Polycyclo Ring System Having The Five-membered Hetero Ring As One Of The Cyclos Patents (Class 548/113)
  • Patent number: 4607031
    Abstract: An ethyl benzylphosphinate derivative represented by the general formula (I) ##STR1## wherein Y represents a hydrogen or fluorine atom, X represents a methylene group or an oxygen atom, and n is 2, 3 or 4.The said compounds can be produced by reacting a compound represented by the following formula (II) ##STR2## wherein Y is as defined above, with a compound represented by the following formula (III) ##STR3## wherein X and n are as defined, and M is an alkali metal atom, in an inert medium. These compounds are useful as a calcium antagonist.
    Type: Grant
    Filed: May 22, 1985
    Date of Patent: August 19, 1986
    Assignee: Kanebo Ltd.
    Inventors: Koichiro Yoshino, Tominori Morita, Masaru Moriyama, Keizo Ito, Goro Tsukamoto
  • Patent number: 4602092
    Abstract: A method is provided for preparing phosphinic acid prodrug intermediates which are useful in preparing phosphinic acid angiotensin-converting enzyme inhibitors which method includes the step of coupling a phosphonous acid or its ester of the structure ##STR1## wherein R is H or lower alkyl and R.sup.1 is lower alkyl, aryl, arylalkyl, cycloalkyl or cycloalkylalkyl, with an alkylating agent of the structure ##STR2## wherein Hal is Cl, Br or I, n is 0 or 1, R.sup.2 is H or lower alkyl, and Z is H, lower alkyl, --CO.sub.2 R.sup.3 (wherein R.sup.3 is H or lower alkyl), ##STR3## (wherein R.sup.4 is H, lower alkyl, aryl or arylalkyl), --CN, or ##STR4## (wherein R.sup.5 and R.sup.6 may be the same or different and are selected from the group consisting of H, lower alkyl, aryl, aryl-lower alkyl, cycloalkyl or cycloalkylalkyl and at least one of R.sup.5 and R.sup.6 is other than H, or R.sup.5 and R.sup.
    Type: Grant
    Filed: January 22, 1985
    Date of Patent: July 22, 1986
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: John K. Thottathil, Jerome L. Moniot
  • Patent number: 4599410
    Abstract: Methine dyes are disclosed which contain a 2-halo or pseudohalo substituted 1,2,5-oxatellurazole ring fused with an aromatic nucleus, the aromatic nucleus being substituted with a methine linkage terminating in an auxochrome providing a conjugated resonance chromophore. The dyes can be formed by condensing a methine linkage precursor with a compound containing an oxatellurazole ring fused with an aromatic nucleus. The dyes are useful in optical recording elements and in photographic elements.
    Type: Grant
    Filed: February 19, 1985
    Date of Patent: July 8, 1986
    Assignee: Eastman Kodak Company
    Inventor: Wolfgang H. H. Gunther
  • Patent number: 4594199
    Abstract: A method is provided for preparing phosphinic acid prodrug intermediates which are useful in preparing phosphinic acid angiotensin-converting enzyme inhibitors which method includes the step of coupling a phosphonous acid or its ester of the structure ##STR1## wherein R is H or lower alkyl and R.sup.1 is lower alkyl, aryl, arylalkyl, cycloalkyl or cycloalkylalkyl, with a conjugated compound of the structure ##STR2## wherein R.sup.2, R.sup.3 and R.sup.4 may be the same or different and each is independently H, lower alkyl or aryl, and Z is --CO.sub.2 R.sup.5 (wherein R.sup.5 is H or lower alkyl), ##STR3## (wherein R.sup.6 is H, lower alkyl aryl or arylalkyl), ##STR4## (wherein R.sup.7 and R.sup.8 are the same or different and are selected from the group consisting of H, lower alkyl, aryl, aryl-lower alkyl, cycloalkyl or cycloalkylalkyl and at least one of R.sup.7 and R.sup.8 is other than H, or R.sup.7 and R.sup.
    Type: Grant
    Filed: January 22, 1985
    Date of Patent: June 10, 1986
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: John K. Thottathil
  • Patent number: 4555506
    Abstract: Phosphorus containing compounds of the formula ##STR1## wherein X is a substituted or unsubstituted imino or amino acid and A is ##STR2## These compounds possess angiotensin converting enzyme activity and are thus useful as hypertensive agents.
    Type: Grant
    Filed: December 24, 1981
    Date of Patent: November 26, 1985
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Donald S. Karanewsky, Edward W. Petrillo, Jr.
  • Patent number: 4555579
    Abstract: Angiotensin converted enzyme inhibitor activity if exhibited by compounds having the formula ##STR1## and salts thereof wherein R.sub.1 is hydrogen, aryl, or heteroaryl; R.sub.2 is hydrogen, amino, alkanoylamino, arylcarbonylamino, or heteroarylcarbonylamino;R.sub.3 is hydrogen, alkyl, or aminoalkyl;R.sub.4 and R.sub.5 are the same or different and each is hydrogen, alkyl, halogen, aryl, arylalkyl, hydroxy, alkoxy, alkylthio, aryloxy, arylthio, or cycloalkyl, or R.sub.4 and R.sub.5 taken together are oxo, ethylenedithio or propylenedithio;one of R.sub.6 and R.sub.7 is ##STR2## and the other is hydrogen, alkyl or arylalkyl; R.sub.8 is hydrogen, alkl or aryl;R.sub.9 is hydrogen or alkyl;n is 0 or an integer of 1 to 8;m is 0 or 1; andA is --(CH.sub.2).sub.p --wherein p is 0 or 1, --NH--, or --O--.
    Type: Grant
    Filed: March 24, 1983
    Date of Patent: November 26, 1985
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: George C. Rovnyak
  • Patent number: 4503049
    Abstract: Diphosphonic acid derivatives of Formula I ##STR1## wherein R is hydrogen, an alkali metal atom, an alkaline earth metal atom, or an alkyl group of 1-4 carbon atoms andA is derived from a carboxylic acid having anti-inflammatory and antiphlogistic activity and containing an aromatic or heteroaromatic group, of Formula IIACOOH (II),are pharmacologically efficacious compounds.
    Type: Grant
    Filed: January 27, 1983
    Date of Patent: March 5, 1985
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Biere, Clemens Rufer, Irmgard Boettcher
  • Patent number: 4500538
    Abstract: Novel carbonates of 6(or 5)-hydroxy-2-benzothiazolesulfonamide are useful for the topical treatment of elevated intraocular pressure. Ophthalmic compositions include drops and inserts.
    Type: Grant
    Filed: March 14, 1983
    Date of Patent: February 19, 1985
    Assignee: Merck & Co., Inc.
    Inventor: Otto W. Woltersdorf
  • Patent number: 4499271
    Abstract: 3-Phosphinyloxy-4-substituted phenoxy alkenoic acid esters, derivatives thereof, and the use thereof for the control of weeds.
    Type: Grant
    Filed: August 20, 1982
    Date of Patent: February 12, 1985
    Assignee: Zoecon Corporation
    Inventors: Gustave K. Kohn, Joe T. Bamberg
  • Patent number: 4496730
    Abstract: Phosphorous diketonate electron accepting compounds are disclosed for use as sensitizers in electron donating photoconductive compositions. Methine dyes having a phosphorous diketonate component and a method of making same are also disclosed.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: January 29, 1985
    Assignee: Eastman Kodak Company
    Inventors: Chin H. Chen, Thomas E. Goliber, Jerome H. Perlstein, George A. Reynolds
  • Patent number: 4479946
    Abstract: Novel phosphorus esters of amidoximes and methods of preparing same. This invention is also directed to pesticidal compositions comprising an acceptable carrier and a pesticidally effective amount of a compound of this invention, as well as to a method of controlling pests which comprises subjecting the pests to a pesticidally effective amount of a compound of this invention.
    Type: Grant
    Filed: June 17, 1982
    Date of Patent: October 30, 1984
    Assignee: Union Carbide Corporation
    Inventors: Leonard E. Hodakowski, Dean F. Bushey
  • Patent number: 4434162
    Abstract: A phosphonic acid ester of the formula ##STR1## exhibits calcium-antagonistic, coronary vasodilating and hypotensive activities. Pharmaceutical compositions containing the same are useful for the prophylaxis and treatment of circulatory organ diseases such as angina pectoris, hypertension and the like.
    Type: Grant
    Filed: April 7, 1982
    Date of Patent: February 28, 1984
    Assignee: Kanebo, Ltd.
    Inventors: Goro Tsukamoto, Toshihiko Kohno, Koichiro Yoshino, Tominori Morita, Keizo Ito, Takashi Nose
  • Patent number: 4425338
    Abstract: Novel alpha-heterocyclic carbinol phosphates have been found to exhibit insecticidal and miticidal activity.
    Type: Grant
    Filed: March 31, 1982
    Date of Patent: January 10, 1984
    Assignee: Union Carbide Corporation
    Inventor: Jamin Huang
  • Patent number: 4387060
    Abstract: In a synergistic pesticidal composition comprising (1) a pesticidally active compound and (2) a synergizing agent in amount sufficient to synergize the pesticidal activity of the pesticidally active compound, the improvement which comprises employing as the synergizing agent a 2-(thi)oxo-1,3,2-oxazaphospholane of the formula ##STR1## in which X represents oxygen or sulphur,R represents an optionally substituted alkyl, alkenyl, alkynyl, phenyl, alkoxy, alkenoxy, alkynoxy, alkylthio, aralkoxy, amino, mono- or di-alkylamino, heterocyclic amino, N-alkyl-N-aryl-amino, phenoxy or phenylthio radical,R.sup.1 represents hydrogen, optionally substituted alkyl, aralkyl, alkenyl, alkynyl or dialkylaminoalkyl,R.sup.2 represents hydrogen, alkylthioalkyl, or optionally substituted alkyl or aralkyl, or R.sup.1 and R.sup.2 together represent alkylene,R.sup.3 represents hydrogen or alkyl andR.sup.4 represents hydrogen, alkyl, or phenyl.
    Type: Grant
    Filed: November 3, 1980
    Date of Patent: June 7, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hellmut Hoffmann, Bernd-Wieland Kruger, Wolfgang Behrenz
  • Patent number: 4278791
    Abstract: A benzimidazolyl-2-alkane-phosphonic acid of the formula ##STR1## wherein R.sup.1 and R.sup.2 are identical or different and denote hydrogen, lower alkyl, phenyl, halogen, trifluoromethyl, nitro or lower alkoxy, or together form a fused-on benzene ring,R.sup.3 denotes hydrogen, lower alkyl or phenyl or benzyl which is optionally substituted by lower alkyl or halogen andA denotes a straight-chain or branched, saturated or unsaturated bivalent hydrocarbon radical with 1 to 15 carbon atoms, which can be substituted by phenyl which is optionally substituted by lower alkyl or halogen or by carboxyl or the phosphonic acid group,and its salt with an inorganic or organic base or acid, and a method of preparing the same by contacting an o-arylene diamine of the formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 have the meaning given above, with a phosphonocarboxylic acid of the formula ##STR3## wherein Y denotes carboxyl, carbalkoxy, carbophenoxy, cyano, carbamido or carbochloride,R.sup.7 and R.sup.
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: July 14, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Artur Botta, Heinz-Joachim Rother, Gunther Teichmann
  • Patent number: 4256592
    Abstract: Metal salts of hydrocarbyl oxazoline phosphorodithioic acids are novel compounds effective for reducing friction and wear when added to a lubricant.
    Type: Grant
    Filed: October 11, 1979
    Date of Patent: March 17, 1981
    Assignee: Mobil Oil Corporation
    Inventors: Robert M. Gemmill, Jr., Andrew G. Horodysky
  • Patent number: 4255271
    Abstract: Phosphosulfurized hydrocarbyl oxazoline reacted with nitrogen-containing compounds and certain olefins are novel compounds effective for reducing friction and wear when added to a lubricant.
    Type: Grant
    Filed: November 20, 1979
    Date of Patent: March 10, 1981
    Assignee: Mobil Oil Corporation
    Inventors: Andrew G. Horodysky, Robert M. Gemmill, Jr.
  • Patent number: 4253973
    Abstract: Metal salts of phosphosulfurized hydrocarbyl oxazoline phosphorodithioic acids are novel compounds effective for reducing friction and wear when added to a lubricant.
    Type: Grant
    Filed: November 20, 1979
    Date of Patent: March 3, 1981
    Assignee: Mobil Oil Corporation
    Inventors: Andrew G. Horodysky, Robert M. Gemmill, Jr.
  • Patent number: 4253978
    Abstract: Metal salts of hydrocarbyl oxazoline phosphorodithioic acids are novel compounds effective for reducing friction and wear when added to a lubricant.
    Type: Grant
    Filed: October 1, 1979
    Date of Patent: March 3, 1981
    Assignee: Mobil Oil Corporation
    Inventors: Robert M. Gemmill, Jr., Andrew G. Horodysky
  • Patent number: 4232010
    Abstract: A phosphonic acid ester of the formula: ##STR1## and R is a lower alkyl, exhibits a calcium-antagonistic activity. Pharmaceutical compositions containing the same are useful in prophylaxis and treatment of ischemic heart diseases such as angina pectoris, myocardial, infarction, etc. and hypertension.
    Type: Grant
    Filed: May 14, 1979
    Date of Patent: November 4, 1980
    Assignee: Kanebo, Ltd.
    Inventors: Goro Tsukamoto, Koichiro Yoshino, Tominori Morita, Takashi Nose, Mitsuo Okazaki
  • Patent number: 4212754
    Abstract: There are provided complexes of metal salts prepared by (1) reacting a benzotriazole with a monoepoxide to form a hydroxyalkylbenzotriazole, (2) reacting the hydroxyalkylbenzotriazole with an alkenylsuccinic anhydride to form a monoester, and (3) converting the monoester to the salt of a metal which can form Werner complexes and complexing with a ligand containing amine, hydroxyl, oxazoline, or imidazoline groups to form a chelate. These chelates impart detergent and antiwear properties to lubricants.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: July 15, 1980
    Assignee: Mobil Oil Corporation
    Inventor: Sheldon Chibnik
  • Patent number: 4209512
    Abstract: Mono- and di-thiophosphate esters having an isoxazolinone system attached at its 2-position through an optionally alkyl- or phenyl-substituted methylene or ethylene group to the sulphur or to one of the sulphur atoms are useful as insecticides and/or acaricides.
    Type: Grant
    Filed: June 1, 1978
    Date of Patent: June 24, 1980
    Assignee: Sankyo Company Limited
    Inventors: Kazuo Tomita, Tadashi Murakami, Hideakira Tsuji, Keigo Matsumoto, Katsuhiro Fujita, Shinji Yokoi
  • Patent number: 4187229
    Abstract: The invention relates to bis-benzotriazole compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the bis-benzotriazole compounds to prevent such degradation. These stabilizing compounds are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, coated on the exterior of the molded article, film or extruded fiber.
    Type: Grant
    Filed: February 3, 1978
    Date of Patent: February 5, 1980
    Assignee: Eastman Kodak Company
    Inventors: Gether Irick, Jr., Charles A. Kelly, James C. Martin
  • Patent number: 4174321
    Abstract: The invention relates to polychromophoric dibenzoxazole compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the polychromophoric dibenzoxazole composition to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, coated on the exterior of the molded article, film or extruded fiber.
    Type: Grant
    Filed: September 1, 1977
    Date of Patent: November 13, 1979
    Assignee: Eastman Kodak Company
    Inventors: Richard H. S. Wang, Joseph S. Zannucci
  • Patent number: 4167629
    Abstract: This invention relates to new di-triazolylstyrene derivatives, useful as optical brighteners for organic polymeric materials, especially when applied to or incorporated in synthetic fibres.
    Type: Grant
    Filed: November 7, 1974
    Date of Patent: September 11, 1979
    Assignee: Sandoz Ltd.
    Inventors: Fritz Fleck, Horst Schmid
  • Patent number: 4167628
    Abstract: Novel benzoxazole compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and A are certain substituents, a process for their manufacture as well as their use as optical brighteners are disclosed.
    Type: Grant
    Filed: December 9, 1977
    Date of Patent: September 11, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Geza Kormany