group, A represents O or a double bond, and the broken line has the meaning that a bonding hand may be present; and preventive and therapeutic agents for allergies, antihistaminic agents, and antileucotriene agents comprising the derivative or salts as their effective component.The compound of formula (1) has excellent antihistaminic activities and antileukotriene activities, which are well balanced, and is useful as a drug for the prevention and treatment of allergies such as asthma, allergic rhinitis, allergic dermatosis and urticaria.
    Type: Grant
    Filed: April 18, 1996
    Date of Patent: February 3, 1998
    Assignee: Kowa Co., Ltd.
    Inventors: Henk Timmerman, Mingqiang Zhang
  • Patent number: 5703090
    Abstract: A method of inhibiting Ras function and therefore inhibiting cellular growth is disclosed. The method comprises the administration of a novel compound of the formula (Ia), (Ib) or (Ic) ##STR1## wherein: R and R.sup.1 are H, alkyl, halogeno, OH, alkoxy, NH.sub.2, alkylamino, dialkylamino, CF.sub.3, SO.sub.3 H, CO.sub.2 R.sup.3, NO.sub.2, SO.sub.2 NH.sub.2, or CONHR.sup.4 ;n is 0 or 1;R.sup.2 is a group of the formula R.sup.5 C(O)--, R.sup.5 CH.sub.2 C(O)--, R.sup.5 C(R.sup.6).sub.2 C(O)--, R.sup.5 SO.sub.2 --, R.sup.5 CH.sub.2 SO.sub.2 --, R.sup.5 SCH.sub.2 C(O)--, R.sup.5 OC(O)--, R.sup.5 NHC(O)--, R.sup.5 C(O)C(O)-- or R.sup.5 SC(O)--;R.sup.5 is alkyl, aryl, arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, heteroarylalkenyl or heterocycloalkyl; andR.sup.6 is alkyl or C(R.sup.6).sub.2 is a carbocyclic ring;or pharmaceutically aceptable salts thereof.
    Type: Grant
    Filed: September 11, 1996
    Date of Patent: December 30, 1997
    Assignee: Schering Corporation
    Inventors: Adriano Afonso, Joseph M. Kelly, Ronald L. Wolin
  • Patent number: 5700806
    Abstract: Novel compounds of Formula (7.0a), (7.0b) or (7.0c): ##STR1## are disclosed. Also disclosed is a method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells. The method comprises administering a compound of the formula (7.0a), (7.0b) or (7.0c) to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammal such as a human being.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: December 23, 1997
    Assignee: Schering Corporation
    Inventors: Ronald J. Doll, F. George Njoroge
  • Patent number: 5696121
    Abstract: A method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells is disclosed. The method comprises the administration of a compound of Formula 1.0: ##STR1## to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammal such as a human being.Novel compounds of formulas 5.0, 5.1 and 5.2, wherein R is --C(R.sup.20)(R.sup.21)(R.sup.46), and 5.3, 5.3A and 5.3B, wherein R is --N(R.sub.25)(R.sub.48), are disclosed.Also disclosed are processes for making 3-substituted compounds of Formulas 5.0, 5.1, 5.2 and 5.3.Further disclosed are novel compounds which are intermediates in the process for making 3-substituted compounds of Formulas 5.0, 5.1, 5.2 and 5.3.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: December 9, 1997
    Assignee: Schering Corporation
    Inventors: W. Robert Bishop, Ronald J. Doll, Alan K. Mallams, F. George Njoroge, Joanne M. Petrin, John J. Piwinski, Ronald L. Wolin, Arthur G. Taveras, Stacy W. Remiszewski
  • Patent number: 5686433
    Abstract: Compounds which are useful as inhibitors of cholesterol biosynthesis and thus as hypocholesterolemic agents are provided which have a quinoline or a pyridine anchor attached by means of a linker to a binding domain sidechain, which compounds inhibit the enzyme 3-hydroxy-3-methyl-glutaryl-coenzyme A reductase.
    Type: Grant
    Filed: November 2, 1995
    Date of Patent: November 11, 1997
    Assignee: E.R. Squibb & Sons, Inc.
    Inventor: Jeffrey Adam Robl
  • Patent number: 5684013
    Abstract: A method of inhibiting Ras function and therefore inhibiting cellular growth is disclosed. The method comprises the administration of a novel compound of the formula (Ia), (Ib) or (Ic) ##STR1## wherein: R and R.sup.1 are H, alkyl, halogeno, OH, alkoxy, NH.sub.2, alkylamino, dialkylamino, CF.sub.3, SO.sub.3 H, CO.sub.2 R.sub.3, NO.sub.2, SO.sub.2 NH.sub.2, or CONHR.sub.4 ;n is 0 or 1;R.sup.2 is a group of the formula R.sup.5 C(O)--, R.sup.5 CH.sub.2 C(O)--, R.sup.5 C(R.sup.6).sub.2 C(O)--, R.sup.5 SO.sub.2 --, R.sup.5 CH.sub.2 SO.sub.2 --, R.sup.5 SCH.sub.2 C(O)--, R.sup.5 OC(O)--, R.sup.5 NHC(O)--, R.sup.5 C(O)C(O)-- or R.sup.5 SC(O)--;R.sup.5 is alkyl, aryl, arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, heteroarylalkenyl or heterocycloalkyl; andR.sup.6 is alkyl or C(R.sup.6).sub.2 is a carbocyclic ring;or pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: November 4, 1997
    Assignee: Schering Corporation
    Inventors: Adriano Afonso, Joseph M. Kelly, Ronald L. Wolin
  • Patent number: 5672611
    Abstract: Novel compounds of Formula ##STR1## are disclosed. Also disclosed is a method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells. The method comprises administering a compound of the Formula 1.0 to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammal such as a human being.
    Type: Grant
    Filed: May 22, 1995
    Date of Patent: September 30, 1997
    Assignee: Schering Corporation
    Inventors: Ronald J. Doll, Alan K. Mallams, Adriano Afonso, Dinanath F. Rane, Randall R. Rossman, F. George Njoroge
  • Patent number: 5665726
    Abstract: Derivatives of benzo[5,6]cyclohepta pyridine, and pharmaceutically acceptable salts and solvates thereof are disclosed, which possess anti-allergic and anti-inflammatory activity. Methods for preparing and using the compounds are also described.
    Type: Grant
    Filed: May 3, 1995
    Date of Patent: September 9, 1997
    Assignee: Schering Corporation
    Inventors: John J. Piwinski, Ashit K. Ganguly, Michael J. Green, Jesse Wong
  • Patent number: 5663344
    Abstract: The present invention relates to a method for the synthesis of certain bridged fused ring pyridines. Such bridged fused ring pyridines can be converted to huperzine A and analogs of huperzine A. The present invention also covers such bridged fused ring pyridines, compounds utilized for the preparation of the bridged fused ring pyridines and analogs of huperzine A. The compounds are capable of inhibiting cholinesterase enzymes and, therefore, are useful as pharmaceutical agents for treatment of disorders involving cholinesterase enzymes. Examples of such disorders include myasthenia gravis, Alzheimer's dementia and the improvement of senile memory loss.
    Type: Grant
    Filed: July 22, 1994
    Date of Patent: September 2, 1997
    Assignee: Mayo Foundation for Medical Education and Research
    Inventors: Alan Paul Kozikowski, Yan Xia
  • Patent number: 5661152
    Abstract: A method of inhibiting Ras function and therefore inhibiting cellular growth is disclosed. The method comprises the administration of a compound containing a tricyclic ring system to a biological system. In particular, the method inhibits cellular growth in a mammal such as a human being.Novel compounds of the formula: ##STR1## are disclosed. Also disclosed are processes for making 3-substituted compounds of Formula 4.0.Further disclosed are novel compounds which are intermediates in the processes for making the 3-substituted compounds of Formula 4.0.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: August 26, 1997
    Assignee: Schering Corporation
    Inventors: W. Robert Bishop, Ronald J. Doll, Alan K. Mallams, F. George Njoroge, Joanne M. Petrin, John J. Piwinski
  • Patent number: 5641786
    Abstract: Quinuclidine derivatives of the formula ##STR1## and the pharmaceutically acceptable salts thereof, wherein m, P, Z, Y, R.sup.1, R.sup.2 and R.sup.3 are as defined below. The compounds are substance P antagonist and, therefore, are useful in treating gastrointestinal disorders, central nervous system disorders, inflammatory diseases, pain and migraine.
    Type: Grant
    Filed: March 14, 1995
    Date of Patent: June 24, 1997
    Inventor: John Adams Lowe, III
  • Patent number: 5561117
    Abstract: The invention is drawn to bridged bis-aryl carbinol compounds of formula (I): ##STR1## wherein, a, b, c, d, Q, Z, L and R.sup.1 -R.sup.9 are as defined in the specification, their pharmaceutical composition and method of using them in treating asthma, allergy and inflammation.
    Type: Grant
    Filed: September 23, 1994
    Date of Patent: October 1, 1996
    Assignee: Schering Corporation
    Inventors: Jesse K. Wong, John J. Piwinski
  • Patent number: 5508408
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 -R.sub.5, X, Ar and Y are as defined in the description, have valuable pharmaceutical properties and are especially effective as leukotriene antagonists. They are prepared in a manner known per se.
    Type: Grant
    Filed: August 10, 1994
    Date of Patent: April 16, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas von Sprecher, Andreas Beck, Marc Gerspacher
  • Patent number: 5478835
    Abstract: Disclosed is a tricyclic compound represented by the formula (I): ##STR1## wherein each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represents hydrogen, C1-6 alkyl, C1-6 alkoxy, C1-6 alkylthio, amino, C1-6 alkylamino, halogenated C1-6 alkyl, halogenated C1-6 alkoxy, halogen, nitro, cyano, carboxy, C1-6 alkoxycarbonyl, hydroxymethyl, CR.sup.9 R.sup.10 CO.sub.2 R.sup.11 (wherein each of R.sup.9, R.sup.10 and R.sup.11 independently represents hydrogen or C1-6 alkyl) or CONR.sup.12 R.sup.13 (wherein each of R.sup.12 and R.sup.13 independently represents hydrogen or C1-6-alkyl); R.sup.5 represents hydrogen or C1-6 alkyl; each of R.sup.6, R.sup.7 and R.sup.8 independently represents hydrogen, C1-6 alkyl, hydroxy, C1-6 alkoxy, C1-6 alkanoyloxy, C1-6 alkylthio, thiocyanato or halogen; X represents CH or N; Y.sup.1 -Y.sup.2 represents CH.sub.2 -O, CH.sub.2 -S(O).sub.n, (wherein n represents 0, 1, or 2), CH.sub.2 CH.sub.2, CH.dbd.CH or CON(R.sup.14) (wherein R.sup.
    Type: Grant
    Filed: May 2, 1994
    Date of Patent: December 26, 1995
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Toshiaki Kumazawa, Masashi Yanase, Hiroyuki Harakawa, Hiroyuki Obase, Shoji Oda, Shiro Shirakura, Koji Yamada, Kazuhiro Kubo
  • Patent number: 5476856
    Abstract: The present invention relates to 8-chloro-11-[1-[(5-methyl-3-pyridyl)methyl]-4-piperidyliden]-6,11-dihydro- 5H-benzo[5,6]cyclohepta[1,2-b]pyridine, to a process for its preparation and to pharmaceutical compositions containing it. This compound is a dual PAF antagonist and antihistamine.
    Type: Grant
    Filed: February 21, 1995
    Date of Patent: December 19, 1995
    Assignee: J. Uriach & Cia. S.A.
    Inventors: Elena Carceller, Nuria Recasens, Carmen Almansa, Javier Bartroli, Manel Merlos, Marta Giral, Julian Garcia-Rafanell, Javier Forn