Polyoxy Alcohol Moiety Patents (Class 560/252)
  • Patent number: 6214873
    Abstract: The present invention relates to a compound of the general formula wherein R1, R2, R3 and R4 are each a hydrogen or an acyl, a pharmaceutically acceptable acid addition salt thereof or a hydrate thereof; a pharmaceutical comprising this compound; a pharmaceutical composition comprising this compound and a pharmaceutically acceptable carrier; and 2-amino-2-(2-(4-(1-hydroxy-5-phenylpentyl)phenyl)ethyl)propane-1,3-diol or 2-amino-2-(2-(4-formylphenyl)ethyl)propane-1,3-diol, the derivatives of the two compounds whose amino group and/or hydroxy group are(is) protected or a salt thereof. The compound of the present invention shows superior immunosuppressive action with less toxicity and higher safety, and is useful as a drug for prevention or suppression of rejection of organs or bone marrow transplantation, or as a drug for prevention or treatment of various autoimmune diseases or allergic diseases.
    Type: Grant
    Filed: January 5, 2000
    Date of Patent: April 10, 2001
    Assignee: Welfide Corporation
    Inventors: Kunitomo Adachi, Yoshiyuki Aoki, Tokushi Hanano, Koji Teshima, Yukio Hoshino, Tetsuro Fujita
  • Patent number: 6159988
    Abstract: Compounds of formula I, ##STR1## and the physiologically tolerable salts thereof, wherein the substituents R.sub.1 -R.sub.4 have the meanings given in the specifications and show an activity against inflammatory conditions.
    Type: Grant
    Filed: June 29, 1998
    Date of Patent: December 12, 2000
    Assignee: Hoeschst Aktiengesellschaft
    Inventors: Ramachandra Ganapati Naik, Vilas Narayan Mumbaikar, Ravishankar Vasumathy, Aftab Dawoodbhai Lakdawala, Mandakini Bipin Alreja, Bansi Lal, Jurgen Blumbach, Klaus Ulrich Weithmann, Robert Ryder Bartlett, Kalpana Sanjay Joshi, Swati Bal-Tembe, Sadagopan Raghavan
  • Patent number: 6124270
    Abstract: A cationic amphipathic compound of formula (I), ##STR1## wherein A is a single bond, an NH--R' grouping or (a), wherein --R'-- is a straight or branched, optionally substituted, saturated or unsaturated C.sub.1-22 aliphatic chain optionally interrupted by one or more O, S or N heteroatoms and one or more saturated, unsaturated or aromatic carbocyclic or heterocyclic radicals; each of R.sub.1, R.sub.2 and R.sub.3, which are the same or different, is a higher acyl or alkyl grouping; each of R.sub.7, R.sub.8 and R.sub.9, which are the same or different, is a (CH.sub.2).sub.n alkylene radical where 1.ltoreq.N.ltoreq.6; each of R.sub.4, R.sub.5 and R.sub.6, which are the same or different, is a hydrogen atom or an optionally substituted C.sub.1-22 alkyl, alkenyl, alkynyl or acyl radical optionally interrupted by one or more heteroatoms selected from), S and N, or one or more saturated, unsaturated or aromatic carbocyclic or heterocyclic radicals, or else at least two of the groupings R.sub.4, R.sub.5 and R.sub.
    Type: Grant
    Filed: March 3, 1997
    Date of Patent: September 26, 2000
    Assignee: Pasteur Merieux Serums et Vaccins
    Inventor: Jean Haensler
  • Patent number: 6124360
    Abstract: Stable and non hygroscopic salts of L-carnitine or lower alkanoyl-L-carnitine with 2-aminoethanesulfonic acid are disclosed suitable for preparing solid compositions useful as dietary/nutritional supplements for human use and as fodder supplement for veterinary purposes.
    Type: Grant
    Filed: September 24, 1999
    Date of Patent: September 26, 2000
    Assignee: Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.
    Inventors: Nazareno Scafetta, Maria Ornella Tinti
  • Patent number: 5985239
    Abstract: The present invention relates to N-chloro-N-methyl glucamine and N-chloro-N-methyl glucamine esters, and their use as agents for water disinfection and as mild oxidizing agents for the radiolabeling of oxidation-sensitive biomolecules.
    Type: Grant
    Filed: January 14, 1998
    Date of Patent: November 16, 1999
    Assignee: University of Kentucky Research Foundation
    Inventors: Anwar A. Hussain, Bassam Tashtoush, Lewis W. Dittert
  • Patent number: 5910578
    Abstract: Azo dyes of the formula ##STR1## where X is oxygen or a radical of the formula NR.sup.6, where R.sup.6 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.13 -alkyl,R.sup.1 is substituted or unsubstituted C.sub.1 -C.sub.13 -alkyl or substituted or unsubstituted phenyl,Y is hydrogen, halogen or cyano,Z is nitro or additionally cyano when Y is halogen or cyano,R.sup.2 is C.sub.1 -C.sub.4 -alkyl, methoxymethyl or substituted or unsubstituted phenyl,R.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkyl, andR.sup.4 and R.sup.5 are each substituted or unsubstituted C.sub.2 -C.sub.13 -alkyl or C.sub.2 -C.sub.6 -alkenyl,are useful for dyeing or printing synthetic materials and are synthesizable using novel dinitroaminoaromatics as diazo components.
    Type: Grant
    Filed: July 15, 1998
    Date of Patent: June 8, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Saling, Erhard Klahr, Helmut Reichelt, Sabine Gruettner-Merten
  • Patent number: 5907054
    Abstract: The present invention provides a process for the production of an ester of polyoxyalkylene glycol on an industrially favorable basis which comprises the ring opening polymerization of a cyclic ether in the presence of a carboxylic anhydride and a solid acid polymerization catalyst to obtain a polymer esterified at some or all of the ends thereof, wherein the water content in the reaction system is maintained at not more than 30 ppm by weight during the polymerization reaction.
    Type: Grant
    Filed: June 2, 1997
    Date of Patent: May 25, 1999
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Tohru Setoyama, Yoshio Kabata, Mitsuharu Kobayashi
  • Patent number: 5886138
    Abstract: A process for the continuous and discontinuous production of tetrahydrofuran polymers by homopolymerizing tetrahydrofuran or copolymerizing tetrahydrofuran with 1,2-alkylene oxides in the presence of compounds with reactive hydrogen or carboxylic acid anhydrides on an acid-treated, calcined and granulated aluminium silicate catalyst which may consist of amorphous aluminium silicate, a zeolite or kaolin. By keeping the concentration of carboxylic acid anhydride or alkylene oxide constant below 1 wt. % in the polymerization recipe throughout the polymerization it is possible to largely prevent the formation of cyclic ethers and to obtain a polymer with a very narrow molecular weight distribution. In granular form, the catalysts exhibit a hitherto unknown activity and form polymers with a very narrow molecular weight distribution and low color and acid numbers.
    Type: Grant
    Filed: July 30, 1997
    Date of Patent: March 23, 1999
    Inventor: Herbert Muller
  • Patent number: 5854224
    Abstract: The present invention provides a method for introducing nucleic acids into cells. The method involves exposing the cells to a compound having the formula ##STR1## in which: w is a nucleic acidx is a non-amino acid or non-peptide nucleic acid binding groupy is a spacer having a chain length equivalent to 1-30 carbon-carbon single covalent bonds or is absentR.sub.4 is H or halogen or CH.sub.2 O--R.sub.3 ; and R.sub.1, R.sub.2 and R.sub.3 are the same or different and are either hydrogen, methyl, ethyl, alkyl, alkenyl, hydroxylated alkyl, hydroxylated alkenyl groups or ether containing alkyl, alkenyl, hydroxylated alkyl or hydroxylated alkenyl groups optionally being an acyl group having a carbon chain length equivalent to 3-24 carbon atoms saturated or unsaturated, with the proviso that at least one of R.sub.1, R.sub.2 or R.sub.3 includes a group having a carbon chain of 3-24 carbon atoms saturated or unsaturated, or to a compound having the formula:w . . . y--y--NH--CH.sub.2 --CH.sub.2 O--R.sub.
    Type: Grant
    Filed: September 25, 1996
    Date of Patent: December 29, 1998
    Assignee: Commonwealth Scientific and Industrial Research Organisation
    Inventors: Trevor John Lockett, Robert George Whittaker, Fiona Helen Cameron, Minoo Jalili Moghaddam, Simon MacEwan Carroll
  • Patent number: 5773654
    Abstract: Compounds of the formula ##STR1## where the dotted line represents a bond or the absence of a bond, the wavy lines represent bonds which are either in cis or trans configuration; R.sub.1 represents H, or CO-R.sub.2 where R.sub.2 is lower alkyl of 1 to 6 carbons, carbocyclic aryl or heterocyclic aryl; or carbocyclic aryl or heteroaryl substituted lower alkyl group; X represents CO-NR.sub.3 R.sub.4, CH.sub.2 OH, CH.sub.2 OR.sub.5, CH.sub.2 O-COR.sub.6, and CH.sub.2 -NR.sub.3 R.sub.4, where R.sub.3 and R.sub.4 independently are H or lower alkyl, R.sub.5 is lower alkyl of 1 to 6 carbons, and R.sub.6 is lower alkyl of 1 to 6 carbons, carbocyclic aryl or heterocyclic aryl; or carbocyclic aryl or heteroaryl substituted lower alkyl group, and n is an integer between 0 and 8 are capable of lowering intraocular pressure in the eye of a mammal.
    Type: Grant
    Filed: July 24, 1997
    Date of Patent: June 30, 1998
    Assignee: Allergan
    Inventors: Michael E. Garst, Robert M. Burk
  • Patent number: 5763646
    Abstract: A process for preparing simvastatin from lovastatin or mevinolinic acid in salt form comprises treating either starting material with cyclopropyl or butyl amine, the pyranone ring thereby being opened when lovastatin is the starting material, adding a methyl group to the 2-methylbutyrate side chain, and thereafter closing the open pyranone ring to produce simvastatin. The process is performed without protecting and deprotecting the two hydroxy groups of the open pyranone ring. In a preferred embodiment, the starting material is treated with cyclopropyl amine which produces simvastatin via the novel intermediate lovastatin cyclopropyl amide.
    Type: Grant
    Filed: March 13, 1997
    Date of Patent: June 9, 1998
    Assignee: Ranbaxy Laboratories, Ltd.
    Inventors: Yatendra Kumar, Rajesh Kumar Thaper, Satyananda Misra, S. M. Dileep Kumar, Jag Mohan Khanna
  • Patent number: 5763653
    Abstract: A process for preparing simvastatin from lovastatin or mevinolinic acid in salt form comprises treating either starting material with cyclopropyl or butyl amine, the pyranone ring thereby being opened when lovastatin is the starting material, adding a methyl group to the 2-methylbutyrate side chain, and thereafter closing the open pyranone ring to produce simvastatin. The process is performed without protecting and deprotecting the two hydroxy groups of the open pyranone ring. In a preferred embodiment, the starting material is treated with cyclopropyl amine which produces simvastatin via the novel intermediate lovastatin cyclopropyl amide.
    Type: Grant
    Filed: March 13, 1997
    Date of Patent: June 9, 1998
    Assignee: Ranbaxy Laboratories, Ltd.
    Inventors: Jag Mohan Khanna, Yatendra Kumar, Rajesh Kumar Thaper, Satyananda Misra, S. M. Dileep Kumar
  • Patent number: 5753701
    Abstract: The present invention relates to N-chloro-N-methyl glucamine and N-chloro-N-methyl glucamine esters, and their use as agents for water disinfection and as mild oxidizing agents for the radiolabeling of oxidation-sensitive biomolecules.
    Type: Grant
    Filed: October 25, 1996
    Date of Patent: May 19, 1998
    Assignee: University of Kentucky
    Inventors: Anwar A. Hussain, Bassam Tashtoush, Lewis W. Dittert
  • Patent number: 5686642
    Abstract: Reactive dyestuffs which, in the form of the free acid, correspond to the following formula ##STR1## wherein D is the radical of an organic dyestuff of the mono-azo, polyazo or metal complex azo series and the other substituents have the meaning given in the description, show improved application properties.
    Type: Grant
    Filed: July 16, 1996
    Date of Patent: November 11, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Bootz, Manfred Hoppe, Eckhard Bock, Wolfram Reddig, Thomas Eizenhofer, Wolfgang Harms, Karl-Josef Herd
  • Patent number: 5672735
    Abstract: The present invention refers to a Process for the preparation of S-(-)-5-??2-(acetyloxy)-1-oxopropyl!amino!-2,4,6-triiodo-1,3-benzenedicarb oxylic acid dichloride of formula (I) comprising the reaction between S-(-)-?2-(acetyloxy)!propionic acid chloride and 5-amino-2,4,6-triiodo-, 1,3-benzenedicarboxylic acid dichloride, in an aprotic dipolar solvent and in presence of a halogenhydric acid.
    Type: Grant
    Filed: May 21, 1996
    Date of Patent: September 30, 1997
    Assignee: Fructamine S.p.A.
    Inventors: Marina Mauro, Carlo Felice Viscardi, Massimo Gatti, Nicola Desantis
  • Patent number: 5616746
    Abstract: The invention is characterized by the use in cosmetic compositions of one or more lipophilic derivatives of amino deoxyalditols corresponding to the general formula: ##STR1## in which: R.sup.1 is a saturated linear C.sub.14 -C.sub.40 aliphatic radical;R.sup.2 is a hydrogen atom or a linear C.sub.1 -C.sub.6 alkyl radical;X is an oxygen atom or a methylene radical; andn is an integer from 1 to 5;with the proviso that when X is a methylene radical R.sup.1 contains from 19 to 39 carbon atoms.Application to the preparation of cosmetic compositions for the treatment of keratinous substances and for buccodental hygiene.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: April 1, 1997
    Assignee: L'Oreal
    Inventors: Claude Mahieu, Didier Semeria, Dani ele Cauwet, Guy Vanlerberghe
  • Patent number: 5604256
    Abstract: Compounds of formula (I): ##STR1## (in which: R is hydrogen, methyl or hydroxy; X is alkyl, alkenyl, cycloalkyl, aryl, aralkyl, or a heterocyclic group; A is a single bond, or an alkylene, alkenylene, alkynylene or alkadienylene group; Y is hydrogen, aryl, cycloalkyl or a heterocyclic group) have the ability to inhibit the biosynthesis of cholesterol, and can thus be used for the treatment and prophylaxis of diseases relating to high blood cholesterol levels.
    Type: Grant
    Filed: December 14, 1994
    Date of Patent: February 18, 1997
    Assignee: Sankyo Company, Limited
    Inventors: Hiroshi Kogen, Masaaki Kurabayashi, Teiichiro Koga, Toru Komai, Haruo Iwabuchi
  • Patent number: 5362905
    Abstract: An improvement to a process for the preparation of L-5-(2-acetoxy-propionylamino)-2,4,6-triiodo-isophthalic acid dichloride by reacting 5-amino-2,4,6-triiodo-isophthalic acid dichloride with L-2-acetoxy-propionyl-chloride, is described.
    Type: Grant
    Filed: October 22, 1993
    Date of Patent: November 8, 1994
    Assignee: Zambon Group S.p.A.
    Inventors: Marco Villa, Maurizio Paiocchi, Aldo Di Caterino
  • Patent number: 5326786
    Abstract: Compounds represented by the formula ##STR1## wherein R.sub.1 and R.sub.2 each represent a hydrogen atom or a protective group for a hydroxyl group, or R.sub.1 and R.sub.2 combine to represent a protective group for hydroxyl groups, andR.sub.3 represents CH.sub.3 O-- or CH.sub.3 NH--.These compounds exhibit a strong effect to inhibit proliferation of cancer cells and are expected to be used as a carcinostatic agent.
    Type: Grant
    Filed: April 23, 1993
    Date of Patent: July 5, 1994
    Assignee: Ohgen Research Laboratories Ltd.
    Inventor: Kiyoshi Akiyama
  • Patent number: 5264618
    Abstract: Disclosed are cationic lipids capable of facilitating transport of biologically active agents into cells, including the transfection of cells by therapeutic polynucleotides, the delivery of antiviral drugs, and the introduction of immunogenic peptides. The cationic lipids, comprising an ammonium group, have the general structure ##STR1## Also disclosed are adducts of these compounds comprising additional cationic sites that enhance the transfective or transport activity. Structure-activity correlations provide for the selection of preferred compounds to be synthesized for this purpose. Compositions disclosed for use of these cationic lipid include formulations for in vitro transfection and pharmaceutical formulations for parenteral and topical administration of therapeutic agents.
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: November 23, 1993
    Assignee: Vical, Inc.
    Inventors: Philip L. Felgner, Raj Kumar, Channa Basava, Richard C. Border, Jiin-Yu Hwang-Felgner
  • Patent number: 5241107
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters, thereof; acid addition salts thereof; wherein Ar is a C.sub.15-18 fused tetracarbocyclic ring system containing 3 or 4 aromatic rings or a C.sub.17-22 fused pentacarbocyclic ring system containing 4, or 5 aromatic rings, or a substituted derivative thereof; the ring system Ar should be planar or deviate only slightly from planarity. Thus, the ring system contains a maximum of two non-aromatic carbon atoms which may be in the same ring, in which case they are adjacent, or in different rings;Ar is not perylene, fluoranthene, chrysene, pyrene, or triphenylene;R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.
    Type: Grant
    Filed: November 14, 1985
    Date of Patent: August 31, 1993
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 5240630
    Abstract: A refrigeration lubricant suitable for use with R-134a-type refrigerants comprises at least one dialkanolamine diester-amide oil corresponding to one of the formulas: ##STR1## in which formulas R is a hydrocarbylene group containing 1-10 carbons; n represents zero or one; each R' is independently selected from alkylene groups containing 1-10 carbons; R" is hydrogen or a hydrocarbyl group containing 1-10 carbons; and each G, when not linked with another G, is independently selected from hydrocarbyl groups containing 1-10 carbons or, when linked with another G, is a hydrocarbylene group which, together with the colinked G, forms a hydrocarbylene group containing 1-10 carbons.
    Type: Grant
    Filed: October 9, 1992
    Date of Patent: August 31, 1993
    Assignee: Ethyl Corporation
    Inventors: Mahmood Sabahi, Donald R. Bell
  • Patent number: 5198559
    Abstract: The present invention relates to N acyl and O acyl derivatives of N,N-bis(2,2-dimethyl-3-hydroxypropyl)amine which are produced as follows: ammonium halide, sulphate or aldehyde, and isobutyl aldehyde are subjected to condensation reaction and the obtained product is reduced to the corresponding amino alcohol. The hydrogen atoms linked to the nitrogen atom and the oxygen atom are thereafter substituted by acyl groups. The N-acylation and esterification of hydroxyl groups can be performed simultaneously using a carboxyl acid, carboxyl acid halide, or carboxyl acid anhydride. The N,N-bis(2,2-dimethyl-3-hydroxypropyl)amine derivatives can be used as polymer stabilizers, PCV plasticizers, emulsifiers, corrosion resistance agents, and metal complexing agents.
    Type: Grant
    Filed: July 19, 1990
    Date of Patent: March 30, 1993
    Assignee: Neste Oy
    Inventors: Leila Lahtinen, Salme Koskimies, Simo Tuominen, Eija Valtonen
  • Patent number: 5191117
    Abstract: The sulfonamide derivative according to the present invention is expressed by a general formula: ##STR1## (where R represents an alkyl group. --X represents --L.sub.12 --COOM or ##STR2## and Y-- represents R--SO.sub.2 NH--L.sub.11 -- or MOOC--L.sub.12 --. Each of L.sub.11 and L.sub.12 represents an alkylene group. Z is identical to Y, and M represents a hydrogen atom or a cation. However, X and Y cannot be --L.sub.12 --COOM at the same time. W represents an alkylene group or a cycloalkylene group having 2 or more carbon atoms.)This compound is useful as a metallic ion shielding agent and is suitable, for example, for the applications such as photographic processing solution, chelate titration or analytical reagent for medical treatment or for medical drugs as a metallic ion shielding agent.
    Type: Grant
    Filed: December 24, 1991
    Date of Patent: March 2, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hisashi Okada, Morio Yagihara
  • Patent number: 5166218
    Abstract: Tertiary and secondary amines of the formulas ##STR1## and ##STR2## wherein n is the integer 1 or 2,R is hydrogen, lower-alkanoyl or phenyl-lower-alkanoyl,X.sup.1 is phenoxymethyl optionally mono-fluorinated or mono-chlorinated in the ortho-position,X.sup.2 is lower-alkyl, phenoxymethyl optionally mono-fluorinated or mono-chlorinated in the ortho-position or phenyl optionally monosubstituted by fluorine, chlorine, trifluoromethyl or lower-alkoxy,Y is hydrogen or methyl, andZ is a phenyl or thienyl residue substituted as hereinafter described,and the physiologically and pharmaceutically compatible salts are described. The compounds of formulas I and V-1 have catabolic activity and can be used for the treatment of obesity and diabetes mellitus or for the treatment of conditions which are associated with an increased protein breakdown, or as feed additives for fattening animals. The compounds of formulas I and V-1 can be prepared starting from corresponding primary amines.
    Type: Grant
    Filed: August 12, 1991
    Date of Patent: November 24, 1992
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Leo Alig, Marcel Muller
  • Patent number: 5166397
    Abstract: This invention relates to a process for producing an optically active cyclobutylamine which comprises reacting a racemic modification of cyclobuthylamine represented by the following general formula [I]: ##STR1## wherein R.sup.1 and R.sup.2 represent each a hydrogen atom or a protecting group; with an optically active N-acylphenylglycine to thereby give two corresponding diastereomeric salts, crystallizing the more difficultly soluble diastereomeric salt and isolating the corresponding optically active cyclobutylamine from the diastereomeric salt thus crystallized. The optically active substances of the compound of the above general formula [I] are useful as, for example, an intermediate in the synthesis of 9-[(1R, 2R, 3S)-2,3-bis(hydroxymethyl)-1-cyclobutyl]guanine which is expected as an antiviral agent.
    Type: Grant
    Filed: September 10, 1991
    Date of Patent: November 24, 1992
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Kazuhisa Narita, Masashi Nagai, Hideo Sugimura, Yukihiro Sagawa, Akira Shiozawa
  • Patent number: 5151414
    Abstract: Compounds of formula ##STR1## (wherein R, R.sub.1, R.sub.2, R.sub.3, n, m and p have the meanings reported in the specification), their preparation and the compositions for pharmaceutical use containing them as active ingredient are described.The compounds of formula I have dopaminergic vasodilator activity and they may be used in pharmaceutical field.
    Type: Grant
    Filed: July 31, 1991
    Date of Patent: September 29, 1992
    Assignee: SIMES Societa Italiana Medicinali e Sintetici S.p.A.
    Inventors: Cesare Casagrande, Gabriele Norcini, Francesco Santangelo, Claudio Semeraro
  • Patent number: 5130472
    Abstract: The present invention relates to a new process for the preparation of Erbstatin and Erbstatin analogs, which can be represented by the following formula (I) ##STR1## wherein R is hydrogen, a lower alkyl or a lower alkanoyl group;n is an integer of 1 to 3;A is --CH.dbd.CH-- or --CH.sub.2 --CH.sub.2 --;R.sub.1 is hydrogen or a lower alkyl group, andR.sub.2 is a hydrogen or halogen atom.
    Type: Grant
    Filed: November 2, 1990
    Date of Patent: July 14, 1992
    Assignee: Farmitalia Carlo Erba S.r.l.
    Inventors: Franco Buzzetti, Angelo Crugnola, Paolo Lombardi
  • Patent number: 5118683
    Abstract: Compounds of the formula I ##STR1## wherein R.sup.5 represents C.sub.1 to C.sub.6 -alkyl or the group --(CH.sub.2).sub.n --Z--(CH.sub.2).sub.m --Ar;Z represents O, S or --CH.sub.2 --;n represents an integer of 1 to 8;m represents zero or an integer of 1 to 8;one of R.sup.1 and R.sup.2 represents the group ##STR2## and the other represents hydrogen or R.sup.7 CO--; R.sup.7 is C.sub.1 to C.sub.10 alkyl, C.sub.3 to C.sub.8 cycloalkyl, aryl, heteroaryl, --N(R.sup.9 R.sup.10), or R.sup.11 O--; R.sup.3, R.sup.4, R.sup.9, and R.sup.10 are each independently selected from hydrogen, C.sub.1 to C.sub.6 alkyl and Ar.sup.1 ; R.sup.6 and R.sup.11 are each independently C.sub.1 -C.sub.8 alkyl; Ar and Ar.sup.1 are each independently selected from the group consisting of phenyl or phenyl substituted by one or two substituents selected from the group consisting of R.sup.12, R.sup.13 O--; R.sup.14 S(O).sub.x --, R.sup.15 CO--, (R.sup.16 R.sup.17)NCO--, F, Cl, Br, I, NO.sub.2, CF.sub.3, CN, or phenyl; R.sup.12, R.sup.13, R.sup.
    Type: Grant
    Filed: June 13, 1990
    Date of Patent: June 2, 1992
    Assignee: Schering Corporation
    Inventors: David J. Blythin, Ho-Jane Shue
  • Patent number: 5116867
    Abstract: Chemicals are disclosed which are useful for inhibiting the actions of adenosine in mammals, comprising: L-propranolol, or D-propranolol, or alprenolol and derivatives thereof for parenteral or topical administration are disclosed for purposes of achieving desired circulating concentrations in the range of 10 nanogram to 10 milligrams per kilogram.D-Propranolol is of special interest because it is relatively inactive as a .beta.-adrenergic blocking agent. Specific uses of D-propranolol include the treatment of asthma, chronic obstructive pulmonary disease, A-V node conduction disturbances; apnea of preterm infants, pulmonary hypertension, headaches, migraine, and in attention-deficit disorder. D-Propranolol might also be used as a substitute for xanthines in beverages to produce a feeling of well being, awakeness, awareness and increased performance.
    Type: Grant
    Filed: June 30, 1989
    Date of Patent: May 26, 1992
    Assignee: The United States of America as represented by the Secretary of the Department of Health and Human Services
    Inventors: David C. Klein, Olga Nikodijevic
  • Patent number: 5099042
    Abstract: Polymers are produced from 4 and 5 member cyclic ethers, which polymers have hydroxyl functionalities of 4.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: March 24, 1992
    Assignee: Thiokol Corporation
    Inventors: Robert B. Wardle, Jerald C. Hinshaw
  • Patent number: 5072025
    Abstract: 3-substituted-4-hydroxy- and 4-acetoxystyrene compounds, especially 3,5-di(methyl, bromo or chloro)-4-acetoxystyrene as well as a process for its preparation. 2,6-dimethylphenol is acylated with acetic anhydride and HF catalyzed to produce 3,5-dimethyl-4-hydroxy-acetophenone. After subsequent esterification with acetic anhydride and catalyzed hydrogenation to form 1-(3',5'-dimethyl-4'-acetoxyphenyl)ethanol, this intermediate is then dehydrated with an acid and a polymerization inhibitor to produce 3,5-dimethyl-4-acetoxystyrene.
    Type: Grant
    Filed: July 26, 1990
    Date of Patent: December 10, 1991
    Assignee: Hoechst Celanese Corporation
    Inventors: Richard Vicari, Mohammad Aslam, Wilson B. Ray, Kenneth G. Davenport, Ralph Dammel, Juergen Lingnau, Karl-Friedrich Doessel
  • Patent number: 5070106
    Abstract: Compounds of formula ##STR1## (wherein R, R.sub.1, R.sub.2, R.sub.3, n, m, and p have the meanings reported in the specification), their preparation and the compositions for pharmaceutical use containing them as active ingredient are described.The compounds of formula I have dopaminergic vasodilator activity and they may be used in pharmaceutical field.
    Type: Grant
    Filed: February 22, 1991
    Date of Patent: December 3, 1991
    Assignee: Simes Societa Italiana Medicinali e Sintetici S.p.A.
    Inventors: Cesare Casagrande, Gabriele Norcini, Francesco Santangelo, Claudio Semeraro
  • Patent number: 5064863
    Abstract: Tertiary and secondary amines of the formulas ##STR1## wherein n is the integer 1 or 2, p0 R is hydrogen, lower-alkanoyl or phenyl-lower-alkanoyl,X.sup.1 is phenoxymethyl optionally mono-fluorinated or mono-chlorinated in the ortho-position,X.sup.2 is lower-alkyl, phenoxymethyl optionally mono-fluorinated or mono-chlorinated in the ortho-position or phenyl optionally monosubstituted by fluorine, chlorine, trifluoromethyl or lower-alkoxy,Y is hydrogen or methyl, andZ is a phenyl or thienyl residue substituted as hereinafter described,and the physiologically and pharmaceutically compatible salts are described. The compounds of formulas I and V-1 have catabolic activity and can be used for the treatment of obesity and diabetes mellitus or for the treatment of conditions which are associated with an increased protein breakdown, or as feed additives for fattening animals. The compounds of formulas I and V-1 can be prepared starting from corresponding primary amines.
    Type: Grant
    Filed: December 10, 1987
    Date of Patent: November 12, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Leo Alig, Marcel Muller
  • Patent number: 5001258
    Abstract: Fumifungin, a compound of the formula ##STR1## can be isolated from the culture broth of fungus culture No. Y-83,0405 (DSM 4152), and has bactericidal and fungicidal properties.
    Type: Grant
    Filed: June 23, 1988
    Date of Patent: March 19, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Triptikumar Mukhopadhyay, Kirity Roy, Hans-Wolfram Fehlhaber, Richard H. Rupp, Bimal N. Ganguli
  • Patent number: 4981516
    Abstract: A washable ink composition is provided which is an aqueous mixture containing water soluble, ester-terminated, poly(alkyleneoxy)-substituted methine colorant of the formula: ##STR1## wherein: AR is an unsubstituted or substituted aromatic or hetero-aromatic group; X is nitrogen or oxygen; R is unsubstituted or substituted straight or branched alkylene of 2-4 carbons or mixtures thereof; R.sub.1 is H or an unsubstituted or substituted alkyl, cycloalkyl or phenyl moiety containing one to about 10 carbons, or a group of the formula: ##STR2## wherein: R.sub.3 is H or alkyl of one to about ten carbons, and d is zero when X is oxygen and one when X is nitrogen; R.sub.
    Type: Grant
    Filed: September 21, 1989
    Date of Patent: January 1, 1991
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, John W. Rekers, Judy A. Wagner
  • Patent number: 4940696
    Abstract: A benzonaphthalene compound has the formula ##STR1## wherein R.sub.1 represents ##STR2## or (ii) --CH.sub.2 OH; R.sub.6 represents ##STR3## or OR.sub.7 wherein R.sub.7 represents hydrogen, alkyl having 1-20 carbon atoms, monohydroxyalkyl or polyhydroxyalkyl, r' or r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl or a residue of an amino acid or a sugar, or together form a heterocycle; R.sub.2 represents hydrogen, alkyl having 1-15 carbon atoms, alkoxy having 1-4 carbon atoms or a cycloaliphatic radical; R.sub.3 represents hydrogen, hydroxy, alkyl having 1-4 carbon atoms, alkoxy having 1-10 carbon atoms, a cycloaliphatic radical, a thiocycloaliphatic radical or --O--Si(CH.sub.3).sub.2 --R.sub.8 wherein R.sub.8 represents lower alkyl; and R.sub.4 and R.sub.5 represent hydrogen, lower alkyl, hydroxy or lower acyloxy.This compound is useful in the topical and systemic treatment of dermatologic diseases and in the treatment of the degeneration of conjunctive tissues.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: July 10, 1990
    Assignee: Centre International de Recherches Dermatologioues (CIRD)
    Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon
  • Patent number: 4922004
    Abstract: The invention relates to copolymerizable photoinitiators of the general formula I ##STR1## in which R.sup.1 and R.sup.2 are each H, C.sub.1 -C.sub.6 -alkyl or phenyl,R.sup.3 is H, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkanoyl or the group Z,R.sup.4 is H, halogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.12 -alkylthioor the group --X[(CH.sub.2 --CH.sub.2 --O).sub.n --Z].sub.m andX os O, S or Nn is an integer from 0 to 4,m is the integer 1 for X=O and S or the integer 1 or 2 for X=N,Z is the group --CO--CR.dbd.CR'R"with R, R', R" each being H or CH.sub.3, always at least one of the R.sup.3 or R.sup.4 groups containing the group Z.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: May 1, 1990
    Assignee: Merck Patent Gesellschaft mit bescrankter Haftung
    Inventors: Manfred Kohler, Jorg Ohngemach, Eike Poetsch
  • Patent number: 4885385
    Abstract: Water-soluble triphendioxazine compounds having fiber-reactive dye properties conforming to the general formula ##STR1## where: B is --O-- or --S-- or --NH-- or (C.sub.1 -C.sub.6)-alkylamino;R* is hydrogen or optionally substituted alkyl or aryl;W and W.sup.1 are each a bivalent, aliphatic or optionally alkyl-substituted cycloaliphatic or aliphatic-cycloaliphatic radical, which aliphatic radicals can be interrupted by --O--, --S--, sulfonyl, carbonyl, 1,4-piperidino, amino, alkylamino and/or alkanoylamino groups, orthe grouping --B--W.sup.1 --N(R*) and/or --N(R*)--W--B-- each represent the bivalent radical of a five- or six-membered saturated heterocycle which contains two nitrogen atoms, orthe grouping --B--W.sup.1 -- and/or --W--B-- each represent the bivalent radical of a five- or six=-membered saturated heterocycle which contains two nitrogen atoms and which is bonded by one of the two nitrogen atoms via an alkylene group of 2 to 4 carbon atoms to the grouping --N(R*)--CO--G.sup.
    Type: Grant
    Filed: July 28, 1988
    Date of Patent: December 5, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Walter Helmling, Gunther Schwaiger
  • Patent number: 4883906
    Abstract: A process for producing and refining trisubstituted glycol monoesters, e.g., 2,2,4-trimethyl-1,3-pentanediol monoester. The improvement resides in immediately distilling the crude condensation product mixture as it leaves the reactor before it has cooled or had any contact with added water.
    Type: Grant
    Filed: November 25, 1987
    Date of Patent: November 28, 1989
    Assignee: Union Carbide Corporation
    Inventors: John N. Argyropoulos, Edmond J. Derderian, Brian T. Keen, Timothy G. Bumgardner
  • Patent number: 4874554
    Abstract: Quaternary ammonium compounds corresponding to the formula ##STR1## are produced by esterification of ether amines corresponding to the formula ##STR2## with a fatty acid of the formula R.sup.2 --COOH and quaternization of the product obtained with an alkyl halide or a dialkyl sulfate. They are suitable for use as conditioning and revitalizing agents in hair-cosmetic preparations.
    Type: Grant
    Filed: July 10, 1987
    Date of Patent: October 17, 1989
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Fritz Lange, Peter Busch, Klaus Thiele
  • Patent number: 4874846
    Abstract: Process for the preparation of aryloxy-benzoic acids containing a sulphonamide group by the direct reaction of a phenoxy-benzoic acid with a sulphonamide, in the presence of a halogenating agent such as P(O)Cl.sub.3.
    Type: Grant
    Filed: May 26, 1987
    Date of Patent: October 17, 1989
    Assignee: Rhone-Poulenc Agrochimie S.A.
    Inventor: Alain Chene
  • Patent number: 4861916
    Abstract: Compounds of the general formula I ##STR1## wherein Z is CR.sup.1 R.sup.2 (OR.sup.3) or phenyl,R.sup.1 being H, C.sub.1-6 -alkyl or phenyl,R.sup.2 being H, C.sub.1-6 -alkyl or C.sub.1-6 -alkoxy andR.sup.3 being H, C.sub.1-6 -alkyl or C.sub.1-6 -alkanoyl andZ' is Y--[(CH.sub.2).sub.m --X].sub.n --,X being CH.sub.2 or 0,Y being OH; COOH or SO.sub.3 H including the alkali metal, alkaline earth metal or ammonium salts thereof and also the salts thereof with organic nitrogen bases; or NRR' in which R and R' are in each case H, C.sub.1-20 -alkyl or C.sub.1-4 -hydroxyalkyl, if appropriate quaternized or in the form of the acid addition salts, andn and m each being the numbers 1-4,are excellently suitable as photoinitiators for the photopolymerization of ethylenically unsaturated compounds, in particular in aqueous systems.
    Type: Grant
    Filed: December 3, 1986
    Date of Patent: August 29, 1989
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Manfred Kohler, Jorg Ohngemach, Gregor Wehner, Jurgen Gehlhaus
  • Patent number: 4855489
    Abstract: The present invention covers a novel series of 2-acyloxypropylamine derivatives, processes for preparing them, compositions containing them, and methods for using them. The compounds are active in the inhibition of protein kinase C and thrombocyto aggregation stimulated by diacylglycerols.
    Type: Grant
    Filed: July 15, 1987
    Date of Patent: August 8, 1989
    Assignee: Goedecke Aktiengesellschaft
    Inventors: Uwe Trostmann, Christoph Schachtele, Karl Mannhardt, Claus Rudolph, Dieter Marme
  • Patent number: 4829090
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a chrysene or substituted chrysene ring system; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1;R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: May 9, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4816604
    Abstract: The compounds of formula I, ##STR1## where the substituents have various significances, and physiologically acceptable hydrolyzable derivatives thereof having the hydroxy group in the 2 position of the 3-aminopropoxy side chain in esterifield form, are useful as cardioselective .beta.-adrenoceptor blocking agents.
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: March 28, 1989
    Assignee: William J. Louis
    Inventors: William J. Louis, Richard Berthold, Andre Stoll
  • Patent number: 4808632
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fluoranthene or substituted fluoranthene ring system; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: February 28, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4808625
    Abstract: The present invention relates to compounds of formula (I)ArCH.sub.2 R.sup.1 (I)or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a phenanthrene or substituted phenanthrene ring system; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen;R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-3 alkyl optionally substituted by hydroxy;R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five-or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl;R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl;R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: February 28, 1989
    Assignee: Burroughs Wellcome Co.
    Inventor: Kenneth W. Bair
  • Patent number: 4808572
    Abstract: Novel asymmetric thioethers of the formula ##STR1## in which the general symbols have the following meanings: a is an integer of from 1 to 7,R.sup.o represents hydrogen or C.sub.1-7 -alkanoyl,R.sup.1 represents C.sub.1-3 -alkyl which may be substituted at the terminal carbon atom by a free or acylated hydroxy group, by a halogen atom having an atomic number of at most 17, or by methoxy, or represents C.sub.1-3 -perfluoroalkyl,R.sup.2 represents an optionally unsaturated aliphatic radical having from 5 to 15 carbon atoms,A represents ethylene or alternatively, if R.sup.1 represents a halogenated radical and/or B represents phenylene or ethylene, a single bond or vinylene,B represents a single bond, ethynylene or phenylene,R.sup.3 represents hydroxy, C.sub.
    Type: Grant
    Filed: December 1, 1986
    Date of Patent: February 28, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Beck, Werner Breitenstein, Andreas von Sprecher, Robert W. Lang, Konrad Oertle
  • Patent number: RE34805
    Abstract: A benzonaphthalene compound has the formula ##STR1## wherein R.sub.1 represents ##STR2## or (ii) --CH.sub.2 OH; R.sub.6 represents ##STR3## or OR.sub.7 wherein R.sub.7 represents hydrogen, alkyl having 1-20 carbon atoms, monohydroxyalkyl or polyhydroxyalkyl, r' or r" represent hydrogen, lower alkyl, mono or polyhydroxyalkyl, aryl or a residue of an amino acid or a sugar, or together form a heterocycle; R.sub.2 represents hydrogen, alkyl having 1-15 carbon atoms, alkoxy having 1-4 carbon atoms or a cycloaliphatic radical; R.sub.3 represents hydrogen, hydroxy, alkyl having 1-4 carbon atoms, alkoxy having 1-10 carbon atoms, a cycloaliphatic radical, a thiocycloaliphatic radical or --O--Si(CH.sub.3).sub.2 --R.sub.8 wherein R.sub.8 represents lower alkyl; and R.sub.4 and R.sub.5 represent hydrogen, lower alkyl, hydroxy or lower acyloxy.This compound is useful in the topical and systemic treatment of dermatologic diseases and in the treatment of the degeneration of conjunctive tissues.
    Type: Grant
    Filed: July 10, 1992
    Date of Patent: December 6, 1994
    Assignee: Centre International de Recherches Dermatologiques (CIRD)
    Inventors: Braham Shroot, Jacques Eustache, Jean-Michel Bernardon