Nitrogen Or Halogen In Acid Moiety Patents (Class 560/153)
  • Patent number: 4240823
    Abstract: Compounds of the formula: ##STR1## in which R.sub.1 is hydrogen, optionally halogenated alkyl, optionally halogenated cycloalkyl, optionally halogenated alkenyl, optionally halogenated aralkenyl or aryloxyalkenyl mono or bicyclic aryl (optionally substituted by halogen, alkyl, trifluoromethyl, nitro, cyano, amino, hydroxyl, alkoxy, aminosulphonyl or alkylcarbonyloxy), or monocyclic or bicyclic heterocyclic of 5-11 chain members and having one or two hetero-atoms (optionally substituted), and R.sub.2 is a carboxylic acid group or a salt or ester thereof, is found to have plant growth regulating activity.
    Type: Grant
    Filed: March 1, 1977
    Date of Patent: December 23, 1980
    Assignee: Philagro S.A.
    Inventors: Claude Clapot, Jean Vial, Jacqueline Mourier, Jean C. Boch
  • Patent number: 4228184
    Abstract: New carboxyalkylacylamino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
    Type: Grant
    Filed: May 4, 1978
    Date of Patent: October 14, 1980
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel A. Ondetti, David W. Cushman
  • Patent number: 4204064
    Abstract: A method, composition and compounds useful in said compositions for treating the skin and scalp characterized by an excessive secretion of sebum to improve the condition thereof by reducing said excessive secretion of sebum includes topically applying to a human having skin and/or a scalp so characterized a cosmetic composition containing as an active ingredient a derivative of cysteine or cysteamine. The composition contains about 0.1-5 weight percent of said derivative and also contains as a carrier for the active ingredient, water, a mixture of water and a lower alkanol, a lower alkanol, a mixture of a lower alkanol and a cosmetic resin, a reducing agent, a neutralizing agent or a vegetable oil.
    Type: Grant
    Filed: January 24, 1978
    Date of Patent: May 20, 1980
    Assignee: L'Oreal
    Inventor: Gregoire Kalopissis
  • Patent number: 4200760
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is a straight or branched chain alkynyl group containing from 3 to 9 carbon atoms, inclusive; R.sup.2 is hydrogen, (lower)alkyl, halogen or hydroxymethyl; m is 1 or 2, and n is 2 or 3, provided that the sum of m and n is 3 or 4; X and Y each are independently hydrogen, nitro, cyano, --SO.sub.2 Ar or --COR.sup.3, provided that X and Y are not both hydrogen; R.sup.3 is (lower)alkyl, Ar, (lower)alkoxy, amino or (lower)-alkylamino; and Ar is an optionally substituted phenyl group; and nontoxic pharmaceutically acceptable acid addition salts thereof, are potent anti-ulcer agents. Processes for their preparation and novel intermediates are also disclosed.
    Type: Grant
    Filed: September 26, 1978
    Date of Patent: April 29, 1980
    Assignee: Bristol-Myers Company
    Inventors: Aldo A. Algieri, Ronnie R. Crenshaw
  • Patent number: 4196300
    Abstract: Glycidates and thioglycidates substituted in the .alpha.-position with a long chain alkyl of from 11 to 16 carbons having hypoglycemic activity.
    Type: Grant
    Filed: August 18, 1978
    Date of Patent: April 1, 1980
    Assignee: McNeilabs, Inc.
    Inventors: Richard J. Mohrbacher, Winston Ho, Gene Tutwiler
  • Patent number: 4182891
    Abstract: Novel acetylenic derivatives of .alpha.-amino acids of the following general structure: ##STR1## wherein Z is .beta.-methylthioethyl, .beta.-benzylthioethyl, S-(5'-desoxyadenosin-5' -yl)-S-methylthioethyl, .gamma.-guanidinopropyl, or RHN(CH.sub.2).sub.n --; n is the integer 3 or 4; each R is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched, or ##STR2## wherein R.sub.2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R.sub.1 is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.5 is hydrogen or a lower alkyl group of from 1 to 4 carbon atoms, or ##STR3## wherein R.sub.3 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; and the lactams thereof when Z is RHN(CH.sub.
    Type: Grant
    Filed: July 1, 1977
    Date of Patent: January 8, 1980
    Assignee: Merrell Toraude et Compagnie
    Inventors: Brian W. Metcalf, Michel Jung
  • Patent number: 4177277
    Abstract: A method for alleviating or reducing angiotensin related hypertension in hypertensive mammals comprises administering an effective amount of a compound having the general formula ##STR1## Intermediates for the preparation of such compounds are also included.
    Type: Grant
    Filed: September 15, 1978
    Date of Patent: December 4, 1979
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel A. Ondetti, Michael E. Condon
  • Patent number: 4176235
    Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
    Type: Grant
    Filed: December 4, 1978
    Date of Patent: November 27, 1979
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel A. Ondetti, Frank L. Weisenborn
  • Patent number: 4171282
    Abstract: The perfluoroalkylthio-substituted half esters and amides of succinic acid having the formula ##STR1## wherein R.sub.f is a perfluoroalkyl, R.sup.1 alkylene optionally interrupted with oxygen, sulfur or nitrogen atom, X is oxygen or NH, y is zero or 1, Q is a polyether or polyester diradical moiety having a molecular weight of 300 to 5000 or a polysiloxane having 5 to 80 repeating units and A is hydrogen, hydroxyl, amino, alkoxy of 1 to 21 carbons, phenoxy, alkylphenoxy of 7 to 20 carbons, dialkylamino where each alkyl has 1 to 18 carbons or the group ##STR2## said compounds being prepared by first reacting maleic anhydride with a polyether, polyester, diamine or a polysiloxane derivative of an alcohol or a primary amine and then reacting the product with a perfluoroalkyl alkylene thiol. The novel compounds are useful as surfactants with specific applications as wetting agents in coatings, waxes, emulsions, paints and resins.
    Type: Grant
    Filed: December 7, 1977
    Date of Patent: October 16, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl F. Mueller
  • Patent number: 4169899
    Abstract: Penicillamine compounds of the formula: ##STR1## and of the formula: ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, A and B are as defined hereinafter, and pharmaceutically acceptable acid addition salts thereof are disclosed. II are the products of hydrolysis or alcoholysis of I, and I are in turn the products of dehydration of II or alcohol removal form II. I and II are useful for the treatment of rheumatoid arthritis.
    Type: Grant
    Filed: January 6, 1978
    Date of Patent: October 2, 1979
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Masami Shiroki, Yutaka Maruyama, Kazuhiro Goto
  • Patent number: 4154946
    Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
    Type: Grant
    Filed: June 28, 1978
    Date of Patent: May 15, 1979
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel A. Ondetti, Michael E. Condon
  • Patent number: 4140681
    Abstract: N.sup.2 -arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.
    Type: Grant
    Filed: June 7, 1977
    Date of Patent: February 20, 1979
    Assignee: Mitsubishi Chemical Industries, Limited
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
  • Patent number: 4138423
    Abstract: Novel N-dithio carbamoyl oxime compounds have exceptional pesticidal activity.
    Type: Grant
    Filed: July 1, 1976
    Date of Patent: February 6, 1979
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva
  • Patent number: 4130713
    Abstract: A novel procedure for the preparation of biotin employing cysteine as the starting material is disclosed. This synthesis involves the formation of the thiophane ring by a 1,3-dipolar addition. By virtue of this process pure d-biotin can be obtained, thus obviating the need for chemical resolution. Novel intermediates are also disclosed.
    Type: Grant
    Filed: August 5, 1977
    Date of Patent: December 19, 1978
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Enrico G. Baggiolini, Hsi L. Lee, Milan R. Uskokovic
  • Patent number: 4129571
    Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
    Type: Grant
    Filed: October 31, 1977
    Date of Patent: December 12, 1978
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel A. Ondetti, Michael E. Condon
  • Patent number: 4129593
    Abstract: Very pure S-carboxymethyl-L-cysteine is prepared by reacting L-cystine in liquid ammonia with metallic sodium to form the disodium salt of L-cysteine, evaporating the ammonia, reacting the disodium salt of L-cysteine with an aqueous solution of chloroacetic acid and precipitating the S-carboxymethyl-L-cysteine formed by acidifying the reaction mixture. There is employed 0.1 to 10 weight percent of a reducing agent based on the chloroacetic acid.
    Type: Grant
    Filed: September 14, 1977
    Date of Patent: December 12, 1978
    Assignee: Deutsche Gold- und Silber-Scheideanstalt vormals Roessler
    Inventors: Alfred Maierhofer, Hans Wagner
  • Patent number: 4125604
    Abstract: N.sup.2 -Arylsulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis in mammals.
    Type: Grant
    Filed: June 7, 1977
    Date of Patent: November 14, 1978
    Assignees: Mitsubishi Chemical Industries Limited, Shosuke Okamoto
    Inventors: Shosuke Okamoto, Akiko Hijikata, Ryoji Kikumoto, Yoshikuni Tamao, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura
  • Patent number: 4116962
    Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
    Type: Grant
    Filed: December 3, 1976
    Date of Patent: September 26, 1978
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel Angel Ondetti, Frank Lee Weisenborn
  • Patent number: 4107434
    Abstract: Novel process for the production of antibacterially active pleuromutilin derivatives.
    Type: Grant
    Filed: January 10, 1977
    Date of Patent: August 15, 1978
    Assignee: Sandoz Ltd.
    Inventor: Erwin Waldvogel
  • Patent number: 4105789
    Abstract: New carboxyalkylacylamino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
    Type: Grant
    Filed: May 10, 1976
    Date of Patent: August 8, 1978
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel Angel Ondetti, David W. Cushman
  • Patent number: 4096269
    Abstract: Novel N-haloalkanesulfenylcarbamoyloxime compounds have been found to have exceptional miticidal and insecticidal activity.
    Type: Grant
    Filed: May 20, 1976
    Date of Patent: June 20, 1978
    Assignee: Union Carbide Corporation
    Inventor: Themistocles Damasceno Joaquim D'Silva
  • Patent number: 4091024
    Abstract: New derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
    Type: Grant
    Filed: December 3, 1976
    Date of Patent: May 23, 1978
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Miguel Angel Ondetti
  • Patent number: 4086359
    Abstract: A new neutral fumarate salt of a derivative of the antibiotic pleuromutilin has been found whose physical properties made bulk manufacture more reproducible, simplify formulation and provide advantages in the administration of the substance.
    Type: Grant
    Filed: July 30, 1976
    Date of Patent: April 25, 1978
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Friedrich Dursch
  • Patent number: 4072718
    Abstract: Ditertiary organic disulfides are produced by contacting at least one ditertiary organic sulfide with at least one suitable hydrocarbyl sulfoxide and a catalyzing amount of a protonic acid.
    Type: Grant
    Filed: July 19, 1976
    Date of Patent: February 7, 1978
    Assignee: Phillips Petroleum Company
    Inventor: William G. Billings
  • Patent number: 4071531
    Abstract: New oxathiino- and dithiino-aminoacetic acids of the formula: ##STR1## in which A represents oxygen or sulphur, together with their racemic forms, their optically active forms and mixtures thereof, their reactive derivatives and their acid addition salts, are valuable intermediates for the preparation of therapeutically active derivatives, in particular cephalosporin derivatives of the formula: ##STR2## where R is hydrogen or acetoxy.
    Type: Grant
    Filed: September 26, 1975
    Date of Patent: January 31, 1978
    Assignee: Rhone-Poulenc Industries
    Inventors: Christian Berger, Daniel Farge, Georges Gros, Mayer Naoum Messer, Claude Moutonnier
  • Patent number: 4069243
    Abstract: A new method of preparing trifluoromethylthioacetic acid using a tertiary phosphine in a sulfur extrusion of lower alkyl trifluoromethyldithioacetate with optional is situ alkaline hydrolysis of said acetate using a biphasic hydrolysis system in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: May 24, 1976
    Date of Patent: January 17, 1978
    Assignee: SmithKline Corporation
    Inventor: Robert Michael DeMarinis
  • Patent number: 4054740
    Abstract: This invention relates to a synthesis of biotin by the reduction of dehydrobiotin. The dehydrobiotin is prepared from 6-hydroxy-7-nitro-heptanoic acid methyl ester. Novel intermediates are also obtained by this synthesis.
    Type: Grant
    Filed: September 5, 1975
    Date of Patent: October 18, 1977
    Assignee: Hoffmann-La Roche Inc.
    Inventor: George Francis Field
  • Patent number: 4046876
    Abstract: N.sup.2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis.
    Type: Grant
    Filed: February 10, 1976
    Date of Patent: September 6, 1977
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura, Yoshikuni Tamao, Akiko Hijikata