Nitrogen Bonded Directly To The -c(=x)- Group Patents (Class 549/487)
  • Patent number: 4931458
    Abstract: Heterocyclic compounds of the formula ##STR1## wherein X is --CH.dbd.CH--; R.sup.1 is the group Ar--R.sup.2 or --CH.dbd.CH--C(CH.sub.3).dbd.CH--R.sup.21 ; Ar is phenyl, pyridyl, furyl or thienyl; R.sup.2 is --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3, lower-alkylsulphonyl or formyl; R.sup.21 is --CO.sub.2 R.sup.3, --C(O)R.sup.4, --CH.sub.2 OR.sup.3 or formyl; R.sup.3 is hydrogen or lower-alkyl; and R.sup.4 is hydrogen, hydroxy, amino, lower-alkyl amino, di-(lower alkyl)amino or lower alkyl; with at least one ring of the molecule being heterocyclic, as well as salts of such compounds are useful in rodenticidal compositions containing a bait to eliminate rodents.
    Type: Grant
    Filed: October 5, 1988
    Date of Patent: June 5, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Harald Weiser
  • Patent number: 4927947
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## wherein A is pyridyl, furyl, thienyl, pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-5; and B is H, --COOH and its esters, amides and pharmaceutically acceptable salts, --CHO and its acetal derivatives, --COR.sub.1 and its ketal derivatives where R.sub.1 is --(CH.sub.2).sub.n CH.sub.3 where n is defined above, or --CH.sub.2 OH and its ether and acyl ester derivatives; or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: May 22, 1990
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4923884
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## wherein A is pyridyl, furyl, thienyl, pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-5; and B is H, --COOH and its esters, amides and pharmaceutically acceptable salts, --CHO and its acetal derivatives, --COR.sub.1 and its ketal derivatives where R.sub.1 is --(CH.sub.2).sub.n CH.sub.3 where n is defined above, or --CH.sub.2 OH and its ether and acyl ester derivatives; or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: May 8, 1990
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4914097
    Abstract: Disclosed herein is an N-indanyl carboxamide derivative as a novel compound, represented by the following general formula (I): ##STR1## wherein A represents a group of the formula, ##STR2## (wherein X represents a halogen atom, a methyl group, or a trifluoromethyl group, Y represents a hydrogen atom, a halogen atom, a lower alkyl group, an amino group, a mercapto group, or a lower alkylthio group, R.sup.1 represents a methyl group or a trifluoromethyl group, and R.sup.2 and R.sup.3 independently represents a hydrogen atom or a methyl group), R represents a lower alkyl group, and n is an integer in the range of 1 to 6, and an agricultural/horticultural fungicide comprising said N-indanyl carboxamide derivative as an active ingredient.
    Type: Grant
    Filed: February 23, 1988
    Date of Patent: April 3, 1990
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Masatsugu Oda, Toshiro Sakaki, Naoko Sasaki, Hirofumi Tomita, Nobuyuki Nonaka
  • Patent number: 4897417
    Abstract: In accordance with the present invention, disclosed herein are compounds of the formula ##STR1## wherein R is straight or branched loweralkyl, R.sub.1 is hydrogen, straight or branched loweralkyl, lowercycloalkyl, amino, loweralkoxy or acylamino, and R.sub.2 is straight or branched loweralkyl, amino, cyclohexyl, morpholino, piperidino, tetrahydrofuranyl, dihydrofuranyl, tetrahydropyranyl, dioxolanyl, 2,2-dimethyl dioxolanyl, dioxanyl, pyrrolidinyl, tetrahydrooxazolyl, and dihydrooxazolyl, and pharmaceutically acceptable salts thereof. The compounds are useful in the treatment of glaucoma.
    Type: Grant
    Filed: December 15, 1988
    Date of Patent: January 30, 1990
    Assignee: E. I. Du Pont de Nemours & Co.
    Inventors: Ghanshyam Patil, William L. Matier, Khuong H. X. Mai
  • Patent number: 4883907
    Abstract: The present invention relates to new carbazates of the formula (I) ##STR1## wherein A is C.sub.3 to C.sub.10 alkenyl, C.sub.2 to C.sub.10 haloalkyl, trifluoromethyl, phenyl-C.sub.1 to C.sub.3 alkyl, phenyl-C.sub.2 to C.sub.3 alkenyl, naphthyl-C.sub.1 to C.sub.3 alkyl, C.sub.3 to C.sub.7 cycloalkyl-C.sub.1 to C.sub.3 alkyl, furyl which can be nitro-substituted, diphenyl-hydroxymethyl or indazolyl which can be substituted by one or more C.sub.1 to C.sub.4 alkoxy groups; andR is C.sub.1 to C.sub.4 alkyl,and acid addition salts thereof, a process for the preparation thereof and feed additives comprising the same.The compounds of formula (I) may be used in animal husbandry due to their weight-gain increasing and fodder utilization improving effect.
    Type: Grant
    Filed: April 11, 1988
    Date of Patent: November 28, 1989
    Assignee: Egis Gyogyszergyar
    Inventors: Ildiko Ratz nee Simonek, Pal Benko, Edit Berenyi nee Foldermann, Karoly Magyar
  • Patent number: 4882341
    Abstract: The invention relates to amino substituted propenoates and their use against fungi.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: November 21, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: John M. Clough, Ian T. Kay
  • Patent number: 4863940
    Abstract: Certain N-acetonyl-substituted-amides of the formula: ##STR1## wherein A is a heterocycle, a phenylalkyl, a phenylalkoxy, naphthyl, cycloalkyl, alkoxyalkyl, alkyl, haloalkyl or alkenyl group; X, Y and Z are selected from the group consisting of hydrogen, halo, cyano, thiocyano, isothiocyano, methylsulfonyloxy, thio(C.sub.1 -C.sub.2) alkyl, (C.sub.1 -C.sub.2)alkoxy, carbamoyloxy, thiocarbamoylthio, hydroxy, azide, trifluoromethylcarboxy, (C.sub.1 -C.sub.4)alkylcarbonyloxy, phenylcarbonyloxy, phenoxy, thiophenyl, imidazolyl or triazolyl group as described herein; R.sup.1 and R.sup.2 are each independently a hydrogen atom or a (C.sub.1 -C.sub.6)alkyl group; and compositions containing these amides are fungicidally active, particularly against phytopathogenic fungi.
    Type: Grant
    Filed: July 26, 1984
    Date of Patent: September 5, 1989
    Assignee: Rohm and Haas
    Inventor: Ashok K. Sharma
  • Patent number: 4824670
    Abstract: The present invention relates to new carbazates of the general formula (I), ##STR1## wherein A is C.sub.3-10 alkyl, C.sub.3-10 alkenyl, C.sub.2-10 haloalkyl, trifluoromethyl, phenyl-C.sub.1-3 alkyl, phenyl-C.sub.2-3 -alkenyl, naphthyl-C.sub.1-3 alkyl; phenyl optionally substituted by one or more identical or different substituent(s) selected from C.sub.1-4 alkyl, halogen, C.sub.1-4 alkoxy and hydroxy; C.sub.3-7 cycloalkyl-C.sub.1-3 alkyl; optionally nitro-substituted furyl; diphenyl-hydroxy-methyl or indazolyl optionally substituted by one or more C.sub.1-4 alkoxy group(s) andR represents C.sub.1-4 alkyl,with the proviso that if R stands for ethyl, A is other than tertiary butyl, and acid addition salts thereof, a process for the preparation thereof and feed-additives comprising the same.The compounds of the general formula (I) may be used in animal husbandry due to their weight-gain increasing and fodder utilization improving effect.
    Type: Grant
    Filed: December 11, 1985
    Date of Patent: April 25, 1989
    Assignee: Egis Gyogyszergyar
    Inventors: Ildiko Ratz nee Simonek, Pal Benko, Edit Bernenyi nee Poldermann, Karoly Magyar
  • Patent number: 4775745
    Abstract: This invention relates to a diazonium compound of the formula: ##STR1## wherein Z is selected from the group consisting of biotin, an antigen, an antibody, a photoreactive group, a fluorescent group and heavy metal-containing compounds;X is an alkylene group containing up to 18 carbon atoms in the principle chain and a total of up to 24 carbon atoms or a substituted alkylene group containing up to 18 carbon atoms in the principle chain with substituents selected from the group consisting of solubility-enhancing groups and cleavable --S--S-- containing moieties;Ar is an unsubstituted or substituted aryl or heteroaryl; andY is an anion and n is an integer from 1-3.Such compounds are useful as components for nucleic acid probes.
    Type: Grant
    Filed: December 8, 1986
    Date of Patent: October 4, 1988
    Assignee: National Distillers and Chemical Corporation
    Inventors: John P. Ford, Bernard F. Erlanger, C. William Blewett
  • Patent number: 4764522
    Abstract: Compounds of the formula ##STR1## wherein R is an aromatic, 5- or 6-membered heterocyclic residue, as described herein, and their pharmaceutically usable acid addition salts are described. These compounds have interesting monoamine oxidase inhibiting properties with low toxicity and can accordingly be used for the treatment of depressive states and parkinsonism.
    Type: Grant
    Filed: August 16, 1985
    Date of Patent: August 16, 1988
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Rene Imhof, Emilio Kyburz
  • Patent number: 4743595
    Abstract: A process for efficiently preparing 2-amino-5-nitrophenol derivatives in which benzoxazole derivatives are subjected to nucleophilic substitution reaction at the 5 position thereof to obtain corresponding benzoxazole derivatives, and the oxazole ring of the benzoxazole derivatives is then subjected to ring-opening to obtain 2-amino-5-nitrophenol derivatives. The 2-amino-5-nitrophenol derivatives are useful as industrial starting materials, reducing agents or antioxidants and intermediates for cyan-image-forming couplers.
    Type: Grant
    Filed: June 12, 1985
    Date of Patent: May 10, 1988
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Isamu Itoh, Mitsunori Ono, Hidetoshi Kobayashi, Kazuyoshi Yamakawa
  • Patent number: 4742067
    Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.
    Type: Grant
    Filed: July 30, 1986
    Date of Patent: May 3, 1988
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Sesha I. Natarajan, Eric M. Gordon
  • Patent number: 4709038
    Abstract: Herbicidal and fungicidal compounds of the formula ##STR1## wherein R.sup.1 is (a) a phenyl group optionally substituted by one or more halogen atoms, cyano groups, alkoxy groups, methylene- or ethylene-dioxy groups, alkyl groups, or haloalkyl groups (e.g. trifluoromethyl groups); or (b) a heteroaromatic group optionally substituted by one or more alkyl groups, haloalkyl groups or halogen atoms X is a 5-membered heteroaromatic radical linked by a ring nitrogen atom to the carbon atom bearing Y, and optionally substituted by one or more alkyl groups, and Y is a CN group; a --CSNH.sub.2 group; a --CO.sub.2 R.sup.4 group wherein R.sup.4 is an esterifying radical, for example an alkyl radical; or an amide group --CONR.sup.5 R.sup.6 wherein each of R.sup.5 and R.sup.6 may be a hydrogen atom or an alkyl radical (e.g. an alkyl radical of 1 to 6 carbon atoms).
    Type: Grant
    Filed: January 31, 1985
    Date of Patent: November 24, 1987
    Assignee: Imperial Chemical Industries PLC
    Inventors: Ian T. Kay, Robert A. Noon
  • Patent number: 4665193
    Abstract: Compounds of the formula ##STR1## wherein A is ##STR2## intervene in the conversion of angiotensinogen to angiotensin II by inhibiting renin and thus are useful as anti-hypertensive agents.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: May 12, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Denis E. Ryono, Edward W. Petrillo, Jr.
  • Patent number: 4665228
    Abstract: Compounds of the formula: ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3 are independently hydrogen, halogen, C.sub.1-6 alkyl, or haloalkyl; R.sub.4 is hydrogen; C.sub.1-4 alkyl, alkenyl, alkoxy, haloalkyl; C.sub.1-2 alkylamino, C.sub.1-2 alkylthio, C.sub.2-4 cycloalkyl, C.sub.2-6 alkoxyalkyl, C.sub.2-6 alkylthiomethyl, amino, phenoxy, phenamino, or furan; and R.sub.5 is hydrogen or C.sub.1-4 alkyl, are useful to retard the growth of turf grass.
    Type: Grant
    Filed: April 4, 1986
    Date of Patent: May 12, 1987
    Assignee: Monsanto Company
    Inventors: Gerhard H. Alt, John P. Chupp, Lane A. Clizbe
  • Patent number: 4643849
    Abstract: This invention relates to amine derivatives and salts thereof. These compounds have an anti-ulcer activity which is effective to human beings and animals. This disclosure relates to such compounds, a process for the preparation thereof and an anti-ulcer agent containing the same.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: February 17, 1987
    Assignee: Toyama Chemical Co., Ltd.
    Inventors: Shiro Hirai, Hiroshi Hirano, Hirotoshi Arai, Yasuo Kiba, Hisanari Shibata, Yoshikazu Kusayanagi, Minako Yotsuji, Kazuhiko Hashiba, Kikuko Tanada
  • Patent number: 4643996
    Abstract: Certain 5-phenyl-2-furoic acid hydrazides of the formula: ##STR1## wherein X represents 4-chloro, 4-fluoro, 3-trifluoromethyl or hydrogen, R.sub.1 represents hydrogen or methyl, R.sub.2 represents acetyl, isopropyl or methyl, and R.sub.1 and R.sub.2 taken together represent isopropylidene or 4-pyridinylmethylene are useful as anti-inflammatory agents.
    Type: Grant
    Filed: June 18, 1982
    Date of Patent: February 17, 1987
    Assignee: Norwich Eaton Pharmaceuticals, Inc.
    Inventors: Stanford S. Pelosi, Jr., Chia-Nien Yu
  • Patent number: 4623729
    Abstract: Compounds of the formula ##STR1## are disclosed. These compounds are useful as hypotensive agents due to their angiotensin converting enzyme inhibition activity and depending upon the definition of X may also be useful as analgesics due to their enkephalinase inhibition activity.
    Type: Grant
    Filed: July 22, 1982
    Date of Patent: November 18, 1986
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Sesha I. Natarajan, Eric M. Gordon
  • Patent number: 4618357
    Abstract: The growth of turf grass can be retarded by applying to said turf grass an effective growth retarding amount of a compound of the formula: ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3 are independently hydrogen, halogen, C.sub.1-6 alkyl, or haloalkyl; R.sub.4 is hydrogen; C.sub.1-4 alkyl, alkenyl, alkoxy, haloalkyl; C.sub.1-2 alkylamino, C.sub.1-2 alkylthio, C.sub.2-4 cycloalkyl, C.sub.2-6 alkoxyalkyl, C.sub.2-6 alkylthiomethyl, amino, phenoxy, phenamino, or furan; and R.sub.5 is hydrogen or C.sub.1-4 alkyl.
    Type: Grant
    Filed: February 13, 1985
    Date of Patent: October 21, 1986
    Assignee: Monsanto Company
    Inventors: Gerhard H. Alt, John P. Chupp, Lane A. Clizbe
  • Patent number: 4604471
    Abstract: Furan-3-carbohydroxamates of the formula ##STR1## where R.sup.1 is alkyl, unsubstituted or substituted cycloalkyl or unsubstituted or substituted phenyl, R.sup.2 is methyl or ethyl, R.sup.3 and R.sup.4 independently of one another are each hydrogen, bromine, chlorine, unsubstituted or substituted alkyl, or --CH.sub.2 --COOR.sup.5, where R.sup.5 is unsubstituted or substituted alkyl, and Me is divalent nickel or cobalt, stabilize plastics against the action of light, oxygen and heat. The compounds (I) have only slight intrinsic color.
    Type: Grant
    Filed: November 21, 1984
    Date of Patent: August 5, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Neumann, Michael Thomas, Stefan Weiss, Hubert Trauth
  • Patent number: 4595693
    Abstract: Analogs of 2,5-Diaryl tetrahydrofurans which were substituted or unsubstituted at 3,4-positions were prepared.These compounds are found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and thereby useful in the treatment of various diseases or disorders mediated by the PAF, for example, inflammation, cardiovascular disorder, asthma, lung edema, adult respiratory distress syndrome, pain, and aggregation of platelets.
    Type: Grant
    Filed: June 4, 1984
    Date of Patent: June 17, 1986
    Assignee: Merck & Co., Inc.
    Inventors: Tesfaye Biftu, Thomas W. Doebber, San-Bao Hwang, Thomas R. Beattie, Tsung-Ying Shen, Robert Stevenson
  • Patent number: 4588435
    Abstract: The invention relates to new N-substituted amino propane sulfonic acid derivatives of the Formula I ##STR1## and salts and hydrates thereof, a process for the preparation thereof and plant growth regulating agents comprising the same whereinR.sup.1 and R.sup.2 may be identical or different and stand for hydrogen, halogen, lower alkyl or lower alkoxy andR stands for furyl; or lower alkyl or phenyl the two latter groups being optionally substituted by one or more halogeno atom(s).
    Type: Grant
    Filed: January 31, 1985
    Date of Patent: May 13, 1986
    Assignee: EGYT Gyogyszervegyeszeti Gyar
    Inventors: Zoltan Budai, Attila Kis-Tamas, Aranka Lay nee Konya, Zoltan Vig, Viktor Andriska, Tibor Mezei
  • Patent number: 4568684
    Abstract: N-substituted 2-methylnaphthylamides of the general formula I ##STR1## where R is an unsubstituted or substituted furyl, isoxazolyl, oxazolyl, isothiazolyl, thiazolyl, 1,2,4-oxadiazol-3-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl, 1,2,5-thiadiazol-3-yl, 1,3,4-thiadiazol-2-yl or C.sub.1 -C.sub.5 -alkyl radical, or the group --CH.sub.2 --Y--R.sup.1, where Y is oxygen or sulfur and R.sup.1 is C.sub.1 -C.sub.6 -alkoxyethyl or C.sub.1 -C.sub.6 -alkoxyethoxyethyl, or R is C.sub.2 -C.sub.5 -alkenyl, C.sub.2 -C.sub.5 -alkynyl, C.sub.1 -C.sub.5 -alkoxy, C.sub.1 -C.sub.5 -alkoxycarbonyl or C.sub.3 -C.sub.7 -cycloalkyl, and fungicides containing these compounds.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: February 4, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Costin Rentzea, Karl Eicken, Hans Theobald, Bernd Zeeh, Ernst-Heinrich Pommer, Eberhard Ammermann
  • Patent number: 4568691
    Abstract: The invention concerns novel esters of 4-(1-hydroxy-2-[(acylamino)alkylamino]ethyl)phenols of the formula: ##STR1## and salts thereof, wherein R.sup.1 and R.sup.2 are (3-5C)alkyl, R.sup.3 and R.sup.4 are hydrogen or methyl, A is a direct bond or methylene, and Q is various heteroaromatic containing groups. The esters possess topical anti-inflammatory properties and the invention provides pharmaceutical compositions containing the esters and processes for their chemical manufacture.
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: February 4, 1986
    Assignee: Imperial Chemical Industries, PLC
    Inventors: Peter R. Marsham, David S. Thomson
  • Patent number: 4558150
    Abstract: Intermediates of the formula ##STR1## are disclosed. These compounds are useful in the preparation of amino thiol dipeptides possessing angiotensin converting enzyme inhibition activity and enkephalinase inhibition activity.
    Type: Grant
    Filed: December 10, 1984
    Date of Patent: December 10, 1985
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Eric M. Gordon, Jollie D. Godfrey, Jr.
  • Patent number: 4539332
    Abstract: Analogs of 2,5-Diaryl tetrahydrofurans which were substituted or unsubstituted at 3,4-positions were prepared.These compounds are found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and thereby useful in the treatment of various diseases or disorders mediated by the PAF, for example, inflammation, cardiovascular disorder, asthma, lung edema, adult respiratory distress syndrome, pain, and aggregation of platelets.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: September 3, 1985
    Assignee: Merck & Co., Inc.
    Inventors: Tesfaye Biftu, San-Bao Hwang, Thomas W. Doebber, Thomas R. Beattie, Tsung-Ying Shen
  • Patent number: 4522950
    Abstract: 2,4,5-Trisubstituted-2,3-dihydrofurans useful for fungicidal applications are provided herein. The 2,3-dihydrofuran compounds correspond to the general formula ##STR1## where R is an ethyl or vinyl group, R.sub.1 is a C.sub.1-10 hydrocarbon radical and X is a nitrile, amide or sulfonyl group. The compounds of this invention are effective fungicides for the treatment of seeds and also find use in other agricultural fungicidal applications.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: June 11, 1985
    Assignee: National Distillers and Chemical Corporation
    Inventors: Allen L. Hall, Richard G. Fayter, Jr.
  • Patent number: 4518609
    Abstract: Naphthenic and heterocyclic retinoic acid analogues such as (E)-6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthaldehyde, methyl 6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthoate, 6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthoic acid, (E)-1-(5-carbethoxy-2-furanyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1- yl)-1,3-butadiene, (E)-1-(5-carboxy-2-furanyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl) -1,3-butadiene, (E)-1-(5-carbethoxythien-2-yl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1- yl)-1,3-butadiene, and (E)-1-(5-carboxythien-2-yl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl) -1,3-butadiene. These retinoids are useful as chemopreventive agents for inhibiting tumor promotion in epithelial cells and for treating nonmalignant skin disorders.
    Type: Grant
    Filed: April 12, 1984
    Date of Patent: May 21, 1985
    Assignee: SRI International
    Inventors: Marcia I. Dawson, Rebecca L. S. Chan
  • Patent number: 4515807
    Abstract: Fungicides of the formula: ##STR1## in which: R.sup.1 and R.sup.3, which are identical or different, represent an alkyl radical having from 1 to 4 carbon atoms and are preferably the methyl radical,R.sup.4 represents the hydrogen atom or a methyl radical,R.sup.5 represents the hydrogen atom or an alkyl radical having from 1 to 4 carbon atoms,R.sup.6 represents an optionally monohalogenated or dihalogenated alkyl radical having from 1 to 6 carbon atoms, a cycloalkyl radical having from 3 to 6 carbon atoms or a radical --CH.sub.2 --X--R.sup.7,X represents the oxygen or sulphur atom, andR.sup.7 represents an alkyl radical having from 1 to 4 carbon atoms.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: May 7, 1985
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Jean-Claude Debourge, Guy Lacroix
  • Patent number: 4503231
    Abstract: Hydrolysis of nitrile to amide by use of a quaternary ammonium hydroxide at 60.degree. to 95.degree. C.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: March 5, 1985
    Assignee: The Lummus Company
    Inventors: George D. Suciu, Joon T. Kwon
  • Patent number: 4497964
    Abstract: A process for the production of an N-acyl-.alpha.-amino acid represented by the general formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4, independently from each other, represent a hydrogen atom, an alkyl or cycloalkyl group which may be substituted, or an aryl or heteroaromatic group selected from the group consisting of furyl, pyrrolyl, pyridinyl, thienyl and indolyl which may be substituted, which comprises reacting an oxirane represented by the general formula ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, an amide compound represented by the general formulaR.sup.3 CONHR.sup.4 (III)wherein R.sup.3 and R.sup.4 are as defined above, and carbon monoxide in the presence of hydrogen, a cobalt-containing catalyst, and a promoter composed of a compound containing a metal selected from Groups I, II, III and IV of the periodic table.
    Type: Grant
    Filed: November 15, 1982
    Date of Patent: February 5, 1985
    Assignee: Sagami Chemical Research Center
    Inventors: Iwao Ojima, Kenji Hirai
  • Patent number: 4487946
    Abstract: A process is provided wherein cyclopropyl ketones are readily isomerized to 2,3-dihydrofurans. The process involves the thermal rearrangement of 1,1-disubstituted-2-alkylcyclopropanes or 1,1-disubstituted-2-alkenylcyclopropanes, wherein one of the substituents in the 1-position is an acyl group, to 2,4,5-trisubstituted-2,3-dihydrofurans employing an onium compound as the catalyst.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: December 11, 1984
    Assignee: National Distillers and Chemical Corporation
    Inventors: Allen L. Hall, Richard G. Fayter, Jr.
  • Patent number: 4478848
    Abstract: Substituted anilinomethylene-oximes of the formula ##STR1## in which R.sup.1 denotes alkyl, alkoxy or halogen,R.sup.2 denotes hydrogen, alkyl or halogen,R.sup.3 denotes hydrogen, alkyl or halogen,R.sup.4 denotes hydrogen or methyl,R.sup.5 denotes alkoxy, amino or --NH--CO--NH--R.sup.7,R.sup.7 represents hydrogen or optionally substituted alkyl, cycloalkyl or alkoxyalkyl, andR.sup.6 denotes alkoxy, alkoxycarbonyl, optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aryl, aralkyl, oxyalkyl, arylthioalkyl or a heterocyclic radical or a heterocyclylalkyl group,which possess fungicidal activity.
    Type: Grant
    Filed: August 2, 1982
    Date of Patent: October 23, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilhelm Brandes, Werner Daum
  • Patent number: 4460603
    Abstract: N-[1-(2'-substituted-alkyl)-amidomethyl and carboalkoxymethyl]-substituted-N-acylanilines have fungicidal activity.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: July 17, 1984
    Assignee: Chevron Research Company
    Inventor: David C. K. Chan
  • Patent number: 4456618
    Abstract: Naphthenic and heterocyclic retinoic acid analogues such as (E)-6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthaldehyde, methyl 6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthoate, 6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthoic acid, (E)-1-(5-carbethoxy-2-furanyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1- yl)-1,3-butadiene, (E)-1-(5-carboxy-2-furanyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl) -1,3-butadiene, (E)-1-(5-carbethoxythien-2-yl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1- yl)-1,3-butadiene, and (E)-1-(5-carboxythien-2-yl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl) -1,3-butadiene. These retinoids are useful as chemopreventive agents for inhibiting tumor promotion in epithelial cells and for treating nonmalignant skin disorders.
    Type: Grant
    Filed: October 15, 1982
    Date of Patent: June 26, 1984
    Assignee: SRI International
    Inventors: Marcia I. Dawson, Rebecca L. S. Chan
  • Patent number: 4455436
    Abstract: The invention relates to N-acyl-o-phenylenediamines of the formula ##STR1## wherein A is a colorless carbocyclic or heterocyclic aromatic radical and each of R.sub.1 and R.sub.2 independently is an alkyl, alkenyl or phenyl radical which is unsubstituted or substituted by non-chromophoric groups, but only one of R.sub.1 and R.sub.2 can be phenyl, and the ring B can also be substituted by non-chromophoric groups. The invention also relates to processes for the manufacture of these compounds, their use for whitening man-made organic material their conversion into benzimidazolium compounds as well as stable, concentrated aqueous solutions of such compounds, processes for their manufacture and their use for whitening manmade organic material.
    Type: Grant
    Filed: August 14, 1981
    Date of Patent: June 19, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans R. Meyer, Max Siegrist
  • Patent number: 4448773
    Abstract: Compounds of the formula ##STR1## in which Ar is 2-alkyl-, -alkoxy- or -halo-methyl-phenyl or .alpha.-naphthyl, each of which is further substituted,R.sub.1 is 2-furyl, 2-tetrahydrofuryl, alkenyl, cyclopropyl, .beta.-alkoxyethyl, hydroxymethyl, triazolylmethyl, imidazolylmethyl, pyrazolylmethyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylsulfinyloxy, dialkylaminosulfinyloxy, phosphoric or thiophosphoric esters or amides, or alkylcarbonyloxy,R.sub.7 is hydrogen or optionally-substituted methyl or ethyl, andR.sub.8 is alkyl optionally substituted by alkoxy,are microbicidally, in particular fungicidally, active. Preferred compounds are those in which Ar is 2-methylphenyl, 2-methoxyphenyl, 2-chlorophenyl or .alpha.-naphthyl, each of which is further substituted by azido, and each of R.sub.7 and R.sub.8 is methyl.
    Type: Grant
    Filed: April 22, 1982
    Date of Patent: May 15, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Riebli, Hanspeter Fischer, Rudolph C. Thummel, Adolf Hubele
  • Patent number: 4442117
    Abstract: There are described novel homoserine derivatives of the formula (I) ##STR1## which possess valuable microbicidal properties. In the formula: Ar is substituted phenyl or naphthyl; R.sub.1 is C.sub.2 -C.sub.6 alkyl optionally interrupted by oxygen or sulfur, 2-furyl, 2-tetrahydrofuryl, 1H-1,2,4-triazolylmethyl, 1-imidazolylmethyl, 1-pyrazolylmethyl, C.sub.2 -C.sub.4 alkenyl or cyclopropyl, each of which is optionally substituted by halogen; R.sub.2 is hydrogen or methyl; R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; and B is halogen or an ester, thioester, sulfonic acid ester or sulfonic acid amide group. Additionally, where B is halogen, R.sub.1 may be halomethyl. The novel derivatives can be used for combating microorganisms harmful to plants, particularly for combating phytopathogenic fungi, and they have for practical requirements a very favorable curative and protective action for protecting cultivating plants, without the plants being impaired as a result of undesirable secondary effects.
    Type: Grant
    Filed: October 23, 1980
    Date of Patent: April 10, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele, Peter Riebli
  • Patent number: 4438125
    Abstract: The invention relates to novel microbicides of the general formula I ##STR1## wherein R is hydrogen or methyl, Ar is a phenyl or .alpha.-naphthyl group which is substituted by NH.sub.2 or NO.sub.2 and further radicals, W is a cyano, ester, alkenyl or alkynyl group, and B is alkyl, alkenyl, cyclopropyl, 2-furyl, 2-tetrahydrofuryl, .beta.-(alkoxy)ethyl, triazolylmethyl, methylsulfonylmethyl, alkoxymethyl, alkenyloxymethyl, alkynylmethyl, alkylthiomethyl, alkenylthiomethyl, alkynylthiomethyl, --OSO.sub.2 -alkyl, --OSO.sub.2 NH(alkyl) or --N(alkyl).sub.2. The invention also describes plant protection compositions which contain these compounds, a process for the production of the novel compounds and compositions, and a method of controlling phytopathogenic microorganisms which comprises the use thereof.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: March 20, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Wolfgang Eckhardt, Peter Riebli
  • Patent number: 4430336
    Abstract: N-Substituted 2-methylnaphthylamides of the general formula ##STR1## where R.sup.1 is ##STR2## R.sup.3 being hydrogen or alkoxy, or R.sup.1 is ##STR3## R.sup.4 and R.sup.5 being unsubstituted or substituted alkyl, or R.sup.4 and R.sup.5 together forming a heterocyclic ring which contains two oxygen atoms and is unsubstituted or substituted by alkyl or aryl,R.sup.2 is alkyl which is unsubstituted or substituted by halogen, alkoxy, imidazolyl, pyrazolyl or oxo (.dbd.O), or is alkenyl, alkynyl, cycloalkenyl or alkoxy, or substituted or unsubstituted phenyl, or substituted or unsubstituted hetaryl andX is hydrogen, methyl or halogen, fungicides containing these compounds, and processes for the preparation of the compounds.
    Type: Grant
    Filed: November 18, 1980
    Date of Patent: February 7, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Costin Rentzea, Bernd Zeeh, Ernst-Heinrich Pommer
  • Patent number: 4416889
    Abstract: N-allenyl-acetanilides of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl or halogen,R.sup.2 represents hydrogen or alkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 represents hydrogen or alkyl andR.sup.6 represents furyl, tetrahydrofuryl, thiophenyl or tetrahydrothiophenyl; isoxazolyl which is optionally substituted by alkyl; alkyl, alkenyl or alkynyl, in each case optionally substituted by cyano or thiocyano; dihalogenoalkyl; or the grouping ##STR2## wherein R.sup.7 represents an optionally substituted alkyl, alkenyl, alkynyl or alkoxyalkyl radical andAz represents pyrazol-1-yl, 1,2,4-triazol-1-yl or imidazol-1-yl.which possess fungicidal properties.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: November 22, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Winfried Lunkenheimer, Wilhelm Brandes
  • Patent number: 4403097
    Abstract: 5-(3-Trifluoromethylphenyl)-2-furancarboxylic acid 2-(1-methylethylidene)hydrazide is an effective skeletal muscle relaxant.
    Type: Grant
    Filed: June 4, 1982
    Date of Patent: September 6, 1983
    Assignee: Norwich Eaton Pharmaceuticals, Inc.
    Inventors: Stanford S. Pelosi, Jr., Chia-Nien Yu
  • Patent number: 4401675
    Abstract: Alkyl 3-aryl-3-acyl-2-methyl-carbazates which are highly effective fungicides in the fight against fungus infections in useful plants are disclosed, as is the use thereof in fighting phytopathogenous fungi.
    Type: Grant
    Filed: October 2, 1981
    Date of Patent: August 30, 1983
    Assignee: Montedison S.p.A.
    Inventors: Luigi Garlaschelli, Franco Gozzo, Luigi Mirenna
  • Patent number: 4388469
    Abstract: Diphenylalkanoether and diphenylalkanone oxime-ether derivatives of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are each independently an aryl group optionally substituted with 1 to 3 substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, nitro, cyano, di(C.sub.1 -C.sub.4)alkylamino, amino, benzyloxy, hydroxyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkanoylamino, C.sub.1 -C.sub.4 alkylamino and N-(C.sub.1 -C.sub.4)alkyl-N-(C.sub.1 -C.sub.4)alkanoylamino, Z.sup.1 is a group of the formula: ##STR2## (wherein R.sup.3 and R.sup.4 are each independently a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group or an ar(C.sub.1 -C.sub.
    Type: Grant
    Filed: April 2, 1980
    Date of Patent: June 14, 1983
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Keiichi Ono, Hajime Kawakami, Junki Katsube
  • Patent number: 4385069
    Abstract: N-allenyl-acetanilides of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl or halogen,R.sup.2 represents hydrogen or alkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 represents hydrogen or alkyl andR.sup.6 represents furyl, tetrahydrofuryl, thiophenyl or tetrahydrothiophenyl; isoxazolyl which is optionally substituted by alkyl; alkyl, alkenyl or alkynyl, in each case optionally substituted by cyano or thiocyano; dihalogenoalkyl; or the grouping --CH.sub.2 --Az, --CH.sub.2 --OR.sup.7, --OR.sup.7 --SR.sup.7, --CH.sub.2 --OSO.sub.2 R.sup.7, --COOR.sup.7 or ##STR2## wherein R.sup.7 represents an optionally substituted alkyl, alkenyl, alkynyl or alkoxyalkyl radical and Az represents pyrazol-1-yl, 1,2,4-triazol-1-yl or imidazol-1-yl.which possess fungicidal properties.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: May 24, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jorg Stetter, Winfried Lunkenheimer, Wilhelm Brandes
  • Patent number: 4381305
    Abstract: New derivatives of 1,2-ethylenediamine and salts thereof endowed with vascular antispasmodic and antiallergic activity; processes for preparing them, some new intermediates useful in their preparation and pharmaceutical compositions containing them.
    Type: Grant
    Filed: June 5, 1981
    Date of Patent: April 26, 1983
    Assignee: Simes S.p.A.
    Inventors: Cesare Casagrande, Giorgio Ferrari
  • Patent number: 4380464
    Abstract: Disclosure is made of certain optionally substituted N,N-diacylaminoperfluoroalkanesulfonanilides and agriculturally acceptable salts thereof which are useful as herbicides and plant growth regulators.
    Type: Grant
    Filed: February 4, 1982
    Date of Patent: April 19, 1983
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Ezzat A. Mikhail
  • Patent number: 4377587
    Abstract: The invention relates to novel microbicides of the general formula I ##STR1## wherein R is hydrogen or methyl, Ar is a phenyl or .alpha.-naphthyl group which is substituted by NH.sub.2 or NO.sub.2 and further radicals, W is a cyano, ester, alkenyl or alkynyl group, and B is alkyl, alkenyl, cyclopropyl, 2-furyl, 2-tetrahydrofuryl, .beta.-(alkoxy)ethyl, triazolylmethyl, methylsulfonylmethyl, alkoxymethyl, alkenyloxymethyl, alkynyloxymethyl, alkylthiomethyl, alkenylthiomethyl, alkynylthiomethyl, --OSO.sub.2 -alkyl, --OSO.sub.2 NH(alkyl) or --N(alkyl).sub.2. The invention also describes plant protection compositions which contain these compounds, a process for the production of the novel compounds and compositions, and a method of controlling phytopathogenic microorganisms which comprises the use thereof.
    Type: Grant
    Filed: July 21, 1981
    Date of Patent: March 22, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf Hubele, Wolfgang Eckhardt, Peter Riebli
  • Patent number: 4372972
    Abstract: This invention relates to N-substituted alkynyl anilines, methods for their preparation and their use as systemic eradicant phytopathogenic fungicides which are useful in controlling Oomycetes.
    Type: Grant
    Filed: September 14, 1979
    Date of Patent: February 8, 1983
    Assignee: Rohm and Haas Company
    Inventor: Hak-Foon Chan