Amide Patents (Class 562/455)
  • Patent number: 5432191
    Abstract: A family of compounds has been found to be useful for right-shifting hemoglobin towards a low oxygen affinity state. The compounds are capable of acting on hemoglobin in whole blood. In addition, the compounds can maintain the oxygen affinity in blood during storage and can restore the oxygen affinity of outdated blood.
    Type: Grant
    Filed: July 30, 1993
    Date of Patent: July 11, 1995
    Assignee: The Center for Innovative Technology
    Inventors: Donald J. Abraham, Mona Mahran, Ahmed Mehanna, Ramnarayan Randad, Gajanan S. Joshi, Jayashree Panikker
  • Patent number: 5420363
    Abstract: An optically active tri-substituted methane compound having, as substituents, an aromatic ring group and a phenyl group having hydroxyl group at ortho or para position can be obtained by allowing a phenol compound unsubstituted at the ortho- or/and para-position to react with an optically active secondary carbinol compound having an aromatic ring group at the alpha-position in the presence of tri-substituted phosphine and diazodicarboxylate or diazodicarboxamide. These and other optically active tri-substituted methane compounds are useful as active ingredients for medicines or as intermediate compounds for preparing medicines.
    Type: Grant
    Filed: June 27, 1994
    Date of Patent: May 30, 1995
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Mitsuru Shiraishi, Shoji Fukumoto
  • Patent number: 5403953
    Abstract: Compound of formula (I): ##STR1## in which: R.sub.1 represents halogen, or hydroxy, alkyl, alkoxy, cyano, amino, mercapto, alkylthio or phenoxy,R.sub.2 and R'.sub.2 represent two hydrogen when the ring is unsaturated, or alternatively identical or different, represent hydrogen or halogen, or hydroxy, alkyl, alkoxy, cyano, amino or oxo when the ring is saturated,R.sub.3 represents any one of the following groups: ##STR2## in which: m represents 1, 2 or 3,X represents oxygen or sulfur or N-R, R.sub.5 or R.sub.6, which are identical or different, represent hydrogen or alkyl or trifluoromethyl or form (C.sub.3 -C.sub.6) cycloalkyl,n represents 0, 1 or 2,R.sub.7 represents hydroxy, alkoxy, amino, or --O--CH.sub.2 --CO--NRR',R.sub.4 represents hydrogen or halogen or alkyl, alkoxy or trihaloalkyl.
    Type: Grant
    Filed: November 23, 1993
    Date of Patent: April 4, 1995
    Assignee: Adir et Compagnie
    Inventors: Guillaume de Nanteuil, Michel Vincent, Christine Lila, Jacqueline Bonnet, Armel Fradin
  • Patent number: 5387594
    Abstract: Di(aromatic) compounds corresponding to the following formula: ##STR1## in which: Ar represents either ##STR2## n=1 or 2 or: ##STR3## X represents a divalent radical, Z represents O, S or a divalent radical,and R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 represent a hydrogen atom or various organic radicals, and the salts of the compounds of formula (I) when R.sub.1 is a carboxylic acid function.Use in human and veterinary medicine and in cosmetics.
    Type: Grant
    Filed: August 4, 1992
    Date of Patent: February 7, 1995
    Assignee: Centre International de Recherches Dermatologiques Galderma (Cird Galderma)
    Inventors: Jean-Michel Bernardon, William R. Pilgrim
  • Patent number: 5385917
    Abstract: Carboxylic acid derivatives of the formula: ##STR1## are provided, which are useful for treatment of androgen dependent diseases.
    Type: Grant
    Filed: July 16, 1993
    Date of Patent: January 31, 1995
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hiroaki Ueno, Masahiko Morioka, Fumiko Hatanaka
  • Patent number: 5354913
    Abstract: An optically active tri-substituted methane compound having, as substituents, an aromatic ring group and a phenyl group having hydroxyl group at ortho or para position can be obtained by allowing a phenol compound unsubstituted at the ortho- or/and para-position to react with an optically active secondary carbinol compound having an aromatic ring group at the alpha-position in the presence of tri-substituted phosphine and diazodicarboxylate or diazodicarboxamide. These and other optically active tri-substituted methane compounds are useful as active ingredients for medicines or as intermediate compounds for preparing medicines.
    Type: Grant
    Filed: July 2, 1993
    Date of Patent: October 11, 1994
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Mitsuru Shiraishi, Shoji Fukumoto
  • Patent number: 5334747
    Abstract: Malonic mono-ester mono-anilides and malonic acid mono-anilides and bis-anilides are produced by reaction of malonic acid di-alkyl esters with an aniline in the presence of a stoichiometric amount, based on the aniline, of an alkali alcoholate, accompanied by the initial formation of alkali salts of mono-ester mono-anilides or malonic-acid bis-anilides. Neutralization results in the formation of free malonic mono-ester mono-anilide or malonic-acid bis-anilide and saponification forms the malonic acid mono-anilide. Chloro-substituted anilides of cyclopropyl-1,1-dicarboxylic acid and their mono-esters are preferred.
    Type: Grant
    Filed: April 7, 1992
    Date of Patent: August 2, 1994
    Assignee: Huls Aktiengesellschaft
    Inventor: Klaus-Dieter Steffen
  • Patent number: 5298647
    Abstract: Aromatic compounds absorbing UVB and/or UVA, substituted with an amide function, selected from the group consisting of ##STR1## whose variable substituents are as defined in the specification, e.g. ##STR2## are useful as photoprotective agents or tanning accelerators.
    Type: Grant
    Filed: December 14, 1987
    Date of Patent: March 29, 1994
    Inventors: Dominique Robert, Louis Jung
  • Patent number: 5264577
    Abstract: Novel cyclic amino acids which are useful in preparing biologically active peptides as well as a process for the preparation of D and L enantiomers of the cyclic amino acids are described where an N-protected derivative of the racemic cyclic amino acid is treated with (-)cinchonidine and the resulting salt resolved into the desired enantiomers, as well as derivatives thereof and valuable intermediates used in the process.
    Type: Grant
    Filed: April 22, 1992
    Date of Patent: November 23, 1993
    Assignee: Warner-Lambert Company
    Inventors: Vladimir Beylin, Huai G. Chen, Om P. Goel, Mark E. Marlatt, John G. Topliss
  • Patent number: 5258407
    Abstract: Certain 3,4-disubstituted phenols and pharmaceutically acceptable salts thereof are provided which mimic IL-1 activity by inducing IL-2 synthesis and subsequent IL-2 receptor expression. Specifically, the invention provides compounds of Formula I and acid addition salts thereof: ##STR1## wherein Y is ##STR2## NHSO.sub.2 or SO.sub.2 NH where R.sup.4 is H; Z is --O--, --NH--, --NR--, --S--, or other heteroatoms capable of hydrogen bonding with R.sup.4 to give a preferred conformation;R is alkyl;R.sup.1 is --OH;R.sup.2 is H, alkyl, cycloalkyl, aralkyl, substituted or unsubstituted aryl, or a substituted or unsubstituted nitrogen heterocyclic group having 4 to 5 nuclear carbon atoms; andR.sup.3 is a lipophilic moiety.
    Type: Grant
    Filed: December 31, 1991
    Date of Patent: November 2, 1993
    Assignee: Sterling Winthrop Inc.
    Inventors: William N. Washburn, Barbara B. Lussier, Carl B. Illig, Lee H. Latimer
  • Patent number: 5254592
    Abstract: In accordance with the present invention, certain multiply substituted anilines, phenols and pyridines and pharmaceutically acceptable salts thereof are provided which mimic IL-1 activity by inducing IL-2 synthesis and subsequent IL-2 receptor expression.
    Type: Grant
    Filed: December 31, 1991
    Date of Patent: October 19, 1993
    Assignee: Sterling Drug Inc.
    Inventors: Barbara B. Lussier, Lee H. Latimer, Carl R. Illig, William N. Washburn
  • Patent number: 5235103
    Abstract: A process for the preparation of phenylethanolaminotetralins of formula ##STR1## wherein X is hydrogen, a halogen, a trifluoromethyl or a lower alkyl group and R.sup.o is hydrogen or a methyl group substituted by a carboxy or a lower carbalkoxy group, which comprises treating a mandelic acid with a 2-amino-7-hydroxytetralin, optionally alkylating with a lower alkyl haloacetate and reducing the amido group of the mandelamide into a methyleneamino group. The mandelamides intermediates are novel.
    Type: Grant
    Filed: December 15, 1992
    Date of Patent: August 10, 1993
    Assignee: Sanofi
    Inventors: Robert Boigegrain, Roberto Cecchi, Sergio Boveri
  • Patent number: 5235090
    Abstract: A method for synthesizing 2-(4-amidophenoxy)alkanoic acids and esters and 2-(4-aminophenoxy)alkanoic acids and esters by reacting a hydroxyaromatic ketone derivative with a 2-substituted alkanoic acid or ester under basic conditions and thereafter reacting with a hydroxylamine derivative and conducting a Beckmann Rearrangement with subsequent solvolysis.
    Type: Grant
    Filed: November 19, 1992
    Date of Patent: August 10, 1993
    Assignee: Hoechst Celanese Corp.
    Inventor: Varadaraj Elango
  • Patent number: 5223639
    Abstract: A process for producing N-(3',4'-dimethoxycinnamoyl)-anthranilic acid, which comprises (i) allowing 3',4'-dimethoxycinnamic acid to react with anthranilic acid in an aprotic polar solvent in the presence of a particular inorganic salt and an iminium salt--which could be prepared quantitatively from dimethylformamide and an inexpensive acid halide--or (ii) allowing 3',4'-dimethoxycinnamic acid to react with an iminium salt and then with an anthranilic acid-inorganic salt complex, a novel complex not described in the literature. According to the process of this invention, the desired compound can be produced in a high yield with no substantial formation of hardly separable by-products.
    Type: Grant
    Filed: June 7, 1991
    Date of Patent: June 29, 1993
    Assignee: Kohjin Co., Ltd.
    Inventor: Masashi Satou
  • Patent number: 5210208
    Abstract: Monocyclic and bicyclic aryl ring compounds having selective LTB.sub.4 properties and comprising two ring substituents, the first substituent comprising a lipophilic group and a terminal carboxylic acid or derivative group, and the second substituent comprising an amido group, therapeutic compositions and methods of treatment of disorders which result from LTB.sub.4 activity using the mono- and bicyclic aryl compounds are disclosed.
    Type: Grant
    Filed: September 24, 1990
    Date of Patent: May 11, 1993
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: Fu-Chih Huang, Wan K. Chan, Charles A. Sutherland, Robert A. Galemmo, Jr., Michael N. Chang
  • Patent number: 5198586
    Abstract: A process for the preparation of phenylethanolaminotetralins of formula ##STR1## wherein X is hydrogen, a halogen, a trifluoromethyl or a lower alkyl group and R.degree. is hydrogen or a methyl group substituted by a carboxy or a lower carbalkoxy group, which comprises treating a mandelic acid with a 2-amino-7-hydroxytetralin, optionally alkylating with a lower alkyl haloacetate and reducing the amido group of the mandelamide into a methyleneamino group. The mandelamides intermediates are novel.
    Type: Grant
    Filed: October 25, 1990
    Date of Patent: March 30, 1993
    Assignee: Sanofi
    Inventors: Robert Boigegrain, Roberto Cecchi, Sergio Boveri
  • Patent number: 5191113
    Abstract: A cinnamoylamide derivative of general formula: ##STR1## [wherein, (i) in case that R.sup.2 represents a methyl group and R.sup.3 represents a hydrogen atom,(R.sup.1).sub.n represents a group selected out of3-pentyl group,4-pentyl group,4-neopentyl group,4-(2-ethylbutyl) group,4-(2-methylpentyl) group,2-fluoro-4-pentyloxy group,4-butylthio group,4-cyclobutylmethyl group,4-cyclohexylmethyl group,4-(4-phenylbutyl) group and4-phenoxy group, and(ii) in case that R.sup.2 represents a hydrogen atom and R.sup.3 represents a methyl group,(R.sup.1).sub.n represents a group selected out of3-pentyl group and4-phenethyl group.]or non-toxic salts thereof possess an inhibitory activity on 5.alpha.-reductase, and therefore be useful for treating and/or preventing agent for alopecia, acnes or prostatic hypertrophy.
    Type: Grant
    Filed: December 5, 1991
    Date of Patent: March 2, 1993
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Hisao Nakai, Hiroshi Terashima, Yoshinobu Arai
  • Patent number: 5155229
    Abstract: Derivatives of pravastatin are provided which are useful in inhibiting cholesterol biosynthesis and in preparing radiolabeled compounds useful in the radioimmunoassay (RIA) of pravastatin and derivatives thereof. The pravastatin derivatives have the structure ##STR1## wherein R is hydroxy, lower alkylamine, arylamine, arylalkylamine or heterocyclic alkylamine such as histamine, tyramine, O-benzyltyramine, methyl tyrosinate as well as iodinated derivatives thereof.
    Type: Grant
    Filed: July 1, 1991
    Date of Patent: October 13, 1992
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Richard A. DiPietro, Jan-I Tu, Noor Z. Turabi
  • Patent number: 5149709
    Abstract: Amides of the formula ##STR1## wherein R.sub.1 and R.sub.2 are independently heteroaryl, X-substituted heteroaryl, X-substituted phenyl, N-substituted triazinyl or N-substituted imidazolyl;and in addition, one of R.sub.1 and R.sub.2 can be as defined above and the other can be phenyl;R.sub.3 is an alkyl chain of 2 to 25 carbon atoms, saturated or unsaturated; an alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl; an alkyl chain as defined interrupted by one or more groups independently selected from the group consisting of --O--, --S--, --SO--, --SO.sub.2 --, --NH--, --N(lower alkyl)--, --C(O)--, phenylene, X-substituted phenylene, heteroarylene and X-substituted heteroarylene; or an interrupted alkyl chain as defined substituted by one or more substituents selected from the group consisting of phenyl, X-substituted phenyl, heteroaryl and X-substituted heteroaryl;R.sub.
    Type: Grant
    Filed: July 3, 1990
    Date of Patent: September 22, 1992
    Assignee: Schering Corporation
    Inventors: John Clader, Sundeep Dugar, Timothy Kogan, Bradley Tait, Wayne Vaccaro
  • Patent number: 5140046
    Abstract: Novel phenylene derivatives shown by the general formula ##STR1## where 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: August 13, 1990
    Date of Patent: August 18, 1992
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Toshiyasu Mase, Kiyoshi Murase, Hiromu Hara, Kenichi Tomioka
  • Patent number: 5103037
    Abstract: Novel compounds which are 2,6-di-t-butylphenols substituted in the 4 position by a carbamyl or acylamino group, which carbamyl or acylamino group is substituted by a group which includes an acidic substituent are useful as inhibitors of leukotriene biosynthesis and as antiallergic agents. Pharmacological methods for using such compounds and synthetic intermediates for preparing such compounds are also disclosed.
    Type: Grant
    Filed: May 13, 1991
    Date of Patent: April 7, 1992
    Assignee: Riker Laboratories, Inc.
    Inventors: Robert A. Scherrer, Mark A. Rustad
  • Patent number: 5103021
    Abstract: Carbonyl derivatives of acetaminophen are provided for use in homogeneous enzyme immunoassays for acetaminophen. The derivatives are conjugated to antigenic substances for the preparation of antisera specific to acetaminophen, and to enzymes for the preparation of enzyme conjugates which compete with acetaminophen for antibody binding sites in a typical assay.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: April 7, 1992
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Pyare Khanna
  • Patent number: 5093366
    Abstract: A cinnamoylamide derivative of general formula: ##STR1## [wherein, (i) in case that R.sup.2 represents a methyl group and R.sup.3 represents a hydrogen atom,(R.sup.1).sub.n represents a group selected out of3-pentyl group,4-pentyl group,4-neopentyl group,4-(2-ethylbutyl) group,4-(2-methylpentyl) group,2-fluoro-4-pentyloxy group,4-butylthio group,4-cyclobutylmethyl group,4-cyclohexylmethyl group,4-(4-phenylbutyl) group and4-phenoxy group, and(ii) in case that R.sup.2 represents a hydrogen atom and R.sup.3 represents a methyl group,(R.sup.1).sub.n represents a group selected out of3-pentyl group and4-penethyl group.]or non-toxic salts thereof possess an inhibitory activity on 5.alpha.-reductase, and therefore be useful for treating and/or preventing agent for alopecia, acnes or prostatic hyperfrophy.
    Type: Grant
    Filed: April 25, 1991
    Date of Patent: March 3, 1992
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Hisao Nakai, Hiroshi Terashima, Yoshinobu Arai
  • 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: 5053525
    Abstract: Mevinolin-like compounds in which the lactone is opened and the hydroxyl function produced thereby is replaced by an oxo function are potent HMG-CoA reductase inhibitors possessing one less asymmetric center.
    Type: Grant
    Filed: February 13, 1986
    Date of Patent: October 1, 1991
    Assignee: Merck & Co., Inc.
    Inventors: William F. Hoffman, Ta J. Lee, Gerald E. Stokker
  • Patent number: 5049572
    Abstract: Novel compounds which are 2,6-di-t-butylphenols substituted in the 4 position by a carbamyl or acylamino group, which carbamyl or acylamino group is substituted by a group which includes an acidic substituent are useful as inhibitors of leukotriene biosynthesis and as antiallergic agents. Pharmacological methods for using such compounds and synthetic intermediates for preparing such compounds are also disclosed.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: September 17, 1991
    Assignee: Riker Laboratories, Inc.
    Inventors: Robert A. Scherrer, Mark A. Rustad
  • Patent number: 5047420
    Abstract: Novel 1,3-diaryl cyclopentanes of the following general formula were prepared. ##STR1## These compounds were found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and as such useful in the treatment or amelioration of various diseases or disorders mediate by the PAF, for example, hypotension, inflammation, nephritis, stroke and other cardiovascular disorders, asthma, allergic and skin diseases, peptic or stomach ulcer, shock, lung edema, psoriasis, adult respiratory distress syndrome, pain including dental pain, and aggregation of platelets.
    Type: Grant
    Filed: August 21, 1989
    Date of Patent: September 10, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Donald W. Graham, Tesfaye Biftu, John C. Chabala, Michael N. Chang, Yuan-Ching P. Chiang, Kathryn L. Thompson, Shu S. Yang
  • Patent number: 5037852
    Abstract: A cinnamoylamide derivative of general formula: ##STR1## [wherein, (i) in case that R.sup.2 represents a methyl group and R.sup.3 represents a hydrogen atom,(R.sup.1).sub.n represents a group selected out of3-pentyl group,4-pentyl group,4-neopentyl group,4-(2-ethylbutyl) group,4-(2-methylpentyl) group,2-fluoro-4-pentyloxy group,4-butylthio group,4-cyclobutylmethyl group,4-cyclohexylmethyl group,4-(4-phenylbutyl) group and4-phenoxy group, and(ii) in case that R.sup.2 represents a hydrogen atom and R.sup.3 represents a methyl group,(R.sup.1).sub.n represents a group selected out of3-pentyl group and4-phenethyl group.]or non-toxic salts thereof possess an inhibitory activity on 5.alpha.-reductase, and therefore be useful for treating and/or preventing agent for alopecia, acnes or prostatic hypertrophy.
    Type: Grant
    Filed: August 24, 1990
    Date of Patent: August 6, 1991
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Hisao Nakai, Hiroshi Terashima, Yoshinobu Arai
  • Patent number: 5001156
    Abstract: Lipophilic quaternary ammonium salicylate, characterized in that it corresponds to the formula: ##STR1## in which: (i) R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, denote an alkyl or alkylcycloalkyl radical, optionally substituted or interrupted;(ii) R.sub.3 and/or R.sub.4 denote(s) a group:R.sub.8 [OC.sub.2 H.sub.3 R.sub.7 ].sub.n [OCH.sub.2 CHOH--CH.sub.2 ].sub.pin which 0.ltoreq.n.ltoreq.4 and p denotes 0 or 1; R.sub.8 denotes H or an alkyl, alkenyl, alkylcycloalkyl or alkylaryl radical;(iii) R.sub.4 denotes an alkylphenyl radical;(iv), (v) R.sub.1 and R.sub.2 can form a saturated or unsaturated aromatic or non-aromatic heterocycle;(vi) R.sub.1, R.sub.2 and R.sub.3 form polycyclic derivatives with the nitrogen atoms; R.sub.5 denotes a group corresponding to the formula: ##STR2## in which n is an integer varying between 0 and 10.
    Type: Grant
    Filed: December 1, 1987
    Date of Patent: March 19, 1991
    Assignee: L'Oreal
    Inventors: Michel Philippe, Henri Sebag, Michel Hocquaux, Bernard Jacquet, Jean P. Laugier
  • Patent number: 4996234
    Abstract: Disclosed are novel 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors useful as antihypercholesterolemic agents represented by the formula ##STR1## and the corresponding ring-opened hydroxy acids derived therefrom and pharmaceutically acceptable salts thereof.Pharmaceutical compositions containing said compounds and method of inhibiting the biosynthesis of cholesterol therewith are also disclosed.
    Type: Grant
    Filed: December 5, 1989
    Date of Patent: February 26, 1991
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: John R. Regan, Kent W. Neuenschwander
  • Patent number: 4994494
    Abstract: Disclosed are novel 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors useful as antihypercholesterolemic agents represented by the formula ##STR1## and the corresponding ring-opened hydroxy acids derived therefrom and pharmaceutically acceptable salts thereof.Pharmaceutical compositions containing said compounds and method of inhibiting the biosynthesis of cholesterol therewith are also disclosed.
    Type: Grant
    Filed: December 14, 1989
    Date of Patent: February 19, 1991
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: John R. Regan, Joseph G. Bruno, Kent W. Neuenschwander, Donald E. Kuhla
  • 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: 4980372
    Abstract: A benzoylaminophenoxybutanoic acid derivative of general formula: ##STR1## [wherein R.sup.1 represents hydrogen atom or alkyl group of from 1 to 4 carbon atoms(s),A represents oxygen atom, sulfur atom or sulfinyl (SO) group, two R.sup.1 s represents methyl groups or chlorine atoms at the same time or cyclopentane, cyclohexane or benzene ring together with the carbon atoms of benzene ring each attaching,R.sup.2 represents a group of general formula: ##STR2## {wherein B represents oxygen atom, sulfur atom or a group of general formula:NR.sup.11 (wherein R.sup.11 represents hydrogen atom or alkyl group of from 1 to 4 carbon atom(s)),R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 represent, independently, hydrogen atom, alkyl group of from 1 to 4 carbon atom(s) halogen atom, trifluoromethyl group or cyclobutylmethyl group,m represents 0 or 1,n represents an integer of from 1 to 5, andR.sup.9 and R.sup.
    Type: Grant
    Filed: May 6, 1988
    Date of Patent: December 25, 1990
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Hisao Nakai, Hiroshi Terashima, Yoshinobu Arai
  • Patent number: 4942248
    Abstract: Tertiary-butyl and tertiary-amyl esters of 1H-benzotriazole-1-carboxylic acids are useful blocking agents for blocking the amino or imino groups of amino acids. The six-membered ring of the blocking agent may be unsubstituted or substituted with one or more minor substituents.
    Type: Grant
    Filed: December 1, 1988
    Date of Patent: July 17, 1990
    Assignee: PPG Industries, Inc.
    Inventor: Paul M. Novy
  • Patent number: 4935240
    Abstract: A benzoylaminophenoxybutanoic acid derivative of general formula: ##STR1## [wherein A represents oxygen atom, sulfur atom or sulfinyl (SO) group,R.sup.1 represents hydrogen atom or methyl group,R.sup.2 represents a group of the general formula: ##STR2## {wherein B represents oxygen atom, sulfur atom or a group of general formula: NR" (wherein R" represents hydrogen atom or alkyl group of from 1 to 4 carbon atoms(s)), R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 represent, independently, hydrogen atom, alkyl group of from 1 to 4 carbon atom(s), halogen atom or trifluoromethyl group,m represents 0 or 1,n represents an integer of from 1 to 4, andR.sup.9 and R.sup.10 represent, independently, hydrogen atom, alkyl group of from 1 to 5 carbon atom(s) or a group of general formula: ##STR3## (wherein R.sup.12, R.sup.13, R.sup.14 and R.sup.15 represent, independently, hydrogen atom, alkyl group of from 1 to 4 carbon atom(s), halogen atom or trifluoromethyl group, and 1 represents an integer of from 1 to 4.
    Type: Grant
    Filed: May 6, 1988
    Date of Patent: June 19, 1990
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Hisao Nakai, Hiroshi Terashima, Yoshinobu Arai
  • Patent number: 4933367
    Abstract: This invention relates to carboxylic acid derivatives and their use thereof. The compounds are useful in treatment of various diseases such as diabetes, prediabetic conditions, adipositas ailments or atherosclerosis.
    Type: Grant
    Filed: March 12, 1987
    Date of Patent: June 12, 1990
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuhnle
  • Patent number: 4927928
    Abstract: An aromatic benzamido compound having the formula ##STR1## wherein R.sub.1 represents --CH.sub.2 OH, --CHOHCH.sub.3 or --COR.sub.5,R.sub.5 represents hydrogen, lower alkyl, or --OR.sub.6 or ##STR2## R.sub.6 represents hydrogen, lower alkyl or mono- or polyhydroxyalkyl, r' and r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl or benzyl optionally substituted, the residue of an amino acid or aminated sugar or taken together form a heterocycle,R.sub.2 represents an .alpha.,.alpha.'-disubstituted alkyl having 4-12 carbon atoms or mono or polycyclic cycloalkyl having 5-12 carbon atoms, the linking carbon of which is quaternary,R.sub.3 represents hydrogen or alkyl having 1-10 carbon atoms, andR.sub.4 represents a hydrogen, lower alkyl or hydroxy, andthe salts of this aromatic benzamido compound when R.sub.6 represents hydrogen.
    Type: Grant
    Filed: January 21, 1987
    Date of Patent: May 22, 1990
    Assignee: Centre International de Recherches Dermatologiques C.I.R.D.
    Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon
  • Patent number: 4925958
    Abstract: The invention relates to a process for the preparation of compounds of the formula I ##STR1## in which R.sup.1 denotes (substituted) aryl or (substituted) cyclohexyl and R.sup.2 =alkyl, in which a compound of the formula R.sup.1 --NH.sub.2 is reacted with at least twice the molar amount of glyoxylic acid in the presence of water and the resulting acid is then esterified.
    Type: Grant
    Filed: June 16, 1988
    Date of Patent: May 15, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Roland Schmierer, Rudolf Kunstmann
  • Patent number: 4920169
    Abstract: A compound of formula I ##STR1## in which each R.sub.1, independently is selected from hydrogen, C.sub.1-12 alkyl, C.sub.1-12 alkoxy and halogen;R.sub.2 has a significance of R.sub.1, independently of R.sub.1, or is --OH;R.sub.20 is --CO--OR.sub.6 or, when each R.sub.1 is hydrogen and R.sub.2 is 2-C.sub.1-4 alkoxy, R.sub.20 is additionally --OH;R.sub.3 is hydrogen or methyl (more preferably hydrogen); andR.sub.6 is hydrogen; unsubstituted C.sub.6-22 alkyl, uninterrupted or interrupted by 1 or 2 oxygen atoms or C.sub.1-22 alkyl mono- or di-substituted by OH and uninterrupted or interrupted by 1 or 2 oxygen atoms;provided when each RF.sub.1 and R.sub.2 is hydrogen, then R.sub.6 is not hydrogen.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: April 24, 1990
    Assignee: Sandoz Ltd.
    Inventor: Lajos Avar
  • Patent number: 4912221
    Abstract: The instant invention relates to optically pure, L-(S)forms of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid compounds and their method of preparation from optionally pure L-phenylalanine precursor compounds and their preparation utilizing novel in situ cationic catalyst systems.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: March 27, 1990
    Assignee: Occidental Chemical Corporation
    Inventors: Neil J. O'Reilly, Henry C. Lin
  • Patent number: 4912135
    Abstract: Novel amide compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, lower alkyl, acetyl, or propionyl; R.sup.2 is hydrogen or chlorine; R.sup.3 is hydrogen or a group of the formula: --CO.sub.2 R.sup.6 (wherein R.sup.6 is hydrogen, lower alkyl or alkali metal); R.sup.4 is hydrogen, trifluoromethyl, cyano, aminocarbonyl, or a group of the formula: --CO.sub.2 R.sup.7 (wherein R.sup.7 is hydrogen, lower alkyl, or alkali metal); R.sup.5 is hydrogen, or a group of the formula: --CO.sub.2 R.sup.8 (wherein R.sup.8 is hydrogen, lower alkyl, or alkali metal), which have excellent anti-allergic activity and are useful for the prophylaxis and treatment of various allergic diseases, and a pharmaceutical composition containing the amide compound as set forth above as an active ingredient.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: March 27, 1990
    Assignee: Toyo Boseki Kabushiki Kaisha
    Inventors: Hiroaki Taguchi, Takeo Katsushima, Masakazu Ban, Akihiko Watanabe
  • Patent number: 4906662
    Abstract: Disclosed are phenol derivatives of the formula ##STR1## wherein R.sup.1 is a substituted phenyl group, R.sup.2 and R.sup.3 are C.sub.1 -C.sub.6 alkyl group and of the formula ##STR2## wherein R.sup.8, R.sup.9 and R.sup.10 are C.sub.1 -C.sub.6 alkyl and the like and A is H, C.sub.1 -C.sub.6 alkylsulfonyl and the like substituents. These compounds and some related compounds have anti-inflammatory activity and lipoxygenase inhibitory activity.
    Type: Grant
    Filed: January 27, 1987
    Date of Patent: March 6, 1990
    Assignee: Otsuka Pharmaceutical Factory, Inc.
    Inventors: Kinji Hashimoto, Kiyoto Goto, Ken-ichi Kanai, Yoshiaki Tsuda
  • Patent number: 4902815
    Abstract: A plant growth regulant containing a benzamide derivative of the formula: ##STR1## wherein R is hydroxyl, alkoxy, alkoxyalkoxy, alkoxyalkoxyalkoxy, alkenylalkoxy, alkenylalkoxyalkoxy, alkynylalkoxy, alkynylalkoxyalkoxy, monoalkylamino, dialkylamino or O-cat wherein cat is an inorganic or organic cation.
    Type: Grant
    Filed: March 3, 1988
    Date of Patent: February 20, 1990
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Takeo Motegi, Yasuya Sakuraba, Hiroyuki Iguchi, Kaoru Kasahara
  • Patent number: 4883901
    Abstract: A method for synthesizing 2-(4-amidophenoxy)alkanoic acids and esters and 2-(4-aminophenoxy)alkanoic acids and esters by reacting a hydroxyaromatic ketone derivative with a 2-substituted alkanoic acid or ester under basic conditions and thereafter reacting with a hydroxylamine derivative and conducting a Beckmann Rearrangement in the presence of a catalyst with subsequent solvolysis.
    Type: Grant
    Filed: March 21, 1988
    Date of Patent: November 28, 1989
    Assignee: Hoechst Celanese Corporation
    Inventor: Varadaraj Elongo
  • Patent number: 4878942
    Abstract: A benzamide derivative of the formula: ##STR1## wherein R is hydroxyl, alkoxy, alkoxyalkoxy, alkoxyalkoxyalkoxy, alkenylalkoxy, alkenylalkoxyalkoxy, alkynylalkoxy, alkynylalkoxyalkoxy, monoalkylamino, dialkylamino or O-cat wherein cat is an inorganic or organic cation.
    Type: Grant
    Filed: July 21, 1988
    Date of Patent: November 7, 1989
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Takeo Motegi, Mitsumasa Yamazaki, Hiroyuki Iguchi, Kaoru Kasahara
  • Patent number: 4871756
    Abstract: Compounds having the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4, E.sub.4 and the slow reacting substance of anaphylaxis.As such, these compounds will be useful as anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agents.
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: October 3, 1989
    Assignee: Merck Frosst Canada, Inc.
    Inventors: John Gillard, Joshua Rokach, Patrice C. Belanger
  • Patent number: 4863963
    Abstract: A cinnamoylamide derivative of general formula: ##STR1## [wherein, (i) R.sup.1, R.sup.2 and R.sup.3 each represents, same or different, a halogen atom, straight-chain or branched-chain alkoxy group of from 1 to 7 carbon atom(s), straight-chain or branched-chain alkyl group of from 1 to 7 carbon atom(s) or nitro group, and one of R.sup.4 and R.sup.5 represents a methyl group and the other represents a hydrogen atom, or(ii) one of R.sup.1, R.sup.2 and R.sup.3 represents a group selected out of4-isobutyl group,4-butyl group,4-propyl group,4-butoxy group and4-sec-butyl group, and the other two represent a hydrogen atom,R.sup.4 represents a methyl group andR.sup.5 represents a hydrogen group.]and non-toxic salts thereof possess an inhibitory activity on 5.alpha.-reductase, and therefore is useful for treating and/or preventing agent for alopecia acnes or prostatic hypertrophy.
    Type: Grant
    Filed: May 6, 1988
    Date of Patent: September 5, 1989
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Hisao Nakai, Hiroshi Terashima, Yoshinobu Arai
  • Patent number: 4820729
    Abstract: Compounds of the formula ##STR1## wherein R and R.sub.9 are independently hydroxy or lower alkoxy,R.sub.1 and R.sub.2 are hydrogen or lower alkyl, aryl-lower alkyl having from 7 to 12 carbon atoms, or heterocyclic-lower alkyl having from 6 to 12 carbon atoms,R.sub.3, R.sub.4, R.sub.5, R.sub.7 and R.sub.8 are hygrogen or lower alkyl,R.sub.6 is cycloalkly having from 3 to 20 carbon atoms, aryl or aryl-lower alkyl, and the aryl group contains from 6 to 10 carbon atoms, and their pharmaceutically acceptable, nontoxic acid addition salts and where R or R.sub.9 or both are hydroxy, their pharmaceutically acceptable, nontoxic basic salts possess antihypertensive activity.
    Type: Grant
    Filed: March 30, 1981
    Date of Patent: April 11, 1989
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: Raymond D. Youssefyeh, Jerry W. Skiles, John T. Suh, Howard Jones
  • Patent number: RE32944
    Abstract: Novel aromatic carboxylic amides of the general formula: ##STR1## wherein each of R.sub.1 and R.sub.2 is a hydrogen atom or an alkyl group having 1-4 carbon atoms, R.sub.3 and R.sub.4 are hydrogen atoms or together form another chemical bond, each X is a hydroxyl group, a halogen atom, an alkyl group having 1-4 carbon atoms and an alkoxy group containing 1-4 carbon atoms, and n is an integer of 1-3 with the proviso that when .[.Xs.]. .Iadd.X's .Iaddend.are alkyl or alkoxy groups, they may be connected together to form a ring, as well as pharmaceutically acceptable salts thereof.These compounds possess a strong antiallergenic action and are thus useful for treatment of asthma, hay fever, .[.anticaria.]. .Iadd.urticaria .Iaddend.and atopic dermatitis.The above aromatic carboxylic amides can be prepared by reacting a reactive functional derivative of the general formula: ##STR2## where R.sub.1, R.sub.2, R.sub.3, R.sub.
    Type: Grant
    Filed: June 1, 1977
    Date of Patent: June 6, 1989
    Assignee: Kissei Yakuhin Kogyo Kabushiki
    Inventors: Kozaburo Harita, Yukiyoshi Ajisawa, Kinji Iizuka, Yukihiko Kinoshita, Tetsuhide Kamijo, Michihiro Kobayashi
  • Patent number: RE33574
    Abstract: Novel compounds which are 2,6-di-tertiary-butylphenols substituted in the 4 position by an acylaminophenyl group, which acylaminophenyl group is substituted by a moiety which includes a carboxyl group, are useful as inhibitors of leukotriene biosynthesis and as antiallergic agents.
    Type: Grant
    Filed: January 24, 1990
    Date of Patent: April 23, 1991
    Assignee: Riker Laboratories, Inc.
    Inventors: Alan R. Kirk, Robert A. Scherrer