Ortho Fused Rings In Acid Moiety Patents (Class 560/56)
  • Patent number: 5175338
    Abstract: An isocarbacyclin derivative represented by the following formula [VII'] ##STR1## wherein A represents, a hydrocarbylcarboxylate group, a carboxymethoxycarbonyl group, an amide group, an acyloxymethyl group or a hydroxymethyl group; R.sup.4 represents H, a methyl group or a vinyl group; R.sup.5 represents a (substituted)alkyl group, a phenyl group, a phenoxy group or a cycloalkyl group; R.sup.e22 and R.sup.e32 represent H or a hydroxyprotecting group; n is 0 or 1;and a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: September 14, 1990
    Date of Patent: December 29, 1992
    Assignee: Teijin Limited
    Inventors: Atsuo Hazato, Toshio Tanaka, Noriaki Okamura, Kiyoshi Bannai, Seizi Kurozumi, Masaaki Suzuki, Ryoji Noyori
  • Patent number: 5175348
    Abstract: The invention relates to a novel process for the preparation of halogenated carboxylic acid esters of formula I ##STR1## wherein R.sub.1 is alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl or aryl, R.sub.2 hydrogen is alkyl or cycloalkyl, and R.sub.3 is halogen having an atomic number of from 9 up to and including 53, which process comprises reacting an acylal of formula II ##STR2## with a hydrogen halide of the formula H--R.sub.3 (III).
    Type: Grant
    Filed: March 10, 1992
    Date of Patent: December 29, 1992
    Assignee: Saurefabrik Schweizerhall
    Inventors: Pasquale Gallegra, Gerhard Degischer
  • Patent number: 5171879
    Abstract: The invention relates to a novel process for the preparation of chlorinated carboxylic acid esters of formula I ##STR1## wherein R.sub.1 is alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl or aryl and R.sub.2 hydrogen is alkyl or cycloalkyl, which process comprises reacting an acylal of formula II ##STR2## with thionyl chloride.
    Type: Grant
    Filed: March 10, 1992
    Date of Patent: December 15, 1992
    Assignee: Saurefabrik Schweizerhall
    Inventors: Pasquale Gallegra, Gerhard Degischer
  • Patent number: 5166402
    Abstract: Herbicidal .alpha.-(5-aryloxy-naphthalen-1-yl-oxy)propionic acid derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, cyano, trifluoromethyl or trifluoromethoxy,R.sup.4 stands for hydrogen or halogen,R.sup.5 stands for hydrogen or halogen andZ stands for halogen, hydroxyl, amino, alkylamino, alkenylamino, alkinylamino, arylamino, aralkylamino, alkoxycarbonylalkylamino, cyanamino, dialkylamino, dialkenylamino, alkylsulphonylamino, arylsulphonylamino, hydroxylamino, alkoxyamino, hydrazino, alkylsulphonylhydrazino, arylsulphonylhydrazino, alkylthio, arylthio, aralkylthio, alkoxycarbonylalkylthio or for the --O--R.sup.6 group,wherein R.sup.6 can be various organic radicals.The starting material naphthol of the formula ##STR2## is also new.
    Type: Grant
    Filed: November 1, 1990
    Date of Patent: November 24, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5166377
    Abstract: The invention concerns novel 4-phenyl-1,3-dioxan-5-ylalkenoic acid derivatives of the formula I having cis relative stereochemistry at positions 4 and 5 of the dioxane ring and wherein Ra and Rb are variously hydrogen, alkyl, halogenoalkyl, alkenyl, and optionally substituted aryl or arylalkyl, Rc is hydroxy, alkoxy or alkanesulphonamido, n is 1 or 2, A is ethylene or vinylene, Y is (2-5C)polymethylene optionally substituted by alkyl, and benzene ring B is optionally substituted phenyl, or, when Rc is hydroxy, a salt thereof. The acid derivatives antagonize one or more of the actions of thromboxane A.sub.2 (TXA.sub.2) and are expected to be of value in those disease conditions in which TXA.sub.2 is involved. The invention also provides pharmaceutical compositions containing an acid derivative of formula I, and processes for their chemical production.
    Type: Grant
    Filed: February 9, 1988
    Date of Patent: November 24, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Andrew G. Brewster, Peter W. R. Caulkett
  • Patent number: 5162353
    Abstract: The invention relates to carbacyclin derivatives with general formula I: ##STR1## in which Y.sub.1 stands for the radical --CH.sub.2 --X--(CH.sub.2).sub.n --R.sub.1 or the radical ##STR2## n, 1 or 3, R.sub.1, the radical ##STR3## the radical ##STR4## R.sub.9 stands for the radical --(CH.sub.2).sub.m --R.sub.6 or the radical --(CH.sub.2).sub.m-o --[Z.sub.1 --(CH.sub.2).sub.m-p ].sub.x --[Z.sub.2 --(CH.sub.2).sub.m-q ].sub.y --R.sub.6,m=2-20,o, p, and q are less than or equal to 19,x, y=0, 1 or 2,Z.sub.1 stands for a cis--CH.dbd.CH group, a trans--CH.dbd.CH group of a --C.dbd.C group, and each of these groups must be separated at least by a methylene group from the C-9 carbon atom of the carbacyclin bicyclic compound,Z.sub.2 stands for oxygen, sulfur, an NH or an N methyl group,R.sub.6 stands for amino, methylamino, hydroxy, carboxy or mercapto,X an oxygen atom or a methylene group,Y.sub.2 hydrogen or fluorine,A a --CH.sub.2 --CH.sub.2, trans--CH.dbd.CH or --C.dbd.
    Type: Grant
    Filed: August 21, 1990
    Date of Patent: November 10, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Vorbrueggen, Bob Nieuweboer, Claus-Steffen Stuerzebecher
  • Patent number: 5162570
    Abstract: Pure 1,4-dihydroxy-2-arylnaphthoate is prepared in high yield by allowing 1,4-dihydroxy-2-naphthoic acid to react with triarylphosphite in the presence of an acid catalyst selected from organic and inorganic acids and crystallizing from a mixed solvent consisting essentially of lower alcohols and water until 1,4-dihydroxy-2-naphthoic acid is isolated and is further purified by crystallization from a mixed solvent consisting essentially of lower alcohols, water and extraction solvent, i.e., alkyl-substituted aromatic hydrocarbons or halogen-substituted aliphatic or aromatic hydrocarbons.
    Type: Grant
    Filed: June 22, 1990
    Date of Patent: November 10, 1992
    Assignees: Sumitomo Chemical Company, Limited, Daiei Chemical Company, Limited
    Inventors: Yuzo Maegawa, Yasuhiro Nishida
  • Patent number: 5151545
    Abstract: Variously substituted 3,5-dihydroxy-6,8-nonadienoic acids and esters, are blood cholesterol lowering agents and so are useful in the prevention and treatment of cardiovascular diseases such as atherosclerosis.
    Type: Grant
    Filed: March 27, 1990
    Date of Patent: September 29, 1992
    Assignee: Pfizer Inc.
    Inventors: Peter A. McCarthy, Frederick J. Walker
  • Patent number: 5145874
    Abstract: Provided are cyclic hydrocarbons of Formula I ##STR1## with an aminoalkyl sidechain that are useful for treating phospholipase A2 mediated conditions, diabetes, and obesity.
    Type: Grant
    Filed: February 25, 1991
    Date of Patent: September 8, 1992
    Assignee: The Upjohn Company
    Inventors: Roy A. Johnson, Gordon L. Bundy, Gilbert A. Youngdale, Douglas R. Morton, Donald P. Wallach, deceased, by Vera M. Wallach, legal representative
  • Patent number: 5143644
    Abstract: This invention relates to carboxylic acid ester compounds or liquid crystal compounds represented by the following formula [A], liquid crystal compositions and liquid crystal elements using these compounds, the method of producing said liquid crystal elements, and other uses. ##STR1## wherein R represents one radical selected from the group consisting of an alkyl group having 6-18 carbon atoms, an alkoxy group having 6-18 carbon atoms, and a halogenated alkyl group having 6-18 carbon atoms, X represents --CF.sub.3 or --CH.sub.2 --CH.sub.3, m is an integral number of 1-10 when X is --CF.sub.3, and an integral number of 2-10 when X is --CH.sub.2 --CH.sub.3, and C* represents an asymmetric carbon atom.
    Type: Grant
    Filed: April 6, 1990
    Date of Patent: September 1, 1992
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Hideo Yamaoka, Toyoji Shimizu, Fujihisa Matsunaga, Shinichi Nishiyama, Toru Yamanaka, Shoichi Miyakoshi
  • Patent number: 5134111
    Abstract: A naphthalene derivative having the formula is new and useful for medicine. ##STR1## [wherein R.sup.1 represents a hydrogen atom, a lower alkyl group or an acyl group;R.sup.2 independently represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom, a cycloalkyl group, a cycloalkylalkyl group, a hydroxyl group, an aryl group which may be substituted, an arylalkyl group whose aryl group may be substituted, a heteroaryl group, or a heteroarylalkyl group;R.sup.3 and R.sup.4 are the same or different and represent a hydrogen atom, a lower alkyl group, a lower alkenyl group, an aryl group which may have a substituent, an arylalkyl group whose aryl group may be substituted, an arylalkenyl group whose aryl group may be substituted, a cycloalkyl group, an alkoxyalkyl group, a heteroaryl group, a heteroarylalkyl group, a carboxy group, a carboxyalkyl group, an aminoalkyl group, or a cyano group;R.sup.5 represents a group of the formula, --OR.sup.7, (wherein R.sup.
    Type: Grant
    Filed: December 15, 1989
    Date of Patent: July 28, 1992
    Assignee: Eisai Co., Ltd.
    Inventors: Makoto Okita, Hiroshi Shirota, Masayuki Tanaka, Toshihiko Kaneko, Katsuya Tagami, Shigeki Hibi, Yasushi Okamoto, Seiichiro Nomoto, Takeshi Suzuki, Kenichi Chiba, Masaki Goto, Ryoichi Hashida, Hideki Ono, Hideto Ohhara, Hideki Sakurai, Shigeru Souda, Yoshimasa Machida, Kouichi Katayama, Isao Yamatsu
  • Patent number: 5128479
    Abstract: Oxidized diphenylheteroalkanes of the formula I ##STR1## where R.sup.1 to R.sup.6 and A have the meanings specified in the description, and the preparation thereof are described. The substances are suitable for controlling diseases and as cosmetic agents.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: July 7, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5124473
    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: September 12, 1990
    Date of Patent: June 23, 1992
    Assignee: Centre International de Recherches Dermatologiques Galderma (Cird Galderma)
    Inventors: Braham Shroot, Jacques Eustache, Oliver Watts, Jean-Michel Bernardon, Philippe Nedoncelle
  • Patent number: 5124353
    Abstract: Compounds of formula (I): ##STR1## and stereoisomers thereof, wherein V is an oxygen or a sulphur atom; X and Y, which may be the same or different, are hydrogen or halogen atoms, or optionally substituted alkyl, optionally substituted alkenyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted alkynyl, haloalkyl, alkoxy, haloalkoxy, optionally substituted aryloxy, optionally substituted arylalkoxy, optionally substituted acyloxy, optionally substituted amino, acylamino, nitro, nitrile, --CO.sub.2 R.sup.3, --CONR.sup.4 R.sup.5, or --COR.sup.6 groups; or the groups X and Y, when they are in adjacent positions on the phenyl ring, may join to form a fused ring, either aromatic or aliphatic, optionally containing one or more heteroatoms; and Z is optionally substituted methylene, optionally substituted amino, oxygen or sulphur and when Z is a substituted methylene group, the substituent may join the 2-position of the phenyl ring to form a non-aromatic fused ring; R.sup.1 and R.
    Type: Grant
    Filed: October 3, 1989
    Date of Patent: June 23, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey
  • Patent number: 5116853
    Abstract: Novel phenylene derivatives shown by the general formula ##STR1## wherein A represents a hydrogen atom, a phenyl group or a phenoxy group, n represents an integer of 3 to 10, R.sub.1 represents a hydrogen atom or a lower alkoxy group, X.sub.1 represents --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --CONH--, B represents ##STR2## (wherein R.sub.2 represents a hydrogen atom, a halogen, atom, a nitro group, etc.), ##STR3## (wherein R.sub.3 represents a hydrogen atom, a hydroxyl group or a lower alkoxy group), X.sub.2 represents --CH.dbd.CH--, --CH.sub.2 CH.sub.2 --, etc. and D represents a carboxy group, a lower alkoxycarbonyl group or ##STR4## which are useful as drugs, particularly SRS-A (slow reacting substance of anaphylaxis) antagonist, i.e. they are useful as prophylaxis and treatment for various allergic diseases (e.g. bronchial asthma, allergic rhinitis, urticaria) or, ischemic heart diseases, inflammation, etc. induced by SRS-A.
    Type: Grant
    Filed: September 27, 1989
    Date of Patent: May 26, 1992
    Inventors: Toshiyasu Mase, Kiyoshi Murase, Hiromu Hara, Kenichi Tomioka
  • Patent number: 5117037
    Abstract: A cis-bicyclo[4.3.0]non-2-ene derivative of the formula: ##STR1## wherein R is a hydrogen atom, or a protecting group for a hydroxyl group, R.sup.1 is a hydrogen atom, A C.sub.1 -C.sub.12 straight or branched chain alkyl group, a substituted or unsubstituted phenyl group, a C.sub.6 -C.sub.12 aralkyl group containing a condensed aromatic ring or an aromatic hetero ring, or 1 equivalent of a cation, A is --CH.dbd.CH--CH.sub.2 --, or --CH.sub.2 --CH.sub.2 --O--, R.sup.2 is a C.sub.3 -C.sub.10 straight or branched chain alkyl group, a C.sub.1 -C.sub.3 alkyl group substituted by an aryloxy group which may be substituted, a C.sub.3 -C.sub.12 straight or branched chain alkenyl group, a C.sub.3 -C.sub.8 straight or branched chain alkynyl group, a C.sub.1 -C.sub.3 alkyl group substituted by a phenyl or phenoxy group which may be substituted, by a C.sub.1 -C.sub.6 alkoxy group or by a C.sub.5 -C.sub.8 cycloalkyl group, R.sup.3 is a hydrogen atom, a methyl group, or a vinyl group, and X is a halogen atom.
    Type: Grant
    Filed: December 5, 1990
    Date of Patent: May 26, 1992
    Assignee: Sagami Chemical Research Center Toa Eiyo Ltd.
    Inventors: Masakatsu Shibasaki, Takahashi Atsuo, Tuyoshi Aoki, Hiroyasu Sato, Shin-ichi Yamada, Michiko Kudo, Takaji Yamaguchi, Kentaro Kogi, Sen-ichi Narita
  • Patent number: 5107053
    Abstract: A ruthenium phosphine complex having catalytic, hydrogenation activity is disclosed. The catalyst as the formula ##STR1## wherein R and R' are the same or different and are C.sub.1 to C.sub.6 linear or branched alkyl; R" is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl; R.sub.1 is C.sub.1 to C.sub.6 linear or branched alkyl; and n is an integer from 1 to 6.The phosphine complex is particularly useful in the asymmetric hydrogenation of unsaturated carboxylic acids or alkyl esters thereof.
    Type: Grant
    Filed: October 25, 1991
    Date of Patent: April 21, 1992
    Assignee: Ethyl Corporation
    Inventor: Tse-Chong Wu
  • Patent number: 5107013
    Abstract: Naphthalenes of formula ##STR1## wherein X represents COCH.sub.3, COC.sub.2 H.sub.5, CH(CH.sub.3)COOH, CH(CH.sub.3)COOR, CH(CH.sub.3)CN and CH(CH.sub.3)CONHR.sub.1, R represents alkyl and R.sub.1 represents hydrogen, alkyl or hydroxyalkyl, are debrominated by means of acceptors of bromine, like alkylarenes and alkoxyarenes, in the presence of Lewis acids.
    Type: Grant
    Filed: December 27, 1990
    Date of Patent: April 21, 1992
    Assignee: Alfa Wassermann S.p.A.
    Inventors: Vincenzo Cannata, Claudio Calzolari, Giancarlo Tamerlani
  • Patent number: 5105004
    Abstract: The new aromatic ethers of the formulae ##STR1## can be used for the preparation of plastics which, in turn, can be processed further to give moulded articles, films, foils and filaments. The plastics prepared from the new aromatic ethers are distinguished by exceptional dimensional stability under heat.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: April 14, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Knud Reuter, Dieter Freitag, Gunther Weymans, Rolf Dhein, Paul J. Mayska, Karsten-Josef Idel, Volker Eckhardt, Uwe Westeppe
  • Patent number: 5102911
    Abstract: HMG-CoA reductase inhibitors of formulae (I) and (II) are disclosed.
    Type: Grant
    Filed: July 6, 1990
    Date of Patent: April 7, 1992
    Assignee: Merck & Co, Inc.
    Inventors: Ta J. Lee, Wilbur J. Holtz
  • Patent number: 5093496
    Abstract: This invention relates to spiro-isoquinoline-pyrrolidines and their pharmaceutically acceptable salts thereof, to processes for their preparation, to methods for using the compounds, and to pharmaceutical preparations thereof. The compounds have pharmaceutical properties which render them beneificial for the prevention or treatment of diabetes mellitus associated complications.
    Type: Grant
    Filed: April 4, 1991
    Date of Patent: March 3, 1992
    Assignee: American Home Products Corporation
    Inventor: Michael S. Malamas
  • Patent number: 5093516
    Abstract: An aromatic compound of the formula ##STR1## wherein n is 0 or 1,(1) when n is 1,R' represents hydrogen or C.sub.1 -C.sub.4 alkoxy,R" represents hydrogen, OH, C.sub.1 -C.sub.4 acyloxy, C.sub.1 -C.sub.4 alkoxy or amino,or R' and R" taken together form an oxo, methano or hydroxy-imino radical,R.sub.1 represents--CH.sub.2 OH or --COR.sub.10,R.sub.10 represents hydrogen, OR.sub.11 or ##STR2## R.sub.11 represents hydrogen, C.sub.1 -C.sub.20 alkyl, monohydroxyalkyl, polyhydroxy alkyl, aryl, aralkyl, the residue of a sugar or ##STR3## p is 1,2 or 3, r' and r" represent hydrogen, lower alkyl, monohydroxyalkyl, polyhydroxyalkyl, aryl, benzyl, the residue of an amino acid or the residue of an aminated sugar, of r' and r" taken together form a heterocycle,R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 represent hydrogen, OH, C.sub.1 -C.sub.12 alkyl, cycloalkyl, cycloalkenyl, phenyl or a radical of the formulas (i)--X--C.sub.6 H.sub.5, (ii)--X--R.sub.12 or (iii)--NHCOR.sub.13,X is --0--,--S--,--SO--,--SO.sub.
    Type: Grant
    Filed: April 3, 1987
    Date of Patent: March 3, 1992
    Assignee: L'Oreal
    Inventors: Jean Maignan, Gerard Lang, Gerard Malle, Serge Restle, Braham Shroot
  • Patent number: 5087743
    Abstract: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.
    Type: Grant
    Filed: January 23, 1990
    Date of Patent: February 11, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5084575
    Abstract: There are disclosed compounds of the formula ##STR1## wherein a is alkyl 3-19 carbon atoms, diloweralkyl allyl, diahaloallyl, diphenylallyl, lower alkynyl, ##STR2## W is --CR.sub.2 O--, --CH.dbd.CH-- or --CH.dbd.CHCH.sub.2 O-- X is N or CR;Z is ##STR3## R is hydrogen or lower alkyl; Y is ##STR4## R.sup.1 is hydrogen, lower alkyl or phenyl; R.sup.2 is hydrogen or lower alkyl; orR.sup.1 and R.sup.2 taken together form a benzene ring, optionally substituted by halo;R.sup.3 is --OR, ##STR5## -- NHSO.sub.2 R.sup.4 ; R.sup.4 is phenyl or loweralkyl substituted phenyl;R.sup.5 is halo;and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as alelrgic rhinitis, allergic bronchial asthma and the like, in psoriasis, ulcerative colitis, rheumatoid arthritis as well as in other immediate hypersensitivity reactions.
    Type: Grant
    Filed: September 6, 1990
    Date of Patent: January 28, 1992
    Assignee: American Home Products Corporation
    Inventors: Anthony F. Kreft, III., John H. Musser, James J. Bicksler, John W. Giberson, Dennis M. Kubrak, Annette L. Banker
  • Patent number: 5079384
    Abstract: Herbicidal (6-(hetero(aryloxy-naphthalen-2-yl-oxy)-alkanecarboxylic acid derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, trifluoromethyl, trifluomethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 stands for hydrogen or halogen,X stands for nitrogen or the grouping C--R.sup.5 ,in whichR.sup.5 stands for hydrogen or halogen,A stands for optionally branched alkanediyl andZ stands for cyano or the grouping --CO--Y.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: January 7, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Roland Andree, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5073641
    Abstract: Novel ester derivatives of carboxylic acid medicaments of formula (I), wherein R--COO--represents the acyloxy residue of a carboxylic acid drug or medicament, n is an integrer from 1 to 3, and R.sub.1 and R.sub.2 are the same or different and are selected from a group consisting of an alkyl, an alkenyl, an aryl, an aralkyl, a cycloalkyl and which group may be unsubstituted or substituted, or R.sub.1 and R.sub.2 together with the N forms a 4-, 5-, 6- or 7-membered heterocyclic ring, which in addition to the nitrogen atom may contain one or two further heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur and which heterocyclic group may be substituted. These compounds are highly biolabile prodrug forms of the corresponding carboxylic acid compounds and are highly susceptible to undergoing enzymatic hydrolysis in vivo whereas they are highly stable in aqueous solution.
    Type: Grant
    Filed: April 26, 1988
    Date of Patent: December 17, 1991
    Inventors: Hans Bundgaard, Niels M. Nielsen
  • Patent number: 5072021
    Abstract: The present invention is directed to optically active compounds each containing a naphthalene skeleton, and to liquid crystal compositions which contain the aforesaid optical active compounds, these compositions being suitable for ferroelectric liquid crystal devices having excellent photostability and chemical stability and having a rapid responsivity.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: December 10, 1991
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Masakatsu Nakatsuka, Tsutomu Nishizawa
  • Patent number: 5070103
    Abstract: Naphthalene derivative of the formula: ##STR1## wherein R.sup.1 is hydrogen atom or a lower alkoxycarbonyl andR.sup.2 is a lower alkoxycarbonyl, or R.sup.1 and R.sup.2 are combined together to form a group of the formula: ##STR2## each of R.sup.3 and R.sup.4 is a lower alkoxy, or one of R.sup.3 and R.sup.4 is hydrogen atom and the other is a lower alkoxy, andRing A is a substituted or unsubstituted benzene ring, and a pharmaceutically acceptable salt thereof are disclosed. Said naphthalene derivative (I) and its salt have excellent hypolipidemic activity and are useful for treatment or prophylaxis of hyperlipidemia and/or arteriosclerosis.
    Type: Grant
    Filed: January 2, 1990
    Date of Patent: December 3, 1991
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Tameo Iwasaki, Kohki Takashima
  • Patent number: 5068394
    Abstract: Herbicidal (hetero)aryloxynaphthalene derivatives of the formula ##STR1## in which X is N or --C--R.sup.5,R.sup.1, R.sup.2, R.sup.4 and R.sup.5 are hydrogen or halogen or R.sup.1 may be cyano or trifluoromethyl,R.sup.3 is halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,Y is optionally halogen-substituted alkanediyl or alkenediyl, andZ is CN or --CC--Z', whereZ' is halogen, hydroxyl, amine, alkoxy, or the like.Intermediates of the formula ##STR2## are also new.
    Type: Grant
    Filed: October 19, 1989
    Date of Patent: November 26, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5066825
    Abstract: A novel process for preparing a naphthalene derivative of the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are a lower alkyl group, and an intermediate thereof is disclosed. Said naphthalene derivative (I) and a pharmaceutically acceptable salt thereof are useful as a hypolipidemic agent.
    Type: Grant
    Filed: November 16, 1989
    Date of Patent: November 19, 1991
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Takashi Suzuki, Minehiko Yamamura, Shinichi Yamada
  • Patent number: 5061399
    Abstract: Optically active naphthalene compounds having the formula: ##STR1## in which X and Y are selected from combinations (a), (b) and (c): (a) X is C.sub.1-10 alkyl or alkoxy and Y is C.sub.4-16 optically active alkyl, (b) X is C.sub.1-10 alkyl or alkoxy and Y is ##STR2## where R.sup.2 is C.sub.4-16 optically active alkyl, (c) X is ##STR3## where R.sup.1 is C.sub.1-10 alkyl or alkoxy and Y is C.sub.4-16 optically active alkyl. Ferroelectric smectic liquid crystal materials being compositions containing these compounds are also described.
    Type: Grant
    Filed: April 27, 1987
    Date of Patent: October 29, 1991
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: John A. Jenner, Ian C. Sage, Stephen J. Lewis
  • Patent number: 5053164
    Abstract: In accordance with the present invention, there is provided substituted naphthalene compounds represented by the following formula [I]. ##STR1## wherein R.sup.1 represents alkyl of 1-18 carbon atoms, R.sup.2 represents alkyl of 1-18 carbon atoms, X is a group represented by --OCH.sub.2 -- or --CH.sub.2 CH.sub.2 --, and n is 0 or 1.In accordance with the invention, moreover, there is provided liquid crystal compositions containing the substituted naphthalene compounds represented by the above-mentioned formula [I].
    Type: Grant
    Filed: March 20, 1990
    Date of Patent: October 1, 1991
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Shinichi Nishiyama, Hideo Yamaoka, Tooru Yamanaka, Tohru Yamada
  • Patent number: 5045586
    Abstract: The present invention is directed to branched polyesters derived from the reaction product of hydroxy stearic acid or hydroxy stearic alkoxylate, a guerbet alochol or guerbet alcohol alkoxylate, which product is further reacted with a polycarboxylic acid to provide the required branching in the polyester structure. The invention is also directed to the preparation, compositions and application of said internal plastic lubricants, particularly suited for use in forming of polycarbonate thermoplastics.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: September 3, 1991
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 5041609
    Abstract: Herbicidal compounds of the formula ##STR1## in which R.sup.1 stands for halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 stands for hydrogen or halogen,X stands for nitrogen or for the grouping C-R.sup.5,whereR.sup.5 stands for hydrogen or halogen,with the proviso that at least one of the substituents R.sup.2 or R.sup.4 is different from hydrogen if R.sup.1 stands for chlorine or cyano and simultaneously R.sup.3 stands for trifluoromethyl and X stands for CH, and that R.sup.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: August 20, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Roland Andree, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5041639
    Abstract: New polysubstituted derivatives of naphthalene. These derivatives correspond to the following formula: ##STR1## in which: R.sub.1 to R.sub.4 is H or CH.sub.3R.sub.5 is ##STR2## or (iv) the radical: 2-oxazolinyl m is 0 or 1R.sub.8.sbsb.r is H, alkyl, OR.sub.11, R.sub.11 being H, alkyl or ##STR3## R.sub.13 being alkyl or aryl or R.sub.8 is ##STR4## when m=1, r' and r" representing H, alkyl mono or polyhydroxyalkyl, aryl or a heterocycle when they are taken together, R.sub.9 is H or alkyl, R.sub.10 is H, alkyl and the acetals of the said compounds ##STR5## --OR.sub.14, R.sub.14 being H, alkyl, mono or polyhydroxyalkyl, aryl or aralkyl a rest of a sugar or represents ##STR6## being 0, 1, 2 or 3 R.sub.6 represents a hydrogen atom or a lower alkyl radical,R.sub.7 represents H, alkyl, halogen, hydroxyl, sulfydryl, alkoxy, alkylthio, acyloxy, acylthio, acylamino or primary, secondari or tertiary amino and the salts of the said compounds.These compounds find an application in the cosmetic and pharmaceutical fields.
    Type: Grant
    Filed: September 15, 1989
    Date of Patent: August 20, 1991
    Assignee: Centre International de Recherches Dermatologiques C.I.R.D.
    Inventors: Braham Shroot, Jacques Eustache, Martine Bouclier
  • Patent number: 5026726
    Abstract: A compound of the chemical formula ##STR1## wherein n is 1 or 2, X is NH and O, and R.sub.1 and R.sub.2 are H, (C.sub.1 -C.sub.12) alkyl, (C.sub.2 -C.sub.12)alkenyl, (C.sub.2 -C.sub.12)alkynyl, (C.sub.2 -C.sub.12)acyl, (C.sub.6 -C.sub.12)aryl or (C.sub.7 -C.sub.21)alkylaryl, salts thereof and a composition thereof. In vivo and in vitro methods of inhibiting the growth of a virus relying on the effect of the above compound. In vitro and in vivo methods of inhibiting the growth of the HIV-1 virus comprising administering a compound of the formula ##STR2## wherein n is 1 or 2, X is NH or O, and R.sub.1 and R.sub.2 are independently of one another H, (C.sub.1 -C.sub.12)alkyl, (C.sub.2 -C.sub.12)alkenyl, (C.sub.2 -C.sub.12)alkynyl, (C.sub.2 -C.sub.12)acyl, (C.sub.6 -C.sub.12)aryl or (C.sub.7 -C.sub.21)alkylaryl, R.sup.3 is C.dbd.N or COR.sup.5, wherein R.sup.5 is selected from the group consisting of H, (C.sub.1 -C.sub.12) alkyl, alenyl or alkynyl, HO, NH.sub.2 and (C.sub.2 -C.sub.12) alkoxy, and R.sup.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: June 25, 1991
    Assignee: The University of New Mexico
    Inventors: David L. Jagt, Robert E. Royer
  • Patent number: 5023363
    Abstract: An aromatic compound of the formula ##STR1## These compounds are useful in human and veterinary medicines and in cosmetic compositions.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: June 11, 1991
    Assignee: L'Oreal
    Inventors: Jean Maignan, Gerard Lang, Gerard Malle, Serge Restle, Braham Shroot
  • Patent number: 5023365
    Abstract: A process is described for preparing an intermediate in the synthesis of naproxen.The intermediate, namely the methyl ester of S(+)-2-(5-bromo-6-methoxy-2-naphthyl)-propionic acid or of its 5-chloro analogue, is prepared by preferential crystallization from mixtures with its enantiomer.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: June 11, 1991
    Assignee: Zambon Group S.p.A.
    Inventors: Claudio Giordano, Graziano Castaldi, Maurizio Paiocchi
  • Patent number: 5021453
    Abstract: Compounds of formula (I) and (II): ##STR1## are HMG-CoA reductase inhibitors.
    Type: Grant
    Filed: June 6, 1990
    Date of Patent: June 4, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Henry Joshua, Kenneth E. Wilson, Michael S. Schwartz, Ta J. Lee, Gerald E. Stokker
  • Patent number: 5015758
    Abstract: A process for the preparation of 1-adamantane derivatives characterized by the fact that a 1-acyloxyadamantane, in which the acyl group contains 1 to 4 carbon atoms, is reacted with a receptor compound in a linear aliphatic or cycloaliphatic type solvent in the presence of concentrated sulfuric acid and at ambient temperature.
    Type: Grant
    Filed: September 6, 1989
    Date of Patent: May 14, 1991
    Assignee: Centre International de Recherches Dermatologiques (CIRD)
    Inventors: William R. Pilgrim, Joel Lagiere
  • Patent number: 5015764
    Abstract: A process for the separation of a racemic mixture of certain aliphatic carboxylic acids or esters thereof is disclosed. The process comprises (i) forming a salt solution comprising said racemic mixture of a C.sub.1 to C.sub.6 linear or branched aliphatic carboxylic acid and an organic or inorganic base (ii) treating said salt solution with one-half molar equivalent of a chiral organic nitrogenous base having a base strength no stronger than said organic or inorganic base (iii) precipitating from the reaction solution formed in step (ii) the less soluble diastereomeric salt and (iv) separating said precipitated diastereomeric salt.
    Type: Grant
    Filed: June 18, 1990
    Date of Patent: May 14, 1991
    Assignee: Ethyl Corporation
    Inventors: Thanikavelu Manimaran, Fred J. Impastato
  • Patent number: 5013757
    Abstract: A novel compound of the formula (I): ##STR1## wherein R.sub.1 is optionally esterified or amidated carboxyl; R.sub.2, R.sub.3 and R.sub.4 are the same or different and are hydrogen or alkyl; A is formyl, hydroxyiminomethyl or carboxyl; and X is hydrogen or halogen, or a salt thereof, which is useful as an aromatase inhibitor or an intermediate of its production. Processes for producing the compound of the formula (I) and an aromatase inhibitor containing as an active component the compound of the formula (I) wherein A is formyl and X is hydrogen or, a salt thereof as well as Penicillium funiculosum capable for producing the compound (I) wherein R.sub.1 is carboxyl, R.sub.2, R.sub.3 and R.sub.4 are hydrogen and X is formyl are also disclosed.
    Type: Grant
    Filed: April 13, 1990
    Date of Patent: May 7, 1991
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Tsuneo Kanamaru, Tsuneaki Hida, Masayuki Muroi
  • Patent number: 5010105
    Abstract: Compounds of Formula (I) and (II): ##STR1## are HMG-CoA reductase inhibitors.
    Type: Grant
    Filed: May 9, 1990
    Date of Patent: April 23, 1991
    Assignee: Merck & Co., Inc.
    Inventor: Ta J. Lee
  • Patent number: 5003087
    Abstract: A novel process for preparing a naphthalene derivative of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are a lower alkoxycarbonyl group or both may combine to form a group of the formula ##STR2## one of R.sup.3 and R.sup.4 is hydrogen atom or a lower alkoxy group and the other is a lower alkoxy group; ring A is a substituted or unsubstituted benzene ring, which is useful as a hypolipidemic agent, and a novel intermediate of the formula: ##STR3## wherein R1, R2, R3, R4 and ring A are the same as defined above.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: March 26, 1991
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Tameo Iwasaki, Hiroshi Ohmizu, Masami Takahashi
  • Patent number: 5001255
    Abstract: Compounds of the formula ##STR1## the use thereof for inhibiting cholesterol biosynthesis and lowering the blood cholesterol level and, therefore, in the treatment of hyperlipoproteinemia and atherosclerosis, pharmaceutical compositions comprising such compounds and processes for and intermediates in the synthesis of such compounds.
    Type: Grant
    Filed: July 1, 1988
    Date of Patent: March 19, 1991
    Assignee: Sandoz Pharm. Corp.
    Inventors: Faizulla G. Kathawala, Sompong Wattanasin
  • Patent number: 4994489
    Abstract: Novel diarylacetylenes of the formula I ##STR1## where A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meanings stated in the description, are useful for the treatment of disorders.
    Type: Grant
    Filed: July 22, 1988
    Date of Patent: February 19, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Heiner Wuest, Fritz-Frieder Frickel, Axel Nuerrenbach
  • Patent number: 4994601
    Abstract: Herbicidal .alpha.-(5-aryloxy-naphthalen-1-yl-oxy)-propionic acid derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, cyano, trifluoromethyl or trifluoromethoxy,R.sup.4 stands for hydrogen or halogen,R.sup.5 stands for hydrogen or halogen andZ stands for halogen, hydroxyl, amino, alkylamino, alkenylamino, alkinylamino, arylamino, aralkylamino, alkoxycarbonylalkylamino, cyanamino, dialkylamino, dialkenylamino, alkylsulphonylamino, arylsulphonylamino, hydroxylamino, alkoxyamino, hydrazino, alkylsulphonylhydrazino, arylsulphonylhydrazino, alkylthio, arylthio, aralkylthio, alkoxycarbonylalkylthio or for the --O--R.sup.6 group, wherein R.sup.6 can be various organic radicals.The starting material naphthol of the formula ##STR2## is also new.
    Type: Grant
    Filed: September 22, 1988
    Date of Patent: February 19, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4992574
    Abstract: A compound of the formula ##STR1## wherein R.sup.1 is hydroxy, lower-alkoxy, amino, mono- or di-lower-alkylamino;R.sup.2 is hydrogen, alkyl, akoxy or halogen;R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.11 and R.sup.12 independently are hydrogen or lower-alkyl;R.sup.3 and R.sup.5 taken together are methylene or hydroxymethylene;R.sup.7, R.sup.8, R.sup.9 and R.sup.10 independently are hydrogen or lower-alkyl;R.sup.11 and R.sup.12 taken together are oxo or spiro-cyclo-lower alkyl; or R.sup.11 is hydrogen and R.sup.12 is hydroxy or acetoxy; and one of the residues R.sup.13 and R.sup.14 is hydrogen and the other is lower-alkyl or trifluoromethyl, as well as physiologically compatible salts of carboxylic acids of formula I, which can be used as medicaments, especially for the treatment of neoplasms, acne and psoriasis, are described. The compounds of the invention can be prepared by the synthesis of the C(R.sup.13).dbd.C(R.sup.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: February 12, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Mohr
  • Patent number: 4990650
    Abstract: 1. An aromatic derivative having the formula (I) or the salt thereof: ##STR1## wherein R.sup.1 and R.sup.2 independently represent a hydrogen atom, hydroxyl, a halogen atom, or OR.sup.3 wherein R.sup.3 is C.sub.1 -C.sub.10 alkyl; A-B represents a hydrocarbon moiety having 1 to 10 carbon atoms and containing at least one double bond or a sulfur- or oxygen-containing hydrocarbon moiety having 1 to 10 carbon atoms; n is an integer of 2 to 4; X represents a group ##STR2## and Y represents a hydrogen atom; alkyl having 1 to 5 carbon atoms which may be substituted with aryl; alkenyl having 2 to 5 carbon atoms which may be substituted with aryl or aryl substituted with at least one C.sub.1 -C.sub.5 alkoxy; aryl which may be substituted with at least one carboxy or C.sub.1 -C.sub.5 alkoxycarbonyl or C.sub.1 -C.sub.5 alkoxy; provided that, when R.sup.1 and R.sup.2 are both hydrogen, the moiety --A--B--(CH.sub.2).sub.n --X--Y does not represent ##STR3## wherein n=2 to 4 and R.sup.4 is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: February 5, 1991
    Assignee: Teijin Limited
    Inventors: Atsuo Hazato, Seizi Kurozumi
  • Patent number: 4983756
    Abstract: A novel compound, 6-acetoxymethyl-2-naphthoylcholine halide, is very stable to nonenzymatic hydrolysis and react specifically with cholinesterase in serum. A UV method for determining cholinesterase activity in serum which uses the novel compound as a substrate permits very accurate and highly reproducible determination of cholinesterase activity in serum, and therefor is very useful for clinical examination.
    Type: Grant
    Filed: February 15, 1989
    Date of Patent: January 8, 1991
    Assignee: Nitto Boseki Co., Ltd.
    Inventors: Katsumasa Kuriowa, Katsuhiro Katayama, Takeshi Nagasawa