The -c(=x)- Group Is Bonded Directly To The Nitrogen Patents (Class 548/195)
  • Patent number: 4739083
    Abstract: A new process for preparing a pyrone-3-carboxamide compound of the formula (IV): ##STR1## wherein R.sub.1 is aryl or heterocyclic group optionally substituted, R.sub.2 is alkyl, aralkyl or like group, comprising reacting a compound of the formula (I) or (I'): ##STR2## wherein R.sub.3 is dialkylamino group and n is 0 to 6, and R.sub.1 and R.sub.2 are as above,with a compound of the formula (II): ##STR3## wherein R.sub.4 and R.sub.5 are hydrogen atom, alkyl or like group, or reacting a compound of the formula (III): ##STR4## wherein R.sub.6 is alkyl, aryl or like group, and R.sub.1 and R.sub.2 are as above,with a compound of the formula (II) or diketene in the presence of a tertiary organic base.
    Type: Grant
    Filed: January 2, 1986
    Date of Patent: April 19, 1988
    Assignee: Daicel Chemical Industries Ltd.
    Inventors: Yoichiro Ueda, Yukihisa Goto, Kazuhisa Masamoto
  • Patent number: 4735951
    Abstract: Novel optical isomers and racemates of 4-hydroxy-3-quinoline-carboxylates of the formula ##STR1## wherein X is in the 5-, 6-, 7- or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --SCF.sub.3 and --OCF.sub.3, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 is selected from the group consisting of thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidyl and tetrazolyl all optionally substituted with alkyl of 1 to 4 carbon atoms and phenyl substituted with at least one member of the group consisting of --OH, alkyl and alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --NO.sub.2 and halogen, R.sub.3 and R.sub.4 are individually selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and aryl, R.sub.
    Type: Grant
    Filed: October 22, 1985
    Date of Patent: April 5, 1988
    Assignee: Roussel Uclaf
    Inventors: Francois Clemence, Odile Le Martret, Francoise Delevallee
  • Patent number: 4720493
    Abstract: Thienylthiazole compounds of the formula: ##STR1## and pharmaceutically acceptable acid addition salts thereof, wherein: R is amino, guanidino, alkylamino, alkenylamino, unsubstituted or optionally substituted phenylamino or acylamino;A is amino, alkylamino, cyclic amino, alkanoylamino, a group of the formula: ##STR2## wherein each symbol is as defined in claim 1; Z is hydrogen or halogen; andm is 0 or 1 to 4,are useful in the treatment of peptic ulcer, acute or chronic gastritis, acute damage of gastric mucous membrane, dimentia and anxiety.
    Type: Grant
    Filed: November 20, 1985
    Date of Patent: January 19, 1988
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Takeshi Kawakita, Mitsuharu Sano, Mitsuyoshi Yasumoto, Kunio Ohsuga, Kei-ichiro Haga
  • Patent number: 4713461
    Abstract: A useful intermediate, glutaconic acid ester derivative (III), is prepared by Michael-type condensation of thiazoleacetic acid derivative (I) with alkoxyacrylic acid derivative (II) in the presence of base. ##STR1## (wherein, R is amino or protected amino;R.sup.1 is an ester forming group;R.sup.2 is hydrogen, cyano, or esterified carboxy;R.sup.3 is hydrogen, cyano, or esterified carboxy; andR.sup.4 is lower alkyl or aralkyl).
    Type: Grant
    Filed: August 8, 1985
    Date of Patent: December 15, 1987
    Assignee: Shionogi & Co., Ltd.
    Inventors: Hiroshi Onoue, Hiromi Takahashi
  • Patent number: 4701527
    Abstract: A method of synthesizing with improved reaction kinetics and improved effective yields salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent selected from the group consisting of --H, --COC.sub.n H.sub.2n+1 and --C.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --CN, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine which comprises reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 --R.sub.
    Type: Grant
    Filed: November 20, 1984
    Date of Patent: October 20, 1987
    Assignee: Lever Brothers Company
    Inventors: Gerald S. Koermer, Eddie N. Gutierrez, Maryfrances Prorok
  • Patent number: 4692529
    Abstract: A method for synthesizing a magenta coupler. The synthesis is carried out through (1) 3-pyrazoline-5-ones which are obtained by substituting a blocking group at the nitrogen atom in the second position thereof; or (2) pyrazoles which are obtained by substituting a blocking group at the hydroxyl group bonded in the fifth position thereof. The magenta coupler obtained has the formula ##STR1## wherein R.sub.1 is an aryl or heterocyclic group, R.sub.2 is an acylamide, anilino or ureido group, and R3 is an alkyl, aryl, or heterocyclic group.
    Type: Grant
    Filed: November 10, 1983
    Date of Patent: September 8, 1987
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Kasaku Masuda, Ryosuke Sato, Fumio Ishii, Kazuhiko Kimura, Hidetaka Ninomiya
  • Patent number: 4687857
    Abstract: Novel alkyl .beta.-oxo-benzenepropanoates of the formula ##STR1## wherein X is in the 5-,6-,7- or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, CF.sub.3 --, CF.sub.3 S-- and CF.sub.3 O--, R.sub.1 ' is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 ' is selected from the group consisting of hydrogen, thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidyl, tetrazolyl, thienyl, benzothiazolyl and phenyl optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, hydroxy, phenyl, CF.sub.3 --, NO.sub.2 -- alkyl of 1 to 4 carbon atoms and alkyl of 1 to 4 carbon atoms substituted with amino, alkylamino or dialkylamino with alkyls of 1 to 3 carbon atoms or R.sub.1 ' and R.sub.
    Type: Grant
    Filed: October 12, 1984
    Date of Patent: August 18, 1987
    Assignee: Roussel Uclaf
    Inventors: Francois Clemence, Odile Le Martret
  • Patent number: 4686224
    Abstract: Ketone containing 1-substituted oxindole-3-carboxamides as antiinflammatory agents prepared by reaction of the 1-substituted oxindole with an isocyanate or by aminolysis of the corresponding alkyl oxindole-3-carboxylate.
    Type: Grant
    Filed: August 6, 1985
    Date of Patent: August 11, 1987
    Assignee: Pfizer Inc.
    Inventor: Lawrence S. Melvin, Jr.
  • Patent number: 4684722
    Abstract: Antibacterial activity is exhibited by monocyclic .beta.-lactam antibiotics having in the 1-position an --O--SO.sub.3 H activating group and in the 3-position an acylamino group of the formula ##STR1## wherein R.sub.3 and R.sub.4 are each independently hydrogen or alkyl.
    Type: Grant
    Filed: January 6, 1986
    Date of Patent: August 4, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Joseph E. Sundeen
  • Patent number: 4667040
    Abstract: This invention relates to a novel process for producing a 2-(2-aminothiazol-4-yl)glyoxylic acid derivative or a salt thereof which are useful in producing a cephalosporin antibiotic, and to intermediates for said derivative and salt and a process for producing the intermediates.
    Type: Grant
    Filed: July 9, 1985
    Date of Patent: May 19, 1987
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Hiroshi Sadaki, Hiroyuki Imaizumi, Kenji Takeda, Takihiro Inaba, Ryuko Takeno, Seishi Morita, Tetsuya Kajita, Isamu Saikawa
  • Patent number: 4666502
    Abstract: The invention provides 5-membered heteroaromatic compounds of formula IArN(Y)COCH.sub.2 Cl Iwherein Ar is a 5-membered heteroaromatic group comprising 1 or 2 heteroatoms selected from O, S and N and linked by a ring C-atom to the N-atom of the N(Y)COCH.sub.2 Cl group to which it is bound, whereby where Ar is pyrazolyl, said N(Y)COCH.sub.2 Cl group is in the 4-position,and Y is as specified in the description,the use of these compounds as herbicides, compositions for facilitating such use and the preparation of the chloroacetamides.
    Type: Grant
    Filed: February 3, 1983
    Date of Patent: May 19, 1987
    Assignee: Sandoz Ltd.
    Inventors: Karl Seckinger, Fred Kuhnen, Karlheinz Milzner
  • Patent number: 4663341
    Abstract: This invention relates to N-aryl-3-aryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds which are useful as pesticides, compositions containing those compounds, methods of controlling pests and processes for preparing these compounds.
    Type: Grant
    Filed: January 11, 1985
    Date of Patent: May 5, 1987
    Assignee: Rohm and Haas Company
    Inventor: Richard M. Jacobson
  • Patent number: 4659826
    Abstract: A method of synthesizing and recovering with high yield and purity salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent having the formula --COC.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine by:(a) reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 -R.sub.3, optionally in the presence of an inert solvent such as a halogenated or unhalogenated aromatic compound or a carbowax solvent, e.g.
    Type: Grant
    Filed: November 20, 1984
    Date of Patent: April 21, 1987
    Assignee: Lever Brothers Company
    Inventor: Joshua Schwarz
  • Patent number: 4656184
    Abstract: This invention relates to therapeutic compositions comprising, as active ingredient, N-substituted hydrazones having the formula: ##STR1## in which Z is a 2-thienyl or phenyl radical. Said compositions have an anti-inflammatory activity, particularly in the ocular field.
    Type: Grant
    Filed: February 7, 1984
    Date of Patent: April 7, 1987
    Inventors: Claude Coquelet, Chantal Bertez, Claude Bonne, Daniel Sincholles
  • Patent number: 4647557
    Abstract: This invention relates to novel heterocyclic derivatives bearing an amino group and to processes for making said compounds.More particularly this invention provides novel heterocyclic compounds the hetero ring of which has two hetero atoms, the same or different, substituted with a free or substituted amino group.These compounds are useful as active ingredients of drugs.
    Type: Grant
    Filed: December 23, 1983
    Date of Patent: March 3, 1987
    Inventors: Gerard Moinet, Michel Schaeffer, Pierre Bessin, Jacqueline Bonnet
  • Patent number: 4644005
    Abstract: Ketone containing 1-substituted oxindole-3-carboxamides as antiinflammatory agents prepared by reaction of the 1-substituted oxindole with an isocyanate or by aminolysis of the corresponding alkyl oxindole-3-carboxylate.
    Type: Grant
    Filed: October 31, 1984
    Date of Patent: February 17, 1987
    Assignee: Pfizer Inc.
    Inventor: Lawrence S. Melvin, Jr.
  • Patent number: 4599426
    Abstract: The present invention relates to new 3,7-disubstituted-3-cephem-4-carboxylic acid compounds and pharmaceutically acceptable salts thereof which have antimicrobial activities and to processes for preparation thereof, to pharmaceutical compositions comprising the same, and to a method of using the same therapeutically in the treatment of infectious diseases in humans and animals.This division relates to intermediate compounds, namely amino or amido-thiazolyl, substituted oxyimino disubstituted acetic acid of the formula: ##STR1## wherein R.sup.1 is amino or a protected amino group;R.sup.2 is --CONH--R.sup.5 or --HNCO--R.sup.5,R.sup.5 is aryl or heterocyclic, either of which may be substituted, andA is lower alkylene, or a salt thereof.
    Type: Grant
    Filed: September 13, 1983
    Date of Patent: July 8, 1986
    Assignee: Fujisawa Pharmaceutical Co.
    Inventors: Takashi Kamiya, Kunihiko Tanaka, Tsutomu Teraji, Yoshiharu Nakai
  • Patent number: 4575501
    Abstract: 2-Arylhydrazino-2-thiazolines, acyl derivatives of these compounds and 2-arylazo-2-thiazolines, of the general formula ##STR1## and salts thereof, are new, are prepared as described and find use for combating ectoparasites and endoparasites, such as cattle and sheep ticks, and gastric and intestinal nematodes in ruminants and carnivors.
    Type: Grant
    Filed: August 6, 1982
    Date of Patent: March 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Otto Behner, Wilhelm Stendel, Peter Andrews
  • Patent number: 4572801
    Abstract: Disclosed are compounds of the general formula: ##STR1## wherein R.sup.1 is a hydrogen atom or a lower alkyl group and R.sup.2 is a hydrogen atom or an ester residue, said derivative having the (3S,4S)-configuration; and pharmaceutically acceptable salts and esters thereof.The compounds have antimicrobial and/or .beta.-lactamase-inhibitory activity and are of value as drugs for human beings and domesticated animals.
    Type: Grant
    Filed: May 31, 1983
    Date of Patent: February 25, 1986
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Taisuke Matsuo, deceased, Michihiko Ochiai, Shoji Kishimoto
  • Patent number: 4567198
    Abstract: Novel analgesic and enkephalinase inhibiting compositions comprising an analgesically and enkephalinase inhibitory effective amount of at least one compound selected from the group consisting of a compound of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen and acetyl, n is 1 or 2 and when n is 1, R.sub.2 is selected from the group consisting of phenyl, p-chlorophenyl, m-trifluoromethylphenyl and thiazolyl and when n is 2, R.sub.2 is selected from the group consisting of phenyl and p-chlorophenyl and their salts with non-toxic, pharmaceutically acceptable acids and bases and an inert pharmaceutical carrier and novel method of relieving pain and inhibiting enkephalinase activity in warm-blooded animals and novel amides.
    Type: Grant
    Filed: February 6, 1984
    Date of Patent: January 28, 1986
    Assignee: Roussel Uclaf
    Inventors: Francoise Delevallee, Roger Deraedt, Odile Le Martret
  • Patent number: 4562201
    Abstract: The present invention relates to new compounds of the formula ##STR1## where X is ##STR2## alkylene, or --S-- where R.sub.1 is hydrogen, alkyl, or aryl; W is hydrogen, hydroxy, amino, alkyloxy, aryloxy, O-alkyl, or O-aralkyl; (Y).sub.A is --CH.sub.2 NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 may be hydrogen, substituted alkyls, aryls, or together with N form a 5 to 7 membered heterocyclic group; and Ar is a substituted or unsubstituted aryl. These compounds are useful in the treatment of various cardiac arrhythmias.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: December 31, 1985
    Assignee: American Hospital Supply Corporation
    Inventors: David M. Stout, William L. Matier
  • Patent number: 4536507
    Abstract: Prostaglandin antagonists are disclosed which are 7- and 8-substituted-dizenzo[b,f]thiepins of the structural formula: ##STR1##
    Type: Grant
    Filed: July 8, 1982
    Date of Patent: August 20, 1985
    Assignees: Merck & Co., Inc., Merck Frosst Canada, Inc.
    Inventors: Joshua Rokach, Clarence S. Rooney, Edward J. Cragoe, Jr.
  • Patent number: 4501747
    Abstract: Amides acting as histamine H.sub.2 receptors antagonists, of formula ##STR1## wherein X represents a N.fwdarw.O or C-NH-A-B group in which A is CO or SO.sub.2 and B is alkyl, phenyl, pyridyl, pyridyl 1-oxide, pyrazinyl or thienyl; their salts; process for their preparation by reacting 2-(2-guanidinothiazol-4-ylmethylthio)ethylamine with a derivative of formula ##STR2## and optional salification; and pharmaceutical compositions containing same.
    Type: Grant
    Filed: April 29, 1983
    Date of Patent: February 26, 1985
    Assignee: Sanofi
    Inventors: Dino Nisato, Sergio Boveri, Romeo Roncucci, Paolo Carminati
  • Patent number: 4501750
    Abstract: The present invention provides new thiazole compounds possessing immuno-modulating activity, i.e. thiazole compounds of the general formula (1): ##STR1## wherein R.sub.1 stands for a hydrogen or halogen atom or a lower alkyl, lower alkoxy, substituted or unsubstituted phenoxy, nitro or cyano group, R.sub.2 for a hydrogen atom or a lower alkyl or lower alkylthio group, and R for an .alpha.-halogenoalkyl group or the grouping: ##STR2## a process for preparing same and pharmaceutical compositions containing the thiazole compounds.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: February 26, 1985
    Assignee: Mitsui Toatsu Kaguku Kabushiki Kaisha
    Inventors: Isao Sakano, Tatsuro Yokoyama, Seitaro Kajiya, Yutaka Okazaki, Hiroshi Tokuda, Hiroshi Kawazura, Mikio Kumakura, Takuo Nakano, Akira Awaya
  • Patent number: 4500343
    Abstract: 1-Heterocyclic-2-pyrrolidinone analogs, and intermediates thereof, as aquatic and terrestrial herbicides and aquatic algicides. The compounds and intermediates can also be used together with one or more herbicides to provide useful terrestrial herbicidal combinations.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: February 19, 1985
    Assignee: Eli Lilly and Company
    Inventor: Kenneth W. Burow, Jr.
  • Patent number: 4496542
    Abstract: Compounds of the formula ##STR1## wherein R and R.sub.9 are independently hydroxy and lower alkoxy,R.sub.1 and R.sub.2 are independently hydrogen, lower alkyl, aryl-lower alkyl having from 7 to 12 carbon atoms, or heterocyclic-lower alkyl having from 6 to 12 carbon atoms,R.sub.3, R.sub.4, R.sub.5, R.sub.7 and R.sub.8 are hydrogen or lower alkyl,R.sub.6 is heterocyclic and their pharmaceutically acceptable, nontoxic acid addition salts and where R or R.sub.9 or both are hydroxy, their pharmaceutically acceptable, nontoxic basic salts, possess antihypertensive activity.
    Type: Grant
    Filed: April 13, 1983
    Date of Patent: January 29, 1985
    Assignee: USV Pharmaceutical Corporation
    Inventors: Jerry W. Skiles, Raymond D. Youssefyeh, John T. Suh, Howard Jones
  • Patent number: 4487937
    Abstract: Novel syn isomers of 7-amino-thiazolyl-acetamido-3-acetoxymethyl-cephalosporanic acid derivatives of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of --CN, --CONH.sub.2 and --COOR.sub.1 ', R.sub.1 ' is selected from the group consisting of alkyl of 1 to 3 carbon atoms, hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, A is selected from the group consisting of hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, R' and R" are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms with the ##STR2## group in the syn position with the proviso that when R.sub.1 is --COOR.sub.1 ' and R.sub.1 ' is hydrogen, A is hydrogen and when R.sub.1 is --COOR.sub.1 ' and R.sub.
    Type: Grant
    Filed: February 25, 1983
    Date of Patent: December 11, 1984
    Assignee: Roussel Uclaf
    Inventor: Ren/e/ Heymes
  • Patent number: 4473577
    Abstract: Disclosed are 2-thiazol derivatives having the general formula ##STR1## where R.sub.1 and R.sub.2 independently represent lower alkyl radicals having 1 to 4 carbon atoms and X represents a lower alkyl radical, a lower alkoxy radical, a lower alkoxycarbonyl radical, a halogenoalkoxy radical, a radical of the formula ##STR2## or a radical of the formula ##STR3## Also disclosed are a process for preparing the derivatives and pharmaceutical compositions having immunomodulatory activity which comprise the derivatives as the active ingredient.
    Type: Grant
    Filed: October 22, 1982
    Date of Patent: September 25, 1984
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Isao Sakano, Tatsuro Yokoyama, Kajiya Seitaro, Yutaka Okazaki, Hiroshi Tokuda, Hiroshi Kawazura, Mikio Kumakura, Takuo Nakano, Akira Awaya
  • Patent number: 4460580
    Abstract: The invention relates to novel N-alkylated aminoalcohols of the formula ##STR1## in which Ar is a radical of aromatic character which is unsubstituted or substituted by hydroxyl, n has the values nought or 1 and Alk is an alkylene radical having 2 to 5 carbon atoms and the nitrogen atom and the oxygen atom or, if n is nought, the salicylamide radical are separated from one another by at least two carbon atoms in the straight-chain, and their salts. The main action of the novel compounds consists in a stimulation of cardiac .beta.-receptors; the compounds also effect a blockage of adrenergic .alpha.-receptors and a lowering in the blood pressure. They can therefore be used as .beta.-stimulators, especially as agents having a positively inotropic action for the treatment of cardiac insufficiency.
    Type: Grant
    Filed: June 24, 1982
    Date of Patent: July 17, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Franz Ostermayer, Markus Zimmermann
  • Patent number: 4435407
    Abstract: .beta.-Oxo-.alpha.-(heterocyclic substituted carbamoyl)-.beta.-pyrrolyl-propionitriles are antiinflammatory and/or antiarthritic agents with immunomodulating properties. Their synthesis, pharmaceutical compositions thereof, and methods of treatment utilizing such compounds are included.
    Type: Grant
    Filed: January 7, 1982
    Date of Patent: March 6, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Gordon N. Walker
  • Patent number: 4433154
    Abstract: Bis(carboxamide) derivatives being useful as histamine H.sub.2 receptor antagonists or anti-peptic ulcer agents are provided from certain dicarboxylic acid derivatives.
    Type: Grant
    Filed: December 7, 1981
    Date of Patent: February 21, 1984
    Assignee: Shionogi & Company, Limited
    Inventor: Kentaro Hirai
  • Patent number: 4427687
    Abstract: Carbamoyl-oxime compound of the formula ##STR1## wherein A, R.sup.3, R.sup.4 and R.sup.5 are as hereinafter set forth, a process for their preparation, pesticidal compositions containing one or more of these compounds as the active ingredient, methods of use of such compositions for the control of pests, particularly insects, mites, nematodes and molluscs, and intermediates for the production of such compounds are described.
    Type: Grant
    Filed: April 24, 1981
    Date of Patent: January 24, 1984
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Christoph Luthy, Paul Winternitz
  • Patent number: 4426519
    Abstract: Novel syn isomers of 7-(2-amino-4-thiazolyl)-acetamido-cephalosporanic acid compounds of the formula ##STR1## wherein R is selected from the group consisting of --(CH.sub.2).sub.n --S--R.sub.2, --CHF.sub.2 and --(CH.sub.2).sub.n --S--CN, R.sub.2 is selected from the group consisting of optionally protonated ##STR2## n is an integer from 1 to 4, R.sub.1 is selected from the group consisting of hydrogen, chlorine, methoxy, alkyl and alkylthio of 1 to 5 carbon atoms, cycloalkyl of 3 to 5 carbon atoms, azidomethyl, acetoxymethyl, carbamoyloxymethyl, ##STR3## and --CH.sub.2 --S--R', Alk is alkyl of 1 to 4 carbon atoms, R' is selected from the group consisting of an optionally substituted nitrogen containing heterocycle and an acyl of an aliphatic acid of 2 to 4 carbon atoms, A is selected from the group consisting of hydrogen and an easily cleavable ester and when R is --(CH.sub.2).sub.n --SR.sub.2, the COOA group may be the anion --COO-- and when R is --(CH.sub.2).sub.n --SCN or --CHF.sub.
    Type: Grant
    Filed: January 27, 1982
    Date of Patent: January 17, 1984
    Assignee: Roussel Uclaf
    Inventors: Michel Vignau, Rene Heymes
  • Patent number: 4423213
    Abstract: The invention relates to novel 7-acylamino-3-vinylcephalosporanic acid derivatives of antimicrobial activity, and to methods of preparation thereof from novel intermediate compounds of the formula: ##STR1## in which R.sub.C is amino or a group of the formula: ##STR2## wherein R.sup.8 is aryl,A.sup.12 is lower alkylene having a group of the formula: .dbd.N.about.OR.sup.4, wherein R.sup.4 is hydrogen, cyclo(lower) alkenyl, lower alkynyl, lower alkenyl, lower alkenyl substituted by carboxy or a protected carboxy group, lower alkyl, or lower alkyl substituted by one or more substituent(s) selected from carboxy, a protected carboxy group, amino, a protected amino group, cyano, phosphono, a protected phosphono group and a heterocyclic group which may have suitable substituent(s),R.sup.a is a protected amino group,R.sup.b is a protected carboxy group,R.sup.c and R.sup.d are combined to form oxo or a protected oxo group, and X.sup.1 is halogen, andR.sup.
    Type: Grant
    Filed: May 7, 1981
    Date of Patent: December 27, 1983
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Takao Takaya, Hisashi Takasugi, Takashi Masugi, Hideaki Yamanaka, Kohji Kawabata
  • Patent number: 4419363
    Abstract: Novel 1-aryloxy-3-amidoamidoalkylamino-2-propanol derivatives, processes for their manufacture, pharmaceutical compositions containing them and methods of using them in the treatment of heart diseases. Representative of the compounds disclosed is 1-(o-cyanophenoxy)-3-.beta.-(2-thenamidoacetamido)ethylaminopropan-2-ol.
    Type: Grant
    Filed: June 4, 1982
    Date of Patent: December 6, 1983
    Assignee: Imperial Chemical Industries PLC
    Inventor: Leslie H. Smith
  • Patent number: 4407810
    Abstract: Novel 2-substituted thiazol-2-yl-oxamic acid esters, processes for their preparation, and therapeutic agents which contain these compounds and are useful in the treatment of allergic disorders.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: October 4, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Eilingsfeld, Peter Neumann, Guenther Seybold, Dieter Lenke, Ludwig Friedrich
  • Patent number: 4396621
    Abstract: Oxothia compounds, especially 2-oxo-2,3-dihydro-benzo[b]-thiophene compounds of the formula ##STR1## in which Ph represents an optionally substituted 1,2-phenylene radical, X represents oxygen or sulphur, R.sub.1 represents an organic radical bonded via a carbon atom and R.sub.2 denotes hydrogen or an optionally substituted hydrocarbon radical of aliphatic character, and their salts are useful as peripheral analgetics and/or as antiphlogistic uricosuric and/or thrombolytic agents.
    Type: Grant
    Filed: November 7, 1980
    Date of Patent: August 2, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Raymond Bernasconi, Pier G. Ferrini, Richard Goschke, Jacques Gosteli
  • Patent number: 4395544
    Abstract: The present invention relates to compounds obtained by condensing a compound of formula I, ##STR1## or a salt thereof, in which R is a primary, secondary or tertiary amino group,with a Vilsmeier reagent,and derivatives of such aldehydes.
    Type: Grant
    Filed: May 15, 1981
    Date of Patent: July 26, 1983
    Assignee: Sandoz Ltd.
    Inventor: Robert Egli
  • Patent number: 4389406
    Abstract: Compounds of formula (I) in the 1-form ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and each is selected from hydrogen, optionally substituted (C.sub.1-7) alkyl, optionally substituted aryl and aromatic heterocyclyl and the dotted line is an optional direct bond, and acid addition salts thereof, are useful in treating worm infections in mammals. Compounds (I) are produced by forming the amide of m-aminotetramisole or by closing the dihydroimidazoline ring.
    Type: Grant
    Filed: May 15, 1981
    Date of Patent: June 21, 1983
    Assignee: Beecham Group Limited
    Inventors: Roderick J. Dorgan, Richard A. Webster
  • Patent number: 4386210
    Abstract: Novel syn isomers of 7-amino-thiazolyl-acetamido-3-acetoxymethyl-cephalosporanic acid derivatives of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of --CN, --CONH.sub.2 and --COOR.sub.1 ', R.sub.1 ' is selected from the group consisting of alkyl of 1 to 3 carbon atoms, hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, A is selected from the group consisting of hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, R' and R" are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms with the ##STR2## group in the syn position with the proviso that when R.sub.1 is --COOR.sub.1 ' and R.sub.1 ' is hydrogen, A is hydrogen and when R.sub.1 is --COOR.sub.1 ' and R.sub.
    Type: Grant
    Filed: May 4, 1981
    Date of Patent: May 31, 1983
    Assignee: Roussel Uclaf
    Inventor: Rene Heymes
  • Patent number: 4374843
    Abstract: A series of 2-guanidino-4-heteroarylthiazoles, wherein the heteroaryl substituent is selected from thiazolyl, triazolyl, imidazolyl, and 2-alkyl, 2-amino and 2-carboxamido derivatives thereof, are disclosed. The novel compounds have activity as antisecretory agents and histamine H.sub.2 antagonists and are useful for the treatment of gastric hyperacidity and peptic ulcers. Also disclosed are pharmaceutical compositions containing the novel compounds of this invention and a method of using the compounds in the treatment of gastric hyperacidity and peptic ulcers. Novel intermediates useful in the preparation of the novel antisecretory compounds are also described.
    Type: Grant
    Filed: August 20, 1981
    Date of Patent: February 22, 1983
    Assignee: Pfizer Inc.
    Inventors: John L. La Mattina, Christopher A. Lipinski
  • Patent number: 4362736
    Abstract: Novel guanidinothiazole compounds of the general formula ##STR1## wherein R represents a hydrogen atom or a lower alkyl group, Y represents a sulfur atom or a methylene group, m and n each represents an integer of 1-3, A represents the group shown by ##STR2## (wherein R.sub.1 represents a hydrogen atom, a cyano group, a carbamoyl group, a ureido group, a hydroxyl group, a lower alkoxy group, a lower acyl group, an acylamino group, an arylsulfamoyl group, an aralkyl group or a carboxymethyl group, an arylsulfamoyl group, an aralkyl group or a carboxymethyl group, R.sub.2 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a cyano group or a lower acyl group, and R.sub.3 represents a hydrogen atom, a lower alkyl group, a hydroxyl group or a sulfamoyl group), and the pharmacologically acceptable acid addition salts thereof; these compounds are useful as gastric acid secretion inhibitors.
    Type: Grant
    Filed: March 6, 1980
    Date of Patent: December 7, 1982
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Yasufumi Hirata, Isao Yanagisawa, Yoshio Ishii, Masaaki Takeda
  • Patent number: 4350696
    Abstract: Compounds of the general formula: ##STR1## wherein X is a group of the formula: ##STR2## m is 2 or 3; n is an integer of from 1 to 4; and R is a 5-membered heterocyclic group containing as heteroatoms a nitrogen atom and an additional oxygen or sulphur atom or up to three further nitrogen atoms; or a 6-membered heterocyclic group containing one or two nitrogen atoms;and the pharmaceutically acceptable acid addition salts thereof, are able to selectively inhibit the action of the thromboxane synthetase enzyme without significantly inhibiting the action of the prostacycline synthetase or cyclo-oxygenase enzymes and are thus useful in the treatment of ischaemic heart disease, stroke, transient ischaemic attack, thrombosis, migraine and the vascular complications of diabetes.
    Type: Grant
    Filed: February 17, 1981
    Date of Patent: September 21, 1982
    Assignee: Pfizer Inc.
    Inventors: Peter E. Cross, Roger P. Dickinson
  • Patent number: 4348403
    Abstract: 2-Amino-4-(4-benzyloxyphenyl)thiazole compounds of the formula: ##STR1## wherein X is hydrogen, a halogen, a lower alkyl having 1 to 4 carbon atoms or trifluoromethyl; R is hydrogen, a lower alkyl having 1 to 4 carbon atoms, a lower alkenyl having 2 to 4 carbon atoms or a carboxylic acyl having 1 to 6 carbon atoms; and n is 1 or 2, or pharmaceutically acceptable salts thereof, are novel compounds and are useful as a prophylactic agent or therapeutic agent against hyperlipemia in mammals including human beings.
    Type: Grant
    Filed: October 16, 1980
    Date of Patent: September 7, 1982
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Yutaka Kawamatsu, Takashi Sohda, Yoshio Imai
  • Patent number: 4342765
    Abstract: Guanidine derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. These derivatives have the formula: ##STR1## in which X is oxygen or sulphur;Y is nitrogen or a CH radical;n is 1, 2, 3 or 4;m is 0 or 1;R.sup.1 is, for example, hydrogen or alkyl of 1-6 carbons; andR.sup.2 is, for example, ##STR2## and are characterized by the guanidino and cycloalkyl substituents which are attached directly to the heterocyclic ring.
    Type: Grant
    Filed: January 16, 1980
    Date of Patent: August 3, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventors: Derrick F. Jones, Keith Oldham
  • Patent number: 4326876
    Abstract: Compounds of the following formula have herbicidal activity: ##STR1## wherein X and Y are hydrogen or halo; R.sup.2 and R.sup.3 are alkyl or are joined to form --CH.sub.2 --.sub.n, n=2 through 7; R is hydrogen, haloacetyl, alkyl, alkoxyalkyl or N-alkylcarbamoyl and R.sup.1 is alkyl, alkenyl, alkynyl, cycloalkyl, polycycloalkyl, alkoxy-alkyl, cyanoalkyl or cyanoalkenyl; with the proviso that when R and R.sup.1 are both alkyl, each contains at least 3 carbon atoms.
    Type: Grant
    Filed: January 28, 1980
    Date of Patent: April 27, 1982
    Assignee: Chevron Research Company
    Inventor: Edward I. Aoyagi
  • Patent number: 4321372
    Abstract: This invention encompasses orally effective antiulcer agents of the formula ##STR1## wherein X is hydroxy, (C.sub.1 -C.sub.5)-alkoxy, phenoxy, benzyloxy, or --NH(CH.sub.2).sub.n Y wherein n is an integer of value 2 to 4 and Y is di-(C.sub.1 -C.sub.3)-alkylamino, 1-pyrrolidinyl, 1-piperidinyl or 4-morpholinyl;R' and R" when taken together are (C.sub.3 -C.sub.8)-alkylene, with the proviso that the ring so formed is 5- to 8-membered;R' and R" when taken separately are each independently hydrogen, (C.sub.1 -C.sub.6)-alkyl or (C.sub.5 -C.sub.6)-cycloalkyl, with the proviso that when X is other than --NH(CH.sub.2).sub.n Y, at least one of R' and R" is other than hydrogen;the pharmaceutically acceptable cationic salts thereof when X is hydroxyl, and the pharmaceutically acceptable anionic salts thereof when X is --NH(CH.sub.2).sub.n Y.
    Type: Grant
    Filed: June 16, 1980
    Date of Patent: March 23, 1982
    Assignee: Pfizer Inc.
    Inventor: Saul B. Kadin
  • Patent number: 4313945
    Abstract: The invention relates to aminothiazolacetamido-3-cephem-4-carboxylic acid compounds of the formula ##STR1## in which the index n represents an integer of 1 to 4,X represents oxygen, sulphur, an --NH-- group or the direct bond,Y represents oxygen or sulphur,A represents methylene or methylene substituted by amino, hydroxy, carboxyl, sulpho, oxo, or the group .dbd.N--O--R.sup.o in which R.sup.o represents hydrogen or optionally substituted lower alkyl,R.sub.1 represents hydrogen, lower alkyl, an esterified or etherified hydroxy or mercapto group, halogen, formyl or a group of the formula --CH.sub.2 --R.sub.2 in which R.sub.2 represents an esterified or etherified hydroxy or mercapto group or a quaternary ammonium group, andR.sub.3 represents hydrogen or methoxy,in which functional groups are optionally present in protected form,salts of such compounds with acidic and/or basic groups, processes for the manufacture of these compounds, pharmaceutical agents containing such substances and their therapeutic use.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: February 2, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Rene Wiederkehr, Riccardo Scartazzini
  • Patent number: 4305937
    Abstract: A compound of the formula: ##STR1## wherein R.sup.1 is lower alkyl, R.sup.2 is carboxy or protected carboxy, R.sup.3 is amino or protected amino and R.sup.4 is lower alkyl substituted by halogen or a lower unsaturated aliphatic group, and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: August 8, 1979
    Date of Patent: December 15, 1981
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Takashi Kamiya, Takao Takaya
  • Patent number: 4301167
    Abstract: 2-amino thiazoline derivative having Formula I: ##STR1## wherein: R represents --R.sub.1 or --CO--R.sub.2, wherein R.sub.1 represents benzyl monosubstituted in the ortho position by lower alkoxy or in the ortho, meta or para position by lower alkyl, trifluoromethyl or halogen, or R.sub.1 represents cycloalkylmethyl; and R.sub.2 represents cycloalkyl, naphthyl, styryl or substituted phenyl; and R.sub.3, R.sub.4, R.sub.5 and R.sub.6, each independently represent hydrogen or lower alkyl.The said 2-amino thiazoline is useful as a medicine in the preparation of pharmaceutical compositions.
    Type: Grant
    Filed: June 6, 1979
    Date of Patent: November 17, 1981
    Assignee: Institut Merieux
    Inventors: Andre L. Boucherle, Marie-Pierre D. Viallet