Nitrogen Or Carbonyl Attached Indirectly To The Thiocyano Group By Acyclic Nonionic Bonding Patents (Class 558/14)
  • Patent number: 6743820
    Abstract: Novel sulfate ester agents and the use of those agents for treating gastroesophageal reflux disease (GERD) are described, exemplary agents being of the formula: wherein X is —OCH2— or —CH2O—; Y is a group pendant from X comprising at least one —OSO3R4 moiety, wherein R4 is H or a pharmaceutically acceptable cation; n is an integer from 1-3; and R1 and R2 are each independently selected from the group consisting of —H, a halogen with an atomic number from 9 to 53, —SO3R4, —NCS, —NCO, —NH(CO)—OR3, —NH(CS)SR3, —NH(C═NH)OR3, —NHCOCH2Cl, —NHCOCH2Br, —NHCO—CH═CH2, —NHC(O)—CF3, wherein R4 is H or a pharmaceutically acceptable cation.
    Type: Grant
    Filed: July 5, 2001
    Date of Patent: June 1, 2004
    Assignee: University of Toledo
    Inventors: Richard A. Hudson, Liyanaaratchinge M. V. Tillekeratne, Nelia A. Tobey, Roy C. Orlando
  • Publication number: 20040087810
    Abstract: In one embodiment, this invention provides a class of androgen receptor targeting agents (ARTA). The agents define a new subclass of compounds, which are selective androgen receptor modulators (SARM). The SARM compounds have unexpected antiandrogenic activity of a nonsteroidal ligand for the androgen receptor. In one embodiment, the SARM compounds bind irreversibly to the androgen receptor. In another embodiment, the SARM compounds are androgen receptor antagonists which bind irreversibly to the androgen receptor. In another embodiment, the SARM compounds are alkylating agents.
    Type: Application
    Filed: February 24, 2003
    Publication date: May 6, 2004
    Inventors: James T. Dalton, Duane D. Miller, Mitchell S. Steiner, Karen A. Veverka, Leonid I. Kirkovsky, Arnab Mukherjee, Dong Jin Hwang
  • Patent number: 6566403
    Abstract: This invention relates to new compositions comprising predominantly one enantiomer of an N-acetonylbenzamide fungicide, methods of preparing N-acetonylbenzamides, and their use as fungicides.
    Type: Grant
    Filed: June 16, 1997
    Date of Patent: May 20, 2003
    Assignee: Dow AgroSciences LLC
    Inventors: Enrique Luis Michelotti, David Hamilton Young, Thomas Anthony McLaughlin
  • Patent number: 5977123
    Abstract: The invention relates to novel oximether and acrylic acid derivatives of the formula (I) ##STR1## in which Z, G, Ar, E, R.sup.1 and R.sup.2 have the meanings as given in the specification, to processes for their preparation and to their use as fungicides.
    Type: Grant
    Filed: January 9, 1998
    Date of Patent: November 2, 1999
    Assignee: Bayer Aktiengesellscgaft
    Inventors: Peter Gerdes, Herbert Gayer, Ulrich Heinemann, Ralf Tiemann, Klaus Stenzel, Stefan Dutzmann
  • Patent number: 5883122
    Abstract: Aliphatic nitrate esters having a sulfur or phosphorus atom .beta. or .gamma. to a nitrate group and their congeners having efficacy as neuroprotective agents are described. Preferred nitrate esters may be synthesized by nitration of a 3-bromo-1,2-propanediol, and subsequent reaction to yield the desired mono-, di- or tetra-nitrate ester.
    Type: Grant
    Filed: June 3, 1997
    Date of Patent: March 16, 1999
    Assignee: Queen's University at Kingston
    Inventors: Gregory R. J. Thatcher, Brian M. Bennett, James N. Reynolds, Roland J. Boegman, Khem Jhamandas
  • Patent number: 5874466
    Abstract: Novel routes for the preparation of acetonylbenzamides are provided by the reaction of an amine and acyl chloride. Novel routes to various intermediates used in the manufacture of acetonylbenzamides are also disclosed.
    Type: Grant
    Filed: June 10, 1997
    Date of Patent: February 23, 1999
    Assignee: Rohm and Haas Company
    Inventors: Enrique Luis Michelotti, Heather Lynnette Rayle, Randall Wayne Stephens, William Joseph Zabrodski
  • Patent number: 5852212
    Abstract: Optically active .alpha.-bromo- or .alpha.-chlorocarboxylic compounds of the formula ##STR1## wherein X is bromine or chlorine;M is hydrogen, NR.sub.4.sup.+1 or a cation of an alkali or alkaline earth metal;R.sup.1 is hydrogen or lower alkyl;n is 0 or 1;R is hydrogen, C.sub.1 -C.sub.20 alkyl, or C.sub.1 -C.sub.20 alkyl substituted in the terminal position with --NR.sup.2.sub.2, --COOR.sup.2, --OR.sup.3, a free or protected --CHO group or a ring A;R.sup.2 is hydrogen or a lower alkyl;R.sup.3 is hydrogen or a protecting group;ring A is an unsubstituted or substituted ring; and* is a center of chirality,are prepared by enantioselectively hydrogenating, in the presence of a ruthenium complex of an optically active diphosphine ligand, a (Z)-.alpha.,.beta.-unsaturated compound of the general formula ##STR2## wherein R, n, X and M are as defined above.
    Type: Grant
    Filed: June 12, 1996
    Date of Patent: December 22, 1998
    Assignee: Rolic AG
    Inventors: Emil Albin Broger, Richard Buchecker, Yvo Crameri, Teodor Lukac
  • Patent number: 5726337
    Abstract: A process for the preparation of a thiocyanate of Formula IIR.sub.f --A.sub.m --(CH.sub.2).sub.n --SCN IIwherein R.sub.f is a C.sub.2 -C.sub.20 perfluoroalkyl radical, or a C.sub.5 -C.sub.38 perfluoroalkyl radical having at least one ether oxygen atom; n is 1 to 3; m is 0 or 1; A is O, S, CO.sub.2, N(R.sub.1)R.sub.2, CON(R.sub.1)R.sub.2, SO.sub.2 N(R.sub.1 R.sub.2 or (OCH.sub.2 CHR.sub.3).sub.a O; wherein a is 3 to about 15; R.sub.1 is H or alkyl radical of 1 to about 4 carbon atoms; R.sub.2 is C.sub.1 -C.sub.12 alkylene; and R.sub.3 is H or CH.sub.2 Cl; said process comprising reacting a fluorinated iodide of Formula IR.sub.f --A.sub.m --(CH.sub.2).sub.n --I Iwherein R.sub.f, A, m and n are as defined above, with a thiocyanate salt M.sup.+ (SCN).sup.- wherein M is sodium or potassium, in the presence of a catalyst comprising a quaternary ammonium salt of formula (R.sub.4).sub.3 (R.sub.5)N.sup.+ Y.sup.-wherein R.sub.4 is butyl; R.sub.5 is methyl or butyl; and Y is Cl, Br, I, or HSO.sub.
    Type: Grant
    Filed: December 13, 1996
    Date of Patent: March 10, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Stephen Ernest Jacobson
  • Patent number: 5696279
    Abstract: Thiocyanoalkyl esters of hydroxy-substituted (meth)acrylic acids are prepared by a process which includes the step of reacting an acrylic compound with an aldehyde of the formula CHOHR' wherein R' is a straight-chain or branched alkyl optionally substituted by hydroxyl, alkoxy or ester substitutents; straight-chain, branched or cyclic alkenyl; aryl radicals, optionally substituted by halogen, nitro or alkoxy, unsaturated heterocyclic radicals; alkylaryl; or arylalkyl radicals.
    Type: Grant
    Filed: October 20, 1995
    Date of Patent: December 9, 1997
    Assignee: Atochem
    Inventors: Marie-Christine Berthe, Paul Caubere, Yves Fort
  • Patent number: 5629346
    Abstract: Certain N-acetonylbenzamides exhibit low toxicity to plants are particularly useful for control of fungi, especially Phycomycetes.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: May 13, 1997
    Assignee: Rohm and Haas Company
    Inventors: H. Edwin Carley, Ashok K. Sharma, Colin Swithenbank
  • Patent number: 5565597
    Abstract: A process for the preparation of an acrylic or methacrylic compound of formula (I): ##STR1## wherein R is a hydrogen atom or methyl and n is an integer ranging from 2 to 20 inclusive, comprising reacting a halogeno-n-alkyl acrylate or methacrylate of the formula: ##STR2## in which n is as defined above and X is a halogen atom, with a thiocyanate salt in an organic solvent and in the presence of an effective phase-transferring amount of at least one phase-transfer agent.
    Type: Grant
    Filed: March 27, 1995
    Date of Patent: October 15, 1996
    Assignee: Atochem
    Inventors: Marie-Christine Berthe, Paul Caubere, Yves Fort
  • Patent number: 5534644
    Abstract: The present invention relates to a process for the preparation of compounds of general formula (I), wherein R stands for a straight chained C.sub.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: July 9, 1996
    Assignee: Aktiebolaget Astra
    Inventors: Endre Palosi, Dezso Korbonits, Erzsebet Molnar nee Bako, Ida Szvoboda nee Kanzel, Gergely Heja, Pal Kiss, Csaba Gonczi, Ferenc Sperber, Csaba Huszar, Gyorgy Mihalovics, Attila Nemeth, Mihaly Su, Karol Gyure, Istvan Bone, Ferenc Morasz, Laszlo Ledniczky, Erzsebet Szabo nee Kardos, Peter Gy ri, Erzsebet Szalay, Karoly Ban, Iidiko Buttkai, Arpad K vari, Sandor Garaczy
  • Patent number: 5354777
    Abstract: New cyanoalkene derivatives of the formula (I) ##STR1## are described, in which R and R.sup.1 have the meaning given in the description, and a process for their preparation.The new cyanoalkene derivatives are used for combating microorganisms for the protection of industrial materials.
    Type: Grant
    Filed: February 23, 1993
    Date of Patent: October 11, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Wachtler, Wilfried Paulus, Georg-Wilhelm Ludwig
  • Patent number: 5332850
    Abstract: Monomers of the formulae: ##STR1## as well as polymers and copolymers thereof wherein n=2-20; R=H, CH.sub.3 or CHOHR' where R'=straight-chain or branched alkyl, optionally substituted by hydroxyl, alkoxy or ester substituents, straight-chain, branched or cyclic alkenyl, aryl, optionally substituted by halogenated, nitro or alkoxy substituents, unsaturated heterocycle, alkylaryl and arylalkyl, R=CH.sub.3 in formula (I) in the case of monomers and homopolymers wherein n=2 and in the case of monomers wherein n=4.
    Type: Grant
    Filed: July 9, 1991
    Date of Patent: July 26, 1994
    Assignee: Atochem
    Inventors: Marie-Christine Berthe, Paul Caubere, Yves Fort
  • Patent number: 5304572
    Abstract: Novel N-acetonylbenzamides and their use in controlling phytopathogenic fungi.
    Type: Grant
    Filed: December 1, 1992
    Date of Patent: April 19, 1994
    Assignee: Rohm and Haas Company
    Inventors: Enrique L. Michelotti, David H. Young
  • Patent number: 5292924
    Abstract: .alpha.-Fluoro-substituted N-acryloylamino acid derivatives of the formula ##STR1## are used to make polymers optionally for chromatographic resolution of racemates into their enantiomers. The fluorine atom improves performance in many instances.
    Type: Grant
    Filed: November 13, 1992
    Date of Patent: March 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf Grosser, Walter Lange, Bruno Bomer, Dieter Arlt, Dietmar Bielefeldt
  • Patent number: 5260103
    Abstract: Polyphosphazene derivatives containing carbonyl groups and variously alkylated tertiary aminic groups, suited to undergo rapid and efficient photo-crosslinking processes and having general formula: ##STR1## wherein: X represents substituents linked to the polyphosphazene chain by means of hydroxylic or aminic functions and containing carbonyl groups;X' represents additional substituents linked to the polyphosphazene chain by means of hydroxylic or aminic functions and containing one or more variously alkylated tertiary aminic groups;(w+y+z) is an integer ranging from 20 to 15,000;w and z are integers having a value higher than or equal to zero and at any rate lower than 15,000;y is an integer having a value of from 20 to 15,000.
    Type: Grant
    Filed: July 17, 1990
    Date of Patent: November 9, 1993
    Assignee: Consiglio Nazionale Delle Ricerche
    Inventors: Mario Gleria, Francesco Minto, Lucia Flamigni
  • Patent number: 5254584
    Abstract: Certain N-acetonylbenzamides exhibit low phytotoxicity and are useful for control of a wide range of fungi, including phytopathogenic fungi of the classes Oomycetes, Ascomycetes, Deuteromycetes and Basidiomycetes.
    Type: Grant
    Filed: December 18, 1992
    Date of Patent: October 19, 1993
    Assignee: Rohm and Haas Company
    Inventors: Enrique L. Michelotti, Robert R. Raney, David H. Young
  • Patent number: 5157051
    Abstract: 3-Thiocyano-2-halo-2-propenenitriles are prepared which correspond to the formula: ##STR1## wherein X is a halogen. These compounds have been found to exhibit a high degree of antimicrobial activity in industrial and commercial applications and compositions containing these compounds are so employed.
    Type: Grant
    Filed: March 5, 1992
    Date of Patent: October 20, 1992
    Assignee: The Dow Chemical Company
    Inventors: Kalakota S. Reddy, Thomas L. Siddall, Connie L. Deford
  • Patent number: 4994495
    Abstract: Fungicidal compounds having the formula: ##STR1## and stereoisomers thereof, wherein R.sup.1 is optionally substituted C.sub.2-10 alkenyl, optionally substituted C.sub.5-6 cycloalkenyl, optionally substituted C.sub.2-10 alkynyl, or C.sub.1-10 alkyl substituted with --CN, --NC, --COR.sup.2, --CO.sub.2 R.sup.2, --NO.sub.2 or --SCN; X is O, S(O)n or NR.sup.2 and is attached to the 3- or the 4-position of the phenyl ring; Y and Z, which may be the same or different, are H, halogen, --CH.sub.3, --C.sub.2 H.sub.5, or --OCH.sub.3 ; R.sup.2 is H, C.sub.1-4 alkyl, C.sub.1-4 alkenyl, or, when R.sup.2 is C.sub.1-4 alkyl in the group --COR.sup.2, it joins with the alkyl group to which --COR.sup.2 is attached to form a 5- or 6-membered aliphatic ring; and n is 0, 1 or 2.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: February 19, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Christopher R. A. Godfrey, Paul J. de Fraine, Michael G. Hutchings, Ian Ferguson
  • Patent number: 4954523
    Abstract: A new diphenyl-methane derivative is useful to inhibit agglomeration of blood and is defined by the formula, including a diphenylethylene derivative and a benzophenone oxime ether derivative. ##STR1## in which R1 and R2 each are hydrogen, hydroxyl or a lower alkoxy, U is .dbd.CXY or .dbd.N--O--W,X is hydrogen, cyano or --COR6, R6 being hydroxyl or an amino, Y is --R10--COOR3, R3 being hydrogen or a lower alkoxy, R10 being an alkylene having 1 to 3 carbon atoms, straight or branched, --CO--NR4R5, R4 and R5 each being hydrogen, a lower alkyl or a lower aralalkyl, --CH2--NHSO3--C6H5 or --C(R8).dbd.NR7, R7 being a lower alkoxy or an aryl, R8 is --VR9, V being oxygen, sulfur or nitrogen, R9 being an alkyl or an aryl,W is --CH2--CO--CH2--COOR13, R13 being hydrogen or a lower alkyl, --CH2--C(.dbd.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: September 4, 1990
    Assignee: Eisai Co., Ltd.
    Inventors: Youji Yamagishi, Kozo Akasaka, Takeshi Suzuki, Mitsuaki Miyamoto, Kouji Nakamoto, Kazuo Okano, Shinya Abe, Hironori Ikuta, Kenji Hayashi, Hiroyuki Yoshimura, Tohru Fujimori, Koukichi Harada, Isao Yamatsu
  • Patent number: 4822902
    Abstract: Certain N-acetonylbenzamides exhibit low toxicity to plants are particularly useful for control of fungi, especially Phycomycetes.
    Type: Grant
    Filed: July 26, 1984
    Date of Patent: April 18, 1989
    Assignee: Rohm and Haas Company
    Inventors: H. Edwin Carley, Ashok K. Sharma
  • Patent number: 4786744
    Abstract: The invention relates to a method for opening the ring of gem dicyanepoxides comprising reacting a gem dicyanepoxide with a mononucleophilic compound in the presence of a hydrohalic acid or a weakly nucleophilic acid.
    Type: Grant
    Filed: June 17, 1985
    Date of Patent: November 22, 1988
    Assignee: Centre National de la Recherche Scientifique
    Inventors: Albert L. F. Robert, Jean-Luc Guinamant, Sylvie C. A. Jaguelin
  • Patent number: 4774335
    Abstract: Disclosed herein are thiocyanopyrimidine derivatives represented by the following general formula: ##STR1## wherein R means an alkyl group having 1-3 carbon atoms and X denotes a halogen atom, their production process, and agricultural and horticultural fungicides containing same as active ingredients. The compounds of this invention can provide ideal agricultural and horticultural fungicides, since they exhibit outstanding fungicidal activities against plant pathogens led by late blight and downy mildew, their toxicity to animals are low and they are not phytotoxic.The compounds of this invention can be obtained by reacting pyrimidine derivatives represented by the following general formula: ##STR2## with thiocyanates while using an organic acid as a solvent. Good results can be obtained particularly when formic acid is used as a solvent.
    Type: Grant
    Filed: September 23, 1986
    Date of Patent: September 27, 1988
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Katsutoshi Ishikawa, Hitoshi Shimotori, Noboru Iida, Shuji Ozawa, Shunichi Inami