Patents Examined by Reginald J. Suyat
  • Patent number: 4021418
    Abstract: The masking N-formyl group of an N-formyl-amino acid ester or N-formyl-peptide ester is removed without major side reactions when the ester is reacted in an inert liquid medium with hydroxylamine of which at least 70% is present in the form of a salt with a strong acid, the remainder, if any, being present as the free base or the salt of a weak acid.
    Type: Grant
    Filed: November 26, 1975
    Date of Patent: May 3, 1977
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tadashi Takemoto, Fusayoshi Kakizaki, Yasuo Ariyoshi, Ichiro Noda
  • Patent number: 4021387
    Abstract: Two eosinophilotactic tetrapeptides of amino acid sequence Val-Gly-Ser-Glu and Ala-Gly-Ser-Glu have been isolated from extracts of human lung fragments. These tetrapeptides have been synthesized by solid phase peptide synthesis procedures and the synthetic and natural materials behaved similarly in analytical assays and bioassays. Novel N-terminal analogs have been prepared and have shown eosinophilotactic activity. Thus, the tetrapeptides disclosed herein have utility as therapeutic agents in the prophylaxis and/or treatment of parasitic diseases, anaphylaxis and bronchial asthma.
    Type: Grant
    Filed: November 19, 1975
    Date of Patent: May 3, 1977
    Assignee: President and Fellows of Harvard College
    Inventors: Edward J. Goetzl, K. Frank Austen
  • Patent number: 4020157
    Abstract: Compounds of the formula 1 or 1a ##STR1##HSCH.sub.2 CH(R)CO--Lys--Asn--Phe--Phe--Trp--Lys--Thr--Phe--Thr--Ser--NHCH.sub.2 CH.sub.2 SH (1a)In which R is hydrogen or NHR.sup.1 in which R.sup.1 is lower aliphatic acyl containing from 1 - 6 carbon atoms or benzoyl, and pharmaceutically acceptable salts thereof are disclosed. The compounds of formulae 1 and 1a are useful for the management of diabetes and the treatment of acromegaly in mammals. Methods for their use also are disclosed.
    Type: Grant
    Filed: July 8, 1975
    Date of Patent: April 26, 1977
    Assignee: Ayerst McKenna and Harrison Ltd.
    Inventors: Nedumparambil A. Abraham, Hans U. Immer, Verner R. Nelson, Kazimir Sestanj
  • Patent number: 4018754
    Abstract: A polypeptide of the formula:X.sub.1 --Tyr--Ser--X.sub.2 --X.sub.3 --His--Phe--Arg--Trp--Gly--Lys--Pro--Val--Gly--(Lys).sub.n --Ywherein X.sub.1 is .alpha.-aminoisobutyric acid, .beta.-alanine, L-serine, D-serine, glycine, D-alanine, .gamma.-aminobutyric acid or sarcosine residue; X.sub.2 is L-methionine, L-norleucine, L-isoleucine or L-norvaline residue; X.sub.3 is L-glutamic acid or L-glutamine residue; n is an integer of 5-10; and Y is --R.sub.1, ##STR1## wherein R.sub.1 is hydroxy or lower alkoxy having 1-5 carbon atoms; R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each hydrogen or lower alkyl having 1-5 carbon atoms; m is an integer of 1-10 and Y is a group bound to the carbonyl group of the C-terminal lysine residue; non-toxic acid addition salts thereof; and complexes thereof; being useful as a medicament owing to their strong adrenal-stimulating activity with protracted action and little side effects.
    Type: Grant
    Filed: July 16, 1975
    Date of Patent: April 19, 1977
    Assignee: Shionogi & Co., Ltd.
    Inventors: Ken Inouye, Masaru Shin, Kunio Watanabe
  • Patent number: 4018753
    Abstract: A polypeptide of the formula:X.sub.1 -Tyr-Ser-X.sub.2 -X.sub.3 -His-Phe-Arg-Trp-Gly-Lys-Pro-Val-Gly-(Lys).sub.n -Ywherein X.sub.1 is .alpha.-aminoisobutyric acid, .beta.-alanine, L-serine, glycine, D-serine, D-alanine, .gamma.-aminobutyric acid or sarcosine residue; X.sub.2 is L-methionine, L-norleucine, L-isoleucine or L-norvaline residue; X.sub.3 is L-glutamic acid or L-glutamine residue; n is an integer of 1-4 and Y is a group of ##STR1## which is linked to the carbonyl group of the C-terminal lysine residue, wherein R.sub.1 and R.sub.2 are each hydrogen or the same or different lower alkyl having 1-5 carbon atoms, and R.sub.1 and R.sub.2, when taken together with or without another hetero atom, form a substituted or unsubstituted nitrogen containing heterocyclic ring, with the proviso that a peptide when X.sub.1 is a .alpha.-aminoisobutyric acid or D-serine, R.sub.1 and R.sub.
    Type: Grant
    Filed: July 16, 1975
    Date of Patent: April 19, 1977
    Assignee: Shionogi & Co., Ltd.
    Inventors: Ken Inouye, Masaru Shin, Kunio Watanabe
  • Patent number: 4018726
    Abstract: The decapeptide [D-Phe.sup.6 ]-LH-RH, salts thereof, and intermediates used for the synthesis thereof are disclosed. The decapeptide has potent LH- and FSH-releasing hormone properties.
    Type: Grant
    Filed: June 12, 1975
    Date of Patent: April 19, 1977
    Inventors: Andrew Victor Schally, David Howard Coy
  • Patent number: 4018912
    Abstract: The tripeptide derivatives of formula 1H--L--Pro--N(R.sup.1)CH(R.sup.2)CO--Y--R.sup.3 (1)in which R.sup.1 is hydrogen, lower alkyl or NR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 each are lower alkyl, R.sup.2 is hydrogen or lower alkyl, R.sup.3 is amino, lower alkylamino, di(lower)alkylamino or amino(lower)alkylamino and Y is one of the amino acid residues Gly or D-Ala with the proviso that when R.sup.1 is NR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are as defined herein and R.sup.2 and Y are as defined herein, R.sup.3 is lower alkylamino, di(lower)alkylamino or amino(lower)alkylamino, and a method for their preparation are disclosed. The tripeptide derivatives of formula 1 possess central nervous system activity and methods for their use are given.
    Type: Grant
    Filed: July 28, 1975
    Date of Patent: April 19, 1977
    Assignee: Ayerst McKenna and Harrison Ltd.
    Inventors: Amedeo Failli, Hans U. Immer, Manfred Gotz
  • Patent number: 4017472
    Abstract: The isolation of certain dipeptide esters, known to be potent sweetening agents, is achieved by selectively extracting, with a suitable alkanol in a heterogeneous system, an aqueous solution containing the dipeptide ester together with a variety of impurities.
    Type: Grant
    Filed: July 5, 1974
    Date of Patent: April 12, 1977
    Assignee: G. D. Searle & Co.
    Inventors: Walter G. Farkas, Willard M. Hoehn, Joseph F. Zawadzki
  • Patent number: 4016258
    Abstract: A polypeptide having important biological activity including systemic vasodilation, hypotension, increased cardiac output and bronchodilation is isolated from intestines of chickens. The isolation procedure for purification includes extraction, ion-exchange chromatography, gel chromatography and countercurrent distribution separation. The polypeptide has the general amino acid structure:His-Ser-Asp-Ala-Val-Phe-Thr-Asp-Asn-Tyr-Ser-Arg-Phe-Arg-Lys-Gln-Met-Ala-Val -Lys-Lys-Tyr-Leu-Asn-Ser-Val-Leu-Thr-NH.sub.2. Therapeutic biological actions may be produced in animals and humans by administration of 0.02-10 .mu.g of the peptide per kg of body weight.
    Type: Grant
    Filed: August 5, 1975
    Date of Patent: April 5, 1977
    Inventors: Sami I. Said, Viktor Mutt, Ann Nilsson
  • Patent number: 4016259
    Abstract: Polypeptides containing at least four amino acids are useful as mammalian contraceptives.
    Type: Grant
    Filed: May 23, 1975
    Date of Patent: April 5, 1977
    Assignee: Research Corporation
    Inventor: Harry A. Kent, Jr.
  • Patent number: 4016146
    Abstract: Antigenic phenethylamine conjugates are produced by blocking the amine of the phenethylamine hapten with a group, coupling of the phenethylamine to a carrier, and removal of the blocking group. Specific phenethylamines useful in this invention are amphetamine, epinephrine, and norepinephrine. The antigens thus produced can be used to raise antibodies in animal bodies, the antibodies being specific to the phenethylamine compound employed. In particular, this disclosure is directed to blocked phenethylamines for production of antigens and to a process for preparing the antigens.
    Type: Grant
    Filed: December 10, 1974
    Date of Patent: April 5, 1977
    Assignee: Biological Developments, Inc.
    Inventor: James R. Soares
  • Patent number: 4014861
    Abstract: A process for manufacture of insulin, analogs and derivatives thereof by treating an insulin compound wherein the A- and B-chains are linked by a bis-methionyl-carbonyl-bridge, with cyano bromide.
    Type: Grant
    Filed: June 10, 1975
    Date of Patent: March 29, 1977
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rolf Geiger, Rainer Obermeier
  • Patent number: 4013628
    Abstract: A process for the manufacture of insulin and derivatives thereof by treating an insulin derivative, wherein the A-chain is cross-linked with the B-chain by means of a sulfonyl diethyl-bisoxycarbonyl bridge and the B-chain may contain an acyl group in the 1-position, with alkali metal hydroxides or quaternary organic bases having a pH value of more than 13.
    Type: Grant
    Filed: August 14, 1975
    Date of Patent: March 22, 1977
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rainer Obermeier, Rolf Geiger
  • Patent number: 4012345
    Abstract: The dodecapeptide H-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Met-Thr-Ser-Cys-OH, its oxidized form, D-Trp.sup.6 analogue and intermediates obtained in their synthesis are described. These dodecapeptides inhibit the secretion of the hormone somatotropin (growth hormone).
    Type: Grant
    Filed: January 30, 1976
    Date of Patent: March 15, 1977
    Assignee: American Home Products Corporation
    Inventor: Dimitrios Sarantakis
  • Patent number: 4012367
    Abstract: This invention encompasses novel tetrapeptide amides and their intermediates containing an L-aspartic acid residue. These peptides are inhibitors of gastric acid secretion and therefore useful in the treatment of ulcers.
    Type: Grant
    Filed: February 5, 1976
    Date of Patent: March 15, 1977
    Assignee: G. D. Searle & Co.
    Inventor: Robert H. Mazur
  • Patent number: 4011207
    Abstract: The undecapeptide H-Cys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys-OH, its D-Trp.sup.8 analogue, their oxidized forms and intermediates obtained in their synthesis are described. These undecapeptides inhibit the secretion of the hormone somatotropin (growth hormone).
    Type: Grant
    Filed: March 8, 1976
    Date of Patent: March 8, 1977
    Assignee: American Home Products Corporation
    Inventor: Dimitrios Sarantakis
  • Patent number: 4011182
    Abstract: Cyclic undecapeptide analogs of somatostatin without cysteine amino acid residues and intermediates obtained in the synthesis of such compounds are described. These cyclic undecapeptides inhibit the secretion of the hormone somatotropin (growth hormone) without materially affecting glucagon levels.
    Type: Grant
    Filed: December 10, 1975
    Date of Patent: March 8, 1977
    Assignee: American Home Products Corporation
    Inventor: Dimitrios Sarantakis
  • Patent number: 4010260
    Abstract: Compounds of the formula 1 or 1a ##STR1## IN WHICH R is hydrogen or CONHCH.sub.2 CONHCH.sub.2 CH.sub.3 are disclosed. The compounds are obtained by a process which comprises the following step: preparing peptide fragments II, III, V and VII see below, by a series of condensations involving the reaction of an appropriately protected peptide having an activated ester group with an appropriately protected peptide having a free amino group; condensing ##STR2## by means of the azide method with ##STR3## followed by hydrogenolysis of the reaction product to obtain ##STR4## condensing the latter by means of the azide method with ##STR5## followed by treating the resulting compound with hydrazine hydrate to obtain ##STR6## condensing the latter by means of the azide method with ##STR7## in which R is hydrogen or CONHCH.sub.2 CONHCH.sub.2 CH.sub.
    Type: Grant
    Filed: July 28, 1975
    Date of Patent: March 1, 1977
    Assignee: Ayerst McKenna & Harrison Ltd.
    Inventors: Hans U. Immer, Nedumparambil A. Abraham, Verner R. Nelson
  • Patent number: 4010149
    Abstract: Peptides having the formulaN-Acetyl-N-methylglycyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-Y-L-leucy l-L-arginyl-L-prolyl-Zwherein Y is a D-.alpha.-alkylglycine residue of the formula ##STR1## in which n is an integer of 0 through 3 inclusive and Z is ethylamino group or an ethylamino group which is substituted with 1 to 3 fluorine atoms at the 2-position and pharmaceutically acceptable salts thereof. They show luteinizing hormone-releasing hormone like activities and are prepared by reactingL-histidyl-L-tryptophyl-L-seryl(or L-seryl having a protected hydroxyl group)-L-tyrosyl(or L-tyrosyl having a protected hydroxyl group)-Y-L-leucyl-L-arginyl(or L-arginyl having a protected guanidyl group)-L-prolyl-Zwherein Y and Z are as defined above witha reactive derivative of N-Acetyl-N-methylglycineAnd, if a protective group is attached, then removing the protective group, and, if necessary, converting further the resultant into an acid addition salt thereof in the usual manner.
    Type: Grant
    Filed: April 7, 1975
    Date of Patent: March 1, 1977
    Assignee: Sankyo Company Limited
    Inventors: Yoshihiko Baba, Yutaka Okada, Hiroyashi Horikoshi, Yuichiro Yabe
  • Patent number: 4010261
    Abstract: With the administration of 2 - 200 .mu.g./kg. of a nonapeptide, reproduction is prevented in warm-blooded animals of the reproductive age.
    Type: Grant
    Filed: November 25, 1974
    Date of Patent: March 1, 1977
    Assignee: Abbott Laboratories
    Inventors: Edwin Samuel Johnson, Riemond Henry Rippel, Jr.