Patents Examined by Reginald J. Suyat
  • Patent number: 3973006
    Abstract: Ester and amides of the nonapeptide Pyr-Trp-Pro-Arg-Pro-Gln-Ile-Pro-Pro have been found to inhibit the hypertensive effect of angiotensin I.
    Type: Grant
    Filed: February 21, 1975
    Date of Patent: August 3, 1976
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Miguel Angel Ondetti
  • Patent number: 3972860
    Abstract: L-aspartyl-L-phenylglycine esters, e.g., L-aspartyl-L-phenylglycine methyl ester, are new compounds useful as sweeteners for various foods, beverages and compositions intended to be tasted, e.g., chewing gums, dentifrices, mouth washes. Such compounds can be made by reaction of a corresponding amide, such as asparagine, with an amino blocking agent, e.g., carbobenzoxy chloride, whereby a reaction with the amino group of the asparagine produces the corresponding carbobenzoxyamide, following which the amide is reacted with the methyl or other suitable lower alkyl ester of an amino acid, e.g., phenylglycine, to produce the corresponding peptide by reaction of the free carboxylic and amino groups, and subsequently, the carbobenzoxy group is removed by hydrogenolysis in the presence of a catalyst and the terminal amide of the peptide is converted to the corresponding acid by hydrolysis.
    Type: Grant
    Filed: September 2, 1969
    Date of Patent: August 3, 1976
    Inventors: Carole L. Moriarty, George L. Tritsch
  • Patent number: 3971736
    Abstract: Hexa- and heptapeptides of formula W-[X-Pro-Phe-Phe-Y-Z].sub.n H prepared by standard synthetic peptide techniques are anti-inflammatory, anti-rheumatoid arthritic and anti-ulcer agents.
    Type: Grant
    Filed: January 21, 1975
    Date of Patent: July 27, 1976
    Assignee: Merck & Co., Inc.
    Inventors: Arthur F. Wagner, Frederick W. Holly, Tsau-Yen Lin, Tsung-Ying Shen, Ralph F. Hirschmann
  • Patent number: 3971737
    Abstract: [2-Methyl-Ala.sup.6 ]LRH is described, as well as its preparation by solid phase methodology and intermediates in its production. The decapeptide is a luteinizing hormone releasing agent and is useful as an ovulation inducing agent and as a claudogenic/interceptive agent.
    Type: Grant
    Filed: March 24, 1975
    Date of Patent: July 27, 1976
    Assignee: American Home Products Corporation
    Inventor: Victor M. Garsky
  • Patent number: 3971822
    Abstract: An ester compound of the formula: ##EQU1## wherein R.sup.1 is hydrogen or hydroxy, R.sup.2 is alkyl of one to five carbon atoms, alkenyl of two to three carbon atoms, cycloalkyl of three to five carbon atoms or methylcycloalkyl of four to six carbon atoms and Y is alkylene of one to four carbon atoms, is disclosed. Several methods for preparing the compound[I] are also disclosed. The compound[I] is useful as a non-nutritive sweetening agent.
    Type: Grant
    Filed: June 25, 1975
    Date of Patent: July 27, 1976
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Ichiro Chibata, Munetugu Miyoshi, Hiroshi Ito, Toshiyuki Fujii, Keisuke Kawashima
  • Patent number: 3966701
    Abstract: Fibrinogen peptide derivatives which have biological activity as anticoagulants of blood having the dipeptide moiety prolylarginine or the tripeptide moiety glycylprolylarginine, e.g., L-prolyl-L-arginine benzyl ester p-toluenesulfonate trifluoroacetate, glycyl-L-prolyl-L-arginine benzyl ester p-toluenesulfonate trifluoroacetate, N-t-butyloxycarbonyl-L-prolyl-L-arginine benzyl ester p-toluenesulfonate methanolate, N-benzyloxycarbonyl-prolyl-L-arginine benzyl ester p-toluenesulfonate methanolate and N-t-butyloxycarbonylglycol-L-prolyl-L-arginine benzyl ester p-toluenesulfonate.
    Type: Grant
    Filed: November 7, 1973
    Date of Patent: June 29, 1976
    Assignee: The Dow Chemical Company
    Inventors: Linneaus C. Dorman, Roberta C. Cheng
  • Patent number: 3966700
    Abstract: Highly pure pyroglutamyl-histidyl-prolinamide is prepared by removing the protecting groups of the protected tripeptide by means of reductive deprotection with sodium in liquid ammonia followed by passing the crude deprotected tripeptide through a gel filtration means.
    Type: Grant
    Filed: September 27, 1974
    Date of Patent: June 29, 1976
    Assignee: Istituto Farmacologico Serono, S.P.A.
    Inventor: Gabriele Mattalia
  • Patent number: 3966699
    Abstract: Reduced bacitracin and pharmaceutically acceptable salts thereof obtained by treating bacitracin with a reducing agent. The resulting product has improved stability.
    Type: Grant
    Filed: February 7, 1975
    Date of Patent: June 29, 1976
    Assignee: Commercial Solvents Corporation
    Inventor: Mohammed T. Shipchandler
  • Patent number: 3963691
    Abstract: Synthetic antigens related to luteinizing hormone-releasing hormone (hereinafter designated LH-RH) having the amino acid composition, pyroglutamyl-histidyl-tryptophanylseryl-tyrosyl-glycyl-leucyl-arginyl-prol yl-glycyl-poly-L-lysine (hereinafter designated pyroglu-his-trp-ser-tyr-glyleu-arg-pro-gly-poly-L-lys) and poly-L-lysyl-glutarylhistidyl-tryptophanyl-seryl-tyrosyl-glycyl-leucyl-arg inylprolyl-glycine amide (hereinafter designated poly-L-lysglutaryl-his-trp-ser-tyr-gly-leu-arg-pro-gly) are prepared by coupling the corresponding decapeptide with poly-L-lysine. The corresponding decapeptides are prepared by controlled stepwise procedures starting with individual amino acid components. These antigens have the property of inducing formation of antibodies to luteinizing hormone-releasing hormone (LH-RH) in animals.
    Type: Grant
    Filed: October 7, 1974
    Date of Patent: June 15, 1976
    Assignee: Merck & Co., Inc.
    Inventors: Carl H. Hoffman, Harvey Schwam, Stephen F. Brady, Martin Hichens, Ruth F. Nutt
  • Patent number: 3962207
    Abstract: When hydrogen halide salts of L-aspartic anhydride are reacted with lower alkyl esters of L-phenylalanine to produce the corresponding L-aspartyl-L-phenylalanine esters, a significant increase in yield and in the proportion of the .alpha.-isomer to the .beta.-isomer is achieved when the reaction is carried out in the presence of a lower alkanol and of a strong acid, such as sulfuric acid, hydrogen chloride, or mono-esters of sulfuric acid with a lower alkanol.
    Type: Grant
    Filed: December 20, 1974
    Date of Patent: June 8, 1976
    Assignee: Ajinomoto Co., Inc.
    Inventors: Noboru Uchiyama, Masanori Nagao, Naomasa Mizoguchi
  • Patent number: 3960829
    Abstract: Pyrimidine derivatives represented by the formula, ##SPC1##Wherein R.sub.1 and R.sub.2 are individually a hydrogen atom or a methyl group, and R.sub.3 is a group formed by removing the carboxyl group from a carboxylic acid, are quite useful in acylating compounds having amino and/or imino and/or hydroxyl groups. The pyrimidine derivatives can easily be prepared by reacting a 2-mercapto-4- and/or 6-methyl-substituted or unsubstituted pyrimidine with a carboxylic acid or a reactive derivative thereof in an inert solvent.
    Type: Grant
    Filed: September 25, 1974
    Date of Patent: June 1, 1976
    Assignee: Nitto Boseki Co., Ltd.
    Inventors: Takeshi Nagasawa, Katumasa Kuroiwa, Kouichi Narita
  • Patent number: 3960828
    Abstract: The use of catalytic hydrogenolysis to selectively deblock protected moieties in sulfur containing compounds has not been a practical process due to poisoning of the catalyst by the sulfur compound. It has now been found that catalytic hydrogenolysis of sulfur compounds can be successfully carried out by conducting the reaction in liquid ammonia as solvent.
    Type: Grant
    Filed: March 20, 1974
    Date of Patent: June 1, 1976
    Assignee: The United States of America as represented by the Department of Health, Education and Welfare
    Inventor: Johannes Arnold Meienhofer
  • Patent number: 3960830
    Abstract: A process for the synthesis of peptides in a liquid phase wherein the peptide product, and intermediates in the peptide synthesis, are bound to a polyalkylene glycol polymer and wherein the polymer-bound peptide is separated from the liquid phase, e.g. for purposes of isolation or purification, by crystallizing the polymer-bound peptide.
    Type: Grant
    Filed: December 4, 1974
    Date of Patent: June 1, 1976
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ernst Bayer, Manfred Mutter
  • Patent number: 3959247
    Abstract: Crystalline thyrotropin releasing hormone (TRH) tartrate was obtained for the first time from a solution comprising TRH, tartaric acid and a certain solvent. The crystals are very pure and very stable against moisture for a long period of time.
    Type: Grant
    Filed: June 21, 1974
    Date of Patent: May 25, 1976
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Masahiko Fujino, Chitoshi Hatanaka
  • Patent number: 3959245
    Abstract: A novel dipeptide, L-aspartyl-aminomalonic acid methyl 2-methylcyclohexyl diester and its physiologically acceptable salts which are useful as a sweetener, and production thereof and sweetening compositions containing the dipeptide or its salt.
    Type: Grant
    Filed: March 27, 1973
    Date of Patent: May 25, 1976
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Nobuo Nakajima, Hisashi Aoki, Masahiko Fujino, Osamu Nishimura, Mitsuhiro Wakimasu, Mitsuhiko Mano
  • Patent number: 3959248
    Abstract: Novel tripeptides are disclosed. These tripeptides have anti-depressant activity and thyrotropin releasing hormone activity. Processes for preparing these tripeptides are also disclosed.
    Type: Grant
    Filed: January 27, 1975
    Date of Patent: May 25, 1976
    Assignee: Merck & Co., Inc.
    Inventors: Daniel F. Veber, Frederick W. Holly, Ruth F. Nutt, Sandor L. Varga
  • Patent number: 3957975
    Abstract: Use of the pregnancy-specific .beta..sub.1 -glycoprotein (SP.sub.1) and its antibody for contraception and for inducing miscarriages.
    Type: Grant
    Filed: September 10, 1974
    Date of Patent: May 18, 1976
    Assignee: Behringwerke Aktiengesellschaft
    Inventors: Hans Bohn, Ernst Weinmann
  • Patent number: 3956260
    Abstract: Synthetic hypocalcaemic dotriacontapeptide of the formulaH-Cys-Ser-Asn-Leu-Ser--Thr-Cys-Val-Leu-Ser-Ala-Tyr-Try-Arg-Asn-Leu-Asn-Asn- Phe-His-Arg-Phe-Ser-Gly-Met-Gly-Phe-Gly-Pro-Glu-Thr-Pro-OH Iand analogues and derivatives, salts and complexes thereof and process for their manufacture.
    Type: Grant
    Filed: December 10, 1971
    Date of Patent: May 11, 1976
    Assignee: Ciba-Geigy Corporation
    Inventors: Max Brugger, Friedrich Werner Kahnt, Bruno Kamber, Robert Neher, Bernhard Riniker, Werner Rittel, Peter Sieber, Herbert Zuber, Hendrik Marie Greven
  • Patent number: 3954975
    Abstract: Pharmaceutical preparations containing acid addition salts of ACTH-peptides with saturated or unsaturated fatty acids of chain length 12-36 carbon atoms.
    Type: Grant
    Filed: July 10, 1974
    Date of Patent: May 4, 1976
    Assignee: Ciba-Geigy Corporation
    Inventors: Leo Geller, Werner Rittel
  • Patent number: 3953416
    Abstract: A synthetic decapeptide, L-pglutamyl-L-histidyl-L-tryptophanyl-L-seryl-L-tyrosyl-glycyl-L-leucyl-L- arginyl-L-prolyl-glycinamide which has the hormonal activities of the luteinizing hormone releasing hormone (LRH) of the hypothalamus gland of mammals is produced by utilizing as the key starting materials, the amino acids, glutamic acid or pyroglutamic acid, histidine, tryptophan, serine, tyrosine, glycine, leucine, arginine, and proline. Synthesis of the decapeptide is accomplished by coupling, in appropriate combinations of appropriate protected forms of the amino acids, and finally deprotecting to yield the amide, L-pglutamyl-L-histidyl-L-tryptophanyl-L-seryl-L-tyrosyl-glycyl-L-leucyl-L- arginyl-L-prolyl-glycinamide.
    Type: Grant
    Filed: January 14, 1974
    Date of Patent: April 27, 1976
    Inventors: Karl Folkers, Bruce L. Currie, Jaw-Kang Chang, Hans Sievertsson, Conny Bogentoft