Naphtho-pyrans (including Hydrogenated) Patents (Class 549/389)
  • Patent number: 5384414
    Abstract: Benzopyran derivatives of the formula: ##STR1## wherein R.sup.1a is hydrogen, C1-4 alkyl or C1-4 alkoxy; or two R.sup.1a taken together with 7th- and 8th-carbon to which they are attached form a C6 carbocyclic ring;R.sup.2a is hydrogen, C1-4 alkyl or C1-4 alkoxy;R.sup.3a is hydrogen, C2-4 acyl or benzoyl;na is 1-3;Ya is C1-7 alkylene, C2-7 alkenylene or C2-7 alkynylene;Ma isi) bond orii) a group of the formula: --Da--Ba--;Da isi) --O-- orii) --S--;Ba isi) C1-4 alkylene orii) a group of the formula: ##STR2## Za is i) bond,ii) --OCO--,iii) CONR.sup.9a --,iv) --COO--,v) --NR.sup.9a CO--,vi) --O-- orvii) --NH--CO--NH--;Wa is a group of the formula: --W1a--Aa--W2 a--;Aa isi) bond orii) a group of the formula: --Ea-- .circle.Ga --;Ea isi) bond,ii) --O-- oriii) --S--;.circle.Ga is C4-10 carbocyclic or heterocyclic ring; or C4-10 carbocyclic or heterocyclic ring substituted by one to three C1-4 alkyl, C1-4 alkoxy, halogen, a group of the formula: --COOR.sup.
    Type: Grant
    Filed: August 18, 1993
    Date of Patent: January 24, 1995
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Shuichi Ohuchida, Masaaki Toda, Tsumoru Miyamoto
  • Patent number: 5378699
    Abstract: Methods of treating an immune disease, cell proliferation, restenosis and vascular smooth muscle cells using the pharmaceutical compounds of the formula ##STR1## in which R.sup.2 is phenyl, naphthyl or heteroaryl selected from thienyl, pyridyl, benzothienyl, quinolinyl, benzofuranyl or benzimidazolyl, said phenyl, naphthyl and heteroaryl groups being optionally substituted, or R.sup.2 is furanyl optionally substituted with C.sub.1-4 alkyl; and salts thereof.
    Type: Grant
    Filed: February 5, 1993
    Date of Patent: January 3, 1995
    Assignees: Lilly Industries Limited, Eli Lilly and Company
    Inventors: Michael Brunavs, Colin P. Dell, Peter T. Gallagher, William M. Owton, Jai P. Singh, Colin W. Smith
  • Patent number: 5369158
    Abstract: Described are novel reversible photochromic naphthopyran compounds substituted at the number eight carbon atom on the naphtho portion of the naphthopyran ring with, for example, a methoxy group. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds are also described.
    Type: Grant
    Filed: June 2, 1993
    Date of Patent: November 29, 1994
    Assignee: Transitions Optical, Inc.
    Inventor: David B. Knowles
  • Patent number: 5356933
    Abstract: Novel compounds having the structural formula ##STR1## and pharmaceutically acceptable salts and prodrugs thereof, wherein one of R.sup.1 and R.sup.2 is hydrogen and the other is --CH.dbd.CHCOOH, X is >CH--, and Y is --0--; or, alternatively, the bond between X and Y is not present, X is --CH.sub.2 --, and Y is --OH, as well as methods for their use, pharmaceutical compositions containing the same, and a process for their preparation via fermentation.
    Type: Grant
    Filed: June 28, 1993
    Date of Patent: October 18, 1994
    Assignee: Abbott Laboratories
    Inventors: Gregory M. Brill, James B. McAlpine, Ronald R. Rasmussen
  • Patent number: 5350864
    Abstract: The subject matter of the present invention relates to aminoalkylcarbamates of forskolin and the methods of using these compounds. Specifically, the aminoalkylcarbamates may be utilized in the synthesis of forskolin derivatives. The final derivatives may, in turn, be used in the development of in vivo and in vitro assays designed to study different proteins.
    Type: Grant
    Filed: May 3, 1990
    Date of Patent: September 27, 1994
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Kenneth B. Seamon, Joan Robbins, Antonio Laurenza
  • Patent number: 5302730
    Abstract: This invention relates to a process for the preparation of a 6,7-diacyl-7-deacetylforskolin derivative represented by the general formula: ##STR1## wherein R.sup.1 and R.sup.2 each stands for an acyl group and R.sup.3 stands for an aliphatic group having 2 to 3 carbon atoms, which comprises eliminating the acyl group at position 1 in a 1,6,7-triacyl-7-deacetylforskolin derivative represented by the general formula: ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are as defined above, by solvolysis. The compound of the formula (I) is expected as medicine.
    Type: Grant
    Filed: June 4, 1993
    Date of Patent: April 12, 1994
    Inventors: Tochiro Tatee, Akira Shiozawa, Hirotaka Yamamoto, Yuh-ichiro Ichikawa, Aya Narita, Chikara Komuro, Kazuhisa Narita
  • Patent number: 5284868
    Abstract: A pharmaceutical compound of the formula ##STR1## in which n is 0, 1 or 2 and R.sup.1 is attached at any of the positions 5, 6, 7, 8, 9 or 10, and each R.sup.1 is halo, trifluoromethyl, C.sub.1-4 alkoxy, hydroxy, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkylthio, hydroxy-C.sub.1-4 alkyl, hydroxy-C.sub.1-4 alkoxy, trifluoromethoxy, carboxy, --COOR.sup.5 where R.sup.5 is an ester group, --CONR.sup.6 R.sup.7 or --NR.sup.6 R.sup.7 where R.sup.6 and R.sup.7 are each hydrogen or C.sub.1-4 alkyl; R.sup.2 is phenyl, naphthyl or heteroaryl selected from thienyl, pyridyl, benzothienyl, quinolinyl, benzofuranyl or benzimidazolyl, said phenyl, naphthyl and heteroaryl groups being optionally substituted, or R.sup.2 is furanyl optionally substituted with C.sub.1-4 alkyl; R.sup.3 is nitrile, carboxy, --COOR.sup.8 where R.sup.8 is an ester group, --CONR.sup.9 R.sup.10 where R.sup.9 and R.sup.10 are each hydrogen or C.sub.1-4 alkyl, or R.sup.11 SO.sub.2 -- where R.sup.11 is C.sub.1-4 alkyl or optionally substituted phenyl; and R.
    Type: Grant
    Filed: September 25, 1992
    Date of Patent: February 8, 1994
    Assignees: Eli Lilly and Company, Lilly Industries Limited
    Inventors: Colin P. Dell, Jai P. Singh, Colin W. Smith
  • Patent number: 5274132
    Abstract: Described are novel reversible photochromic naphthopyran compounds, examples of which are 3-aryl-3-arylalkenyl naphthopyrans. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., spiro(indoline) type compounds, are also described.
    Type: Grant
    Filed: September 30, 1992
    Date of Patent: December 28, 1993
    Assignee: Transitions Optical, Inc.
    Inventor: Barry VanGemert
  • Patent number: 5268471
    Abstract: Process for the preparation of 6-acyl-, 7-acyl- or 6,7-diacyl analogues of forskolin of the general formula ##STR1##
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: December 7, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Noel J. de Souza, Premanand D. Desai, Shrikant V. Savanur, Jurgen Blumbach
  • Patent number: 5266709
    Abstract: Benzopyran derivatives of the formula: ##STR1## and the pharmaceutically acceptable acid addition salts thereof possess the inhibitory activity on Maillard reaction and an antioxidizing effect, and therefore, are useful for the prevention and treatment of several diabetic complications, diseases induced by aging and several diseases caused by formation of peroxidized fat.
    Type: Grant
    Filed: August 28, 1992
    Date of Patent: November 30, 1993
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Shuichi Ohuchida, Masaaki Toda, Tsumoru Miyamoto
  • Patent number: 5252598
    Abstract: The present invention relates to labdane-derivatives of the formula ##STR1## a process for their preparation and the use of these substances as medicaments, preferably as medicaments having a positive ionotropic effect, an effect of lowering intraocular pressure and lowing blood pressure.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: October 12, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Yatendra Khandelwal, Greta Moraes, Bansi Lal, Vijay A. Aroskar, Alihussein N. Dohadwalla, Richard H. Rupp
  • Patent number: 5250682
    Abstract: Process for the manufacture of 6.beta.
    Type: Grant
    Filed: July 22, 1991
    Date of Patent: October 5, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Yatendra Khandelwal, Bansi Lal, Jurgen Blumbach
  • Patent number: 5247097
    Abstract: Novel oxolabdanes, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: May 28, 1992
    Date of Patent: September 21, 1993
    Assignee: Hoechst-Roussel Pharmaceuticals Incorporated
    Inventor: Nicholas J. Hrib
  • Patent number: 5247100
    Abstract: A process for the production of sclareolide from sclareol comprising the steps ofA) oxidatively degrading sclareol to a reaction product which is one or both of the following compounds: ##STR1## using either a hypochlorite salt in the presence of a ruthenium salt or potassium permanganate, andB) oxidizing the above reaction product with a peracid or salt thereof to form sclareolide.The above process results in good yields and much shorter reaction times than prior art processes.
    Type: Grant
    Filed: June 22, 1992
    Date of Patent: September 21, 1993
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Thomas Gerke, Klaus Bruns
  • Patent number: 5245052
    Abstract: A process for the manufacture of a 6-acyl-7-deacetylforskolin derivative represented by formula (I) ##STR1## by reacting a 7-acyl-7-deacetylforskolin derivative represented by formula (II) ##STR2## with a strong base in an aprotic solvent.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: September 14, 1993
    Assignees: Nippon Kayaku Co. Ltd., Hoechst Japan Limited
    Inventors: Tochiro Tatee, Tatsuo Sugioka
  • Patent number: 5244602
    Abstract: Described are novel reversible photochromic naphthopyran compounds substituted on the naphthyl portion at the carbon atom juxtaposed to the oxygen of the pyran ring with, for example, an acetoxy group. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., spiro(indolino)-oxazine type compounds, are also described.
    Type: Grant
    Filed: December 3, 1990
    Date of Patent: September 14, 1993
    Assignee: PPG Industries, Inc.
    Inventor: Barry Van Gemert
  • Patent number: 5238981
    Abstract: Described are novel reversible photochromic naphthopyran compounds substituted at the number eight carbon atom on the naphtho portion of the naphthopyran ring with, for example, a methoxy group. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds are also described.
    Type: Grant
    Filed: February 24, 1992
    Date of Patent: August 24, 1993
    Assignee: Transitions Optical, Inc.
    Inventor: David B. Knowles
  • Patent number: 5232943
    Abstract: Antibiotic Mer-AF1032A represented by the following formula (I) and its isomer antibiotic Mer-AF1032B are disclosed. Also disclosed are a method for preparing the antibiotics comprising the cultivation of a strain belonging to genus Penicillium and a pharmaceutical composition comprising one of these antibiotics and useful as an antifungal agent.
    Type: Grant
    Filed: May 20, 1992
    Date of Patent: August 3, 1993
    Assignee: Mercian Corporation
    Inventors: Hitosi Agematu, Yoshio Watanabe, Hiroyuki Chiba, Rei Kaneto, Norio Shibamoto, Takeo Yoshioka, Toshihiko Kumamoto, Hiroshi Nishida, Rokuro Okamoto
  • Patent number: 5212323
    Abstract: Disclosed in a process for producing 6-(3-dimethylaminopropionyl)forskolin, comprising the sequential steps of:(1) acetylating hydroxy groups in the 1-position and 7-position of a compound represented by the formula (III): ##STR1## to prepare 1-acetyl-6-(3-dimethylaminopropionyl)-forskolin represented by the formula (II): ##STR2##(wherein Ac represents acetyl group), and (2) selectively removing the acetyl group in the 1-position of the compound represented by the formula (II) in the presence of an amine represented by the formula (IV): ##STR3##(wherein R.sub.1 represents hydrogen atom or lower alkyl group having 1-6 carbon atoms, and R.sub.2 represents lower alkyl group having 1-6 carbon atoms, alkoxyalkyl group, aminoalkyl group or benzyl group) in a solvent to prepare 6-(3-dimethylaminopropionyl)forskolin represented by the formula (I): ##STR4##(wherein Ac represents the same as defined in the formula (II)).The compound (I) is promising as a therapeutic agent for cardiac failure.
    Type: Grant
    Filed: October 24, 1991
    Date of Patent: May 18, 1993
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Akihiro Mashiba, Yutaka Ogawa
  • Patent number: 5206241
    Abstract: Labdanes of the formula ##STR1## a process for their manufacture, pharmaceutical preparations containing an effective amount of these compounds and their use for the manufacture of a pharmaceutical preparation for treatment of cardiovascular diseases and high intraocular pressure.
    Type: Grant
    Filed: March 14, 1991
    Date of Patent: April 27, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Yatendra Khandelwal, Rajeshwari Kannan, Bansi Lal, Ramanujam Rajagopalan, Vijay A. Aroskar, deceased AliHussein N. Dohadwalla, Rashida A. Dohadwalla, Anis S. Dohadwalla, Samina A. Dohadwalla, Richard H. Rupp
  • Patent number: 5200116
    Abstract: Described are a series of novel photochromic benzopyran and naphthopyran compounds substituted with (1) a cyclopropyl group and (2) a phenyl, substituted phenyl, or 5-member aromatic heterocyclic group at the 2-position of the benzopyran or naphthopyran ring. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic or plano lenses that incorporate the novel pyran compounds or combinations of the novel pyran compounds with other complementary photochromic compounds are described.
    Type: Grant
    Filed: July 23, 1990
    Date of Patent: April 6, 1993
    Assignee: PPG Industries, Inc.
    Inventor: Harry G. Heller
  • Patent number: 5191092
    Abstract: Iso- and heterocyclic phenylsulphonamides can be prepared by reaction of corresponding iso- and heterocyclic amines with phenylsulphonic acid derivatives. The iso- and heterocyclic phenylsulphonamides have thrombocyte aggregation-inhibiting and thromboxane A.sub.2 antagonist action and can be used in medicaments.
    Type: Grant
    Filed: September 26, 1990
    Date of Patent: March 2, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ulrich Niewohner, Franz-Peter Hoever, Elisabeth Perzborn, Volker-Bernd Fiedler, Peter Norma, Hilary P. Francis, Marie G. McKenniff
  • Patent number: 5182298
    Abstract: This invention relates to compounds of structural formula (I) ##STR1## which are useful as Cholestrol lowering agents.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: January 26, 1993
    Assignee: Merck & Co., Inc.
    Inventors: Gregory L. Helms, Wendy S. Horn, E. Tracy T. Jones, David L. Linemeyer
  • Patent number: 5169957
    Abstract: Benzopyran derivatives of the formula: ##STR1## and the pharmaceutically acceptable acid addition salts thereof possess the inhibitory activity on Maillard reaction and an antioxidizing effect, and therefore, are useful for the prevention and treatment of several diabetic complications, diseases induced by aging and several diseases caused by formation of peroxidized fat.
    Type: Grant
    Filed: July 26, 1991
    Date of Patent: December 8, 1992
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Shuichi Ohuchida, Masaaki Toda, Tsumoru Miyamoto
  • Patent number: 5166217
    Abstract: This invention relates to methods for inhibiting fungal growth employing compounds of formula (I) ##STR1##
    Type: Grant
    Filed: November 26, 1991
    Date of Patent: November 24, 1992
    Assignee: Merck & Co., Inc.
    Inventors: Kenneth F. Bartizal, Walter Rozdilsky, Wendy S. Horn
  • Patent number: 5155029
    Abstract: Described is a microbiological method for producing the cyclic ether having the chemical structure: ##STR1## using a sclareol derivative having one of the structures: ##STR2## and using the microorganism: Cryptococcus laurentii, ATCC 20920.
    Type: Grant
    Filed: July 20, 1990
    Date of Patent: October 13, 1992
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mohamad I. Farbood, James A. Morris, Arthur E. Downey
  • Patent number: 5151529
    Abstract: A series of new compounds, called "the phomactins" is provided and may be isolated from the culture broth of fungi of the genus Phoma, especially Phoma sp. SANK 11486 (No. FERM BP-2598). These compounds are platelet activating factor antagonists and may be used for the treatment of disorders for which known such agents may also be used.
    Type: Grant
    Filed: October 10, 1990
    Date of Patent: September 29, 1992
    Assignee: Sankyo Company, Limited
    Inventors: Aiya Sato, Michihiro Sugano, Kouhei Furuya, Takeshi Oshima, Harumitsu Kuwano, Tadashi Hata, Hideyuki Haruyama
  • Patent number: 5145855
    Abstract: Novel forskolin derivatives, intermediates and processes for the preparation thereof, and methods for treating cardiac failure and memory deficit utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: November 15, 1991
    Date of Patent: September 8, 1992
    Assignee: Hoechst Roussel Pharmaceuticals, Inc.
    Inventors: Raymond W. Kosley, Jr., Bettina Spahl
  • Patent number: 5130332
    Abstract: Novel oxolabdanes, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: February 11, 1991
    Date of Patent: July 14, 1992
    Assignee: Hoechst Roussel Pharmaceuticals Inc.
    Inventor: Nicholas J. Hrib
  • Patent number: 5116954
    Abstract: Substituted six-membered benzo-fused heterocycles of the formula (I) ##STR1## in which: X=0, NH, S.fwdarw.(O).sub.n (n=0 or 2);R.sub.1 is phenyl, phenyl substituted by methoxy, hydroxy, chlorine, fluorine, diethylaminoethoxy, phenoxy, 2-methyl-4-thiazolyl, 2-amino-4-thiazolyl, phenyl, amino, nitro, terbutyl, carboxymethyl, acetamido, dimethyltriazenyl, benzoyl, hexyl, undecyl, trifluoromethyl, carbamoyl; or R.sub.1 is trifluoromethyl, pyridyl-2,pyridyl-4;R.sub.2 is H, methoxy, hydroxy; orR.sub.1 and R.sub.2 are --CH.dbd.CH--CH.dbd.CH--;R.sub.3 and R.sub.4 are methoxy, hydroxy, fluorine or form a fused benzene ring;CR.sub.5 R.sub.6 R.sub.7 is carboxymethyl, --CH.sub.2 --PO.sub.3 H,--CH.sub.2 --PO(oET).sub.2, 4-methylpiperazinyl, aminomethyl,3-4-5-trimethoxyphenylaminomethyl, acetyl, bromoacetyl, hydroxyethyl, acetoxyethyl, mercaptomethyl, acetylthiomethyl, methoxy-carbopnylthiomethyl, --CH--CONH.sub.2, ##STR2## substituted thiazolyl, subsituted furanone, imidazo(1,2-a)pyridinyl, indolizinyl, or R.sub.4 and R.
    Type: Grant
    Filed: August 2, 1989
    Date of Patent: May 26, 1992
    Assignee: Lipha, Lyonnaise Industrielle Pharmaceutique
    Inventors: Philippe Briet, Jean-Jacques Berthelon, Francois Collonges
  • Patent number: 5104985
    Abstract: Novel labdanes, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: May 28, 1991
    Date of Patent: April 14, 1992
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Raymond W. Kosley, Jr., Robert J. Cherill
  • Patent number: 5093336
    Abstract: Novel forskolin derivatives, intermediates and processes for the preparation thereof, and methods for treating cardiac failure and memory deficit utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: July 6, 1989
    Date of Patent: March 3, 1992
    Assignee: Hoechat-Roussel Pharmaceuticals, Inc.
    Inventors: Raymond W. Kosley, Jr., Bettina Spahl
  • Patent number: 5093331
    Abstract: The present invention relates to polyoxygenated labdane-derivatives of the formula ##STR1## a process for their preparation and the use of these substances as medicaments, preferably as medicaments having a positive inotropic effect, an effect of lowering intraocular pressure and lowering blood pressure.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: March 3, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Bansi Lal, Ashok K. Gangopadbya, Alihussein N. Dohadwalla, Ramanujam Rajgopalan, Richard H. Rupp
  • Patent number: 5081264
    Abstract: A compound of formula (I): ##STR1## wherein R.sub.1 represents hydrogen, hydroxy or acetoxy and R.sub.2 represents hydroxy or acetoxy.The compounds are capable of protecting the nerve cells and also antagonistic activity against N-methyl-D-aspartic acid receptors.They may be prepared by fermentation of a microorganism of the genus Verticillium or a mutant thereof.
    Type: Grant
    Filed: September 18, 1990
    Date of Patent: January 14, 1992
    Assignee: Kyowa Hakko Kabushiki Kaisha
    Inventors: Shinichiro Toki, Mika Nozawa, Mayumi Yoshida, Hiroshi Sano, Katsuhiko Ando, Isao Kawamoto, Yuzuru Matsuda, Junichi Ikeda, Kazuhiro Kubo
  • Patent number: 5077417
    Abstract: Process for the preparation of polycyclic ethers of formula ##STR1## wherein X represents --(CH.sub.2).sub.n --, index n stands for integer 0 or 1, symbol R.sup.4 designates a hydrogen atom or a methyl radical, symbols R.sup.1 and R.sup.2, identical or different, represent each a hydrogen atom or a lower alkyl radical from C.sub.1 to C.sub.3 and R designates either a C.sub.1 to C.sub.6 linear or branched alkyl radical, or a substituted or unsubstituted alkylene radical having 2 or 3 carbon atoms in the main chain, said alkylene radical forming a ring such as indicated by the dotted line, which process comprises the cyclization by means of an acidic agent of an unsaturated compound:a) of formula ##STR2## having a double bond in one of the positions indicated by the dotted lines, and wherein index m defines an integer number equal to 1 or 2, symbol R.sup.
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: December 31, 1991
    Assignee: Firmenich SA
    Inventors: Karl-Heinrich Schulte-Elte, Roger L. Snowden, Claudio Tarchini, Beatrice Baer, Christian Vial
  • Patent number: 5066818
    Abstract: Described are novel reversible photochromic naphthopyran compounds having at least one ortho substituted phenyl group at the 3-position of the pyran ring. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., spiro(indolino)-oxazine type compounds, are also described.
    Type: Grant
    Filed: March 7, 1990
    Date of Patent: November 19, 1991
    Assignee: PPG Industries, Inc.
    Inventors: Barry V. Gemert, Maria P. Bergomi
  • Patent number: 5055598
    Abstract: Benzopyran derivatives of the formula: ##STR1## wherein the variables are defined in the specification and the pharmaceutically acceptable acid addition salts thereof possess the inhibitory activity on Maillard reaction and an antioxidizing effect, and therefore, are useful for the prevention and treatment of several diabetic complications, diseases induced by aging and several diseases caused by formation of peroxidized fat.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: October 8, 1991
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Shuichi Ohuchida, Masaaki Toda, Tsumoru Miyamoto
  • Patent number: 5043350
    Abstract: Benzo-fused cycloalkane and oxa- and thia- cycloalkane trans-1,2-diamine compounds of the formula: ##STR1## wherein A, B, C, D, n, X, Y, R, R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification, e.g., trans-3,4-dichloro-N-methyl-N-[2-(pyrrolidin-1-yl)-5-methoxy-1,2,3,4-tetra hydronaphth-1-yl]benzeneacetamide, and the pharmaceutically acceptable salts or N-oxides thereof, are useful as analgesics and/or diuretics.
    Type: Grant
    Filed: December 21, 1989
    Date of Patent: August 27, 1991
    Assignee: Du Pont Merck Pharmaceutical Company
    Inventors: Penio Pennev, Parthasarathi Rajagopalan, Richard M. Scribner
  • Patent number: 5041565
    Abstract: Novel hydrazinocarbonyloxylabdanes, intermediates and processes for the preparation thereof, and a method for treating cardiac failure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: August 30, 1989
    Date of Patent: August 20, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Raymond W. Kosley, Jr., Gerard J. O'Malley
  • Patent number: 5008407
    Abstract: A method of regioselectively and stereoselectively synthesizing forskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-14-en-11-on e) from 9-deoxyforskolin (8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one) with a good yield is described. In a preferred embodiment, it comprises an enol ether formation from 8,13-epoxy-1.alpha.,6.beta.,7.beta.-trihydroxylabd-14-en-11-one-6,7-carbon ate, oxidation of the enol ether with a suitable peroxy acid to obtain 11,12-dehydro-8,13-epoxy-11-methoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetr ahydrolabd-14-ene-6,7-carbonate and hydrolysis of the latter under an acidic condition to obtain 8,13-epoxy-1.alpha.,6.beta.,7.beta.,9.alpha.-tetrahydroxylabd-14-en-11-one -6,7-carbonate. As an alternative way of protecting the two hydroxy groups at carbon-6 and carbon-7, they may also be converted to dimethyl acetal during the synthetic sequence. Four compounds produced in the synthetic scheme as intermediates, namely, 9,11-dehydro-8,13-epoxy-11-methoxy-1.
    Type: Grant
    Filed: November 24, 1989
    Date of Patent: April 16, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventor: Nicholas J. Hrib
  • Patent number: 4999351
    Abstract: Novel forskolin derivatives, intermediates and processes for the preparation thereof, and methods for treating cardiac failure and memory deficit utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: January 11, 1989
    Date of Patent: March 12, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals, Inc.
    Inventors: Raymond W. Kosley, Jr., Gerard O'Malley, Bettina Spahl
  • Patent number: 4978678
    Abstract: Novel 12-halogenated forskolin derivatives, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: August 7, 1989
    Date of Patent: December 18, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventor: Gregory M. Shutske
  • Patent number: 4975451
    Abstract: Compounds of the formula ##STR1## in which Ar is substituted or unsubstituted phenyl, naphthyl, or thienyl; and Ar.sup.1 is 3-phenoxyphenyl, 4-fluoro-3-phenoxyphenyl, 2-methyl[1-1'-biphenyl]-3-yl, or 6-phenoxy-2-pyridyl, exhibit pyrethroid-like insecticidal and acaricidal activity and are relatively nontoxic to fish.
    Type: Grant
    Filed: March 2, 1989
    Date of Patent: December 4, 1990
    Assignee: FMC Corporation
    Inventors: Thomas G. Cullen, Scott McN. Sieburth, Gary A. Meier, John F. Engel, Leslie W. Stratton, Alan W. Fritz
  • Patent number: 4966983
    Abstract: Benzopyrans of the formula ##STR1## where X is a radical ##STR2## and R.sup.1, R.sup.2, R.sup.3, R.sup.4 and the ring A have the meanings stated in the description, a process for their preparation, and their use in pressure-sensitive or heat-sensitive layers.
    Type: Grant
    Filed: March 16, 1989
    Date of Patent: October 30, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Guentner, Udo Mayer, Andreas Oberlinner
  • Patent number: 4963537
    Abstract: Novel labdanes, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: April 26, 1989
    Date of Patent: October 16, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: Raymond W. Kosley, Jr., Robert J. Cherill
  • Patent number: 4954642
    Abstract: This invention relates to forskolin derivatives, their physiologically acceptable salts, and a process for producing these compounds. The forskolin derivative is represented by the general formula ##STR1## wherein; I. when R.sup.1 is hydrogen and R.sup.4 is vinyl, ethyl, or cyclopropyl,(1) either of R.sup.2 and R.sup.3 denotes a residue represented by the formula ##STR2## wherein each of R.sup.5 and R.sup.6 denotes hydrogen or lower alkyl or R.sup.5 and R.sup.6 combine with each other to form a lower alkylene chain which may or may not contain an oxygen or nitrogen atom and m is an integer of 1 to 5, and the other one of R.sup.2 and R.sup.3 denotes hydrogen or a residue represented by the formula CO(CH.sub.2).sub.n X, X being hydrogen or ##STR3## wherein, each of R.sup.7 and R.sup.8 denotes hydrogen or lower alkyl or R.sup.7 and R.sup.8 combine with each other to form a lower alkylene chain which may or may not contain an oxygen or nitrogen atom, and n being an integer of 1 to 5, or(2) R.sup.
    Type: Grant
    Filed: May 30, 1989
    Date of Patent: September 4, 1990
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Tochiro Tatee, Takashi Takahira, Kouwa Yamashita, Masao Sakurai, Akira Shiozawa, Kazuhisa Narita
  • Patent number: 4933476
    Abstract: Novel oxolabdanes, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: July 19, 1989
    Date of Patent: June 12, 1990
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventor: Nicholas J. Hrib
  • Patent number: 4931221
    Abstract: Described are a series of novel photochromic benzopyran and naphthopyran compounds in which two cyclopropyl groups are appended at the 2-position of the benzopyran or naphthopyran ring. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic or plano lenses that incorporate the noval pyran compounds or combinations of the novel pyran compounds with other complementary photochromic compounds are described.
    Type: Grant
    Filed: December 30, 1988
    Date of Patent: June 5, 1990
    Assignee: PPG Industries, Inc.
    Inventor: Harry G. Heller
  • Patent number: 4904590
    Abstract: New antibiotic A80915 and its dehydrochlorination derivatives are useful antibacterial agents. Methods of making antibiotic A80915 by culture of Streptomyces aculeolatus, NRRL 18422, and compositions containing an A80915 antibiotic also are provided.
    Type: Grant
    Filed: December 27, 1988
    Date of Patent: February 27, 1990
    Assignee: Eli Lilly and Company
    Inventors: David S. Fukuda, Jon S. Mynderse, Raymond C. Yao
  • Patent number: 4883885
    Abstract: Novel oxolabdanes, intermediates and processes for the preparation thereof, and methods for reducing intraocular pressure utilizing compounds or compositions thereof are disclosed.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: November 28, 1989
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventor: Nicholas J. Hrib