Tricyclo Ring System Having The Hetero Ring As One Of The Cyclos Patents (Class 549/458)
  • Patent number: 6395773
    Abstract: In order to provide antibacterial agents for drug-resistant bacteria and anti-Chlamydia agents, the furanonaphthoquinone derivative represented by the following formula (1): wherein each R may be the same or different, representing any one of the following (a) to (e): (wherein R′ is a hydrogen atom, alkyl group, hydroxyalkyl group, or alkoxyalkyl group), or two mutually adjacent Rs may be bonded via an oxygen atom to form a heterocyclic ring is used as the effective component.
    Type: Grant
    Filed: July 23, 2001
    Date of Patent: May 28, 2002
    Assignee: Japan Science and Technology Corporation
    Inventors: Keiichi Hirai, Kumiko Nagata, Junko Koyama, Toshio Kishimoto
  • Patent number: 6392059
    Abstract: Intermediates for the preparation of himbacine exhibiting muscarinic M2 receptor antagonism, which are hydronaphtho[2,3-c]furan derivatives represented by general formula (1) or intermediates for the preparation thereof: wherein R1 is lower alkyl or aralky; R2 is hydrogen, lower alkyl or aralkyl; R3 and R4 together represent oxygen or methylene, or alternatively R4 is hydroxyl, lower alkoxy, aralkyloxy or lower acyloxy, with R3 being hydrogen; R5 and R6 together represent oxygen, or alternatively R6 is hydroxyl, lower alkxy, aralkyloxy or lower acyloxy, with R5 being hydrogen; and either of the broken lines is a single bond and the other thereof is a double bond, or alternatively both are single bonds.
    Type: Grant
    Filed: June 7, 2001
    Date of Patent: May 21, 2002
    Assignees: Sagami Chemical Reasearch Center, Kyorin Pharmaceutical Co., Ltd.
    Inventors: Shiro Terashima, Masanori Takadoi, Akihiro Ishiwata, Tadashi Katoh
  • Patent number: 6380404
    Abstract: Norlabdane oxide, which is a well known fragrance material having ambergris-type odors, is prepared from 12-acetoxy-norlabdane oxide by a hydrogenation reaction.
    Type: Grant
    Filed: May 29, 2001
    Date of Patent: April 30, 2002
    Assignee: Quest International B.V.
    Inventors: Paul Nicholas Davey, Chi-Lam Tse
  • Publication number: 20020019380
    Abstract: A compound selected from those of formula (I): 1
    Type: Application
    Filed: April 12, 2001
    Publication date: February 14, 2002
    Inventors: Jean-Louis Peglion, Aimee Dessinges, Bertrand Goument, Mark Millan, Francoise Lejeune, Mauricette Brocco
  • Patent number: 6340693
    Abstract: The present invention provides a protective agent for nervous system structural cells comprising a prostaglandin I derivative, preferably a prostaglandin I2 derivative, particularly beraplost, as an active component. This medicine exhibits excellent effects as a protective agent for nervous system structural cells, and is effective as an excellent agent for preventing or curing cerebrovascular disorder, cerebral nerve cell disorder, ischemic cerebral disorder, dementia, and peripheral nerve disorder due to diabetic or the like.
    Type: Grant
    Filed: February 16, 1999
    Date of Patent: January 22, 2002
    Assignee: Toray Industries, Inc.
    Inventors: Hajimu Kurumatani, Susumu Matsuda, Mie Kainoh
  • Publication number: 20020006944
    Abstract: A compound of the formula: 1
    Type: Application
    Filed: March 7, 2001
    Publication date: January 17, 2002
    Inventors: Shigenori Ohkawa, Masaki Setoh, Zen-ichi Terashita
  • Patent number: 6323348
    Abstract: The present invention provides a process for producing an optically active compound of cycloalkyl[b]benzofuran using a readily available optically active compound as a starting material by a reaction using a transition metal or the Mitsunobu reaction, or a combination thereof, followed by a cyclization reaction using a metal or an organometallic reagent. The process can exclude the needs of complicated optical resolution steps as well as enzyme reactions that requires a large amount of solvent and long reaction time besides repeatability is hardly obtained, providing a very useful production process that can apply for not only laboratory preparation but also for industrial scale productions.
    Type: Grant
    Filed: February 14, 2000
    Date of Patent: November 27, 2001
    Assignee: Toray Industries, Inc.
    Inventors: Hisao Nishiyama, Hisanori Wakita, Hiroshi Nagase
  • Patent number: 6300339
    Abstract: The present invention relates to compounds of formula (I) wherein A, B, Q, T, X, Y, Z, R5, R6, R7, R8, Ar, k, m, n and p are as defined in the specification. These compounds are useful in treating or preventing conditions mediated by nuclear receptors, in particular the Peroxisome Proliferator-Activated Receptors (PPAR).
    Type: Grant
    Filed: October 19, 1999
    Date of Patent: October 9, 2001
    Assignees: Novo Nordisk A/S, Dr. Reddy's Research Foundation
    Inventors: Lone Jeppesen, Paul Stanley Bury, Per Sauerberg
  • Patent number: 6262271
    Abstract: A series of bioactive analogs of (+)-CC-1065 (1) and the duocarmycins 2 and 3 are synthesized. The bioactive analogs include either iso-CI or iso-CBI (6 and 7) as a DNA alkylation subunit. Conjugated to the DNA alkylating subunits are a variety of DNA binding subunits. The bioactive analogs maintain their DNA selectivity and display enhanced reactivity.
    Type: Grant
    Filed: April 12, 2000
    Date of Patent: July 17, 2001
    Assignee: The Scripps Research Institute
    Inventor: Dale L. Boger
  • Patent number: 6251936
    Abstract: This invention provides compounds of Formula I having the structure E is S, SO, SO2, O, or NR1c; X is hydrogen, halogen, alkyl of 1-6 carbon atoms, alkenyl of 2-7 carbon atoms, CN, aryl, aralkyl of 6-12 carbon atoms, hydroxyalkyl of 1-6 carbon atoms, hydroxyaralkyl of 6-12 carbon atoms, perfluoroalkyl of 1-6 carbon atoms, alkoxy of 1-6 carbon atoms, aryloxy; arylalkoxy, nitro, amino, NR2R2a, NR2COR2a, cycloalkylamino of 3-8 carbon atoms, morpholino, alkylsulfanyl of 1-6 carbon atoms, arylsulfanyl, pyridylsulfanyl, 2-N,N-dimethylaminoethylsulfanyl, —OCH2CO2R2b or —COR2c; Z1 and Z2 are each, independently, hydrogen, halogen, CN, alkyl of 1-6 carbon atoms, aryl, aralkyl of 6-12 carbon atoms, cycloalkyl of 3-8 carbon atoms, nitro, amino, —NR1R1a, —NR1COR1a, cycloalkylamino of 3-8 carbon atoms, morpholino, or OR8, or Z1 and Z2 may be taken together as a diene unit having the formula —CH═CR9—CR10═CR11—; or a pharmaceutically acceptable salt th
    Type: Grant
    Filed: May 10, 1999
    Date of Patent: June 26, 2001
    Assignee: American Home Products Corporation
    Inventors: Jay E. Wrobel, Arlene J. Dietrich, Madelene M. Antane
  • Patent number: 6218429
    Abstract: A compound of the formula: wherein R1 is an optionally substituted hydrocarbon, amino or heterocyclic group; R2 is H or an optionally substituted hydrocarbon group; R3 is H or an optionally substituted hydrocarbon or heterocyclic group; X is CHR4, NR4, O or S in which R4 is H or an optionally substituted hydrocarbon group; Y is C, CH or N; ring A is optionally substituted 5- to 7-membered ring; ring B is an optionally substituted benzene ring; and m is 1 to 4, or a salt thereof, a process for producing it, an intermediate for the production and a pharmaceutical composition comprising it are provided.
    Type: Grant
    Filed: May 10, 1999
    Date of Patent: April 17, 2001
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shigenori Ohkawa, Osamu Uchikawa, Kohji Fukatsu, Masaomi Miyamoto
  • Patent number: 6121271
    Abstract: This invention provides compounds of Formula I having the structure whereinR.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, W, R.sup.9, X, R.sup.6, p, Y, Z, R.sup.7, and R.sub.8 are as defined in the specification, or a pharmaceutically acceptable salt thereof, which are useful in treating metabolic disorders related to insulin resistance or hyperglycemia.
    Type: Grant
    Filed: May 10, 1999
    Date of Patent: September 19, 2000
    Assignee: American Home Products Corporation
    Inventors: Paul J. Dollings, Arlene J. Dietrich, Jay E. Wrobel
  • Patent number: 6107335
    Abstract: The compounds 18.beta., 19.beta.-diacetyloxy-18.alpha., 19.alpha.-epoxy-3, 13(16), 14-clerodatrien-2-one (Esculentin A) and 18.beta., 19.beta.-diacetyloxy-18.alpha., 19.alpha.-epoxy-3, 12, 14-clerodatrien-2.beta.-isovaleryloxy-6.beta., 7.alpha.-diol (Esculentin B) obtained from plants belonging to the Samydaceae family, particularly Casearia esculenta, a process for their preparation, and their use in the manufacture of medicaments. The compounds are particularly useful as anti-inflammatory and/or anti-cancer agents.
    Type: Grant
    Filed: November 17, 1998
    Date of Patent: August 22, 2000
    Assignee: Hoechst Marion Roussel Deutschland GmbH
    Inventors: Swati Bal-Tembe, Erra Koteswara Satya Vijaya Kumar, Vijay Bhagwan Deore, Kalpana Sanjay Joshi
  • Patent number: 6103914
    Abstract: Optically active materials of tricyclic compounds, for example, cyclopenta [b] benzofuran derivatives represented by the following formula: ##STR1## wherein R.sub.1, R.sub.2, Y and Z independently represent hydrogen, halogen, an alkyl group, or an aryl group; and n represents 0 to 4, are directly produced by adding an optically active alcohol, amine and/or metal salt thereof.
    Type: Grant
    Filed: October 20, 1998
    Date of Patent: August 15, 2000
    Assignee: Toray Industries, Inc.
    Inventors: Hisao Nishiyama, Hiroshi Nagase, Hisanori Wakita
  • Patent number: 6046233
    Abstract: The present invention relates to an agent for treating cor pulmonale containing as an active ingredient a prostaglandin I.sub.2 derivative represented by the following formula, or a pharmacologically acceptable salt thereof. The agent exhibits excellent effects in oral or parenteral administration.
    Type: Grant
    Filed: January 3, 1997
    Date of Patent: April 4, 2000
    Assignee: Toray Industries, Inc.
    Inventors: Reiji Kasukawa, Masayuki Miyata, Yuji Ueno, Hiroshi Koike, Hajimu Kurumatani, Shintaro Nishio
  • Patent number: 6034239
    Abstract: A compound of the formula: ##STR1## wherein R.sup.1 is an optionally substituted hydrocarbon, amino or heterocyclic group; R.sup.2 is H or an optionally substituted hydrocarbon group; R.sup.3 is H or an optionally substituted hydrocarbon or heterocyclic group; X is CHR.sup.4, NR.sup.4, O or S in which R.sup.4 is H or an optionally substituted hydrocarbon group; Y is C, CH or N; ring A is optionally substituted 5- to 7-membered ring; ring B is an optionally substituted benzene ring; and m is 1 to 4, or a salt thereof, a process for producing it, an intermediate for the production and a pharmaceutical composition comprising it are provided.
    Type: Grant
    Filed: March 6, 1997
    Date of Patent: March 7, 2000
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shigenori Ohkawa, Osamu Uchikawa, Kohji Fukatsu, Masaomi Miyamoto
  • Patent number: 5849781
    Abstract: The invention relates to a compound selected from these of formula (I): ##STR1## in which R.sub.7, R.sub.8, Y, n and A are as defined in the description, and medicinal product containing the same useful for treating a disorder of the melatoninergic system.
    Type: Grant
    Filed: October 1, 1997
    Date of Patent: December 15, 1998
    Assignee: Adir Et Compagnie
    Inventors: Michel Langlois, Monique Mathe-Allainmat, Philippe Delagrange, Pierre Renard, Beatrice Guardiola
  • Patent number: 5843988
    Abstract: The present invention provides novel cyclopropachromen-carboxylic acid derivatives having an antagonistic activity against metabotropic glutamate receptors and its pharmaceutically acceptable salts. Cyclopropachromen-carboxylic acid derivatives and its pharmaceutically acceptable salts represented by the following general formula (1): ##STR1## ?wherein A denotes an oxygen atom, hydroxyimino group, an alkyloxyimino group having 1 to 5 carbon atoms, or the group .dbd.N--O--(CH.sub.2).sub.n -NR.sup.1 R.sup.2 (where n represents an integer of 2 to 8, and each of R.sup.1 and R.sup.2 independently represents a hydrogen atom or alkyl group having 1 to 5 carbon atoms, respectively); B denotes the group --COOR.sup.3 (where R.sup.3 represents a hydrogen atom or alkyl group having 1 to 5 carbon atoms) or the group --CONR.sup.4 R.sup.5 (where R.sup.4 and R.sup.5 independently represent a hydrogen atom, alkyl group having 1 to 5 carbon atoms, alkenyl group having 2 to 5 carbon atoms and an aminoalkyl group.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: December 1, 1998
    Assignee: Suntory Limited
    Inventors: Hirokazu Annoura, Atsuko Fukunaga, Toshio Tatasuoka, Yoshiko Horikawa
  • Patent number: 5843986
    Abstract: A compound selected from those of formula (I): ##STR1## in which A, Y, R.sup.1, R.sup.2 and R.sup.3 are as defined in the description, and a medicinal product containing the same useful for treating a mammal afflicted with a disorder of the melatoninergic system.
    Type: Grant
    Filed: October 19, 1995
    Date of Patent: December 1, 1998
    Assignee: Adir et Compagnie
    Inventors: Daniel Lesieur, Patrick Depreux, Veronique Leclerc, Hamid Ait Mansour, Philippe Delagrance, Pierre Renard
  • Patent number: 5840927
    Abstract: Novel anti-microbial sesquiterpene compounds isolated from the fruit bodies of Roseofomes subflexibilis (Hounen-take) having the general formula ##STR1##
    Type: Grant
    Filed: September 26, 1997
    Date of Patent: November 24, 1998
    Assignee: Toa Gosei Co., Ltd.
    Inventors: Shigeo Nozoe, Akira Takahashi, Jun-ich Masuda, Ken-ichi Tanaka, Hideo Suzuki
  • Patent number: 5824700
    Abstract: The invention relates to .beta.-lapachone derivatives of formula II and compositions containing said compounds: ##STR1## wherein, R.sup.5, R.sup.6 and R.sup.7 are as defined in the specification. The compounds are potent inhibitors of neoplastic cell growth and proliferation.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: October 20, 1998
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Benjamin J. Frydman, Donald T. Witiak, Jerry Shunneng Sun, Andrew H. Geiser
  • Patent number: 5821375
    Abstract: The invention concerns a process for preparing (-)-norlabdane oxide from sclareol oxide comprising the steps of:I converting sclareol oxide to 12-acetylnorlabdane oxide by oxidation with an organic hydroperoxide;II converting 12-acetylnorlabdane oxide to 12-acetoxy-norlabdane oxide by oxidation with an organic peracid.Step I is preferably performed with tert-butyl hydroperoxide and step II with peracetic acid.Sclareol oxide may be prepared from sclareol by ozonolysis followed by treatment with alkaline hydrogen peroxide. 12-Acetoxy-norlabdane oxide is preferably converted to norlabdane oxide by reduction with NaBH.sub.4 in the presence of a transition metal salt.
    Type: Grant
    Filed: August 1, 1997
    Date of Patent: October 13, 1998
    Assignee: Quest International B.V.
    Inventors: Paul Nicholas Davey, Laurence Sidney Payne, Chi-lam Tse
  • Patent number: 5811560
    Abstract: The invention pertains to a method for preparing 8-alpha,12-oxido-13,14,15,16, -tetranorlabdane by cyclizing a mixture of hydroxy-olefins (I)-(III. See the specification for their formulae. The cyclization is carried out in the presence of 10 to 100 wt. % acid, relative to the mixture of compounds (I) to (III).
    Type: Grant
    Filed: May 5, 1997
    Date of Patent: September 22, 1998
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Georg Knuebel, Andreas Bomhard, Thomas Markert
  • 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: 5716986
    Abstract: This invention relates to new oxaindene derivatives, a process for the preparation thereof and pharmaceutical compositions comprising the same.The compounds according to the invention are characterized by the general formula (1) ##STR1## wherein R.sup.1 represents lower C.sub.1-4 alkyl, lower C.sub.1-4 alkoxy or lower C.sub.3-6 cycloalkyl,R.sup.2 stands for hydrogen, lower C.sub.1-4 alkyl or lower C.sub.3-6 cycloalkyl,R.sup.3 stands for hydrogen, lower C.sub.1-4 alkyl, lower C.sub.1-4 alkoxy or benzyloxy,X denotes hydrogen, an aliphatic C.sub.1-4 -acyl or benzoyl or naphthoyl group, optionally substituted by 1 or more nitro or C.sub.1-4 -alkoxy group(s) or a group of the formula R.sup.5 R.sup.6 N--R.sup.7 --, wherein R.sup.7 represents lower C.sub.1-4 alkylene and R.sup.5 and R.sup.6 each represent lower C.sub.1-4 alkyl, or R.sup.5 and R.sup.
    Type: Grant
    Filed: June 27, 1996
    Date of Patent: February 10, 1998
    Assignee: Egis Gyogyszergyar Rt.
    Inventors: Csaba Szantay, Lajos Novak, Peter Kovacs, Klara Gado, Gabor Gigler, Julianna Takacs nee Bitai, Andras Egyed, Daniel Bozsing, Gyorgy Pirok, Katalin Szemeredi, Margit Csorgo, Sandor Drabant, Gabor Blasko, Gyula Simig, Gabor Kovacs
  • Patent number: 5688976
    Abstract: The invention relates to a process for producing 8.alpha.,12-oxido-13,14,15,16-tetranorlabdane through the cyclizing dehydration of 8.alpha.,12 -dihydroxy-13,14,15,16-tetranorlabdane in the presence of aluminophyllosilicates.
    Type: Grant
    Filed: July 3, 1996
    Date of Patent: November 18, 1997
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Georg Knuebel, Andreas Bomhard, Ulf-Armin Schaper, Theo Stalberg, Thomas Markert
  • Patent number: 5686586
    Abstract: A polycyclic aromatic compound having the formula ##STR1## and its salts have useful therapeutic and cosmetic action particularly in psoriasis.In the formula, X represents --CH.dbd.CH--, O or S,R.sub.1 represents hydrogen, branched alkyl having 3-15 carbon atoms, alkoxy having 1-6 carbon atoms or 1-adamantyl, R.sub.2 represents hydroxy, hydrogen, linear or branched alkyl having 1-15 carbon atoms or alkoxy having 1-6 carbon atoms, with the proviso that R.sub.1 and R.sub.2 are not simultaneously hydrogen, or R.sub.1 and R.sub.2 together with the adjacent carbon atoms of the naphthalene ring form a 5 or 6 chain ring optionally substituted by at least one lower alkyl radical, or interrupted by an oxygen atom,R.sub.3 represents --CH.sub.2 OH or --COR.sub.4, or --CH.sub.3 when R.sub.1 and R.sub.2 taken together form a 5 or 6 chain ring,R.sub.4 represents --OR.sub.5 or ##STR2## R.sub.
    Type: Grant
    Filed: October 4, 1996
    Date of Patent: November 11, 1997
    Assignee: Centre International de Recherches Dermatologiques Galderma
    Inventors: Braham Shroot, Jacques Eustache, Oliver Watts, Jean-Michel Bernardon, Philippe Nedoncelle
  • Patent number: 5670670
    Abstract: In a process for the production of 8.alpha.,12-oxido-13,14,15,16-tetranorlabdane by dehydration of 8.alpha.,12-dihydroxy-13,14,15,16-tetranorlabdane (diol), wherein the diol is subjected to cyclizing dehydration in the presence of 5 to 80% by weight, based on the diol, of at least one alumino layer silicate selected from K catalysts which have an acid charge of less than 100 mval/100 g.
    Type: Grant
    Filed: May 31, 1996
    Date of Patent: September 23, 1997
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Georg Knuebel, Andreas Bomhard, Ulf-Armin Schaper, Theo Stalberg, Thomas Markert
  • Patent number: 5665765
    Abstract: New compounds of formula: ##STR1## wherein: A-B, n and Y are as defined in the description,their optical isomers and physiologically tolerable salts thereof with appropriate acids.The products of the invention may be used as medicaments.
    Type: Grant
    Filed: September 27, 1996
    Date of Patent: September 9, 1997
    Assignee: Adir et Compagnie
    Inventors: Jean-Louis Peglion, Joel Vian, Aimee Dessinges, Mark Millan, Valerie Audinot
  • Patent number: 5639894
    Abstract: A process for the carbonylation of allylic alcohols such as nerolidol, farnesol, or their monocyclic analogues with carbon monoxide at a pressure of at least 30 bar in the presence of a polar solvent and a palladium halide catalyst, optionally an alkali metal halide salt, and optionally an alcoholic solvent. The carbonylated product may then be reduced to the corresponding alcohol, which is cyclized in the presence of Lewis or Bronsted acids to afford an ambergris fragrance compound.
    Type: Grant
    Filed: March 23, 1994
    Date of Patent: June 17, 1997
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Jonathan M. Cassel, Steven M. Hoagland, James M. Renga
  • Patent number: 5616737
    Abstract: A process for the stereoselective preparation of (-)3a,6,6,9a-tetramethylperhydronaphtho[2,1-b]furan of the formula Ia ##STR1## by dehydration and cyclization of decahydro-2-hydroxy- 2,5,5,8-tetramethyl-1-naphthaleneethanol using solid acidic catalysts, wherein the decahydro-2-hydroxy- 2,5,5,8-tetramethyl-1-naphthaleneethanol is heated in the molten state at from 80.degree. to 200.degree. C. in the presence of from 10 to 100% by weight, based on the diol, of an active acidic aluminum oxide commercially supplied for (preparative) column chromatography.
    Type: Grant
    Filed: July 3, 1996
    Date of Patent: April 1, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes Grimmer, Christoph Martin
  • Patent number: 5587486
    Abstract: 1-amino-2-cyclohexene compounds represented by the following formula (I): ##STR1## wherein the substituents are as defined in the specification, a process for preparing the compounds and their use as intermediates in the production of medicinal and agricultural agents is disclosed.
    Type: Grant
    Filed: June 30, 1995
    Date of Patent: December 24, 1996
    Assignee: Kuraray Co., Ltd.
    Inventors: Naoshi Nakagawa, Tadashi Hatanaka, Tatsuhiko Hayashibara, Manzo Shiono
  • Patent number: 5508303
    Abstract: A composition for stimulating hair growth is described. The composition comprises as an effective ingredient a 5,6,7-trinor-4,8-inter-m-phenylene prostaglandin I.sub.2 derivative of the formula (I) or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: May 28, 1993
    Date of Patent: April 16, 1996
    Assignee: Toray Industries, Inc.
    Inventors: Masafumi Isogaya, Shintaro Nishio
  • Patent number: 5496849
    Abstract: The present invention discloses sulfonamide derivative represented by the following general formula: ##STR1## [wherein, R.sub.1 is(i) --COOR.sub.2 (where, R.sub.2 is (1) hydrogen, (2) a pharmacologically acceptable cation, or (3) an alkyl having 1 to 14 carbon atoms) or,(ii) --C(.dbd.O)--R.sub.3 (wherein, R.sub.3 represents an alkyl having 1 to 4 carbon atoms); A is(i) --(CH.sub.2)n-- (wherein, n represents an integer of 0 to 3),(ii) --CH.dbd.CH--, or the group:(iii) --O--C(R.sub.4) (R.sub.5)-- (wherein, R.sub.4 and R.sub.5 represent (1) hydrogen or (2) an alkyl having 1 to 4 carbon atoms, and R.sub.4 and R.sub.5 may be identical or different); and,w is NH or --O--], as well as a thromboxane A2 receptor antagonistic drug having said derivative for its active ingredient.Since the compound of the present invention has excellent thromboxane A2 receptor antagonistic action, it can be used as a thromboxane A2 receptor antagonist of high activity and long duration.
    Type: Grant
    Filed: May 17, 1994
    Date of Patent: March 5, 1996
    Assignee: Toray Industries, Inc.
    Inventors: Kiyotaka Ohno, Atsushi Ohtake, Shintaro Nishio, Kazuhiro Hoshi, Shunji Tsukamoto
  • Patent number: 5473085
    Abstract: Preparation of a methyl ketone intermediate useful in the synthesis of (-)-dodecahydro-3a,6,6, 9a-tetramethyl-naphtho(2,1-b) furan by subjecting (-)-sclareol to ozonolysis in the presence of iodine or iodine-containing compound. The intermediate can be converted to (-)-dodecahydro-3a,6,6,9a-tetramethyl-naphtho(2,1-b) furan by Baeyer-Villiger oxidation followed by reduction of the resulting product in the presence of a Lewis acid.
    Type: Grant
    Filed: September 28, 1994
    Date of Patent: December 5, 1995
    Assignee: Quest International B.V.
    Inventors: Derek H. R. Barton, Dennis K. Taylor, Chi-Lam Tse
  • Patent number: 5470989
    Abstract: Stereoisomer mixtures of 8,12-oxido-13,14,15,16-tetranorlabdane are obtained in yields of at least 95% by dehydrating cyclization of stereoisomer mixtures of 8,12-dihydroxy-13,14,15,16-tetranorlabdane in the presence of acid-loaded aluminum oxide.
    Type: Grant
    Filed: January 18, 1994
    Date of Patent: November 28, 1995
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventor: Thomas Gerke
  • Patent number: 5463089
    Abstract: Synthesis of (-)-dodecahydro-3a,6,6,9a-tetramethyl-naphtho(2,1-b)furan from sclareol in a three-stage process.
    Type: Grant
    Filed: July 22, 1994
    Date of Patent: October 31, 1995
    Assignee: Quest International B.V.
    Inventors: Derek H. R. Barton, Shyamal I. Parekh, Dennis K. Taylor, Chi-lam Tse
  • Patent number: 5441930
    Abstract: The isomeric 11-oxa-tricyclo[7.3.0.0.sup.2,6 ]dodecene derivatives proposed are valuable new odoriferous substances characterized by their different nuances of intense woody notes and extremely high persistence. They can be mixed with each other, or with other odoriferous substances, in widely varying proportions to give new perfume compositions, generally containing between 1 and 50% by wt., relative to tile weight of the whole composition, of the derivatives proposed.
    Type: Grant
    Filed: July 8, 1994
    Date of Patent: August 15, 1995
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Klaus Bruns, Michael Dischmann, Werner Faber, Michael Meiertoberens
  • Patent number: 5420310
    Abstract: The present invention provides a process for preparing 5,6,7-trinor-4,8-inter-m-phenylene PGI.sub.2 derivative using 3a,8b-cis-dihydro-3H-5,7-dibromocyclopenta[b]benzofuran as a starting material, as well as compounds which are intermediates.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: May 30, 1995
    Assignee: Toray Industries, Inc.
    Inventors: Kiyotaka Ohno, Hiroshi Nagase, Yutaka Hosono, Hisanori Wakita, Koji Kawai, Hideo Yoshiwara
  • Patent number: 5416069
    Abstract: Novel naphthofuran derivatives of the formula ##STR1## wherein R represents hydrogen, methyl or ethyl. The compounds of formula I are valuable (amber) odorants and also flavorants. Odorant and flavorant compositions employing (I) as well as processes for making them are also described.
    Type: Grant
    Filed: July 14, 1994
    Date of Patent: May 16, 1995
    Assignee: Givaudan-Roure Corporation
    Inventor: Peter Naegeli
  • Patent number: 5401768
    Abstract: Disclosed are 2,5,6,7-tetranor-4,8-inter-m-phemylene PGI.sub.2 derivatives such as 16-methyl-2,5,6,7-tetranor-4,8-inter-m-phenylene PGI.sub.2 and methyl ester thereof, 17-methyl-2,5,6,7-tetranor-4,8-inter-m-phenylene PGI.sub.2 and methyl ester thereof, 15-phenyl-2,5,6,7,16,17,18,19,20-nonanor-4,8-inter-m-phenylene PGI.sub.2, 16-methyl-17-phenyl-2,5,6,7,18,19,20-heptanor-4,8-inter-m-phenylene PGI.sub.2, 16,16-dimethyl-17-phenyl-2,5,6,7,18,19,20-heptanor-4,8-inter-m-phenylene PGI.sub.2, 16-methyl-16-phenoxy-2,5,6,7,17,18,19,20-octanor-4,8-inter-m-phenylene PGI.sub.2, 16-methyl-16-phenoxy-2,5,6,7,18,19,20-heptanor-4,8-inter-m-phenylene PGI.sub.2 and methyl ester thereof, and 3-decarboxy-3-hydroxymethyl-16-methyl-16-phenoxy-2,5,6,7,18,19,20-heptanor -4,8-inter-m-phenylene PGI.sub.2, which are useful as pharmaceuticals.These compounds are useful as an antiulcer drug, antihypertensive drug, antithrombus drug or the like.
    Type: Grant
    Filed: July 13, 1993
    Date of Patent: March 28, 1995
    Assignee: Toray Industries, Inc.
    Inventors: Kiyotaka Ohno, Toshiya Takahashi, Atsushi Ohtake, Hisanori Wakita, Shintaro Nishio
  • Patent number: 5399587
    Abstract: The present invention relates to novel potassium channel agonists which are useful in activating the calcium activated Maxi-K potassium channel in mammalian neuronal and smooth muscle tissue. The claimed compounds are of the general formula: ##STR1## In addition, a novel microbiological process for producing the claimed compounds is described.
    Type: Grant
    Filed: December 13, 1993
    Date of Patent: March 21, 1995
    Assignee: Merck & Co., Inc.
    Inventors: Maria L. Garcia, Robert A. Giacobbe, Otto D. Hensens, Gregory J. Kaczorowski, Seok H. Lee, Owen B. McManus, Deborah L. Zink
  • Patent number: 5326888
    Abstract: A process for the carbonylation of allylic alcohols such as nerolidol, farnesol, or their monocyclic analogues with carbon monoxide at a pressure of at least 30 bar in the presence of a polar solvent and a palladium halide catalyst, optionally an alkali metal halide salt, and optionally an alcoholic solvent. The carbonylated product may then be reduced to the corresponding alcohol, which is cyclized in the presence of Lewis or Bronsted acids to afford an ambergris fragrance compound.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: July 5, 1994
    Assignee: Henkel Research Corporation
    Inventors: Jonathan M. Cassel, Steven M. Hoagland, James M. Renga
  • Patent number: 5304702
    Abstract: Polyhalogenated organic compounds, such as polychlorinated dibenzodioxines, dibenzofurans, biphenyls, biphenyl ethers, phenols, benzenes and cyclohexanes as well as chlorofluorohydrocarbons are destroyed by reaction with a surplus of strongly basic hydrocarbon-soluble, strongly basic lithium compounds in an inert solvent at reaction temperatures from 0.degree. to 200.degree. C.
    Type: Grant
    Filed: March 13, 1992
    Date of Patent: April 19, 1994
    Assignee: Metallgesellschaft AG
    Inventors: Wilfried Weiss, Klaus Kobele
  • Patent number: 5292732
    Abstract: The novel pyrrolopyrazines of the general formula ##STR1## wherein one of R.sup.1 and R.sup.2 signifies aryl and the other signifies hydrogen, lower alkyl or aryl or R.sup.1 and R.sup.2 together with the two carbon atoms denoted by .alpha. and .beta. signify the group A; ##STR2## R.sup.3 signifies hydrogen or lower alkyl and R.sup.4 signifies hydrogen orR.sup.3 and R.sup.4 together signify an additional C/N bond;R.sup.5 signifies hydrogen or lower alkyl;R.sup.6 signifies hydrogen or lower alkyl;R.sup.7 signifies hydrogen, halogen, lower alkyl, optionally substituted lower alkoxy, or C.sub.3-6 -cycloalkyl, C.sub.4-6 -cycloalkenyl, C.sub.
    Type: Grant
    Filed: June 26, 1992
    Date of Patent: March 8, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Stephan Rover
  • Patent number: 5292902
    Abstract: The invention concerns a process for the manufacture of a mixture of (3a.alpha.,5a.beta.,9a.alpha.,9b.beta.)-dodecahydro-3a,6,6,9a-tetramethyln aphtho-[2,1-b]furan and (3a.alpha.,5a.beta.,9a.alpha.,9b.alpha.)-dodecahydro-3a,6,6,9a-tetramethyl naphtho[2,1-b]furan which utilizes the substituted hexenoic acids, 6-(2',6',6'-trimethyl-cyclohex-1'-en-1'-yl)-4-methyl-hex-2- or -3-enoic acid. The invention also concerns nitriles and a process for manufacture of the hexonic acids from the nitriles, having the formula ##STR1## wherein one of the bonds denotes a single bond and the other denotes a double bond, and, R represents hydrogen or the ester group COOR.sup.1 in which R.sup.1 represents a lower alkyl or aryl group.
    Type: Grant
    Filed: July 24, 1992
    Date of Patent: March 8, 1994
    Assignee: Givaudan-Roure Corporation
    Inventor: Daniel Helmlinger
  • Patent number: 5290955
    Abstract: (-)-2,5,5,8a-Tetramethyl-1-(carboxymethyl)-2-hydroxydecalin is subjected to lactonization by dehydration to form decahydro-3a,6,6,9a-tetramethyl(3a.alpha.,5a.beta.,9a.alpha.,9b.beta.)-(+) -naphtho[2,1-b]furan-2(1H)-one, which is then reduced with a metal hydride to convert it into (-)-2,5,5,8a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin, followed by dehydrative cyclization to give L-ambrox.The (-)-2,5,5,8a-tetramethyl-1-(carboxymethyl)-2-hydroxydecalin is produced from its racemic mixture. The resolution is performed using a 1-(aryl)ethylamine. The starting material for the synthesis is beta-ionone.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: March 1, 1994
    Assignee: Kuraray Co., Ltd.
    Inventors: Goro Asanuma, Yoshin Tamai
  • Patent number: 5284870
    Abstract: The present invention relates to an aldose reductase inhibitor represented by the formula: ##STR1## wherein R.sub.1 is (CH.sub.2).sub.2 COOH and R.sub.2 is phenyl or p-hydroxyphenyl, or R.sub.1 and R.sub.2 are combined together to form a group of the formula: ##STR2## which was isolated from the fermentation products of Chaetomella circinoseta RF-3192.
    Type: Grant
    Filed: February 9, 1993
    Date of Patent: February 8, 1994
    Assignee: Shionogi Seiyaku Kabushiki Kaisha
    Inventors: Tadashi Yoshida, Toshiyuki Kato, Yoshimi Kawamura, Koichi Matsumoto, Hiroshi Itazaki
  • Patent number: 5274134
    Abstract: The invention relates to a process for the stereo-selective preparation of 8.alpha.,12-oxido-13,14,15,16-tetranorlabdane by dehydration of 8.alpha.,12-dihydroxy-13,14,15,16-tetranorlabdane with acid-charged aluminium oxides.
    Type: Grant
    Filed: October 11, 1991
    Date of Patent: December 28, 1993
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Klaus Bruns, Theo Stalberg
  • Patent number: 5268355
    Abstract: Compounds of formula ##STR1## having a double bond in one of the positions indicated by the dotted lines and wherein symbol R represents a hydrogen atom or a methyl radical, are useful ingredients for the preparation of perfuming compositions and perfumed articles, to which they impart odor notes of the woody-amber type.
    Type: Grant
    Filed: February 9, 1993
    Date of Patent: December 7, 1993
    Assignee: Firmenich S.A.
    Inventors: Roger L. Snowden, Sina D. Escher