Ortho Fused Rings In Acid Moiety Patents (Class 560/56)
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Patent number: 6444860Abstract: The invention relates to novel naphthopyran- and phenanthropyran-type compounds having a carbobicycle annelated in 5,6- position. These compounds have formula (I) given below: These compounds (I) have interesting photochromic properties. The invention also relates to their preparation, to their applications as photochromes, as well as to the compositions and (co)polymer matrices containing them.Type: GrantFiled: December 29, 2000Date of Patent: September 3, 2002Assignee: Corning S.A.Inventors: You-Ping Chan, Patrick Jean
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Patent number: 6403827Abstract: The present invention provides crystalline 2-hydroxynaphthalene-3-carboxylic acid (BON) characterized in that the average particle size is equal to or more than 157 &mgr;m and the proportion of the particles of which particle size is less than 74 &mgr;m is equal to or less than 14%. The crystalline composition of the present invention can be prepared by a process comprising the step of recrystallizing BON, especially at a high temperature, or by carrying out the acid precipitation step in the method for preparing BON at a high temperature.Type: GrantFiled: January 3, 2001Date of Patent: June 11, 2002Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo K.Inventors: Ryuzo Ueno, Masaya Kitayama, Nobutaka Izumichi, Hiroyuki Kato
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Patent number: 6387951Abstract: Compounds having Formulas 5 and 6 wherein the symbols have the meaning defined in the specification are inhibitors of the cytochrome P450RAI (retinoic acid inducible) enzyme, and are used for treating diseases responsive to treatment by retinoids.Type: GrantFiled: August 29, 2000Date of Patent: May 14, 2002Assignee: Allergan Sales, Inc.Inventors: Jayasree Vasudevan, Alan T. Johnson, Liming Wang, Dehua Huang, Roshantha A. Chandraratna
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Patent number: 6369225Abstract: Compounds having Formula 8 wherein the symbols have the meaning defined in the specification are inhibitors of the cytochrome P450RAI (retinoic acid inducible) enzyme, and are used for treating diseases responsive to treatment by retinoids.Type: GrantFiled: August 29, 2000Date of Patent: April 9, 2002Assignee: Allergan Sales, Inc.Inventors: Jayasree Vasudevan, Alan T. Johnson, Dehua Huang, Roshantha A. Chandraratna
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Patent number: 6326369Abstract: A compound of the formula: wherein R1 and R2 each represents a lower alkyl, or R1 and R2 may be bonded together to form a ring; X represents a spacer of which the number of atoms constituting the principal chain is 1 to 15; Y represents an acyl, or a hydroxy, an amino or an aromatic group, each of which may be substituted; and ring A represents a 5- to 8-membered ring which may be further substituted apart from —X—Y, or a salt thereof is useful as a pharmaceutical composition for preventing or treating disease related to mitochondrial dysfunction.Type: GrantFiled: July 6, 1999Date of Patent: December 4, 2001Assignee: Takeda Chemicals Industries, Ltd.Inventors: Kaneyoshi Kato, Taiichi Ohra, Masaomi Miyamoto
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Patent number: 6326510Abstract: The invention relates to novel biaromatic compounds having general formula I and their use in pharmaceutical compositions for use in human and veterinary medicine, in particular for treating dermatological, rheumatic, respiratory, cardiovascular, and ophthalmological disorders, and for use in cosmetic compositions.Type: GrantFiled: January 8, 1999Date of Patent: December 4, 2001Assignee: Centre International de Recherches DermatologiquesInventor: Jean-Michel Bernardon
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Patent number: 6323373Abstract: A process for preparing polymerizable biaryl derivatives comprises reacting an aromatic comprising a 6-membered ring which bears ester or benzylic OH groups in the 1,4 position with a second aromatic in a palladium-catalyzed cross-coupling reaction to give a biaryl and converting the ester or benzylic OH groups into polymerizable groups in one or more steps. The biaryls obtained are suitable for preparing polymers which are used as electroluminescence materials.Type: GrantFiled: June 9, 1999Date of Patent: November 27, 2001Assignee: Aventis Research & Technologies GmbH & Co. KGInventors: Hubert Spreitzer, Willi Kreuder, Heinrich Becker, Jochen Krause
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Patent number: 6319930Abstract: The invention relates to compounds of formula (I): A—G1—Cy—G2—Cy—G3—B (I) wherein: A represents NR1C(Q)R2, C(Q)NR2R3 or NR1C(Q)NR2R3, B represents NR1C(Q)R2, C(Q)NR2R3, NR1C(Q)NR2R3, C(Q)OR1, NR1C(Q)OR2 or NR2R3, G1 and G3 represent an optionally substituted alkylene chain, Cy represents a ring structure and G2 represents a chain and medicinal products containing the same which are useful in treating or in preventing melatoninergic disorders.Type: GrantFiled: March 24, 2000Date of Patent: November 20, 2001Assignee: Adir et CompagnieInventors: Daniel Lesieur, Said Yous, Carole Descamps-Francois, François Lefoulon, Gérald Guillaumet, Marie-Claude Viaud, Caroline Bennejean, Philippe Delagrange, Pierre Renard
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Patent number: 6316009Abstract: “Biphenyl derivatives substituted with an aromatic or heteroaromatic radical, and pharmaceutical and cosmetic compositions containing them” in which: Ar represents an aromatic or a heteroaromatic radical optionally substituted, in particular, with an alkyl or a carboxyl group, R2 and R3 represent, in particular, H or alkyl, or R2 and R3, taken together, form a 5- or 6-membered ring, R4 and R5 represent, in particular, H or halogen, R6 represents, in particular, H or lower alkyl, and the salts of the compounds of formula (I). These compounds can be used in particular in the treatment of dermatological complaints associated with a keratinization disorder, and for combating ageing of the skin.Type: GrantFiled: April 6, 1999Date of Patent: November 13, 2001Assignee: Galderma Research & DevelopmentInventors: Jean-Michel Bernardon, Philippe Nedoncelle
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Publication number: 20010031786Abstract: The present invention relates to compounds of formula (I) 1Type: ApplicationFiled: April 13, 2001Publication date: October 18, 2001Inventors: Lone Jeppesen, Paul Stanley Bury, Per Sauerberg
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Patent number: 6284924Abstract: A novel compound represented by the general formula (1) or salts thereof. The compound is useful as a structural component of polymers such as polyesters and polyamides. The compound wherein Y1, Y2, Y3, and/or Y4 are carboxy groups is especially useful as a structural component of a liquid crystal polymer with improved weld strength and anisotropy.Type: GrantFiled: January 4, 2001Date of Patent: September 4, 2001Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo KenkujoInventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Hiroyuki Wakamori, Naoko Mori
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Patent number: 6274608Abstract: Disclosed are novel compounds of formula I wherein R1, R2, R3, L, X and Y are as defined in the specification. These compounds are useful in the treatment of conditions mediated by nuclear receptors, in particular the Retinoid X Receptor (RXR) and the Peroxisome Proliferator-Activated Receptor (PPAR) families. Such conditions include diabetes and obesity.Type: GrantFiled: April 18, 2000Date of Patent: August 14, 2001Assignee: Novo Nordisk A/SInventors: Per Sauerberg, Anthony Murray, Lone Jeppesen, Paul Stanley Bury, Ingrid Pettersson
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Patent number: 6252104Abstract: A naphthol derivative represented by the general formula (I), [wherein Y and Y′ indicate —(CONH)n—X or —COR; X is a phenyl group, a naphthyl group, an anthraquinonyl group, a benzimidazolonyl group or a carbazolyl group; R is a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a benzyloxy group, a phenyloxy group or a phenacyloxy group; R2 is a hydrogen atom, an alkaline metal, an alkyl group having 1 to 6 carbon atoms, an acyl group having 1 to 6 carbon atoms or a phenylalkyl group; Z is a group selected from the group consisting of a hydrogen atom, a halogen atom, a nitro group, a nitroso group and an amino group (Z may be substituted on any ring of the naphthalene ring); and n is an integer of 1 or 2; provided that R2 and Z do not simultaneously indicate a hydrogen atom when both R simultaneously indicate a hydroxyl group], and a process for producing the same.Type: GrantFiled: December 12, 1996Date of Patent: June 26, 2001Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo KenkyujoInventors: Ryuzo Ueno, Shigeru Ito, Kenji Minami, Masaya Kitayama
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Patent number: 6242635Abstract: A process for producing a 2-aralkyl-3-hydroxypropionic acid (or its ester), comprising the steps of: reacting a 3-hydroxy-2-methylene-3-arylpropionic acid ester, easily obtained by the reaction of an arylaldehyde with an acrylic acid ester, with an acid anhydride to form a 2-aralkylidene-3-acyloxypropionic acid ester; subjecting the same to hydrolysis or alcoholysis; and reducing the resulting 2-aralkylidene-3-hydroxypropionic acid or its ester. The reduction step may be conducted in the presence of a base.Type: GrantFiled: September 18, 1998Date of Patent: June 5, 2001Assignee: Ajinomoto Co., Inc.Inventors: Takayuki Suzuki, Takayuki Hamada, Kunisuke Izawa
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Patent number: 6225484Abstract: The invention relates to an improved process for the preparation of a compound of formula I wherein R1 represents an optionally substituted aryl group, R2 represents an optionally substituted alkyl group, and R3 and R4 each individually represent an alkyl group; which comprises heating a mixture of a compound of formula II an alcohol, a tri-alkoxymethane, an acid and, optionally, an inert diluent.Type: GrantFiled: August 12, 1999Date of Patent: May 1, 2001Assignee: American Cyanamid Co.Inventors: Werner Simon, Thomas Petry
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Patent number: 6217793Abstract: Provided are novel acetylene compounds which are useful as a component for a liquid crystal composition used for a liquid crystal element, a liquid crystal composition containing said compounds and a liquid crystal element using said liquid crystal composition. The acetylene compound is represented by Formula (1): n-CmH2m+1—C≡C—A—Z1—B—Y1—R1 (1) wherein m represents an integer of 2 to 24; R1 represents a linear or branched alkyl group, a linear or branched alkoxyalkyl group, a linear or branched alkenyl group, or a linear or branched alkenyloxyalkyl group each of which may be substituted with a halogen atom; R1 may have an asymmetric carbon atom, and the asymmetric carbon atom may be optically active; A and B represents a cyclic group such as a phenylene group, a biphenylene group, a naphthylene group and the like each of which may be substituted with a halogen atom.Type: GrantFiled: May 17, 1999Date of Patent: April 17, 2001Assignee: Mitsui Chemicals, Inc.Inventors: Yoshiyuki Totani, Hiroe Kayashima, Tsutomu Ishida, Masakatsu Nakatsuka
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Patent number: 6201019Abstract: Bi-aromatic compounds linked via a heteroethynylene radical are provided along with pharmaceutical and cosmetic compositions containing these compounds and methods for their use.Type: GrantFiled: April 8, 1999Date of Patent: March 13, 2001Assignee: Galderma Research & DevelopmentInventors: Jean-Michel Bernardon, Philippe Diaz
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Patent number: 6191304Abstract: This invention relates to certain tricyclic compounds that are integrin receptor antagonists.Type: GrantFiled: April 18, 2000Date of Patent: February 20, 2001Assignee: SmithKline Beecham CorporationInventors: William H. Miller, William E. Bondinell, Thomas Wen Fu Ku
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Patent number: 6187933Abstract: Compounds of the formula where the symbols have the meaning described in the application, have retinoid-like or retinoid antagonist-like biological activity.Type: GrantFiled: January 27, 2000Date of Patent: February 13, 2001Assignee: Allergan Sales, Inc.Inventors: Vidyasagar Vuligonda, Min Teng, Richard L. Beard, Alan T. Johnson, Yuan Lin, Roshantha A. Chandraratna
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Patent number: 6153787Abstract: The invention encompasses a process for making compounds of Formula I or Ia useful in the treatment of cyclooxygenase-2 mediated diseases.Type: GrantFiled: December 4, 1998Date of Patent: November 28, 2000Assignee: Merck & Co., Inc.Inventors: Kai Rossen, Guo-Jie Ho, Ralph P. Volante, Roger N. Farr, David J. Mathre
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Patent number: 6136852Abstract: The present invention relates to 3,4-disubstituted phenylethanolaminotetralincarboxylic acid derivatives represented by the general formula: ##STR1## [wherein Q represents a vinylene group or a group represented by the general formula:-A-(CH.sub.2).sub.m --(wherein A represents an oxygen atom or a methylene group; and m is an integer of from 1 to 6); R represents a hydrogen atom or a lower alkyl group; n is an integer of 1 or 2; the carbon atom marked with * represents a carbon atom in R configuration, S configuration or a mixture thereof; and the carbon atom marked with (S) represents a carbon atom in S configuration] and pharmaceutically acceptable salts thereof, which have a selective .beta..sub.2 -adrenergic receptor stimulating effect with relieved burdens on the heart such as tachycardia and are useful as an agent for the prevention of threatened abortion and premature labor, a bronchodilator and an agent for pain remission and promoting stone removal in urolithiasis.Type: GrantFiled: March 8, 1999Date of Patent: October 24, 2000Assignee: Kissei Pharmaceutical Co., Ltd.Inventors: Makio Kitazawa, Kosuke Okazaki, Tetsuro Tamai, Masaru Saito, Nobuyuki Tanaka, Hiroaki Kobayashi, Ken Kikuchi, Hideyuki Muranaka
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Patent number: 6127407Abstract: The present invention provides substituted 3,3-diphenyl indanone, indane and indole compounds, as well as analogues thereof, which are specific, potent and safe inhibitors of mammalian cell proliferation. The compounds can be used to inhibit mammalian cell proliferation in situ as a therapeutic approach towards the treatment or prevention of diseases characterized by abnormal cell proliferation, such as cancer.Type: GrantFiled: November 20, 1997Date of Patent: October 3, 2000Assignees: Ion Pharmaceuticals, Inc., President and Fellows of Harvard College, Children's Medical Center CorporationInventors: Carlo Brugnara, Jose Halperin, Rudolf Fluckiger, Emile M. Bellott, Jr., Richard John Lombardy, John J. Clifford, Ying-Duo Gao, Reem M. Haidar, Eugene W. Kelleher, Adel M. Moussa, Yesh P. Sachdeva, Minghua Sun, Heather N. Taft
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Patent number: 6124498Abstract: In one embodiment, the present invention provides a compound comprising: ##STR1## wherein A=H or OHX=OH, a halogen, OR, NHR, NR'R" where R, R', and R"=H, C.sub.1-8 alkyl, C.sub.2-8 alkenyl, or C.sub.2-8 alkynyl, cycloalkyl, cycloalkenyl, aryl, aralkyl or heterocyclic, substituted or unsubstituted; andR.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 =H, C.sub.1-8 alkyl, C.sub.2-8 alkenyl, or C.sub.2-8 alkynyl, cycloalkyl, cyloalkenyl, aryl or heterocyclic, substituted or unsubstituted, wherein R.sub.1 includes at least one methylene spacer through which R.sub.1 is attached to said compound. The present invention also provides methods for making hydroxynaphthoic acids.Type: GrantFiled: April 28, 1998Date of Patent: September 26, 2000Assignee: University Of New MexicoInventors: David L. Vander Jagt, Lorraine M. Deck, Robert E. Royer
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Patent number: 6118019Abstract: A 3-alkoxypropionic ester derivative, an olefin polymerization solid catalyst component using the same, an olefin polymerization catalyst using the same, and a process for the preparation of a polyolefin using the same. The 3-alkoxypropionic ester derivative is represented by formula (I): ##STR1## wherein R.sup.1 represents a hydrocarbon group having from 1 to 10 carbon atoms; R.sup.2 represents a hydrocarbon group having from 1 to 20 carbon atoms; R.sup.3 represents a hydrocarbon group having from 1 to 20 carbon atoms; and R.sup.4 represents a branched hydrocarbon group having 3 or more carbon atoms.Type: GrantFiled: December 29, 1998Date of Patent: September 12, 2000Assignee: Showa Denko K.K.Inventors: Masaki Fushimi, Shintaro Inazawa
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Patent number: 6096920Abstract: Palladium-catalyzed arylation of an olefin (e.g., ethylene) with an aromatic halide (e.g., 2-bromo-6-methoxynaphthalene, m-bromobenzophenone, or 4-isobutyl-1-bromobenzene) is conducted in specified media. After a special acid or base phase separation procedure, palladium-catalyzed carbonylation of the olefinically-substituted aromatic intermediate is conducted in specified media using CO and water or an alcohol to form arylalkylcarboxylic acid or ester or substituted arylalkylcarboxylic acid or ester (e.g., racemic 2-(6-methoxy-2-naphthyl)propionic acid, 2-(3-benzoylphenyl)propionic acid, or 2-(4-isobutylphenyl)propionic acid). Catalyst recovery procedures enabling recycle of catalyst residues and efficient recovery of amine hydrogen halide scavenger and solvent used in the arylation reaction are described, as well as novel, highly efficient methods of conducting the carbonylation reaction.Type: GrantFiled: July 8, 1998Date of Patent: August 1, 2000Assignee: Albemarle CorporationInventors: Robert H. Allen, R. Carl Herndon, Jr., Kannappan C. Chockalingam, W. Dirk Klobucar, Gary D. Focht, Tse-Chong Wu, Gary D. Heidebrecht, Joseph D. McLean, Yaping Zhong, Thorsten W. Brockmann, Ronny W. Lin, William J. Layman, Jr., Ranjit K. Roy
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Patent number: 6096783Abstract: Cyclobutane analogs of PGF.sub.2.alpha., PGD.sub.2, and PGE.sub.2 and methods of their use in treating glaucoma and ocular hypertension are disclosed.Type: GrantFiled: December 15, 1998Date of Patent: August 1, 2000Assignee: Alcon Laboratories, Inc.Inventor: Mark R. Hellberg
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Patent number: 6051731Abstract: Compounds of the formula ##STR1## where the symbols have the meaning described in the application, have retinoid-like or retinoid antagonist-like biological activity.Type: GrantFiled: September 4, 1997Date of Patent: April 18, 2000Assignee: Allergan Sales, Inc.Inventors: Vidyasagar Vuligonda, Min Teng, Richard L. Beard, Alan T. Johnson, Yuan Lin, Roshantha A. Chandraratna
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Patent number: 6043272Abstract: The present invention provides substituted 3,3-diphenyl indanone, indane and indole compounds, as well as analogues thereof, which are specific, potent and safe inhibitors of mammalian cell proliferation. The compounds can be used to inhibit mammalian cell proliferation in situ as a therapeutic approach towards the treatment or prevention of diseases characterized by abnormal cell proliferation, such as cancer.Type: GrantFiled: November 20, 1997Date of Patent: March 28, 2000Assignees: Ion Pharmaceuticals, Inc., President and Fellows of Harvard College, Children's Medical Center CorporationInventors: Carlo Brugnara, Jose Halperin, Rudolf Fluckiger, Emile M. Bellott, Jr., Richard John Lombardy, John J. Clifford, Ying-Duo Gao, Reem M. Haidar, Eugene W. Kelleher, Adel M. Moussa, Yesh P. Sachdeva, Minghua Sun, Heather N. Taft
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Patent number: 6037367Abstract: Compounds of formula (I) wherein: R.sub.1 is --(CR.sub.4 R.sub.5).sub.n C(O)O(CR.sub.4 R.sub.5).sub.m R.sub.6, --(CR.sub.4 R.sub.5).sub.n C(O)NR.sub.4 (CR.sub.4 R.sub.5).sub.m R.sub.6, (CR.sub.4 R.sub.5).sub.n O(CR.sub.4 R.sub.5).sub.m R.sub.6, or --(CR.sub.4 R.sub.5).sub.r R.sub.6 : W is alkynyl or 2 carbon atoms; R.sub.3 is H or R.sub.7 ; Z is C(O)R.sub.13, (CH.sub.2).sub.0-1 C(O)OR.sub.13, (CH.sub.2).sub.0-1 C(O)NR.sub.10 R.sub.13, (CH.sub.2).sub.0-1 C(R.sub.8 R.sub.8)OR.sub.8, --NHC(O)R.sub.7, (CH.sub.2).sub.0-1 NR.sub.10 R.sub.13, NH[C(O)C(O)OR.sub.8 ], CH.sub.2 NH[C(O)CNR.sub.10 R.sub.13 ], CH.sub.2 S(O).sub.q R.sub.7, CH[S(O).sub.q R.sub.7 ].sub.2, dithiolane, (tetrazol-5-yl), thiazol-2-yl, [1,2,4]thiadiazol-5-yl, [1,3,4]oxadiazol-2-yl, imidazol-2-yl, oxazol-2-yl, or (3- or 5-oxadiazolyl[1,2,4]; R.sub.7 is --(CR.sub.4 R.sub.5).sub.q R.sub.11 or C.sub.1-6 alkyl wherein the R.sub.11 or C.sub.Type: GrantFiled: September 14, 1998Date of Patent: March 14, 2000Assignee: SmithKline Beecham CorporationInventors: Siegfried B. Christensen, IV, Joseph M. Karpinski, James S. Frazee
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Patent number: 6019911Abstract: Disclosed is a polycyclic compound represented by the following formula (I):R.sup.1 --X.sup.1 --[A.sup.1 --X.sup.2 ]--[A.sup.2 --X.sup.3 ]--R.sup.2 (I)wherein R.sup.1 is a (halogenated) alkyl group of 6 to 16 carbon atoms, X.sup.1 is --O-- group or a single bond, A.sup.1 is a biphenylene group, a phenylene group or the like, A.sup.2 is 1-fluoro-3,4-dihydronaphthalene or the like, X.sup.2 and X.sup.3 are each --COO--, a single bond or the like, and R.sup.2 is an optically active group of 4 to 20 carbon atoms which has at least one asymmetric carbon atom. Also disclosed are a liquid crystal material consisting of the polycyclic compound, a liquid crystal composition comprising the liquid crystal material, and a liquid crystal element. This novel polycyclic compound is optically active and capable of being in a smectic phase in a wide temperature range including room temperature. The polycyclic compound can be used as a ferroelectric liquid crystal material or an antiferroelectric liquid crystal material.Type: GrantFiled: September 26, 1997Date of Patent: February 1, 2000Assignee: Mitsui Chemicals, Inc.Inventors: Chiho Hirano, Toyotaro Maruyama, Hiroaki Tan, Koji Kawaai, Shigekazu Matsui, Yasuhiko Suzuki, Tsuneaki Koike
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Derivatives of dihydro or tetrahydronaphthalene, and the pharmaceutical compositions containing them
Patent number: 6005003Abstract: A subject of the invention is the compounds of general formula (I): ##STR1## in which R1=H, alkyl, acyl, R2 and R3=H, alkyl, R4=aryl, heteroaryl, X=O, CH2, Y=OH, O-alkyl or NRaRb, as well as the salts, their preparation processes, the intermediates of these processes, their use as medicaments and the pharmaceutical compositions containing them.Type: GrantFiled: May 5, 1999Date of Patent: December 21, 1999Assignee: Hoechst Marion RousselInventor: Francois Nique -
Patent number: 5998471Abstract: Compounds of the formula ##STR1## the symbols have the meaning described in the specification.Type: GrantFiled: August 11, 1998Date of Patent: December 7, 1999Assignee: Allergan Sales, Inc.Inventors: Alan T. Johnson, Min Teng, Vidyasagar Vuligonda, Richard L. Beard, Samuel J. Gillett, Tien T. Duong, Roshantha A. Chandraratna
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Patent number: 5985928Abstract: Novel pharmaceutically/cosmetically-active bicyclic aromatic compounds have the structural formula (I): ##STR1## and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.Type: GrantFiled: January 9, 1998Date of Patent: November 16, 1999Assignee: Centre International De Recherches Dermatologiques GaldermaInventor: Jean-Michel Bernardon
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Patent number: 5973190Abstract: The present invention provides a process for the preparation of pesticidal fluoroolefin compounds having the structural formula I ##STR1## The present invention also provides intermediate compounds which are utilized in the process of this invention.Type: GrantFiled: June 18, 1998Date of Patent: October 26, 1999Assignee: American Cyanamid CompanyInventors: Brian Lee Buckwalter, Timothy Claude Barden
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Patent number: 5962688Abstract: This invention relates to a key intermediate in the synthesis of an endothelin antagonist, the synthesis of this key intermediate and the synthesis of an endothelin antagonist using this intermediate in a stereoselective deoxygenation reaction.Type: GrantFiled: August 8, 1997Date of Patent: October 5, 1999Assignees: Merck & Co., Inc., Banyu Pharmaceutical Co., Ltd.Inventors: Paul N. Devine, Ulf H. Dolling, Lisa F. Frey, Richard D. Tillyer, David M. Tschaen, Yoshiaki Kato
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Patent number: 5958972Abstract: Tricyclic compounds are described as well as methods for the preparation and pharmaceutical compositions of same, which are useful as inhibitors of matrix metalloproteinases, particularly gelatinase A (72 kD gelatinase) and stromelysin-1 and for the treatment of multiple sclerosis, atherosclerotic plaque rupture, aortic aneurism, heart failure, restenosis, periodontal disease, corneal ulceration, cancer metastasis, tumor angiogenesis, arthritis, or other autoimmune or inflammatory disorders dependent upon tissue invasion by leukocytes.Type: GrantFiled: May 20, 1997Date of Patent: September 28, 1999Assignee: Warner-Lambert CompanyInventors: Donald Hupe, Linda Lea Johnson, Joseph Armand Picard, Andrew David White, Qi-Zhuang Ye
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Patent number: 5936118Abstract: A highly efficient method for enriching the chiral purity of a partially enriched mixture of enantiomers of an optically active compound, a major portion of the partially enriched mixture of enantiomers comprising a first enantiomer of the optically active compound, a minor portion of the partially enriched mixture of enantiomers comprising a second enantiomer of the optically active compound. The method comprises mixing an acid in whatever form it may exist in solution with an aqueous solution of the partially enriched mixture of enantiomers, in whatever form the partially enriched mixture of enantiomers may exist in solution, to form a reaction mass comprising a further enriched mixture of enantiomers of the optically active compound, the further enriched mixture of enantiomers having a higher percentage of the first enantiomer than the partially enriched mixture. The optically active compound has the formula:R.sup.1 R.sup.2 R.sup.3 CCOOZwhere R.sup.1, R.sup.2, and R.sup.Type: GrantFiled: April 4, 1997Date of Patent: August 10, 1999Assignee: Albemarle CorporationInventor: Hao V. Phan
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Patent number: 5916916Abstract: The instant invention provides a series of naphthyl compounds having an oxygen linker at the 1-position which are useful as selective estrogen receptor modulators.Type: GrantFiled: September 29, 1997Date of Patent: June 29, 1999Assignee: Eli Lilly and CompanyInventors: Kenneth Lee Hauser, Alan David Palkowitz
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Patent number: 5902898Abstract: The activity of a palladium catalyst in the carboxylation of an aralkene with carbon monoxide and water or an alcohol in the absence of oxygen can be enhanced when it is used in conjunction with (A) a ligand mixture comprising compounds corresponding to the formulas R.sub.3 ZY and R'.sub.3 Z wherein each R and R' is independently selected from alkyl, aryl and substituted aryl groups; Y is a member of Group VIA of the Periodic Table; and Z is an element having a Pauling electronegativity of 1.9-2.5 or (B) a complex ligand providing all of the elements of said mixture. The invention has particular utility in carboxylating an aralkene such as 4-isobutylstyrene or 2-methoxy-6-vinylnaphthalene to ibuprofen or naproxen or their esters; and the preferred novel ligand is usually a 50/50 mixture of phosphine and phosphine oxide.Type: GrantFiled: February 26, 1998Date of Patent: May 11, 1999Assignee: Albemarle CorporationInventor: Tse-Chong Wu
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Patent number: 5866710Abstract: A process for the preparation of an ester comprises carrying out an esterification in the presence of a catalyst comprising the reaction product of an orthoester or a condensed orthoester of titanium or zirconium, an alcohol containing at least two hydroxyl groups, a 2-hydroxy acid and a base. The process can be a direct esterification or a transesterification and can be a polyesterification. The catalyst can effectively produce esters without leading to a haze in the final product and there is a reduced amount of yellowing of polyesters in comparison to known catalysts.Type: GrantFiled: June 5, 1997Date of Patent: February 2, 1999Assignee: Tioxide Specialties LimitedInventors: John Ridland, Iain Wesley Hepplewhite, Brian Steven Jolly
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Patent number: 5863688Abstract: The present invention provides a naphthoquinone derivative represented by the general formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are as defined in the specification. An electrophotosensitive material containing this naphthoquinone derivative as an electron transferring material has high sensitivity.Type: GrantFiled: September 6, 1996Date of Patent: January 26, 1999Assignee: Mita Industrial Co., LtdInventors: Yukimasa Watanabe, Sakae Saito, Hirofumi Kawaguchi, Akiyoshi Urano, Fumio Sugai, Atsushi Fujii, Yasufumi Mizuta, Toshiyuki Fukami, Ichiro Yamazato, Yuji Tanaka, Eiichi Miyamoto, Hideo Nakamori, Mitsuo Ihara
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Patent number: 5856354Abstract: The invention concerns tachykinin antagonists. The compounds are neopeptides which have utility in treating disorders mediated by tachykinins. Such disorders are respiratory, inflammatory, gastrointestinal, ophthalmic, allergies, pain, vascular, diseases of the central nervous system, and migraine. Methods of preparing compounds and novel intermediates are also included. The compounds are expected to be especially useful in asthma and rheumatoid arthritis.Type: GrantFiled: October 17, 1997Date of Patent: January 5, 1999Assignee: Warner-Lambert CompanyInventors: David Christopher Horwell, William Howson, Martyn Clive Pritchard, Edward Roberts, David Charles Rees
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Patent number: 5847202Abstract: Optically active carboxylic acids, salts or esters, such as the profen-type compounds, are racemized in the presence by nitrogenous bases such as methylbenzylamine by heating an aqueous solution of such optically active compounds in the presence of a suitable excess of an alkali metal hydroxide relative to the amount optically active carboxylic compound present in the solution. The process not only enables conversion of inactive or undesirable enantiomers of compounds such as naproxen or ibuprofen into a usable, desirable enantiomers in an efficient and economical manner, but avoids conversion of the nitrogenous base into amide. Thus the deleterious consequences of amide formation are avoided.Type: GrantFiled: October 22, 1997Date of Patent: December 8, 1998Assignee: Albemarle CorporationInventors: Robert E. Young, Hao V. Phan, Thanikavelu Manimaran, Ronald C. Zumstein
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Patent number: 5808124Abstract: Compounds of the formula ##STR1## where the symbols have the meaning described in the application, have retinoid-like or retinoid antagonist-like biological activity.Type: GrantFiled: June 21, 1996Date of Patent: September 15, 1998Assignee: AllerganInventors: Richard L. Beard, Min Teng, Alan T. Johnson, Vidyasagar Vuligonda, Roshantha A. Chandraratna
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Patent number: 5792876Abstract: A process is described for producing acetals comprising reacting an aldehyde or a ketone with an alcohol in the presence of a titanium compound having an acetylacetone as a ligand, or in the presence of a compound selected from the group consisting of stannous chloride dihydrate, cerium chloride hexahydrate and bismuth chloride. The process can be used in the synthesis of unstable acetals or when water exists in the reaction mixture, and therefore the process can be used for a wide variety of applications.Type: GrantFiled: November 6, 1996Date of Patent: August 11, 1998Assignee: Kuraray Co., Ltd.Inventors: Hideharu Iwasaki, Masahiko Kitayama, Takashi Onishi
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Patent number: 5776365Abstract: There is provided a carboxylic acid compound represented by the following formulae (I) to (IV): ##STR1## a liquid crystal material consisting of the carboxylic acid ester compound, a liquid crystal composition comprising the carboxylic acid ester compound, and a liquid crystal element using the carboxylic acid ester compound. There can be obtained advantages such as low operating temperature, high speed switching, very small electric power consumption, and high-stable contrast.Type: GrantFiled: June 7, 1995Date of Patent: July 7, 1998Assignee: Mitsui Chemicals, Inc.Inventors: Yuuichirou Tatsuki, Shinichi Nishiyama, Junichi Kawabata, Tooru Yamanaka, Chiho Tanaka
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Patent number: 5776967Abstract: This invention provides compounds of formula I having the structure ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are, each, independently, hydrogen, alkyl, alkenyl, alkynyl, alkoxy, aralkoxy, trifluroalkoxy, alkanoyloxy, hydroxy, halo, trifluoromethyl, cyano, amino, mono- or di-alkylamino, alkanamido, or alkanesulfonamido;R.sub.5 is hydrogen, alkyl, alkenyl, alkoxyalkyl or alkylcycloalkyl;R.sub.6 is hydrogen, alkyl or alkenyl;X is oxygen or carbon;A is oxygen or NZ;Z is hydroxyl, alkoxy, aryloxy, carboxyalkyloxy of 2-7 carbon atoms, arylamino, or alkylsulfonyamino of 1-6 carbon atoms;or a pharmaceutically acceptable salt thereof, which are useful in the treatment of arthritic disorders, colorectal cancer, and Alzheimer's disease.Type: GrantFiled: July 7, 1997Date of Patent: July 7, 1998Assignee: American Home Products CorporationInventors: Anthony F. Kreft, Craig E. Caufield, Amedeo A. Failli, Thomas J. Caggiano, Alexander A. Greenfield, Dennis M. Kubrak
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Patent number: 5763641Abstract: In a process, improved in respect of yield, purity and simple procedure, for the preparation of aromatic methoxycarboxylic acid methyl esters by methylation of the corresponding aromatic hydroxycarboxylic acids with dimethyl sulfate in the presence of water and a base, a procedure is followed in which the water, base and aromatic hydroxycarboxylic acid are initially introduced into the reaction vessel, 1 to 2.5 times the molar amount of dimethyl sulfate (based on the methylatable hydroxyl and carboxyl groups) is metered in and, during this procedure, the pH of the reaction mixture is controlled by addition of an aqueous base in finely divided form.Type: GrantFiled: January 17, 1997Date of Patent: June 9, 1998Assignee: Bayer AktiengesellschaftInventors: Willi Streicher, Hans-Joachim Laakmann
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Patent number: 5750050Abstract: Liquid crystal compounds have been synthesized of general formula (I) and may be mixed with other liquid crystal compounds to give useful liquid crystal mixtures which may then be used in liquid crystal devices. Such devices include linear and non-linear electrical, optical and electro-optical devices, magneto-optical devices and devices providing responses to stimuli such as temperature changes and total or partial pressure changes. Formula (I) where each Z.sub.1-6 is given by formula (II), where Y for each of Z.sub.1-6 is independently COO, OCO, CH.sub.2 O and OCH.sub.2, m defines the number of substituents on each of Z.sub.1-6 and is independently 0-5,and X is independently for each substituent on each of Z.sub.1-6 alkyl (straight chain, branched and chiral), alkoxy (straight chain, branched or chiral), alkanoyl (straight chain, branched or chiral), alkenyl (straight chain, branched or chiral), halogen, halogenoalkyl (straight chain, branched or chiral) and CN, provided that at least one of Z.sub.Type: GrantFiled: February 28, 1996Date of Patent: May 12, 1998Assignee: Secretary of State for Defence in her Britannic Majesty's Government of the U.K. of Gt. Britain and N. Ireland of Defence Evaluation Research Agency, DRAInventors: John William Goodby, Michael Hird, David Richard Beattie, Paul Hindmarsh, George William Gray, Damien Gerard McDonnell, John Clifford Jones, Timothy Jonathan Phillips
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Patent number: 5750764Abstract: A process for the production of disubstituted propionic acid derivatives which are intermediates in the synthesis of .alpha.-arylpropionic acids such as naproxen, involves the reaction of a naphthalene derivative such as 2-methoxynaphthalene, with an alkylating agent such as an alkyl pyruvate in the presence of a catalyst, and then dehydrating and hydrogenolising, or directly hydrogenolising, or derivatising and then hydrogenolising the product thereof, to produce the desired compound.Type: GrantFiled: November 5, 1996Date of Patent: May 12, 1998Assignee: AECI LimitedInventors: Stephanus Francois Marais, Thebeeapelo John Khaile, Owen Lungile Njamela, Dana Helen Braithwaite, Deborah Nicole Davidson, Christa Maria Jungmann, Christopher John Parkinson, Neil Stockenstrom Gardiner, Lucia Hendrina Steenkamp, Etienne Van Eeden Skein