Chalcogen Or Nitrogen Attached Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/22)
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Patent number: 4853151Abstract: Dispirotetradecanes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of each other alkyl containing 1 to 12 carbon atoms wherein one or more non-adjacent CH.sub.2 groups may also be replaced by --O--, --CO--, --CO--O--, --O--CO--, --O--COO-- and/or --CH.dbd.CH-- (trans), one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, I, CN, NO.sub.2, NCS,A.sup.1 and A.sup.2 are each independently of each other trans-1,4-cyclohexylene wherein one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-phenylene wherein one or more CH groups may also be replaced by N, with it also being possible optionally for A.sup.1 and A.sup.2 to be substituted laterally or axially by F, Cl, CN, CH.sub.3,Z.sup.1 and Z.sup.2 are each independently of each other --C--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond,m and n are each 0, 1 or 2,(m+n) 0, 1 or 2,X.sup.1, X.sup.2, X.sup.3 and X.sup.Type: GrantFiled: August 11, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankfter HaftungInventors: Fritz Vogtle, Wolfgang Calaminus
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Patent number: 4849428Abstract: The present invention involves compounds having the structure: ##STR1## (a) --A-- is selected from the group consisting of ##STR2## (b) --Y is selected from certain low molecular weight moieties which terminate in specific functional groups: --C.tbd.CH, ##STR3## and aldehydes in the form of their acetals; pharmaceutical compositions comprising such compounds; and methods for treating inflammation by administering such compounds.Type: GrantFiled: November 23, 1987Date of Patent: July 18, 1989Assignee: The Procter & Gamble CompanyInventors: Roy L. M. Dobson, Maurice E. Loomans, Randall S. Matthews, Joseph A. Miller
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Patent number: 4846998Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 Iin whichR.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, in which one or two non-adjacent CH.sub.2 groups can also be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, A.sup.4 --A-- or --A--A.sup.4 --,A is a trans-1,4-cyclohexylene group which can be substituted in the 2-, 3-, 5- and/or 6-position one or more times by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group which each have 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups, and which may also be substituted in the 1- and/or 4-position,A.sup.2, A.sup.3 and A.sup.Type: GrantFiled: November 21, 1986Date of Patent: July 11, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Ludwig Pohl, Bernhard Scheuble, Reinhard Hittich, Rudolf Eidenschink, Hans A. Kurmeier, Andreas Wachtler
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Patent number: 4801718Abstract: N-Aryl benzamides wherein the aryl group is a nitrogen containing heterocycle are useful as selective herbicidal agents. Compositions containing the novel benzamides and a herbicidal method of selective weed control are disclosed.Type: GrantFiled: December 5, 1985Date of Patent: January 31, 1989Assignee: Eli Lilly and CompanyInventor: Kenneth W. Burow, Jr.
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Cyclohexenone derivatives, the preparation and use thereof as herbicides and plant growth regulators
Patent number: 4761486Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1, R.sup.2, A and X have the meanings given in the disclosure, a process for their manufacture, herbicidal and plant growth-regulating agents containing the novel active ingredients, and methods of combating unwanted plant growth and of regulating plant growth.Type: GrantFiled: January 14, 1987Date of Patent: August 2, 1988Assignee: BASF Aktiengesellschaft, PatentabteilungInventors: Bernd Zeeh, Dieter Jahn, Michael Keil, Dieter Kolassa, Bruno Wuerzer, Norbert Meyer, Wilhelm Rademacher, Johann Jung -
Patent number: 4755528Abstract: Disclosed are 2,3-diamino-1,4-butanedithiol; 4,5-diamino-1,2-dithiane; and their N-acyl and N-alkyl derivatives. Also disclosed are processes for preparing the disclosed compounds; pharmaceutical compositions comprising such compounds; and a method of treatment comprising administering such compounds and compositions when an antihypertensive effect or radioprotective effect is indicated.Type: GrantFiled: April 17, 1987Date of Patent: July 5, 1988Assignee: Alcon Laboratories, Inc.Inventors: Mark T. DuPriest, Billie M. York, Jr.
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Patent number: 4726911Abstract: Compounds of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, in which one or two non-adjacent CH.sub.2 groups can also be replaced by O atoms and/or CO groups and/or --OCO-- groups and/or --COO-- groups and/or --CH.dbd.CH-- groups, or are F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, --A.sup.4 --A-- or --A--A.sup.4 --,A is a 1,3-dioxane-2,5-diyl or 1,3-dithiane-2,5-diyl group which is monosubstituted or polysubstituted in the 2-position and/or 4-position by alkyl each having 1-10 C atoms and/or in the 5-position by alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy each having 1-5 C atoms, or by F, Cl, Br or CN,A.sup.2, A.sup.3 and A.sup.4 each are 1,3-dithiane-2,5-diyl, piperidine-1,4-diyl, 1,4-bicyclo[2,2,2]octylene, decahydronaphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, 1,4-phenylene, 1,4-phenylene which is substituted by one or two F and/or Cl atoms and/or CH.sub.Type: GrantFiled: October 17, 1985Date of Patent: February 23, 1988Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Joachim Krause, Peter Fuss, Reinhard Hittich, Bernhard Scheuble
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Patent number: 4704227Abstract: Compounds of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each H, an alkyl, alkoxy, alkanoyl, alkanoyloxy or alkoxycarbonyl group with in each case 1-10 C atoms, F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, --A.sup.4 --A--or --A--A.sup.4 --,A is a 1,3-dioxane-2,5-diyl or a 1,3-dithiane-2,5-diyl group,A.sup.2, A.sup.3 are each a 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl,and A.sup.4 1,3-dithiane-2,5-diyl, piperidine-1,4-diyl or 1,4-bicyclo(2,2,2)octylene group, or a 1,4-phenylene, pyrimidine-2,5-diyl or pyridazine-3,6-diyl group which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 groups and/or CN groups,Z.sup.1 and Z.sup.2 are each --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O or a single bond andR.sup.3 is H, an alkyl, alkoxy, alkanoyl, alkanoyloxy or alkoxycarbonyl group with in each case 1-10 C atoms, F, Cl, Br or CN, with the proviso that(a) at least one group A.sup.2, A.sup.Type: GrantFiled: February 15, 1985Date of Patent: November 3, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Joachim Krause, Andreas Wachtler, Reinhard Hittich, Georg Weber, Bernhard Scheuble
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Patent number: 4659502Abstract: Ethane derivatives of the formula IR.sup.1 --A.sup.1 --CH.sub.2 CH.sub.2 --A.sup.2 --(A.sup.3).sub.n --R.sup.2 IwhereinR.sup.1 is H, an alkyl group with 1-12 C atoms, in which one or two non adjacent CH.sub.2 groups can also be replaced by O atoms and/or CO groups and/or --O--CO-- groups and/or --CO--O groups, F, Cl, Br or R.sup.3 --A.sup.4 --Z.sup.1 --,R.sup.2 is --CN or --Z.sup.2 --A.sup.4 --CN,A.sup.1 is --A--, --A--A.sup.5 -- or --A.sup.5 --A--,A.sup.2 is an 1,4-phenylene group which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH.sub.3 groups and/or CN groups and in which one or two CH groups can also be replaced by N atoms,A is a 1,4-cyclohexylene group, in which one or two non adjacent CH.sub.2 groups can also be replaced by O atoms, or is a 1,3-dithiane-2,5-diyl group or 1,4-bicyclo(2,2,2)-octylene group,A.sup.3, A.sub.4 are each a 1,4-cyclohexylene group, in which one or two non adjacent CH.sub.Type: GrantFiled: January 17, 1985Date of Patent: April 21, 1987Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Julie E. Fearon, Wendy E. Smith, George W. Gray, David Lacey, Kenneth J. Toyne, Georg Weber
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Patent number: 4659733Abstract: Disclosed are 2,3-diamino-1,4-butanedithiol; 4,5-diamino-1,2-dithiane; and their N-acyl and N-alkyl derivatives. Also disclosed are processes for preparing the disclosed compounds; pharmaceutical compositions comprising such compounds; and a method of treatment comprising administering such compounds and compositions when an antihypertensive effect or radioprotective effect is indicated.Type: GrantFiled: December 6, 1984Date of Patent: April 21, 1987Assignee: Alcon Laboratories, Inc.Inventors: Mark T. DuPriest, Billie M. York, Jr.
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Patent number: 4654073Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where A is tetrahydropyran-4-yl, 3-methyltetrahydropyran-4-yl, 1,4-dioxanyl, 5,5-dimethyl-1,3-dioxan-2-yl, 2,5-dimethyl-1,4-dioxan-3-yl, 2,6-dimethyl-1,4-dioxan-3-yl, 2-methyl-1,3-dithiolan-2-yl, 2,6-dimethyltetrahydrothiopyran-3-yl, 2-methyl-1,3-dithian-2-yl or unsubstituted or substituted 1,3-dioxepan-5-yl, R.sup.1 is hydrogen or methoxycarbonyl, R.sup.2 is alkyl and R.sup.3 is alkyl, alkenyl, haloalkenyl or propargyl, are used for controlling undesirable plant growth of grass species, especially in broadleaved crops and monocotyledon crops which do not belong to the grass family.Type: GrantFiled: October 31, 1984Date of Patent: March 31, 1987Assignee: Basf AktiengesellschaftInventors: Dieter Jahn, Rainer Becker, Michael Keil, Winfried Richarz, Hardo Siegel, Wolfgang Spiegler, Bruno Wuerzer
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Patent number: 4639328Abstract: Thienothiophene derivatives of the formula IR.sup.1 --(A.sup.1).sub.m --Z.sup.1 --A--(Z.sup.2 --A.sup.2).sub.n --R.sup.2 Iin which R.sup.1 and R.sup.2 are each H or an alkyl group having 1-12 C atoms, in which, furthermore, one or two non-adjacent CH.sub.2 groups can be replaced by O atoms, --CO-- or --CH.dbd.CH-- groups, or are each F, Cl, Br, CN, --COOR or --O--COR, A.sup.1 and A.sup.2 are each 1,4-phenylene, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,3-dithiane-2,5-diyl, tetrahydropyran-2,5-diyl, pyridazine-3,6-diyl or the corresponding N-oxide, piperidine-1,4-diyl, 1,4-bicyclo[2.2.2]octylene or pyrimidine-2,5-diyl groups which are unsubstituted or substituted by one or two F, Cl or Br atoms and/or CN groups and/or CH.sub.3 groups, A is a group of the formula 1 or 2 ##STR1## which is unsubstituted or substituted by one or two Cl and/or Br atoms, Z.sup.1 and Z.sup.2 are each --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.Type: GrantFiled: November 26, 1984Date of Patent: January 27, 1987Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Joachim Krause, Michael Romer, Georg Weber
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Patent number: 4612381Abstract: Fungicidal triazoles and imidazoles of the formula ##STR1## and stereoisomers thereof, wherein Z is --CH.dbd. or .dbd.N-- and X and Y are oxygen or sulphur. As illustrative values for the other substituents, there may be mentioned alkyl or cycloalkyl for R.sup.1 ; hydrogen and alkyl for R.sup.2 ; alkyl or alkenyl for R.sup.3 and R.sup.4 ; hydrogen or alkyl for R.sup.5 and R.sup.6. Acid salts and metal complexes are included. Also disclosed are various intermediates for preparing the compounds of (I).Type: GrantFiled: October 15, 1984Date of Patent: September 16, 1986Assignee: Imperial Chemical Industries PLCInventor: John M. Clough
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Patent number: 4603208Abstract: Novel polyprenyl compounds have the general formula: ##STR1## represents a cis-isoprene unit, n is an integer of 11-19, Z.sup.1 is --CH.sub.2 OH or a functional precursor thereof, and either one of R.sup.1 and R.sup.2 is a hydrogen atom and the other is --S(O).sub.m R.sup.3 in which m is an integer of 0 (zero), 1 or 2 and R.sup.3 is a phenyl, naphthyl, pyridyl or thiazolinyl group or such group substituted with at least one lower alkyl and/or halogen substituent. The topic novel polyprenyl compounds can be synthesized from derivatives of the polyprenol which is obtainable from leaves of Ginkgo biloba or Cedrus deodara, among others, by extraction, if necessary followed by hydrolytic treatment. The novel polyprenyl compounds can be converted to mammalian dolichols or precursors thereof by reductive elimination of the --S(O).sub.m R.sup.3 group.Type: GrantFiled: February 10, 1983Date of Patent: July 29, 1986Assignee: Kuraray Co., Ltd.Inventors: Takashi Onishi, Shigeaki Suzuki, Fumio Mori, Tetsuo Takigawa, Yoshiji Fujita, Masao Mizuno, Takashi Nishida
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Patent number: 4563537Abstract: New organopalladium reactions involving the addition of thienylpalladium compounds to strained bicyclic alkenes, and subsequent chain extension reactions employing the chemistry of organopalladium compounds are disclosed. By these techniques a large number of bicyclic prostaglandin analogs are prepared, which are useful as inhibitors of arachidonic acid induced blood platelet aggregation, and are specific inhibitors of thromboxane synthetase.Type: GrantFiled: June 4, 1984Date of Patent: January 7, 1986Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4551472Abstract: Unsymmetrical N-substituted bis-carbamoyl sulfide compounds exhibit exceptional broad spectrum pesticidal activity coupled with extremely low mammalian toxicity and phytotoxicity.Type: GrantFiled: January 9, 1984Date of Patent: November 5, 1985Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4520207Abstract: New organopalladium reactions involving the addition of thienylpalladium compounds to strained bicyclic alkenes, and subsequent chain extension reactions employing the chemistry of organopalladium compounds are disclosed. By these techniques a large number of bicyclic prostaglandin analogs are prepared, which are useful as inhibitors of arachidonic acid induced blood platelet aggregation, and are specific inhibitors of thromboxane synthetase.Type: GrantFiled: September 27, 1982Date of Patent: May 28, 1985Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4517200Abstract: Forskolin and its disclosed derivatives are useful as antiallergic agents. Certain of the derivatives are novel.Type: GrantFiled: October 17, 1983Date of Patent: May 14, 1985Assignee: Schering-Plough CorporationInventors: William Kreutner, Michael J. Green, Ho-Jane Shue, Anil K. Saksena
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Patent number: 4500709Abstract: This invention relates to novel compounds useful as intermediates in the preparation of cephalosporin compounds of antibacterial activity, having the formula ##STR1## wherein R.sup.1 is a group of the formula ##STR2## in which X is sulfur, oxygen or substituted or unsubstituted imino, andR.sup.2 is hydrogen or a saturated or unsaturated aliphatic hydrocarbon residue,a derivative at the carboxy group thereof and salt thereof.Type: GrantFiled: September 30, 1982Date of Patent: February 19, 1985Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Takao Takaya, Takashi Masugi, Takashi Ogino, Kiyoshi Tsuji
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Patent number: 4486447Abstract: Bis-sulfenylated bis-carbamate compounds exhibit activity against insect and mite pests.Type: GrantFiled: June 24, 1983Date of Patent: December 4, 1984Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4448976Abstract: Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R.sup.1 is lower alkyl or aralkyl, such as benzyl and the like; and R.sup.2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.Type: GrantFiled: February 7, 1983Date of Patent: May 15, 1984Assignee: Merck & Co., Inc.Inventor: Philippe L. Durette
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Patent number: 4416683Abstract: N-Aryl benzamides wherein the aryl group is a nitrogen containing heterocycle are useful as selective herbicidal agents. Compositions containing the novel benzamides and a herbicidal method of selective weed control are disclosed.Type: GrantFiled: September 14, 1981Date of Patent: November 22, 1983Assignee: Eli Lilly and CompanyInventor: Kenneth W. Burow, Jr.
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Patent number: 4402728Abstract: This application discloses compounds of the structural formula: ##STR1## wherein each X is independently selected from the group consisting of oxygen and sulfur; m is 0 or 1; R is alkyl. Each R.sup.1 is independently selected from the group consisting of hydrogen and alkyl. Y is selected from the group consisting of alkyl and ##STR2## wherein each Z is independently selected from the group consisting of hydrogen and alkyl.These compounds are particularly useful as pre-emergence herbicides.Type: GrantFiled: April 28, 1982Date of Patent: September 6, 1983Assignee: Velsicol Chemical CorporationInventors: Leonard J. Stach, Sun M. Chen
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Patent number: 4384998Abstract: Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R.sup.1 is lower alkyl or aralkyl, such as benzyl and the like; and R.sup.2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.Type: GrantFiled: March 30, 1981Date of Patent: May 24, 1983Assignee: Merck & Co., Inc.Inventor: Philippe L. Durette
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Patent number: 4348529Abstract: This invention relates to a method of synthesizing bis-sulfones of the formula ##STR1## wherein R.sup.1 and R.sup.2 each are hydrogen, alkyl, phenalkyl, phenyl or phenyl-substituted with an electron-donating or electron-withdrawing group and n is an integer 2, 3 or 4 (a) by reacting a 1,3-dithio compound with n-butyllithium to generate the anion of said compound, (b) reacting said anion with a carbonyl compound to give the 2-substituted carbonol anion intermediate, (c) reacting said intermediate with an acyl chloride or a chloroformate to give the corresponding ester, and (d) reacting said ester with a peracid to give the bis-sulfone product. The subject invention also is concerned with the novel intermediates of step (c).Type: GrantFiled: August 19, 1981Date of Patent: September 7, 1982Assignee: Polaroid CorporationInventors: Alan L. Borror, Ernest W. Ellis, Charles E. Hammond
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Patent number: 4347372Abstract: A process for protecting cultivated plants against aggressive agricultural chemicals is described in which oxime derivatives of the formula ##STR1## are used as antidotes. Either the cultivated area for the cultivated plants or the cultivated plants themselves or parts of the plant (seeds, tubers, stem parts and the like), as desired, can be treated with these oxime derivatives, which are used as a dressing.Type: GrantFiled: August 28, 1979Date of Patent: August 31, 1982Assignee: Ciba-Geigy CorporationInventors: Alfons Lukaszczyk, Henry Martin, Peter J. Diel, Werner Fory, Karl Gatzi, Haukur Kristinsson, Beat Muller, Rene Muntwyler, Johannes P. Pachlatko, Hermann Rempfler, Rolf Schurter, Henry Szczepanski
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Patent number: 4335138Abstract: Novel carbamates derived from substituted cyclic .beta.-keto-alcohols, their preparation, and pharmaceutical formulations which contain these compounds and which may be used as hypnotics in the treatment of sleep disturbance and as sedatives.Type: GrantFiled: September 15, 1980Date of Patent: June 15, 1982Assignee: BASF AktiengesellschaftInventors: Walter-Wielant Wiersdorff, Karl-Heinz Geiss, Harald Weifenbach, Wolfgang Worstmann, Dieter Lenke, Rolf Kretzschmar
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Patent number: 4324900Abstract: Disclosed is a chiral, total synthesis of thienamycin from D-glucose, which proceeds via intermediates I, II, and III and joins aldehyde IV or acid V, which are known to be useful in the total synthesis of thienamycin (VI): ##STR1## wherein R.sup.1 is hydrogen or a removable protecting group;R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms.Type: GrantFiled: March 30, 1981Date of Patent: April 13, 1982Assignee: Merck & Co., Inc.Inventor: Philippe L. Durette
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Patent number: 4319033Abstract: A method of making certain 2,3-dihydro-1,4-dithiins of the following formula by the action of alpha-hydroxyketones (acyloins) of 1,2-dithiols: ##STR1## wherein R.sup.1 and R.sup.2 are hydrogen or alkyl having 1 to 6 carbon atoms or are joined together to form a ring with 3 or 4 methylene groups, and R.sup.3 and R.sup.4 are hydrogen or the same or different alkyl groups having 1 to 10 carbon atoms, which alkyl groups may be substituted with lower alkoxy groups.Type: GrantFiled: March 26, 1981Date of Patent: March 9, 1982Assignee: Uniroyal Ltd.Inventors: Allan K. S. Tsai, Duncan D. Lennox, Arthur D. Brewer
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Patent number: 4309553Abstract: This disclosure describes novel aldehydes and ketones containing a 4-(monoalkylamino)phenyl moiety, derivatives and salts thereof, useful as hypolipidemic and antiatherosclerotic agents.Type: GrantFiled: June 3, 1980Date of Patent: January 5, 1982Assignee: American Cyanamid CompanyInventor: Robert G. Shepherd
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Patent number: 4299844Abstract: Anti-inflammatory naphthyl compounds, their preparation and pharmaceutical compositions containing the same. The anti-inflammatory activity has a wide spectrum coupled with low side effects such as gastrointestinal irritancy or oestrongenicity. The compounds possess a chiral center at C-2 and can exist as mixtures of optical isomers or as substantially pure optical isomers.Type: GrantFiled: July 9, 1979Date of Patent: November 10, 1981Assignee: Beecham Group LimitedInventor: Alexander C. Goudie
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Patent number: 4265807Abstract: Disclosed is a method of disproportionating rosin comprising heating said rosin in the presence of a dithiin derivative such, for example, as 2,5-diphenyl dithiin. The method can be carried out at about 150.degree. C. to about 300.degree. C. for about 1 hour to about 10 hours with the longer reaction time corresponding to the lower temperatures. Preferably, the process is run at about 260.degree. C. to about 300.degree. C. for about 3 to 8 hours.Type: GrantFiled: January 22, 1980Date of Patent: May 5, 1981Assignee: Hercules IncorporatedInventor: David S. Breslow
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Patent number: 4262012Abstract: The invention relates to O,S-dialkyl-O-phenyl-thiophosphates and dithiophosphates of the formula ##STR1## wherein R.sub.1 represents methyl or ethyl,R.sub.2 represents n-propyl, i-butyl or sec.-butyl,R.sub.3 and R.sub.4 each represents hydrogen, chlorine, bromine, methyl or ethyl,R.sub.5 represents a group of the formula ##STR2## X represents oxygen or sulfur, which compounds possess useful pesticidal, in particular acaricidal and insecticidal properties.Type: GrantFiled: December 17, 1976Date of Patent: April 14, 1981Assignee: Ciba-Geigy CorporationInventors: Ernst Beriger, Manfred Boger, Jozef Drabek, Odd Kristiansen
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Patent number: 4247707Abstract: This method of making 5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide is based on the use of an oxathiolane, namely, 2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide, which may be formed by condensing 2-mercaptoethanol with acetoacetanilide under acidic conditions in a solvent medium (aromatic hydrocarbon, chlorinated hydrocarbon or alkyl ester of an aliphatic acid). The said oxathiolane, with or without purification, is reacted with hydrogen peroxide in water or in a water-organic solvent mixture under basic conditions in the presence of a catalytic amount of a metal compound such as sodium tungstate to form 2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide 3-oxide.Type: GrantFiled: August 31, 1979Date of Patent: January 27, 1981Inventors: Andrew A. Znotins, Arthur D. Brewer
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Patent number: 4237056Abstract: This invention discloses new compounds of the formula ##STR1## wherein X,Y,Z and Q are each independently selected from the group consisting of oxygen and sulfur; R.sup.1 is selected from the group consisting of alkyl, and ##STR2## wherein A may be different at different positions and is selected from the group consisting of alkyl, alkoxy, alkylthio, halogen, nitro and cyano, p is an integer from 0 to 5; R.sup.2 is selected from the group consisting of alkyl, alkoxy, alkylthio, amino, alkylamino, dialkylamino and ##STR3## wherein B may be different at different positions and is selected from the group consisting of alkyl, alkoxy, alkylthio, halogen, nitro and cyano, and q is an integer from 0 to 5; R.sup.3 is selected from the group consisting of hydrogen, alkyl and ##STR4## wherein D may be different at different positions and is selected from the group consisting of alkyl, alkoxy, alkylthio, halogen, nitro and cyano, and r is an integer from 0 to 5; R.sup.Type: GrantFiled: July 26, 1979Date of Patent: December 2, 1980Assignee: Velsicol Chemical CorporationInventor: Leonard J. Stach
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Patent number: 4234580Abstract: Carbamate thiosulfenylcarbamoyl fluoride compounds are insecticidal and miticidal compounds and are also useful intermediates in the preparation of pesticidally active bis-carbamate disulfide compounds.Type: GrantFiled: March 28, 1977Date of Patent: November 18, 1980Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4188328Abstract: A method for synthesis of 2S*,3R*-3-benzyloxy-6,6-ethylenedioxy-2-methyl-2-(5'-hydroxy-4'-methylpent yl)-oxepane, an intermediate in the synthesis of 2S*, 2S*,3R*-6-(2"-hydroxyethylidene)-2-methyl-2-(4',8'-dimethyl-5'-oxo-7'-none nyl)-oxepan-3-ol, one of the active components of the zoapatle plant, is described. The natural product is useful as a utero-evacuant agent.Type: GrantFiled: December 18, 1978Date of Patent: February 12, 1980Assignee: Ortho Pharmaceutical CorporationInventor: Michael P. Wachter
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Patent number: 4182773Abstract: What is disclosed are prostaglandin-analogous cyclopentane derivatives of the formula I ##STR1## wherein R.sup.1 is hydrogen or a linear or branched, saturated or unsaturated aliphatic or cycloaliphatic radical having from 1 to 8 carbon atoms, or an araliphatic radical having from 7 to 9 carbon atoms, or a physiologically tolerable metal, NH.sub.4 or substituted ammonium ion derived from a primary, secondary or tertiary amine;R.sup.2 is a linear or branched, saturated or unsaturated aliphatic hydrocarbon radical having from 1 to 8 carbon atoms;R.sup.3 is hydrogen or a R.sup.4 CO group wherein R.sup.4 is a hydrogen atom or a linear or branched alkyl group having up to 10 carbon atoms;A is a saturated, linear or branched alkylene group having from 2 to 5 carbon atoms, and a process for the manufacture thereof.Type: GrantFiled: July 15, 1977Date of Patent: January 8, 1980Assignee: Hoechst AktiengesellschaftInventors: Wilhelm Bartmann, Ulrich Lerch, Hermann Teufel, Bernward Scholkens, Gerhard Beck
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Patent number: 4178290Abstract: .alpha.-Amino(1,3-dithiin-5-yl)-acetic acid in the D-, L-, or D,L-form and in which the amino radical is free or protected by tert.-butoxycarbonyl or 2,2,2-trichloroethoxycarbonyl is a useful intermediate in the preparation of cephalosporins having valuable antibacterial activity.Type: GrantFiled: June 6, 1978Date of Patent: December 11, 1979Assignee: Rhone-Poulenc IndustriesInventors: Christian Berger, Dominique Deprez, Daniel Farge, Claude Moutonnier, Gerard Wolff
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Patent number: 4169894Abstract: Unsymmetrical N-substituted bis-carbamoyloxy disulfide compounds exhibit outstanding nematocidal, miticidal and insecticidal activity, coupled with substantially reduced mammalian toxicity and phytotoxicity as compared to known pesticidal compounds having a comparable spectrum of activity against insect, arachnid and nematode pests.Type: GrantFiled: March 28, 1977Date of Patent: October 2, 1979Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4164404Abstract: The invention is a novel class of dithiindicarboximido, dithiolanedicarboximido, thiapyrandicarboximido and pyrandicarboximido derivatives represented by the formula: ##STR1## wherein X is CH.sub.2 or S; Z is S, O or SO, provided that when Z is O, X cannot be S; Y is --COOR.sub.3, --CONR.sub.4 R.sub.5, --CONHNR.sub.6 R.sub.7, --CONHN.sup..sym. R.sub.6 R.sub.7 R.sub.7 .cndot.halide.sup..crclbar., CN, --CONHOH or --COR.sub.10 ; n is 0 or 1; R.sub.1 and R.sub.2 each represent alkyl C.sub.1 -C.sub.4, or when taken together with the carbon to which they are attached form cycloalkyl C.sub.4 -C.sub.8 or methyl-substituted cycloalkyl C.sub.4 -C.sub.9 ; R.sub.3 is hydrogen or alkyl C.sub.1 -C.sub.4 ; R.sub.4 and R.sub.5 each represent hydrogen, alkyl C.sub.1 -C.sub.4, phenyl, monohalophenyl, monoalkyl(C.sub.1 -C.sub.4)phenyl or monoalkoxy(C.sub.1 -C.sub.4)phenyl; R.sub.6 and R.sub.7 are alkyl C.sub.1 -C.sub.2 ; R.sub.8 is hydrogen, alkyl C.sub.1 -C.sub.4, phenyl, monohalophenyl, monoalkyl(C.sub.1 -C.sub.Type: GrantFiled: May 30, 1974Date of Patent: August 14, 1979Assignee: American Cyanamid CompanyInventors: Marinus Los, Bryant L. Walworth