One Of The Cyclos Has At Least Seven Members Patents (Class 546/93)
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Patent number: 6071907Abstract: 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: GrantFiled: September 11, 1997Date of Patent: June 6, 2000Assignee: Schering CorporationInventors: F. George Njoroge, Yi-Tsung Liu, Arthur G. Taveras
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Patent number: 6051582Abstract: 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: GrantFiled: June 15, 1998Date of Patent: April 18, 2000Assignee: Schering CorporationInventor: Arthur G. Taveras
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Patent number: 6039683Abstract: 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: GrantFiled: September 29, 1998Date of Patent: March 21, 2000Assignee: Schering CorporationInventors: F. George Njoroge, Bancha Vibulbhan, Patrick A. Pinto, Viyyoor M. Girijavallabhan
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Patent number: 6040305Abstract: 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: GrantFiled: September 11, 1997Date of Patent: March 21, 2000Assignee: Schering CorporationInventors: Arthur G. Taveras, George F. Njoroge
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Patent number: 6030982Abstract: 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: GrantFiled: September 11, 1997Date of Patent: February 29, 2000Assignee: Schering CorporationmInventors: F George Njoroge, Arthur G. Taveras, Ronald J. Doll, Tarik Lalwani, Carmen Alvarez, Stacy W. Remiszewski
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Patent number: 5998620Abstract: 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: GrantFiled: March 23, 1998Date of Patent: December 7, 1999Assignee: Schering CorporationInventors: Xing Chen, Marc Poirier, Yee-Shing Wong, Guang-Zhong Wu
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Patent number: 5994364Abstract: 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: GrantFiled: September 11, 1997Date of Patent: November 30, 1999Assignee: Schering CorporationInventors: F. George Njoroge, Ronald J. Doll, Stacy W. Remiszewski
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Patent number: 5990121Abstract: 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: GrantFiled: December 8, 1995Date of Patent: November 23, 1999Assignee: Bayer AktiengesellschaftInventors: Klaus Urbahns, Hans-Georg Heine, Bodo Junge, Thomas Glaser, Reilinde Wittka, Jean-Marie-Viktor De Vry, Henning Sommermeyer
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Patent number: 5985879Abstract: 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: GrantFiled: September 11, 1997Date of Patent: November 16, 1999Assignee: Schering CorporationInventors: Arthur G. Taveras, Alan K. Mallams, Adriano Afonso
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Patent number: 5977128Abstract: 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: GrantFiled: November 14, 1997Date of Patent: November 2, 1999Assignee: Schering CorporationInventors: 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
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Patent number: 5965570Abstract: 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: GrantFiled: September 11, 1997Date of Patent: October 12, 1999Assignees: 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
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Patent number: 5958940Abstract: 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: GrantFiled: September 11, 1997Date of Patent: September 28, 1999Assignee: Schering CorporationInventors: Dinanath F. Rane, Alan B. Cooper, Alan K. Mallams, Ronald J. Doll, F. George Njoroge, Arthur G. Taveras
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Patent number: 5958890Abstract: 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: GrantFiled: September 11, 1997Date of Patent: September 28, 1999Assignee: Schering CorporationInventors: Dinanath F. Rane, Alan K. Mallams, Arthur G. Taveras, F. George Njoroge
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Patent number: 5958942Abstract: 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: GrantFiled: January 14, 1997Date of Patent: September 28, 1999Assignee: Takeda Chemical Industries, Ltd.Inventors: Muneo Takatani, Yumiko Shibouta, Kiminori Tomimatsu, Tetsuji Kawamoto
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Patent number: 5958939Abstract: 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: GrantFiled: July 10, 1997Date of Patent: September 28, 1999Assignee: Schering CorporationInventors: Adriano Afonso, Joseph M. Kelly, Ronald L. Wolin
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Patent number: 5945430Abstract: 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: GrantFiled: June 15, 1998Date of Patent: August 31, 1999Assignee: Schering CorporationInventors: Ronald J. Doll, Tarik Lalwani
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Patent number: 5945429Abstract: 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: GrantFiled: September 11, 1997Date of Patent: August 31, 1999Assignee: Schering CorporationInventors: Arthur G. Taveras, Alan K. Mallams, Adriano Afonso, Ronald J. Doll
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Patent number: 5939416Abstract: 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: GrantFiled: June 17, 1997Date of Patent: August 17, 1999Assignee: Schering CorporationInventors: Dinanath F. Rane, Stacy W. Remiszewski, Ronald J. Doll
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Patent number: 5929084Abstract: 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: GrantFiled: June 27, 1997Date of Patent: July 27, 1999Assignee: Shangahi Institute of Materia Medica Chinese Academy of SciencesInventors: Dayuan Zhu, Xican Tang, Jinlai Lin, Cheng Zhu, Jingkang Shen, Guansong Wu, Shanhao Jiang, Takuji Yamaguchi, Kazuhiro Tanaka, Takeshi Wakamatsu, Hiroaki Nishimura
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Patent number: 5925757Abstract: 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: GrantFiled: July 23, 1997Date of Patent: July 20, 1999Assignee: Schering CorporationInventor: Alan K. Mallams
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Patent number: 5925648Abstract: 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: GrantFiled: July 29, 1997Date of Patent: July 20, 1999Assignee: Schering CorporationInventors: Alan B. Cooper, James J-S Wang, Raymond G. Lovey, Jagdish A. Desai, Anil K. Saksena, Viyyoor M. Girijavallabhan, Ronald J. Doll
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Patent number: 5925639Abstract: 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: GrantFiled: June 17, 1997Date of Patent: July 20, 1999Assignee: Schering CorporationInventors: Ronald J. Doll, Tarik Lalwani, Carmen Alvarez
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Patent number: 5877177Abstract: 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: GrantFiled: June 17, 1997Date of Patent: March 2, 1999Assignee: Schering CorporationInventor: Arthur G. Taveras
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Patent number: 5874442Abstract: "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: GrantFiled: December 12, 1996Date of Patent: February 23, 1999Assignee: Schering-Plough CorporationInventors: Ronald J. Doll, Joseph M. Kelly, Alan K. Mallams, F. George Njoroge, Stacy W. Remiszewski, Arthur G. Taveras
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Patent number: 5861395Abstract: 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: GrantFiled: September 11, 1997Date of Patent: January 19, 1999Assignee: Schering CorporationInventors: Arthur G. Taveras, Alan K. Mallams, Adriano Afonso, Stacy W. Remiszewski, F. George Njoroge, Ronald Doll, Tarik Lalwani, Carmen Alvarez
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Patent number: 5854256Abstract: 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: GrantFiled: March 21, 1997Date of Patent: December 29, 1998Assignee: Pfizer Inc.Inventor: John Adams Lowe, III
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Patent number: 5852034Abstract: 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: GrantFiled: June 17, 1997Date of Patent: December 22, 1998Assignee: Schering CorporationInventors: F. George Njoroge, Bancha Vibulbhan, Patrick A. Pinto, Viyyoor M. Girijavallabhan
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Patent number: 5807853Abstract: 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: GrantFiled: May 25, 1995Date of Patent: September 15, 1998Assignee: Schering CorporationInventors: 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
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Patent number: 5767120Abstract: 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: GrantFiled: June 6, 1995Date of Patent: June 16, 1998Assignee: Schering CorporationInventors: Pauline C. Ting, Daniel M. Solomon, Richard J. Friary, John J. Piwinski, Joe F. Lee, Vera A. Seidl, James P. Jakway
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Patent number: 5760232Abstract: 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: GrantFiled: June 16, 1997Date of Patent: June 2, 1998Assignee: Schering CorporationInventors: Xing Chen, Marc Poirier, Yee-Shing Wong, Guang-Zhong Wu
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Patent number: 5726325Abstract: 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: GrantFiled: June 6, 1997Date of Patent: March 10, 1998Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Makoto Yoshida, Shin-ichi Sasaki, Shigeru Aono, Shigeki Fujiwara, Haruki Takai, Tsuyoshi Yamagata, Ken Nagashima, Akira Karasawa
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Patent number: 5723633Abstract: 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: GrantFiled: December 20, 1995Date of Patent: March 3, 1998Assignee: Canon Kabushiki KaishaInventors: Shin Kobayashi, Susumu Matsumura, Naosato Taniguchi, Yoko Yoshinaga, Toshiyuki Sudo, Hideki Morishima, Tadashi Kaneko
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Patent number: 5721236Abstract: 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: GrantFiled: March 24, 1995Date of Patent: February 24, 1998Assignee: Schering CorporationInventors: 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
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Patent number: 5719148Abstract: 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: GrantFiled: March 24, 1995Date of Patent: February 17, 1998Assignee: Schering CorporationInventors: 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
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Patent number: 5714609Abstract: 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: GrantFiled: May 25, 1995Date of Patent: February 3, 1998Assignee: Schering CorporationInventors: Ronald J. Doll, F. George Njoroge, Stacy W. Remiszewski
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Patent number: 5714501Abstract: 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: GrantFiled: April 18, 1996Date of Patent: February 3, 1998Assignee: Kowa Co., Ltd.Inventors: Henk Timmerman, Mingqiang Zhang
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Patent number: 5703090Abstract: 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: GrantFiled: September 11, 1996Date of Patent: December 30, 1997Assignee: Schering CorporationInventors: Adriano Afonso, Joseph M. Kelly, Ronald L. Wolin
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Patent number: 5700806Abstract: 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: GrantFiled: March 24, 1995Date of Patent: December 23, 1997Assignee: Schering CorporationInventors: Ronald J. Doll, F. George Njoroge
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Patent number: 5696121Abstract: 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: GrantFiled: May 25, 1995Date of Patent: December 9, 1997Assignee: Schering CorporationInventors: 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
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Patent number: 5686433Abstract: 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: GrantFiled: November 2, 1995Date of Patent: November 11, 1997Assignee: E.R. Squibb & Sons, Inc.Inventor: Jeffrey Adam Robl
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Patent number: 5684013Abstract: 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: GrantFiled: March 24, 1995Date of Patent: November 4, 1997Assignee: Schering CorporationInventors: Adriano Afonso, Joseph M. Kelly, Ronald L. Wolin
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Patent number: 5672611Abstract: 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: GrantFiled: May 22, 1995Date of Patent: September 30, 1997Assignee: Schering CorporationInventors: Ronald J. Doll, Alan K. Mallams, Adriano Afonso, Dinanath F. Rane, Randall R. Rossman, F. George Njoroge
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Patent number: 5665726Abstract: 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: GrantFiled: May 3, 1995Date of Patent: September 9, 1997Assignee: Schering CorporationInventors: John J. Piwinski, Ashit K. Ganguly, Michael J. Green, Jesse Wong
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Patent number: 5663344Abstract: 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: GrantFiled: July 22, 1994Date of Patent: September 2, 1997Assignee: Mayo Foundation for Medical Education and ResearchInventors: Alan Paul Kozikowski, Yan Xia
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Patent number: 5661152Abstract: 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: GrantFiled: May 19, 1995Date of Patent: August 26, 1997Assignee: Schering CorporationInventors: W. Robert Bishop, Ronald J. Doll, Alan K. Mallams, F. George Njoroge, Joanne M. Petrin, John J. Piwinski
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Patent number: 5641786Abstract: 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: GrantFiled: March 14, 1995Date of Patent: June 24, 1997Inventor: John Adams Lowe, III
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Patent number: 5561117Abstract: 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: GrantFiled: September 23, 1994Date of Patent: October 1, 1996Assignee: Schering CorporationInventors: Jesse K. Wong, John J. Piwinski
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Patent number: 5508408Abstract: 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: GrantFiled: August 10, 1994Date of Patent: April 16, 1996Assignee: Ciba-Geigy CorporationInventors: Andreas von Sprecher, Andreas Beck, Marc Gerspacher
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Patent number: 5478835Abstract: 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: GrantFiled: May 2, 1994Date of Patent: December 26, 1995Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Toshiaki Kumazawa, Masashi Yanase, Hiroyuki Harakawa, Hiroyuki Obase, Shoji Oda, Shiro Shirakura, Koji Yamada, Kazuhiro Kubo
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Patent number: 5476856Abstract: 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: GrantFiled: February 21, 1995Date of Patent: December 19, 1995Assignee: J. Uriach & Cia. S.A.Inventors: Elena Carceller, Nuria Recasens, Carmen Almansa, Javier Bartroli, Manel Merlos, Marta Giral, Julian Garcia-Rafanell, Javier Forn