The Carbonyl Is Part Of A Carboxamide Group (i.e., Fatty Acid Amides) Patents (Class 554/35)
  • Patent number: 6297400
    Abstract: A new composition of matter for a diamidodiol and a method for preparing the diamidodiol. The exemplary diamidodiol has the formula C15H30N2O4 and is prepared by reacting a first quantity of 2-amino-2-methyl-1-propanol with a second quantity of a di-substituted malonyl dichloride (i.e., diethylmalonyl dichloride), preferably in ethyl acetate as solvent. A tetraamido macrocycle is prepared from the diamidodiol in two steps by oxidizing the diamidodiol to form a diacid followed by coupling using a known procedure of the diacid with an aryl diamine (e.g., 1,2-diaminobenzene)to yield the tetraamido macrocycle.
    Type: Grant
    Filed: July 2, 1999
    Date of Patent: October 2, 2001
    Assignee: The Clorox Company
    Inventors: James E. Deline, Michael M. Ott
  • Patent number: 6251946
    Abstract: A compound having formula (I): wherein R1 is a saturated or unsaturated chain of 1-5 carbons in length; and R2 is a saturated or unsaturated chain of 3-10 carbons in length; and A is selected from the group consisting of COOL and CONR′—R″, wherein L is a lipid moiety selected from the group consisting of glycerol, C3-20 fatty acid monoglycerides, C3-20 fatty acid diglycerides, hydroxy-C2-6-alkyl esters of C3-20 fatty acids, hydroxy-C2-6-alkyl esters of lysophosphatidic acids, lyso plasmalogens, lysophospholipids, lysophosphatidic acid amides, glycerophosphoric acids, sphingolipids, lysophosphatidylethanolamines, and N-mono and N,N-di-(C1-4)alkyl derivatives of the amines thereof; and R′ and R″ are each independently selected from the group consisting of hydrogen and a lower alkyl group comprising 1-5 carbon atoms; and pharmaceutically acceptable salts thereof. In addition, there is provided methods for using these compositions.
    Type: Grant
    Filed: April 11, 2000
    Date of Patent: June 26, 2001
    Assignee: D-Pharm Ltd.
    Inventors: Marina Vinikova, Alexander Kozak, Israel Shapiro
  • Patent number: 6235933
    Abstract: The invention relates to a process for preparing a &bgr;-hydroxyalkylamide, in which alkyl esters are reacted with &bgr;-aminoalcohols in the absence of solvents and in the presence of basic catalysts, where, to improve the selectivity, the ratio of equivalents of ester to equivalents of amine is 1:1.001 to 8.
    Type: Grant
    Filed: May 28, 1999
    Date of Patent: May 22, 2001
    Assignee: EMS-Chemie AG
    Inventors: Andreas Kaplan, Rene Gisler, Albert Reich
  • Patent number: 6224903
    Abstract: A fusogenic liposome composition for delivering a liposome-entrapped compound into the cytoplasm of a target cell is described. The liposomes have an outer surface coating of chemically releasable hydrophilic polymer chains which shield hydrophobic polymers on the liposome outer surface. Release of the hydrophilic polymer chains exposes the hydrophobic polymers for interaction with outer cell membranes of the target cells to promote fusion of the liposome with the target cells. Also disclosed is a polymer-lipid conjugate for use in promoting fusion between target membranes. The conjugate is composed of a first segment composed of a hydrophilic polymer and a second hydrophobic polymer segment. The second segment is joined to the first segment by a bond effective to release the first segment in response to an existing or an induced physiologic condition. Attached to the second segment is a vesicle-forming lipid member.
    Type: Grant
    Filed: December 10, 1998
    Date of Patent: May 1, 2001
    Assignee: Sequus Pharmaceuticals, Inc.
    Inventors: Francis J. Martin, Samuel Zalipsky
  • Patent number: 6197332
    Abstract: In accordance with the present invention, there are provided lipid-conjugated polyamide compounds and related compositions and methods thereof. Lipid-conjugated polyamide compounds of the present invention are particularly useful as vehicles for delivering biologically active agents to a target site. In particular, the invention compounds are effective at facilitating the delivery of polynucleotides to cells. The present invention also provides a method for producing stable formulations of polynucleotides complexed with a delivery vehicle.
    Type: Grant
    Filed: August 12, 1998
    Date of Patent: March 6, 2001
    Assignee: Chiron Corporation
    Inventors: Ronald N. Zuckermann, Chin-Yi Huang, John E. Murphy, Tetsuo Uno
  • Patent number: 6107498
    Abstract: Methods for producing carboxylic amides involves combining near-stoichiometric amounts of carboxylic acid and amine in a reaction vessel and reacting under pressures greater than atmospheric pressure. Alternatively, an excess of amine is reacted with carboxylic acid at atmospheric pressure to produce a carboxylic amide.
    Type: Grant
    Filed: April 22, 1997
    Date of Patent: August 22, 2000
    Assignee: AKZO Nobel N.V.
    Inventors: Bernard Maisonneuve, Dale Steichen, Ralph Franklin, Kornelis Overkempe
  • Patent number: 6054483
    Abstract: The invention relates to fatty acids conjugated to amino acids and their derivatives that elicit the production and/or release of plant volatiles compounds which attract and/or retain beneficial insects and deter herbivorous insect feeding. These conjugates also induce plants to increase production of pharmacologically important compounds such as taxol, increase fragrance of flowers, and increase production of plant essential oil. The invention also relates to methods for isolating the compounds from herbivorous insect oral secretions and to chemically synthesizing the compounds and their active derivatives.
    Type: Grant
    Filed: December 3, 1996
    Date of Patent: April 25, 2000
    Assignees: The United States of America as represented by the Secretary of Agriculture, Virginia Military Institute Research Laboratories, Inc.
    Inventors: James H. Tumlinson, III, Hans T. Alborn, John H. Loughrin, Theodoor C. J. Turlings, Tappey H. Jones
  • Patent number: 6040339
    Abstract: Compounds of formula (I): ##STR1## wherein: R.sup.1 is alkyl; R.sup.2a, R.sup.2b, R.sup.2c and R.sup.2d are the same or different and each is hydrogen, optionally substituted alkyl or various other organic groups; R.sup.3 is alkyl; R.sup.4 is a group of formula (II), (III), (IV), (V), (VI), (VII), (VIII) or (IX): ##STR2## wherein: A.sup.1 is a single bond, alkylene or alkenylene; A.sup.2 is or alkenylene; A.sup.3 is a single bond, alkyleneor alkenylene; R.sup.5a and R.sup.5b are the same or different and each is hydrogen, alkyl or various other groups; R.sup.6 is alkyl or phenyl; R.sup.7 is hydrogen or alkyl; R.sup.8 is alkyl or various other groups; and n is 0 and pharmaceutically acceptable salts thereof have valuable inhibitory activity against acyl-CoA: cholesterol acyl transferase.
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: March 21, 2000
    Assignee: Sankyo Company, Limited
    Inventors: Akira Yoshida, Kozo Oda, Takashi Kasai, Kousei Shimada, Hiroshi Kogen, Ichiro Hayakawa, Sadao Ishihara, Teiichiro Koga, Eiichi Kitazawa, Taro Tokui
  • Patent number: 5981580
    Abstract: Novel derivatives of fatty acid analogs that have from one to three heteroatoms in the fatty acid moiety which can be oxygen, sulfur or nitrogen, are disclosed in which the carboxy-terminus has been modified to form various amides, esters, ketones, alcohols, alcohol esters and nitrites thereof, and are useful as substrates for N-myristoyltransferase (NMT) and/or its acyl coenzyme, as anti-viral and anti-fungal agents or pro-drugs of such agents.
    Type: Grant
    Filed: October 20, 1998
    Date of Patent: November 9, 1999
    Assignee: G. D. Searle & Co.
    Inventors: Sean T. Nugent, Richard A. Mueller
  • Patent number: 5952377
    Abstract: Novel derivatives of fatty acid analogs that have from one to three heteroatoms in the fatty acid moiety which can be oxygen, sulfur or nitrogen, are disclosed in which the carboxy-terminus has been modified to form various amides, esters, ketones, alcohols, alcohol esters and nitriles thereof, and are useful as substrates for N-myristoyltransferase (NMT) and/or its acyl coenzyme, as anti-viral and anti-fungal agents or pro-drugs of such agents.
    Type: Grant
    Filed: October 20, 1998
    Date of Patent: September 14, 1999
    Assignee: G. D. Searle & Co.
    Inventors: Sean T. Nugent, Richard A. Mueller
  • Patent number: 5929110
    Abstract: Novel derivatives of fatty acid analogs that have from one to three heteroatoms in the fatty acid moiety which can be oxygen, sulfur or nitrogen, are disclosed in which the carboxy-terminus has been modified to form various amides, esters, ketones, alcohols, alcohol esters and nitriles thereof.These compounds are useful as substrates for N-myristoyltransferase (NMT) and/or its acyl coenzyme, and as anti-viral and anti-fungal agents or pro-drugs of such agents. Illustrative of the disclosed compounds are fatty acid amino acid analogs of the structure ##STR1## in which X is the ethyl or t-butyl ester of an amino acid such as Gly, L-Ala, L-Ile, L-Phe, L-Trp, L-Thr or an amide such as NHCH.sub.2 C.sub.6 H.sub.5 or NH(CH.sub.2).sub.2 C.sub.6 H.sub.5.
    Type: Grant
    Filed: October 20, 1998
    Date of Patent: July 27, 1999
    Assignee: G. D. Searle & Co.
    Inventors: Sean T. Nugent, Richard A. Mueller
  • Patent number: 5880147
    Abstract: Compounds of formula (I): ##STR1## wherein: R.sup.1 is alkyl; R.sup.2a, R.sup.2b, R.sup.2c and R.sup.2d are the same or different and each is hydrogen, optionally substituted alkyl, --(C.dbd.O)--B.sup.1 (wherein B.sup.1 is hydrogen or alkyl), nitro, --NR.sup.c R.sup.d (wherein R.sup.c is hydrogen or alkyl and Rd is alkyl), hydroxy, protected hydroxy group, alkoxy, cyano, alkylthio, alkylsulfinyl, alkylsulfonyl or halogen;R.sup.3 is alkyl; R.sup.4 is a group of the formula (II) ##STR2## wherein A.sup.1 is a single bond, alkylene or alkenylene; R.sup.5a and R.sup.5b are the same or different and each is hydrogen, alkyl or --A.sup.4 R.sup.5.sub.c wherein A is a single bond, alkylene or alkenylene and R.sup.5.sub.c is alkoxy; and n is 0, and pharmaceutically acceptable salts thereof. Such compounds have valuable inhibitory activity against acyl-CoA (cholesterol acyl transferase).
    Type: Grant
    Filed: September 18, 1996
    Date of Patent: March 9, 1999
    Assignee: Sankyo Company, Limited
    Inventors: Akira Yoshida, Kozo Oda, Takashi Kasai, Kousei Shimada, Hiroshi Kogen, Ichiro Hayakawa, Sadao Ishihara, Teiichiro Koga, Eiichi Kitazawa, Taro Tokui
  • Patent number: 5863750
    Abstract: The present invention describes methods for the detoxification of a mixture of nitrile compounds, or a mixture of nitrile and amide compounds by conversion of the nitrile compound(s) to the corresponding amide or acid compounds using a pure culture of an induced microorganism strain capable of converting a nitrile moiety to an amide or acid moiety. If an amide is formed or is present in the mixture, the amide can be further converted, using the present methods for detoxification, to the corresponding acid. The acid can then, if desired, be further degraded to CO.sub.2, H.sub.2 O and biomass. The induced pure cultures are able to detoxify a mixture of nitrites or a mixture of nitriles and amides which are typically present, in high concentration(s), in nitrile production waste streams.
    Type: Grant
    Filed: December 18, 1996
    Date of Patent: January 26, 1999
    Inventor: George E. Pierce
  • Patent number: 5834516
    Abstract: The present invention deals with the composition of matter and the utilization of certain novel meadowfoam based betaine compounds. These materials are useful in personal care applications.
    Type: Grant
    Filed: May 1, 1997
    Date of Patent: November 10, 1998
    Assignee: Fan Tech Ltd
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 5801178
    Abstract: An aniline derivative of the formula (1) ##STR1## wherein R.sup.1 is an eicosapentaenoyl or docosahexaenoyl; R.sup.2 and R.sup.3 are each independently an alkyl or alkoxy having 1 to 6 carbon atoms, or a halogen atom; R.sup.4 is a hydrogen atom, an alkyl or alkoxy having 1 to 6 carbon atoms, or a halogen atom; and A is a single bond, --C(.dbd.O)NH--(CH.sub.2).sub.n --NH-- wherein n is 2 or 3, or a bivalent group of the following formula ##STR2## wherein m and p are each independently 0 or 1. The aniline derivative of the present invention has high inhibitory activity against and high selectivity for ACAT derived from macrophage and is useful as an agent for the prophylaxis and treatment of arteriosclerosis.
    Type: Grant
    Filed: February 7, 1996
    Date of Patent: September 1, 1998
    Assignees: Nippon Shoji Kaish Ltd., Sagami Chemical Research
    Inventors: Kazunaga Yazawa, Kazuo Watanabe, Yasuharu Ijuin, Mayumi Shikano, Yasuji Soda, Tetsuya Kosaka, Naoto Matsuyama, Koji Mizuno
  • Patent number: 5792880
    Abstract: The present Application relates to a process for the preparation of N-lauroyl-L-glutamic acid di-n-butylamide by reaction of N-lauroyl-L-glutamic acid dimethyl ester with n-butylamine in the presence of a hydrocarbon or hydrocarbon mixture as an auxiliary solvent.
    Type: Grant
    Filed: March 13, 1997
    Date of Patent: August 11, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Engelhardt, Manfred Muller, Michael Wessling
  • Patent number: 5792794
    Abstract: The present invention relates to active derivatives of sphingoid bases. Specifically, the invention relates to retinoylamide based derivatives of sphingoid bases. The present invention describes a method for obtaining these compounds. The invention also relates to the use of these compounds in cosmetic compositions.
    Type: Grant
    Filed: April 21, 1997
    Date of Patent: August 11, 1998
    Assignee: Gist-Brocades, N.V.
    Inventors: Johannes W. J. Lambers, Jan Verweij
  • Patent number: 5786387
    Abstract: A compound represented by the formula (I) is disclosed. The compound of the formula (I) is useful as a fine particle drug carrier. When used as the fine particle drug carrier, the compound efficiently avoids a reticuloendothelial system and has a long circulation time in blood.
    Type: Grant
    Filed: January 25, 1996
    Date of Patent: July 28, 1998
    Assignee: Meiji Seika Kabushiki Kaisha
    Inventors: Hiroshi Watanabe, Kumi Taniguchi, Chikako Udagawa, Takashi Ando, Satoru Nakabayashi
  • Patent number: 5760257
    Abstract: A pigment-dispersible polyallylamine derivative represented by formula (I), and a pigment dispersant containing the same as an active ingredient exhibit excellent compatibility with a wide variety of resins and excellent pigment dispersibility. ##STR1## In formula (I), R.sup.1 represents a residue in which a free amino group or an amino group of a polyallylamine is bound to a polyester, a polyamide or a copolycondensate of an ester and an amide by a covalent bond (acid amide bond) or by salt (primary ammonium salt) formation through terminal carboxyl groups, and at least one of the R.sup.1 's is a residue that has the covalent bond, n is an integer of from 2 to 1,000, and X and Y, independently from each other, are hydrogen, a polymerization initiator residue or a chain transfer catalyst residue.
    Type: Grant
    Filed: October 16, 1996
    Date of Patent: June 2, 1998
    Assignee: Ajinomoto Co., Inc.
    Inventors: Hiroyuki Tanaka, Toshiaki Okayasu, Sae Sugiyama
  • Patent number: 5741915
    Abstract: The present invention deals with the composition of matter and the utilization of certain novel meadowfoam based betaine compounds. These materials are useful in personal care applications.
    Type: Grant
    Filed: January 13, 1997
    Date of Patent: April 21, 1998
    Assignee: Fan Tech Ltd.
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 5670191
    Abstract: A feedstock and a method of utility are provided for increasing the content of unsaturated fatty acids in the tissues and milk of ruminants. A preferred feedstock is composed of a fodder substrate which is blended with an unsaturated aliphatic amide ingredient such as soyamide. The unsaturated aliphatic amide is biohydrogenation-resistant, and bypasses the rumen substantially intact. The aliphatic amide is converted to free fatty acid in the digestive tract, and subsequently is absorbed in the tissues and milk of the ruminant.
    Type: Grant
    Filed: September 26, 1995
    Date of Patent: September 23, 1997
    Assignee: Church & Dwight Co., Inc.
    Inventors: Kenneth R. Cummings, Ronald L. Forrest
  • Patent number: 5670650
    Abstract: Novel derivatives of fatty acid analogs that have from one to three heteroatoms in the fatty acid moiety which can be oxygen, sulfur or nitrogen, are disclosed in which the carboxy-terminus has been modified to form various amides, esters, ketones, alcohols, alcohol esters and nitriles thereof.These compounds are useful as substrates for N-myristoyltransferase (NMT) and/or its acyl coenzyme, and as anti-viral and anti-fungal agents or pro-drugs of such agents. Illustrative of the disclosed compounds are fatty acid amino acid analogs of the structure ##STR1## in which X is the ethyl or t-butyl ester of an amino acid such as Gly, L-Ala, L-Ile, L-Phe, L-Trp, L-Thr or an amide such as NHCH.sub.2 C.sub.6 H.sub.5 or NH(CH.sub.2).sub.2 C.sub.6 H.sub.5.
    Type: Grant
    Filed: November 4, 1996
    Date of Patent: September 23, 1997
    Assignee: G. D. Searle & Co.
    Inventors: Sean T. Nugent, Richard A. Mueller
  • Patent number: 5656668
    Abstract: A class of pseudoceramide having the formula shown in which: R1 is a hydrocarbon group; R2-R8 are each independently H or CH.sub.3 ; R9 and R10 are each independently H or hydrocarbon group of up to 24 C atoms; X1 and X2, are independently H or OH; Y1 and Y2 are H or OH, at least one of Y1 and Y2 being OH; wherein the C atom Z, with associated R9 and R10, can be absent; and the C atoms W, with associated R7 and Y2, can be absent, is disclosed. These find use in compositions, particularly cosmetic compositions, suitable for topical application to skin, hair or nails.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: August 12, 1997
    Assignee: Quest International B.V.
    Inventors: Keith Robert Motion, Angela Janousek, Stephen David Watkins
  • Patent number: 5654451
    Abstract: Compounds which have one of the following structural formulae: ##STR1## AA is an amino acid residue or an amino acid chain of two or more amino acid residues, excluding the N-terminal and the C-terminal from said amino acid residue or amino acid chain of two or more amino acid residues;R.sub.1 is hydrogen or an alkyl group having from 1 to 8 carbon atoms;R.sub.2 is selected from the group consisting of(i) a substituted or unsubstituted hydrocarbon having from 1 to 20 carbon atoms, and ##STR2## R.sub.4 is an aliphatic hydrocarbon having 1 to 4 carbon atoms. R.sub.4 may be substituted or unsubstituted.R.sub.3 is selected from the group consisting of(i) hydrogen; ##STR3## wherein R.sub.5 is hydrogen or a nitro group; and ##STR4## wherein each of R.sub.6, R.sub.7, and R.sub.8 is hydrogen or methyl. The above compounds are useful as pharmaceuticals for inhibiting the growth of target cells, viruses, or virally-infected cells.
    Type: Grant
    Filed: April 28, 1995
    Date of Patent: August 5, 1997
    Assignee: Magainin Pharmaceuticals Inc.
    Inventor: U. Prasad Kari
  • Patent number: 5644029
    Abstract: This invention relates to a process for forming an amide or an ester from a reaction between an amine or an alcohol, respectively and an acylating derivative of a carboxylic acid, in the presence of an effective amount of a compound having the formula: ##STR1## and N-oxides thereof and salts thereof.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: July 1, 1997
    Assignee: Research Corporation Technologies, Inc.
    Inventor: Louis A. Carpino
  • Patent number: 5627056
    Abstract: An efficient method of producing phytosphingosine-containing ceramide one comprising: (a) obtaining a phytosphingosine base from tetraacetylphytosphingosine (TAPS) by a deacetylation reaction wherein the TAPS is produced by fermentation of cells of the F-60-10 mating type strain of Hansenula ciferrii using a fed-batch mode and a non-fermentable carbon source; and (b) coupling together the phytosphingosine base and a fatty acid/.omega.-hydroxy fatty acid component wherein the .omega.-hydroxy fatty acid component is prepared by a process which includes Kolbe synthesis.
    Type: Grant
    Filed: February 9, 1995
    Date of Patent: May 6, 1997
    Assignee: Elizabeth Arden Co., Division of Conopco, Inc.
    Inventors: John Casey, Peter S. Cheetham, Peter C. Harries, Della Hyliands, John T. Mitchell, Anthony V. Rawlings
  • Patent number: 5621125
    Abstract: A triglyceride oil containing a membrane lipid in a concentration effective for crystallization modification the membrane lipid having a formula:C.sub.13 H.sub.27 --CH.dbd.CH--CH(OH)--CH(NHCOA.sub.2)--CH2--OA.sub.4,wherein C.sub.13 H.sub.27 -- is an unbranched alkyl chain, A.sub.2 is an unbranched C.sub.23 H.sub.47 -- hydrocarbon chain, and A.sub.4 is a sugar moiety selected from the group consisting o a monosaccharide residue, a disaccharide residue or an oligosaccharide residue, including glucose, fructose, galactose, saccharose, lactose and maltose. Said membrane is utilized to separate solid fatty materials from triglyceride oils by heating the oil in an inert solvent until a substantial amount of the solid material is no longer present, adding the membrane lipid as the crystallization modifying substance, cooling the oil to crystallize a solid stearin phase in combination with a liquid olein phase, and recovering the stearin phase by separating it from the olein phase.
    Type: Grant
    Filed: July 29, 1994
    Date of Patent: April 15, 1997
    Assignee: Van den Bergh Foods Co., Division of Conopco, Inc.
    Inventors: Paul R. Smith, Marcelle Van Den Kommer
  • Patent number: 5616745
    Abstract: New lipopolyamines of general formula (I), their salts, their preparation and their use. ##STR1## n=1 to 5 and m=2 to 6 R represents a radical ##STR2## (R.sub.1 and R.sub.2 : aliphatic radical containing 12 to 22 carbon atoms; R: hydrogen atom or alkyl radical optionally substituted with phenyl), or a radical ##STR3## (X=CH.sub.2, CO; R.sub.3 and R.sub.4 aliphatic radical containing 11 to 21 carbon atoms), their preparation and their use.The lipopolyamines of general formula (I) are especially useful as vectors for the transfection of eukaryotic cells.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 1, 1997
    Assignee: Centre National de la Recherche Scientifique
    Inventors: Jean-Paul Behr, Jean-Philippe Loeffler
  • Patent number: 5543572
    Abstract: Monocarboxamides of formula I ##STR1## wherein R is a radical of formula ##STR2## C.sub.9 -C.sub.19 alkyl, C.sub.9 -C.sub.19 alkenyl or C.sub.9 -C.sub.19 alkdienyl,wherein each R.sup.2 independently of the other is a hydrogen atom or C.sub.1 -C.sub.4 alkyl, each R.sup.3 independently of one another is a hydrogen atom or a hydroxyl group and at least one R.sup.3 is a hydroxyl group, and R.sup.1 is a radical of formula ##STR3## are suitable for curing epoxy resins, in ##STR4## are suitable for curing epoxy resins, in particular for cold curing.
    Type: Grant
    Filed: January 24, 1995
    Date of Patent: August 6, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Fischer, Christine Helbling
  • Patent number: 5512699
    Abstract: Poly polyhydroxy fatty acid amide compounds and laundry, cleaning, fabric and personal care compositions comprising these compounds.
    Type: Grant
    Filed: November 21, 1994
    Date of Patent: April 30, 1996
    Assignee: The Procter & Gamble Company
    Inventors: Daniel S. Connor, Yi-Chang Fu, Jeffrey J. Scheibel
  • Patent number: 5489569
    Abstract: Pesticidal and fertilizer compositions containing at least one compound of formula IR.sub.3 C(O)--N(R.sub.1)(R.sub.2) (I)wherein R.sub.1 is hydrogen or a substituted or unsubstituted C.sub.1 -C.sub.6 alkyl group; R.sub.2 is hydrogen or a substituted or unsubstituted C.sub.1 -C.sub.6 alkyl group; and R.sub.3 C(O)-- is a substituted or unsubstituted fatty acid residue of 8 to 22 carbon atoms are provided. A method of increasing the effectiveness of a pesticide which comprises applying a pesticide and an amount of a compound of formula I effective to increase the pesticidal activity of the pesticide is also provided. A method for increasing the effectiveness of a fertilizer which comprises applying to a plant in need thereof a fertilizer and an amount of a compound of formula I effective to increase the fertilizing activity of the fertilizer is also described.
    Type: Grant
    Filed: February 1, 1995
    Date of Patent: February 6, 1996
    Assignee: Buckman Laboratories International, Inc.
    Inventors: Stephen D. Bryant, James C. Lee, M. Sheldon Ellis
  • Patent number: 5468888
    Abstract: The present invention relates to new lupane dervivatives of the general formula: ##STR1## to their salts, to their preparation and to the pharmaceutical compositions which contain them.
    Type: Grant
    Filed: May 12, 1994
    Date of Patent: November 21, 1995
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventors: Romaine Bouboutou, Norbert Dereu, Michel Evers, Jean-Christophe Gueguen, Claude James, Christele Poujade, Daniel Reisdorf, Yves Ribeill, Francoise Soler
  • Patent number: 5442060
    Abstract: Carboxamide derivatives of the following general formula (I): ##STR1## (wherein R.sup.1 and R.sup.2 are C.sub.1 -C.sub.3 alkyl group or both taken together C.sub.1 -C.sub.3 alkylene group,R.sup.3 is hydrogen atom, dialkylamino group, etc.,R.sup.4 is hydrogen atom, C.sub.1 -C.sub.10 alkyl group,R.sup.5 is C.sub.1 -C.sub.10 alkyl group,m, n, q are an integer from 0-3,p is 0, 1,A ring is ##STR2## B ring is 5 or 6 membered nitrogen containing aromatic ring, are provided, which are useful as medicinals for treating hyperlipemia or atherosclerosis.
    Type: Grant
    Filed: September 29, 1993
    Date of Patent: August 15, 1995
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Tetsuo Jikihara, Tadashi Shirasaka, Kazuo Suzuki, Hiroko Suzuki, Masao Taniguchi, Shinya Inoue
  • Patent number: 5434190
    Abstract: N-monosubstituted neoalkanamides of 11 to 14 carbon atoms wherein the substituent on the amide nitrogen is cyclic (aromatic or cycloaliphatic, such as aryl or cycloalkyl) and of at least five carbon atoms, have been discovered to be insect repellent, providing that any aromatic substituent is unsubstituted at the ortho position and that when the neoalkanoyl moiety is pivaloyl the total number of carbon atoms in the N-cyclic neoalkanamide is at least 12. Such neoalkanamides are useful as repellents against cockroaches, including American, German and Oriental cockroaches, and are also effective against mosquitoes (both Anopheles and Aedes), black flies and carpenter ants, and to some extent against deer ticks. They may be applied to areas, locations and items which are desirably to be kept free of such insects, with applications being direct or of solutions or emulsions thereof, preferably by spraying, or in detergent compositions or other products to be applied to such areas, etc.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: July 18, 1995
    Assignee: Colgate-Palmolive Co.
    Inventor: Robert J. Steltenkamp
  • Patent number: 5412125
    Abstract: This invention relates to a dipeptidic amide having the formula RCO-NHCH.sub.2 CONH-CH(CH.sub.2 OH)-COOH wherein R is an oleoyl group. The compound is useful in cosmetic and pharmaceutical compositions for the treatment or care of the skin.
    Type: Grant
    Filed: March 24, 1993
    Date of Patent: May 2, 1995
    Assignee: L'Oreal
    Inventor: Michel Philippe
  • Patent number: 5399743
    Abstract: A dipeptide derivative having the formula (I):R.sup.1 NH--CH(R.sup.2)--CO--NH--CH(R.sup.3)--COCH.sub.2 F (I)wherein, R.sup.1 is an aliphatic acyl group having 2 to 8 carbon atoms or a benzyloxycarbonyl group; andR.sup.2 and R.sup.3 are independently a hydrogen atom or a straight or branched alkyl group having 1 to 4 carbon atoms and a prophylactic or therapeutic agent containing the same as an active ingredient.
    Type: Grant
    Filed: September 16, 1993
    Date of Patent: March 21, 1995
    Assignee: Suntory Limited
    Inventors: Naoki Higuchi, Masayuki Saitoh, Shinjiro Niwata, Yoshinobu Kiso, Yasuhiro Hayashi
  • Patent number: 5364948
    Abstract: This invention relates to compounds of structural formula (I) isolated from an aerobic fermentation of Trichoderma viride MF5628, ATCC 74084: ##STR1## which are squalene synthase inhibitors and thus useful as cholesterol lowering agents. These compounds are also potent antifungal agents. Additionally, they inhibit farnesyl protein transferase and farnesylation of the oncogene protein Ras and are thus useful in treating cancer. This invention also relates to a process for obtaining compounds of structural formula (I).
    Type: Grant
    Filed: February 9, 1993
    Date of Patent: November 15, 1994
    Assignee: Merck & Co., Inc.
    Inventors: Guy H. Harris, Deborah Zink, E. Tracy T. Jones, Yu L. Kong
  • Patent number: 5310958
    Abstract: A modified biologically active protein consisting essentially of a biologically active protein bonded to lecithin via a covalent linking group and a pharmaceutical composition comprising the modified biologically active protein in a pharmaceutically acceptable carrier. The biologically active proteins include antibodies, superoxide dismutase, insulin and callidinogenase. Lecithin derivatives are also disclosed.
    Type: Grant
    Filed: February 7, 1992
    Date of Patent: May 10, 1994
    Assignees: Yutaka Mizushima, Asahi Glass Company Ltd., Seikagaku Corporation
    Inventor: Yutaka Mizushima
  • Patent number: 5298635
    Abstract: Tertiary amides useful as low-foam wetting agents in the textile industry have the formula I ##STR1## where R.sup.1 is straight-chain or branched C.sub.5 -C.sub.17 -alkyl or -alkenyl,R.sup.2 is straight-chain or branched C.sub.3 -C.sub.6 -alkyl,R.sup.3, R.sup.4 and R.sup.5 are each independently of the others hydrogen, methyl or ethyl, andn is from 3 to 15.
    Type: Grant
    Filed: May 14, 1993
    Date of Patent: March 29, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Eberhard Beckmann, Ralf Brueckmann, Johannes P. Dix, Peter Freyberg, Erich Kromm
  • Patent number: 5254590
    Abstract: The invention relates to the compounds of formula (I): ##STR1## in which R represents higher alkyl, 1-(higher alkyl)lower cycloalkyl-1-yl or higher alkenyl comprising one or more double bonds, and eitherR.sub.3 represents hydroxyl,R.sub.1 and R.sub.2, which are different, represent hydrogen or lower alkyl,R.sub.4 and R.sub.5, which are identical or different, represent lower alkyl or alkoxy, orR.sub.1 and R.sub.4 represent hydroxyl andR.sub.2, R.sub.3 and R.sub.5, which are identical or different, represent lower alkyl or alkoxy,their isomers as well as their salts, and a method for treating an animal or human living body afflicted with dylipidemias or atherosclerosis.
    Type: Grant
    Filed: March 5, 1992
    Date of Patent: October 19, 1993
    Assignee: Adir et Compagnie
    Inventors: Charles Malen, Jean-Michel Lacoste, Jean-Paul Vilaine, Albert Lenaers
  • Patent number: 5252706
    Abstract: A peptide derivative amphiphatic compound or N-terminal salt thereof represented by formula (I): ##STR1## wherein R.sup.1 and R.sup.2 each represents a straight-chain or branched alkyl or acyl group having 8 to 24 carbon atoms optionally having a substituent or an unsaturated group; X represents --O--or --NH--; R.sup.3n and R.sup.3(n+1) each represents an .alpha.--amino acid side chain; n is an integer of from 0 to 5; the compound may be a racemic compound or an optically active compound when the compound has an asymmetric carbon atom; and the N-terminal salt of the compound optionally forms with an acid component; an intermediate thereof, a liposome comprising said peptide derivative amphiphatic compound and a film consisting of a monolayer or multilayers comprising the peptide derivative amphiphatic compound are disclosed.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: October 12, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Kitaguchi, Ryoichi Nemori
  • Patent number: 5247121
    Abstract: The alkyl esters of N-carboalkyloxy-11-aminoundecanoic acids have the following general formula: ##STR1## wherein R is linear or branched C.sub.7-30 alkyl, linear or branched C.sub.4-22 alkenyl or a radical of formula: ##STR2## wherein n is 0 to 5 R" is linear or branched C.sub.7-30 alkyl, andR' is linear C.sub.10-18 alkyl.These esters, and esters wherein R is additionally hydrogen or C.sub.1-6, have an application as thickening agents in organic media particularly in the cosmetic field.
    Type: Grant
    Filed: February 4, 1992
    Date of Patent: September 21, 1993
    Assignee: L'Oreal
    Inventors: Henri Sebag, Didier Semeria
  • Patent number: 5237078
    Abstract: A method for increasing the slip of polyolefins and improving the adhesion of water based inks of polyolefins by incorporating into the polyolefin an effective amount of a lactamide having the formula: ##STR1## wherein R is alkenyl having from about 12 to about 22 carbon atoms. Optionally, there can be included with the lactamide a finely divided inorganic material. Also disclosed are compositions of matter comprising a polyolefin, such as homopolymers and copolymers of ethylene and propylene, the aforedescribed lactamide and optionally a finely divided inorganic material. Also described is the new compound, N-erucyl lactamide.
    Type: Grant
    Filed: December 22, 1992
    Date of Patent: August 17, 1993
    Assignee: Witco Corporation
    Inventors: Bing-Lin Chen, James A. Barker
  • Patent number: 5235076
    Abstract: Novel azulenic retinoid compounds and therapeutic compositions are disclosed, along with method for their production and use as anti-cancer and cancer-prevention agents. The compositions of the present invention will also find use in treating dermatological disorders such as acne and psoriasis, as well as dermatologically-related conditions such as repair and effacement of wrinkles.
    Type: Grant
    Filed: May 28, 1991
    Date of Patent: August 10, 1993
    Assignee: University of Hawaii
    Inventors: Alfred E. Asato, Robert S. H. Liu
  • Patent number: 5227083
    Abstract: A lubricating oil additive with rust and haze inhibiting properties which comprises the reaction product of an alkyl sarcosine represented by the figure ##STR1## where R is a (C.sub.3 -C.sub.30) alkyl radical and poly (propylene oxide). A lubricating oil composition containing the additive is also provided.
    Type: Grant
    Filed: February 27, 1992
    Date of Patent: July 13, 1993
    Assignee: Texaco Inc.
    Inventors: Joseph M. Russo, Thomas F. DeRosa, Rodney L. Sung, Benjamin J. Kaufman
  • Patent number: 5210227
    Abstract: Compounds of formula I, ##STR1## wherein R.sup.1 represents H, OH, protected OH or alkoxy; R.sup.2 represents H; R.sup.3 represents O or (H,OH); R.sup.4 represents methyl, ethyl, propyl or allyl; R.sup.5 represents OH, protected OH or alkoxy; R.sup.6 represents OH; R.sup.7 represents OH, alkoxy or NR.sup.8 R.sup.9 where R.sup.8 and R.sup.9 independently represent H, alkyl or aryl; in addition, R.sup.1 and R.sup.2 may together represent a second bond between the carbon atoms to which they are attached; and R.sup.6 and R.sup.7 may together represent O; and pharmaceutically acceptable salts thereof; are useful inter alia as immunosuppressive agents. The invention also provides the novel compounds of formula I.
    Type: Grant
    Filed: February 27, 1991
    Date of Patent: May 11, 1993
    Assignees: Fisons plc, Fujisawa Pharmaceutical Company Limited
    Inventors: Hirokazu Tanaka, Martin E. Cooper, David K. Donald
  • 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: 5191095
    Abstract: A process for the asymmetric reduction of olefinic amides of the formula ##STR1## where R and R.sub.1 are the same or different and are hydrogen, alkyl, cycloalkyl or haloalkyl and Ar is aryl or substituted aryl is disclosed.
    Type: Grant
    Filed: June 17, 1991
    Date of Patent: March 2, 1993
    Assignee: Ethyl Corporation
    Inventors: Thanikavelu Manimaran, W. Dirk Klobucar, Charles H. Kolich
  • Patent number: 5180737
    Abstract: Compound of the formula (I):Q.sup.1 Q(CR.sup.2 .dbd.CR.sup.3).sub.a (CR.sup.4 .dbd.CF)(CR.sup.5 .dbd.CR.sup.6).sub.b C(.dbd.O)NHR.sup.1 (1)or a salt thereof, wherein Q.sup.1 is a phenyl ring or a fused bicyclic ring system containing 9 or 10 ring carbon atoms at least one ring being aromatic, or Q.sup.1 is a dihalovinyl group; Q is an alkyl chain containing 1 to 12 carbon atoms and optionally containing one or two oxygen atoms and/or an unsaturated group --CR.sup.7 .dbd.CR.sup.8 --, or --C.dbd.C--, wherein R.sup.7 and R.sup.8 are selected from hydrogen or halo; a is 0 or 1; b is 0 or 1; the sum of a and b is 0 or 1; R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are the same or different, and are independently selected from hydrogen, halo and C.sub.1-4 alkyl; R.sup.1 is selected from hydrogen and C.sub.1-6 hydrocarbyl optionally substituted by dioxalanyl, halo, cyano, trifluoromethyl, trifluoromethylthio or C.sub.1-6 alkoxy are disclosed which have pesticidal activity.
    Type: Grant
    Filed: June 8, 1989
    Date of Patent: January 19, 1993
    Assignee: Roussel Uclaf
    Inventor: Robert J. Blade