Sulfur, Nitrogen, Halogen, Oxy, Or Aldehyde Or Ketone Group In Acid Moiety Patents (Class 560/145)
  • Patent number: 5470997
    Abstract: The present invention is directed to novel amphetamine derivatives which are synthesized for the covalent attachment to antigens (proteins or polypeptides) for the preparation of antibodies or receptors to amphetamine and amphetamine metabolites. The resulting novel antigens may be used for the production of antibodies or receptors using standard methods. Once generated, the antibodies or receptors and the novel derivatives which are covalently attached to proteins, polypeptides or labels may be used in the immunoassay process.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: November 28, 1995
    Assignee: Biosite Diagnostics Incorporated
    Inventors: Kenneth F. Buechler, Joseph B. Noar, Si S. Moi
  • Patent number: 5468474
    Abstract: The present invention relates to N-acylglutamine derivatives of formula (I): ##STR1## The N-acylglutamine derivatives are well compatible with oily bases and have good skin-moisturizing activity and hair growth-stimulative effect. These are useful as cosmetics and hair growth stimulants.
    Type: Grant
    Filed: July 27, 1994
    Date of Patent: November 21, 1995
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Shinkichi Honda, Kenji Torii, Yoichiro Arai, Masaji Kasai, Hiromasa Kato, Takao Iida, Tomoya Takahashi, Yoshiharu Yokoo, Toshikazu Kamiya, Tatsuya Tamaoki
  • Patent number: 5453534
    Abstract: A process for the preparation of alkoxycarboxylic acid esters of the general formula I ##STR1## in which Y denotes CR.sup.4 R.sup.5 or CR.sup.4 R.sup.5 -CR.sup.6 R.sup.7,R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8 denote C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.8 cycloalkyl, aryl, C.sub.7 -C.sub.20 aralkyl, and C.sub.7 -C.sub.20 alkylaryl andR.sup.2, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8 can additionally denote hydrogen, and n is 0 or 1,by the reaction of hydroxycarboxylic acid esters of the general formula II ##STR2## in which R.sup.2, R.sup.3, R.sup.8, Y, and n have the aforementioned meanings, with alcohols of the general formula IIIR.sub.1 --OH (III),in which R.sup.1 has the aforementioned meanings, in the presence of heterogeneous catalysts at temperatures ranging from 100.degree. to 400.degree. C. and pressures ranging from 0.01 to 150 bar, wherein the heterogeneous catalysts used are zeolites and/or hydrothermally prepared phosphates.
    Type: Grant
    Filed: June 27, 1994
    Date of Patent: September 26, 1995
    Assignee: BASF Aktiengesellschaft
    Inventor: Karsten Eller
  • Patent number: 5453533
    Abstract: An influenza virus neuraminidase inhibitor, its analogs, its pharmaceutically acceptable salts, derivatives, and mixtures thereof having the following formula: ##STR1## where A is CO.sub.2 H, CO.sub.2 H.sub.3, NO.sub.2, SO.sub.3 H or PO.sub.3 H.sub.2, B is CH, N, O or S, R.sub.1 and R.sub.2 are H, NO.sub.2 or (CH.sub.m).sub.n X.sub.1 where m=1 or 2, n is an integer from 0 to 4 and X.sub.1 is guanidino, OH, NH.sub.2, SH, NO.sub.2, F, Cl, Br, I, CN, CF.sub.3, CO.sub.2 H, SO.sub.3 H or PO.sub.3 H.sub.2, R.sub.3 and R.sub.4 are H, (CH.sub.o).sub.p X.sub.2, (CH.sub.o).sub.p CHX.sub.2 CH.sub.2 X.sub.2, NH(CH.sub.o).sub.p CHX.sub.2 CH.sub.2 X.sub.2, NHCO(CH.sub.o).sub.p CH.sub.2 X.sub.2 or NHCO(CH.sub.o).sub.p CHX.sub.2 CH.sub.2 X.sub.2 where o=1 or 2, p is an integer from 0 to 4 and X.sub.2 is H, guanidino, OH, NH.sub.2, SH, NO.sub.2, CF.sub.3, CO.sub.2 H, SO.sub.3 H or PO.sub.3 H.sub.2 , R.sub.5 =H, OH, NH.sub.2, (CH.sub.k).sub.1 X.sub.3, CO(CH.sub.k).sub.1 X.sub.3, SO(CH.sub.k).sub.1 X.sub.3 or SO.sub.2 (CH.sub.
    Type: Grant
    Filed: April 14, 1994
    Date of Patent: September 26, 1995
    Assignee: The University of Alabama at Birmingham
    Inventors: Ming Luo, Wayne J. Brouillette, Gillian Air
  • Patent number: 5442096
    Abstract: A homopolymer or a copolymer comprises a polymerizable compound represented by formula (I):A--X--COCOOR.sub.1 (I)wherein R.sub.1 represents a hydrogen atom, a C.sub.1 -C.sub.5 alkyl group or an aryl group; X represents an oxygen atom, a sulfur atom, --COO-- or --NR.sub.5 -- wherein R.sub.5 is a hydrogen atom or a C.sub.1 -C.sub.5 alkyl group; A represents a C.sub.3 -C.sub.18 alkenyl, alkynyl, alkenylaryl or alkenylaralkyl group, or a group represented by: ##STR1## wherein R.sub.2 and R.sub.3, which may be the same or different, independently represent a hydrogen atom or a C.sub.1 -C.sub.5 alkyl group; Y represents an oxygen atom or --NR.sub.4 -- wherein R.sub.4 represents a hydrogen atom or a C.sub.1 -C.sub.5 alkyl group; n is an integer of 1 to 5; m is an integer of 1 to 10; and 1 is 0 or an integer of 1 to 20;with the proviso that if Y is present, X is not --NR.sub.5 --. Additionally, disclosed are processes of preparing the homopolymer or copolymer as well as the polymerizable compound.
    Type: Grant
    Filed: July 2, 1993
    Date of Patent: August 15, 1995
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Satoshi Urano, Kei Aoki, Nobuaki Tomita, Hirohiko Mori
  • Patent number: 5434289
    Abstract: A process for producing an optically active .beta.-hydroxyketone represented by formula (I): ##STR1## by catalytic asymmetrical aldol reaction is disclosed, comprising reacting a silyl-enol ether represented by formula (II): ##STR2## with a substituted aldehyde represented by formula (III):R.sup.5 CHO (III)in the presence of a binaphthol-titanium complex represented by formula (IV): ##STR3## An optically active .beta.-hydroxyketone is efficiently produced with diastereo-specificity and enantio-specificity.
    Type: Grant
    Filed: March 10, 1994
    Date of Patent: July 18, 1995
    Assignee: Takasago International Corporation
    Inventors: Koichi Mikami, Satoru Matsukawa, Masaki Shimizu, Masahiro Terada, Noboru Sayo
  • Patent number: 5412151
    Abstract: Provided are 3-oxoadipate esters of certain polyols which are useful as crosslinkers in thermosetting coating compositions. Also provided are such thermosetting compositions comprised of a curable hydroxyl-functional polymer such as a polyester or acrylic and the crosslinkers of the present invention. Such compositions offer a significant improvement in curing temperature.
    Type: Grant
    Filed: October 22, 1993
    Date of Patent: May 2, 1995
    Assignee: Eastman Chemical Company
    Inventors: Philip C. Heidt, Charles H. Foster, J. Stewart Witzeman, Allen L. Crain
  • Patent number: 5391812
    Abstract: Polyglycolate compounds are provided having the general structure: ##STR1## wherein n is an integer from 2 to about 10; R is C.sub.1-20 linear or branched alkyl, alkoxylated alkyl, cycloalkyl, aryl, alkylaryl, substituted aryl; R' and R" are independently H, C.sub.1-20 alkyl, aryl, C.sub.1-20 alkylaryl, substituted aryl, and NR.sub.3.sup..alpha.+, wherein R.sup..alpha. is C.sub.1-30 alkyl; and L is a leaving group displaceable in a peroxygen bleaching solution by perhydroxide anion. When this compound is combined with a source of peroxygen in aqueous solution, then a plurality of stain removing peracids are formed. Such peracids are formed substantially sequentially beginning with the carbonyl adjacent to the leaving group L. Thus, a first stain removing peracid having the structure ##STR2## will be formed in amounts approaching quantitative yield.
    Type: Grant
    Filed: September 25, 1992
    Date of Patent: February 21, 1995
    Assignee: The Clorox Company
    Inventors: Richard R. Rowland, Ronald A. Fong, Richard J. Wiersema, Alfred G. Zielske
  • Patent number: 5316917
    Abstract: Disclosed is a method of assaying free L-carnitine and total short-chain acylcarnitine in blood. The method uses essentially protein-free samples of plasma or serum and comprises (a) obtaining a sample of ultrafiltrated plasma or serum, (b) converting essentially all carnitine to acetylcarnitine using an enzymatic reaction, (c) converting essentially all free coenzyme A liberated in the enzymatic reaction of (b) to thiophenylate, (d) evaluating the sample spectrophotometrically to determine the amount of thiophenylate present, (e) obtaining a fresh sample of ultrafiltrated plasma or serum and hydrolyzing the sample to convert essentially all short-chain acylcarnitine to carnitine, and (f) repeating steps (b) through (d). All steps following the ultrafiltration of the sample are carried out within a pre-programmed, automated centrifugal analyzer.
    Type: Grant
    Filed: November 4, 1992
    Date of Patent: May 31, 1994
    Assignee: Duke University
    Inventor: Diane S. Roe
  • Patent number: 5286879
    Abstract: An improved process for preparing mono-condensation derivatives of adipic acid with fewer steps and better purity is disclosed. In particular, this process comprises: (a) forming relatively concentrated and pure cyclic monomeric adipic anhydride by depolymerization and concentration starting from polymeric adipic anhydride; and (b) adding a condensation reactant having an active hydrogen, e.g., a primary or secondary amine, to said cyclic monomeric adipic anhydride to form the corresponding mono-condensation derivative of adipic acid.
    Type: Grant
    Filed: October 5, 1992
    Date of Patent: February 15, 1994
    Assignee: The Procter & Gamble Company
    Inventors: James C. Letton, Larry E. Miller
  • Patent number: 5260424
    Abstract: Silylketene acetals, including "living" GTP polymers, are acylated or sulfonylated in the presence of GTP-effective catalysts with acyl or sulfonyl compounds to produce .beta.-ketoesters or .beta.-sulfonylesters; polymeric products, including capped, coupled and chain-extended polymers and block copolymers can be prepared.
    Type: Grant
    Filed: February 3, 1992
    Date of Patent: November 9, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Gordon M. Cohen, Hans J. Reich
  • Patent number: 5247124
    Abstract: A process for preparing a substituted styrene by reacting a bisarylalkyl ether in the presence of an acid catalyst is disclosed. The process is preferably used for the preparation of 4-acetoxystyrene from 4,4'-(oxydiethylidene)bisphenol diacetate and 4-methoxystyrene from 4,4'-(oxydiethylidene)bisphenol dimethyl ether. A process for preparing a bisarylalkyl ether by reacting a corresponding arylalkanol in the presence of an acid catalyst is also disclosed.
    Type: Grant
    Filed: August 25, 1992
    Date of Patent: September 21, 1993
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Brad L. Smith, George Kvakovszky
  • Patent number: 5202470
    Abstract: The invention provides a compound of the formula[NH.sub.2 NH.sub.2 ].sub.a [C.sub.6 H.sub.3 (COOH) (SO.sub.3 H) (OH)].sub.bwhereina is 1 andb is from 1 to 2.The compound is useful for stabilizing tin (II) compounds against oxidation, in particular in the electrolytic coloring of aluminium or aluminium alloys.
    Type: Grant
    Filed: November 19, 1990
    Date of Patent: April 13, 1993
    Inventor: Erich Ruf
  • Patent number: 5187305
    Abstract: The present invention relates to the compounds of formula (I), ##STR1## wherein R.sup.1 is C.sub.1-8 alkyl; C.sub.5-8 cycloalkyl;--(CH.sub.2).sub.n --Si(CH.sub.3).sub.3, wherein n is 1 to 5; C.sub.2-5 alkylenyl; arylmethylene; aryl; heteroaryl; or wherein such aryl or heteoaryl bears 1 to 3 substituents independently selected from halogen, amino, C.sub.1-8 alkyl mono- or disubstituted amino, C.sub.1-8 alkyl and C.sub.1-8 alkoxy and R.sup.2 is C.sub.1-8 alkoxy, pharmaceutical formulations containing these compounds and their use as vasodilators and in the treatment of cardiovascular disorders.
    Type: Grant
    Filed: November 26, 1990
    Date of Patent: February 16, 1993
    Assignee: Glaxo Inc.
    Inventors: Stephen A. Thompson, Joel E. Shaffer
  • Patent number: 5176914
    Abstract: Fungicidal carbocyclic anilide carbamates of the formula ##STR1## in which X represents optionally alkyl-substituted cycloalkyl or optionally alkyl-substituted cycloalkenyl,Hal represents halogen, andY.sup.1, Y.sup.2 and Y.sup.3 independently of one another represent hydrogen, halogen, optionally halogen-substituted alkyl, optionally halogen-substituted alkoxy or optionally halogen-substituted alkylthio, andR.sup.1 represents optionally halogen-substituted alkyl, alkenyl, alkylcarbonyloxyalkyl, alkenylcarbonyloxyalkyl and optionally substituted cycloalkyl which can be interrupted by hetero atoms, or represents optionally substituted phenyl or optionally substituted phenylalkyl, or R.sup.1 additionally can represent alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl if X represents optionally alkyl-substituted cycloalkenyl.
    Type: Grant
    Filed: August 15, 1990
    Date of Patent: January 5, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Wieland Kruger, Klaus Sasse, Wilhelm Brandes
  • Patent number: 5177252
    Abstract: Esters having the general formula ##STR1## where X is a halogen, the sum of the atomic masses of the halogen atoms on the phenyl ring is at least 90, n is 1-5, Y is an alkyl, ether, ester, aldehyde, ketone, acetal, ketal, cyano, or nitro substituent, m is 0-2, Z is an ester linkage --OCO-- or --CO.sub.2 --, R' is a haloalkyl group containing at least one F atom and containing halogen atoms in place of greater than 60% of the hydrogen atoms of the corresponding unhalogenated alkyl group, with the sum of the atomic masses of the halogen atoms on said R' group being greater than 135 and the compound as a whole containing at least two types of halogen atoms, and p is 1-3, constitute high density flotation fluids and lubricants for inertial instruments such as gyroscopes and accelerometers, and for electrical contacts. Synthetic methods are disclosed for production of such fluids from available starting materials.
    Type: Grant
    Filed: April 11, 1990
    Date of Patent: January 5, 1993
    Assignee: The Charles Stark Draper Laboratory, Inc.
    Inventor: John R. Williams
  • Patent number: 5175343
    Abstract: Protein conjugated chelated metal radionuclides are provided for use in vivo. Intermediates are provided for preparing the polypeptide compositions efficiently.
    Type: Grant
    Filed: June 19, 1987
    Date of Patent: December 29, 1992
    Assignee: NeoRx Corporation
    Inventors: Alan R. Fritzberg, Sudhakar Kasina, Ananthachari Srinivasan, Daniel S. Wilbur
  • Patent number: 5134134
    Abstract: Unsaturated aminodicarboxylic acid derivatives of formula I ##STR1## wherein A is a divalent aliphatic hydrocarbon radical containing 2 carbon atoms and R.sub.1 and R.sub.2 are each independently of the other free or esterified carboxyl groups, and salts thereof, have a pronounced and selective antagonistic action against N-methyl-D-aspartic acid (NMDA)-sensitive excitatory amino acid receptors. These compounds are prepared, for example, by converting, in a formula of formula II ##STR2## wherein Z.sub.1 and Z.sub.2 are hydroxy or protected hydroxy and Z.sub.3 is protected amino, Z.sub.3 into amino and, if present, converting protected hydroxyl groups Z.sub.1 and/or Z.sub.2 into hydroxy and, if desired, converting a resultant compound into another compound of formula I, resolving a resultant mixture of isomers into the individual components and separating the desired preferred isomer and/or converting a resultant free compound into a salt or a resultant salt into the corresponding free compound.
    Type: Grant
    Filed: May 13, 1991
    Date of Patent: July 28, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans Allgeier
  • Patent number: 5126482
    Abstract: Novel fluorine-containing compounds and processes for producing the same are disclosed, the compounds being represented by the general formula (I): ##STR1## wherein R.sup.1 represents an alkyl group or an alkylvinyl group; R.sup.2 represents a fluoroalkyl group; and Y represents a carboxyl group, a chloroformyl group, an alkoxyalkoxycarbonyl group or a hydroxymethyl group.
    Type: Grant
    Filed: January 3, 1991
    Date of Patent: June 30, 1992
    Assignee: Nippon Mining Co., Ltd.
    Inventors: Takeshi Nakai, Osamu Takahashi
  • Patent number: 5117031
    Abstract: This invention is characterized by synthesizing an active ester represented by the general formula ##STR1## using an active esterifying agent consisting of a sulfonium salt represented by the general formula ##STR2## and further reacting the above-said active ester with a nucleophilic agent represented by the general formula H-B-Y to produce an ester or amide represented by the general formula (W) d.A-B-Y.
    Type: Grant
    Filed: June 20, 1989
    Date of Patent: May 26, 1992
    Assignee: Sanshin Kagaku Kogyo Co. Ltd.
    Inventor: Katsushige Kouge
  • Patent number: 5116994
    Abstract: Deacylating agent represented by the formula (I): ##STR1## wherein R represents an insoluble polymer substituent, and R' and R" each represents an alkyl group, and a deacylation method using the above deacylating agent.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: May 26, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Mitsunori Ono
  • Patent number: 5112973
    Abstract: A novel fluorine-containing acrylic acid derivative of the invention is represented by the formula:(CH.sub.2 .dbd.CF--CO).sub.p --A (I)wherein A is a residue derived from an organic compound having at least two active hydrogen atoms derived by removing at least two active hydrogen atoms, and p is an integer corresponding to the valency of the residue A, which is easily cured.
    Type: Grant
    Filed: September 13, 1989
    Date of Patent: May 12, 1992
    Assignee: Daikin Industries Ltd.
    Inventors: Shigeru Morita, Masahiko Oka
  • Patent number: 5109000
    Abstract: Novel compounds of the formula (I), processes for their preparation and their use as collagenase inhibitors are described: ##STR1## in which R.sub.1 is hydroxy; alkoxy; aryloxy; aralkyloxy; --NR.sub.6 R.sub.7 where R.sub.6 and R.sub.7 are hydrogen or alkyl, or R.sub.6 and R.sub.7 together with the N-atom to which they are bonded form a 5- to 7-membered ring with an optional heteroatom; --NHCH(R.sub.8)COR.sub.9 is hydrogen; alkyl optionally substituted by hydroxy, alkoxy, --NR.sub.6 R.sub.7, quanidine; CO.sub.2 H, CONH.sub.2, SH, or S-alkyl; or CH.sub.2 --AR where Ar is optionally substituted aryl; and R.sub.9 is hydroxy, alkoxy or --NR.sub.6 R.sub.7.R.sub.2 is hydrogen or acyl.R.sub.3 is C.sub.3-6 alkyl.R.sub.4 is hydrogen; alkyl; --CH.sub.2 R.sub.10 where R.sub.10 is optionally substituted phenyl or heteroaryl; or --CH(R.sub.12) O--R.sub.11 where R.sub.11 is hydrogen; alkyl; or --CH.sub.2 Ph where Ph is optionally substituted phenyl; and R.sub.12 is hydrogen or alkyl.R.sub.5 is hydrogen; alkyl; or --CH(R.
    Type: Grant
    Filed: April 30, 1990
    Date of Patent: April 28, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Roger E. Markwell, Stephen A. Smith, Ian Hughes
  • Patent number: 5093517
    Abstract: There is disclosed a method for making compounds such as 3,6,9-trioxaundecane-1,11-bis (3-n-dodecylthiopropionate) which comprises reacting an alkyl thiopropionate with a glycol at temperatures between 50.degree. C. and 180.degree. C. in the presence of a catalytic amount of a dialkyl tin oxide.
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: March 3, 1992
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Kirkwood S. Cottman, Joseph A. Kuczkowski
  • Patent number: 5089392
    Abstract: Fluorogenic substrates and compositions containing the same are useful for detecting enzymatic activity within intact cells. The fluorogenic substrates are lysosomotropic derivatives of 2,3-dicyano-hydroquinone (DCH). These derivatives may be employed for detecting lysosomal enzymatic activity within intact cells using fluorescent microscopy and cytometry.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: February 18, 1992
    Assignee: The United States of America as represented by of the Department of Health and Human Services
    Inventors: Stephen P. F. Miller, Roscoe O. Brady
  • Patent number: 5073299
    Abstract: Compounds having the formula I: ##STR1## wherein M.sub.1, M.sub.2, M.sub.3 , independently, are hydrogen, C.sub.1 -C.sub.4 alkkyl, phenyl, a monovalent or an equivalent of a polyvalent metal atom, ammonium or a substituted ammonium ion; R.sub.1 is C.sub.1 -C.sub.4 alkyl substituted by one or more hydroxy or carboxyl groups; and p is an integer.The new compounds are useful in the treatment of aqueous systems, in particular to inhibit scale deposition from aqueous systems.
    Type: Grant
    Filed: September 19, 1989
    Date of Patent: December 17, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Barry Cook
  • Patent number: 5059344
    Abstract: A bleaching composition comprises a peroxide and an amphoteric organic per acid precursor. In particular the amphoteric organic per acid precursor is a quaternary ammonium salt has the following formula in which Z is sulfonate or carboxylate and is a new compound.
    Type: Grant
    Filed: March 20, 1990
    Date of Patent: October 22, 1991
    Assignee: Kao Corporation
    Inventors: Muneo Aoyagi, Kazuhiro Takanashi, Hiroyuki Araki, Moriyasu Murata, Kohshiro Sotoya, Nobuyuki Ogura, Masaaki Yamamura
  • Patent number: 4999345
    Abstract: Sulfonamide derivatives of the formula I ##STR1## where R.sup.1 is a C.sub.1 -C.sub.4 -alkyl or phenyl group which may be substituted by halogen, trifluoromethyl or C.sub.1 -C.sub.4 -alkyl, R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl, A is a group CHOR.sup.3 C.dbd.O, C.dbd.S or C.dbd.N--OR.sup.4, R.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl phenyl, benzyl or C.sub.1 -C.sub.4 -acyl, R.sup.4 is hydrogen or methyl, B may be methylene or ethylene in the m or p position or, of A is not carbonyl, may be methyleneoxy, the oxygen atom being bonded to the aromatic, and E is a carboxyl, phosphonic acid or sulfo radical, their physiologically acceptable salts, esters with C.sub.1 -C.sub.4 -alcohols or amides or the tetrazol-5-yl radical, their preparation and their use as drugs.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: March 12, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard Schmied, Hand D. Lehmann, Verena Baldinger, Klaus Ruebsamen
  • Patent number: 4988610
    Abstract: The invention provides a composition comprising a hydrophilic colloid and a surface active agent characterised in that the surface active agent is a compound having the formula ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3 independently is a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group;each of X and Y is --H or --Q.sup.- M.sup.+ ;Q.sup.- is an anion; and,M.sup.+ is a cation;provided that when X is --H, Y is --Q.sup.- M.sup.+ and that when X is --Q.sup.- M.sup.+, Y is --H.Preferred surface active agents include compounds of the above formula wherein R.sub.1, R.sub.2 and R.sub.3 are identical.The anion Q.sup.- is a negatively charged atom or group of atoms preferably comprising a sulphonate group, such as --SO.sub.3.sup.- or --CH.sub.2 SO.sub.3.sup.- or a sulphate group, such as --OSO.sub.3.sup.-.The cation M.sup.+ is a positively charged atom or group of atoms preferably chosen from alkali metal cations, such as Na.sup.+ or ammonium.
    Type: Grant
    Filed: May 30, 1989
    Date of Patent: January 29, 1991
    Assignee: Eastman Kodak Company
    Inventors: Alan R. Pitt, John T. Wear, Rachel Richardson, David Young
  • Patent number: 4985180
    Abstract: Phenyl esters of substituted acids are prepared by a two-step process in which a phenol derivative is first treated with an acid halide to yield a phenyl ester intermediate, and the intermediate is reacted with an appropriate nucleophile.
    Type: Grant
    Filed: June 6, 1989
    Date of Patent: January 15, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Harold E. Bellis, Donald J. Dumas, George C. Sonnichsen, Vinayakam Subramanyam
  • Patent number: 4981993
    Abstract: The invention concerns new polyfunctional ethylenic monomers of the general formula (I): ##STR1## where R=cyano, substituted or unsubstituted acyl, substituted or unsubstituted alkoxycarbonyl or substituted or unsubstituted aryloxycarbonyl; R.sub.1 and R.sub.2 each represent --CHR.sub.3 R.sub.4 where R.sub.3 and R.sub.4 may be identical or different and represent H or an alkyl, alkenyl or aralkyl group. R.sub.1 and R.sub.2 may, alternatively, together form a radical --CH.sub.2 --(CR.sub.5 R.sub.6).sub.n --CHR.sub.7 where n=0 or 1 and R.sub.5, R.sub.6 and R.sub.7 may be identical or different and represent H or CH.sub.3.Particular monomers are: 2-cyano-4,4-dimethoxy-3-hydroxy-1-butene; 2-cyano-4,4-dibutoxy-3-hydroxy-1-butene; 4,4-dibutoxy-2-ethoxycarbonyl-3-hydroxy-1-butene; 2-butoxycarbonyl-4,4-dibutoxy-3-hydroxy-1-butene; 4,4-dimethoxy-2-hydroxythoxycarbonyl-1-butene; 4,4-dimethoxy-2-dimethylaminoethoxycarbonyl -3-hydroxy-1-butene; and 4,4-dimethoxy-2-ethoxycarbonyl-3-hydroxy-1-butene.
    Type: Grant
    Filed: August 18, 1988
    Date of Patent: January 1, 1991
    Assignee: Societe Francaise Hoechst
    Inventors: Didier Wilhelm, Alain Blanc
  • Patent number: 4965397
    Abstract: The protecting group, Z, of protected alpha-amino acid esters of the formulaZ--NH--CH(R.sub.2)COOCH(R)COOR.sub.1is removed in the presence of a dibasic acid such as oxalic acid. This results in the formation of a new type of salt of an amino acid ester which may be represented by the formula ##STR1## In the above Q is a divalent hydrocarbyl residue of a dibasic acid, R is a hydrogen atom or hydrocarbyl group, R.sub.1 is a hydrocarbyl group, R.sub.2 is a hydrogen atom or hydrocarbyl group, and p is zero or one, preferably zero. When p is zero, the salts are oxalate salts. When p is one, the salts are salts of other dibasic acids. The salts (II) are useful as reactants in the synthesis of amino-acid substituted phosphazene polymers.
    Type: Grant
    Filed: January 23, 1989
    Date of Patent: October 23, 1990
    Assignee: Ethyl Corporation
    Inventors: Etienne Schacht, Jan Crommen
  • Patent number: 4965392
    Abstract: Chelated radionuclide compositions are provided for conjugation to polypeptides and carbohydrates. The resulting conjugates may be used in diagnosis and therapy. Chelating compounds are disclosed.
    Type: Grant
    Filed: March 23, 1988
    Date of Patent: October 23, 1990
    Assignee: NeoRx Corporation
    Inventors: Alan R. Fritzberg, Sudhakar Kasina, Tripuraneni N. Rao, Jean-Luc VanderHeyden, Ananthachari Srinivasan
  • Patent number: 4948915
    Abstract: The reaction of a monohydroxyl or dihydroxyl alcohol with an alpha, beta-unsaturated ester in contact with a strongly basic anionic exchange resin in the hydroxyl or alkoxide form is unexpectedly and unpredictably enhanced by proper control of the water content in the reaction mixture and the temperature at which the reaction is carried out.
    Type: Grant
    Filed: July 22, 1986
    Date of Patent: August 14, 1990
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventor: Brian T. Keen
  • Patent number: 4937243
    Abstract: Novel compounds of the formula (I), processes for their preparation and their use as collagenase inhibitors are described: ##STR1## in which R.sub.1 is hydroxy; alkoxy; aryloxy; aralkyloxy; --NR.sub.6 R.sub.7 where R.sub.6 and R.sub.7 are hydrogen or alkyl, or R.sub.6 and R.sub.7 together with the N-atom to which they are bonded form a 5- to 7-membered ring with an optional heteroatom; --NHCH(R.sub.8)COR.sub.9 where R.sub.8 is hydrogen; alkyl optionally substituted by hydroxy, alkoxy, --NR.sub.6 R.sub.7, quanidine, CO.sub.2 H, CONH.sub.2, SH, or S-alkyl; or CH.sub.2 -AR where Ar is optionally substituted aryl; and R.sub.9 is hydroxy, alkoxy or --NR.sub.6 R.sub.7.R.sub.2 is hydrogen or acyl.R.sub.3 is C.sub.3-6 alkyl.R.sub.4 is hydrogen; alkyl; --CH.sub.2 R.sub.10 where R.sub.10 is optionally substituted phenyl or heteroaryl; or --CH(R.sub.12)O--R.sub.11 where R.sub.11 is hydrogen; alkyl; or --CH.sub.2 Ph where Ph is optionally substituted phenyl; and R.sub.12 is hydrogen or alkyl.R.sub.
    Type: Grant
    Filed: December 22, 1987
    Date of Patent: June 26, 1990
    Assignee: Beecham Group p.l.c.
    Inventors: Roger E. Markwell, Stephen A. Smith, Ian Hughes
  • Patent number: 4927965
    Abstract: Compounds having the formula: ##STR1## wherein R.sup.1 is --NH(C.dbd.O)OR.sup.5, --NH(C.dbd.NH)NH.sub.2 or --NH(C.dbd.N--NO.sub.2)HN.sub.2 ; R.sup.2 is hydrogen, C.sub.1-8 alkyl or C.sub.6-8 aryl; n is 2 to 6; and R.sup.5 is hydrogen,C.sub.1-8 alkyl, C.sub.6-8 aryl, or C.sub.7-8 alkaryl; are disclosed in addition to methods to employ such compounds to induce migration of endothelial cells into denuded areas of vessel lining and to treat malignant hypercalcemia.
    Type: Grant
    Filed: November 3, 1988
    Date of Patent: May 22, 1990
    Assignee: Merck & Co., Inc.
    Inventors: Gabriel F. Eilon, Wayne J. Thompson
  • Patent number: 4917817
    Abstract: An optically active functional compound represented by the following formula (1) is disclosed: ##STR1## wherein R denotes an alkyl group having 1-14 carbon atoms; -X- denotes ##STR2## denotes a single bond, ##STR3## n=0, 1 or 2; and C* denotes an asymmetric carbon atom. The compound of the formula (1) may be produced through an optically active compound of the following formula (2) or (3): ##STR4## The compounds of the above formulas (1)-(3) are all characterized by a trifluoromethyl group providing a large spontaneous polarization attached to an asymmetric carbon atom.
    Type: Grant
    Filed: July 21, 1988
    Date of Patent: April 17, 1990
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Masanao Kamei, Hideki Kanazawa, Tetsuya Abe, Yoko Yamada, Yuko Etoh
  • Patent number: 4914225
    Abstract: A polymer comprising a carbon-carbon backbone chain and at least one N-(substituted oxalyl)carbamoyl group of the formula: --CO--NH--CO--CO--OR wherein R is a hydrocarbon group as a side chain attached to said backbone chain.
    Type: Grant
    Filed: April 27, 1987
    Date of Patent: April 3, 1990
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Yuji Suzuki, Satoshi Urano, Hirotoshi Umemoto, Ryuzo Mizuguchi, Kei Aoki, Noriyuki Tsuboniwa
  • Patent number: 4873018
    Abstract: An optically active 2-fluoro-1-alkanol compound represented by the formula (Ia): ##STR1## wherein R is an alkyl group having 1-16 carbon atoms, and C* is an asymmetric carbon atom; and an optically active compound derived from the fluoroalkanol and represented by the formula (Ib): ##STR2## wherein R and C* are the same as above, m is 1 or 2, n is 0 or 1, and A is a releasable substitutent. Because of the fluorine atom directly attached to an asymmetric carbon atom, these compounds are particularly effective in increasing a spontaneous polarization, improving a electric field responsive characteristic of a liquid crystal composition, and controlling the liquid crystal state.
    Type: Grant
    Filed: October 27, 1987
    Date of Patent: October 10, 1989
    Assignees: Canon Kabushiki Kaisha, Yamakawa Yakuhin Kogyo Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Masanao Kamei, Shinichi Nakamura, Kazuo Yoshinaga, Mariko Kai, Kazuharu Katagiri
  • Patent number: 4861911
    Abstract: Benzene is oxidized to produce the phenyl ester of a perfluoromonocarboxylic acid by reaction with H.sub.2 O.sub.2, a perfluoro acid or a combination of acetaldehyde and molecular oxygen, in the presence of (1) a cobalt salt of an organic acid catalyst and (2) a perfluoromonocarboxylic acid solvent.
    Type: Grant
    Filed: March 28, 1988
    Date of Patent: August 29, 1989
    Assignee: The Standard Oil Company
    Inventors: Robert DiCosimo, Hsiao-Chiung Szabo
  • Patent number: 4835304
    Abstract: Esters having the general formula: ##STR1## where X is a halogen, n is 1-5, Y is an alkyl, ether, ester, or nitro substituent, m is 0-2, Z is an ester linkage --OCO-- or --CO.sub.2 --, R' is a haloalkyl group, and p is 1-3, constitute high density flotation fluids for inertial instruments such as gyroscopes and accelerometers. Synthetic methods are disclosed for production of such fluids from available starting materials.
    Type: Grant
    Filed: May 1, 1987
    Date of Patent: May 30, 1989
    Assignee: Charles Stark Draper Laboratory
    Inventor: John R. Williams
  • Patent number: 4822721
    Abstract: Halogen-containing polyacrylate derivatives having the formula: ##STR1## wherein A is a structural unit derived from a copolymeriazable monomer having a double bond; R is ##STR2## wherein each of R.sub.1 and R.sub.2 is a hydrogen atom or a fluorinated methyl group, provided R.sub.1 and R.sub.2 are not hydrogen atoms at the same time, and R.sub.3 is a hydrogen atom or a lower alkyl group; X is a halogen atom or a methyl group; and m is a positive integer, n is 0 or a positive integer, and n/m from 0 to 2, preferably from 0 to 1 are disclosed.Also disclosed are methods for forming a resist pattern by using the halogen-containing polyacrylate derivatives as a resist material.
    Type: Grant
    Filed: November 23, 1987
    Date of Patent: April 18, 1989
    Assignee: Toyo Soda Manufacturing Co., Ltd.
    Inventors: Yoshitaka Tsutsumi, Toru Seita, Hideo Shuyama, Kousaburou Matsumura, Kyoko Nakazawa
  • Patent number: 4793949
    Abstract: There is disclosed a new vinyl monomer capable of forming polymeric vesicles, micelles, monolayers, and side-chain liquid crystalline polymers. The vinyl monomer is of the formula ##STR1## wherein R.sub.1 is substituted or unsubstituted long chain alkyl or aryl and R.sub.2 is a hydrogen atom, alkyl, or aryl.The side-chain liquid crystalline polymers can be formed by free radical polymerization or by anionic polymerizations techniques. The different reaction methods give polymers of different configuration; the anionic technique results in a polymer having a nitrogen atom in the backbone. The polymers are useful in film and fiber formation and display good toughness.
    Type: Grant
    Filed: June 3, 1986
    Date of Patent: December 27, 1988
    Assignee: University of Southern Mississippi
    Inventors: Lon J. Mathias, Robert E. Hermes
  • Patent number: 4783550
    Abstract: Benzene is oxidized to produce the phenyl ester of a perfluoromonocarboxylic acid by reaction with H.sub.2 O.sub.2, a perfluoro acid or a combination of acetaldehyde and molecular oxygen, in the presence of (1) a cobalt salt of an organic acid catalyst and (2) a perfluoromonocarboxylic acid solvent.
    Type: Grant
    Filed: July 1, 1985
    Date of Patent: November 8, 1988
    Assignee: The Standard Oil Company
    Inventors: Robert DiCosimo, Hsiao-Chiung Szabo
  • Patent number: 4776875
    Abstract: Compounds of the formula ##STR1## in which R.sub.1 and R.sub.2 denote alkyl, OH, CF.sub.3 or cyanoethyl, A preferably denotes --COOH, R.sub.3 denotes inter alia alkoxycarbonylalkoxy, fairly high-molecular (>C.sub.12) alkoxy, alkylcarbonylalkoxy or nitrobenzyloxy, are valuable herbicides and growth regulators.
    Type: Grant
    Filed: March 26, 1986
    Date of Patent: October 11, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinz J. Loher, Klaus Bauer, Hermann Bieringer
  • Patent number: 4761495
    Abstract: The present invention is directed to a composition and method relating to the preparation of aspartyl peptides having the general formula: ##STR1## where the radical-NHR represents an amino acid or peptide group. In the method, a .beta.-monoester of aspartic acid having the general formula: ##STR2## where R.sub.1 represents a hydrocarbon-containing radical, is reacted with a .beta.-dicarbonyl compound, preferably ethylacetoacetate to protect the aspartyl amino group and form an enamine. The enamine is then coupld to an amino acid or peptide, following which any protecting groups are removed to yield .alpha.-aspartyl peptides without any .beta.-isomer. In its composition aspects, the present invention is directed to novel enamines resulting from reaction of the .beta.-monoester of aspartic acid with a .beta.-dicarbonyl compound.
    Type: Grant
    Filed: January 11, 1985
    Date of Patent: August 2, 1988
    Assignee: Isochem S.A.
    Inventors: Didier Wirth, Dominique Gibert, Annie Boutin
  • Patent number: 4760087
    Abstract: Phenol derivatives of the formula ##STR1## wherein A and B have the same or different meanings and each represent one of the groups --C.tbd.C--, cis--CH.dbd.CH-- or trans--CH.dbd.CH--, R.sub.1 is hydrogen, an optionally substituted alkyl or phenyl group or a cycloalkyl group, R.sub.2 is hydrogen, methyl or ethyl, R.sub.3 represents hydrogen, acetyl or propionyl, R.sub.4 has the same meaning as R.sub.3 or represents an alkyl group, R.sub.5 is a carboxylic or a hydroxy group or a functional derivative of such groups or R.sub.5 is a nitrile group and R.sub.6 is hydrogen, an alkyl group or the group OR.sub.4 which specifically inhibit 5-lipoxygenase and are useful in pharmaceutical compositions for prophylaxis and treatment of diseases due to the action of leukotrienes. The compounds are prepared by reacting suitable acetylene compounds or metal derivatives thereof with alkyl or aryl halides or by means of Wittig reactions optionally followed by transforming the member R.sub.
    Type: Grant
    Filed: May 13, 1986
    Date of Patent: July 26, 1988
    Assignee: Gruenenthal GmbH
    Inventors: Oswald K. Zimmer, Werner P. Vollenberg, Gerriet K. H. Loschen, Werner Winter, Erwin Kiesewetter, Ulrich G. P. Seipp
  • Patent number: 4745212
    Abstract: Isocyanates containing ester and/or amide groups are produced by reacting (a) an isocyanatocarboxylic acid chloride with (b) an organic compound containing a silylated alcoholic group and/or silylated phenolic hydroxyl group and/or silylated amino group which compound contains no other group which is reactive with isocyanate and chlorocarbonyl groups under the reaction conditions. The reaction of (a) with (b) is carried out at a temperature of from -20.degree. to 150.degree. C. This process makes it possible to produce the desired isocyanates with a high degree of selectivity.
    Type: Grant
    Filed: October 8, 1987
    Date of Patent: May 17, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Mormann, Edith Hissmann
  • Patent number: 4736055
    Abstract: Oxime sulfonates of formula I ##STR1## wherein Y is a polymerizable unsaturated group or epoxide group or an --OH, --NHR.sup.5, --COOH, COOR.sup.6, --COCl, --CH.sub.2 Hal, --SO.sub.2 Cl or --NCO group, Z is an (x+y)-valent connecting member, R.sup.1 and R.sup.2 are monovalent organic radicals, m is 0 or 1, x is 1 or 2 and y is 1 or 2, can be converted into polymers which can be thermally or photochemically dissociated to form free sulfonic acid groups. Said polymers can therefore be used as photoresists which can be developed with aqueous alkalis.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: April 5, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Kurt Dietliker, Werner Rutsch, Godwin Berner, Max Hunziker, Christopher G. Demmer
  • Patent number: 4719052
    Abstract: 2,2,3-trifluoropropionyl fluoride is prepared by opening the ring of tetrafluorooxetane in the presence of a catalyst. Analogously, a novel 2,2-difluoropropionic acid derivative of the formula:XCH.sub.2 CF.sub.2 COY (I)wherein X is chlorine, bromine, iodine, a group of the formula:R.sub.1 O-- (II)orR.sub.2 COO-- (III)wherein R.sub.1 R.sub.2 are each an aliphaic or halogenated aliphatic hydrocarbon group having 1 to 8 carbon atoms or an aromatic hydrocarbon group having 6 to 8 carbon atoms optionally bearing at least one substituent, or a group of the formula:X'CH.sub.2 CF.sub.2 CF.sub.2 O-- (IV)wherein X' is fluorine, chlorine, bromine, iodine, the group of the formula: R.sub.1 O--or R.sub.2 COO--; and Y is fluorine or a group of the formula:--OR.sub.3 (V)wherein R.sub.
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: January 12, 1988
    Assignee: Daikin Industries Ltd.
    Inventors: Yohnosuke Ohsaka, Takashi Tohzuka, Shoji Takaki, Yoshio Negishi, Satoru Kohno