Patents Represented by Attorney Hugo E. Weisberger
  • Patent number: 4071348
    Abstract: The control of undesirable secondary growth in plants is accomplished by applying thereto a composition comprising a monoalkyl ester of a dibasic acid (e.g., succinic acid) and a surface active agent.
    Type: Grant
    Filed: April 5, 1973
    Date of Patent: January 31, 1978
    Assignee: Akzona Incorporated
    Inventor: Walter W. Abramitis
  • Patent number: 4039558
    Abstract: The invention is dealing with compounds of the general formula: ##STR1## as well as the pharmaceutically acceptable salts thereof, in which X represents oxygen, sulphur, the group >NR.sub.7 or the group --CR.sub.8 R.sub.9 --,R.sub.1, r.sub.2, r.sub.3 and R.sub.4 represent hydrogen, hydroxy, halogen, an alkyl, alkoxy or alkylthio group or a trifluoromethyl group,R.sub.5 and R.sub.6 represent hydrogen, an alkyl group or an aralkyl group,R.sub.7 represents hydrogen or alkyl (1-4 C),R.sub.8, r.sub.9 represent hydrogen or methyl, andQ represents hydrogen (2H) or oxygen,Having valuable antihistamine, sedative and antidepressive properties.
    Type: Grant
    Filed: October 20, 1975
    Date of Patent: August 2, 1977
    Assignee: Akzona Incorporated
    Inventors: Willem Jacob van der Burg, Robert Raymond Malvine Salsmans
  • Patent number: 4031074
    Abstract: The present invention relates to a novel process for the preparation of 11.beta.-hydroxy-18-alkyl-estrane compounds by reacting an 11.beta.-hydroxy-13-methyl-gonane compound with an excess of an acylhypoiodite to give an estrano-18,11.beta.-lactone, reacting the latter compound with a Grignard compound or an alkyl lithium compound, possibly after hydrolysis of the lactone, and reducing the thus-obtained 11.beta.-hydroxy-18-alkyl-18-ketone to the corresponding 11.beta.-hydroxy-18-alkyl-estrane compound, and to novel intermediates of the subject compounds.
    Type: Grant
    Filed: July 18, 1975
    Date of Patent: June 21, 1977
    Assignee: Akzona Incorporated
    Inventors: Hendrik Paul deJongh, Cornelis Wilhelmus VAN Bokhoven
  • Patent number: 4031075
    Abstract: The invention relates to novel 21-alkylated steroids of the pregnane series having the formula: ##STR1## WHEREIN X = H or halogen;Y = h.sub.2, h(oh), h(oacyl), O or H(halogen);R.sub.1 = an alkyl group having 1-4 C-atoms;R.sub.2 = r.sub.1 or H;R.sub.3 = h, ch.sub.3 or halogen;Z = oh, oalkyl or Oacyl or form together with R.sub.4 a group as indicated below;Q = (when C.sub.15 -C.sub.16 is saturated) alkylidene having 1-4 C-atoms or (.beta.H) (.alpha.R.sub.4), in which R.sub.4 together with Z is alkylidenedioxy having 3-5 C-atoms, alkylidene having 1-4 C-atoms, aralkylidene having 7-8 C-atoms, alkylene of the formula ##STR2## wherein A = H or halogen and B = H, halogen, alkyl (1-4 C), haloalkyl, alkoxy or phenyl, or a [17.alpha.,16.alpha.-d]- or [16.alpha.,17.alpha.-d]-oxazolino-group, wherein the C-atom in 2'-position may be substituted by alkyl (1-4 C) or phenyl; or Q = (when C.sub.15 -C.sub.16 is unsaturated) methyl or halomethyl, and a process for obtaining same.
    Type: Grant
    Filed: March 4, 1976
    Date of Patent: June 21, 1977
    Assignee: Akzona Incorporated
    Inventors: Gilbert Frederick Woods, Robert Thomas Logan, George McGarry, Robert Gibson Roy
  • Patent number: 4028380
    Abstract: The invention relates to novel amidino-hydrazone derivatives of the general formula: ##STR1## in which the dotted lines mean one extra bond starting from the (guanidine-)carbon atom to one of the adjacent nitrogen atoms, andA stands for methylene, ethylene, propylene or butylene, which groups may optionally be substituted with alkyl (1-4 C),R stands for hydroxy, alkyl (1-4 C), alkylthio or alkoxy (1-4 C), halogen, trifluoromethyl, nitro, amino, hydroxymethyl, acyloxy or an alkylenedioxy group,n is the number 0, 1, 2, 3 or 4,R.sub.1, r.sub.4 and R.sub.5 represent hydrogen or alkyl (1-4 C), with the proviso that one of them is absent in view of the presence of the double bond,R.sub.2 and R.sub.3 stand for hydrogen, alkyl (1-4 C), aralkyl, aryl, hydroxy or amino, with the proviso thatR.sub.2 + r.sub.3 together may also represent a saturated or unsaturated alkylene group with 2 or 3 carbon atoms, orR.sub.3 + r.sub.
    Type: Grant
    Filed: December 10, 1975
    Date of Patent: June 7, 1977
    Assignee: Akzona Incorporated
    Inventors: Harm Jan Panneman, Antonius Hermanus Nicolaas Maria Bruins
  • Patent number: 4026976
    Abstract: Leaks in a vessel or pipe line and the like adapted for containing a fluid re sealed by means of a polymerization system comprising a catalytically polymerizable organic monomer and a polymerization catalyst therefor, by first providing a catalytically effective amount of the catalyst at the situs of the leak and then supplying vapor of the monomer to the interior of the vessel under sufficient pressure and for a sufficient period of time to permit contact thereof with the catalyst to effect formation of a polymer providing a solid seal at the situs of the leak.
    Type: Grant
    Filed: December 16, 1974
    Date of Patent: May 31, 1977
    Assignee: American National Bank & Trust Company of Fort Lauderdale, Trustee
    Inventor: Amos R. Anderson
  • Patent number: 4025513
    Abstract: The invention relates to a new synthesis for the preparation of tetracyclic compounds of the general formula: ##STR1## as well as the pharmaceutically acceptable salts thereof, in which: N IS THE NUMBER 1 OR 2,m is the number 1, if n = 2 and the number 2, if n = 1,R.sub.1 and R.sub.2 stand for hydrogen, hydroxy, halogen, lower alkyl (1-4 C), lower alkoxy (1-4 C) or trifluoromethyl andR.sub.3 represents hydrogen, alkyl (1-6 C), aralkyl (7-10 C) or an amino alkyl group (1-6 C), in which the nitrogen atom has been substituted by two alkyl groups (1-4 C), or the nitrogen atom forms part of a heterocyclic 5- or 6-membered ring,Having valuable biological properties.
    Type: Grant
    Filed: February 6, 1975
    Date of Patent: May 24, 1977
    Assignee: Akzona Incorporated
    Inventor: Jacques Olivie
  • Patent number: 4025546
    Abstract: The invention relates to novel prostaglandin analogues, characterized by the general formula: ##STR1## or a racemic mixture thereof, as well as esters, amides, salts and acyl derivatives of these compounds, in which C.sub.n H.sub.2n represent an alkylene (2-5 C) group,R, r.sub.1, r.sub.2, r.sub.3 represent hydrogen or alkyl (1-4 C),X represents oxygen or sulphur andZ represents F, Cl, Br or CF.sub.3and whereby the symbol .about. means the .alpha. or .beta. configuration.The compounds show a pronounced activity on the uterus and the ovary, owing to which they are very suited for initiating the partus or the termination of pregnancy.
    Type: Grant
    Filed: November 6, 1975
    Date of Patent: May 24, 1977
    Assignee: Akzo N.V.
    Inventors: Evert De Jager, William Robert Pilgrim
  • Patent number: 4016161
    Abstract: The invention discloses novel compounds of the general formula: ##STR1## and salts thereof, in which the amino(alkyl) moiety is present at position 2 or 3 and in whichX stands for oxygen, sulphur, the group <NR.sub.7 or the group --CR.sub.8 R.sub.9 --;R.sub.1, r.sub.2, r.sub.3 and R.sub.4 represent hydrogen, hydroxy, halogen, alkyl (1-6 C), alkoxy (1-6 C), alkythio (1-6 C) or trifluoromethyl;R.sub.5 and R.sub.6 represent hydrogen, alkyl (1-6 C), aralkyl (7-10 C) or together in combination with the nitrogen atom a heterocyclic five- or six-membered ring;R.sub.7 stands for hydrogen or alkyl (1-4 C);R.sub.8 and R.sub.9 stand for hydrogen or methyl andn is the number 0, 1, 2 or 3,Having valuable central nervous system (CNS) activities, especially antidepressant activity.
    Type: Grant
    Filed: January 14, 1976
    Date of Patent: April 5, 1977
    Assignee: Akzona Incorporated
    Inventor: Willem Jacob VAN DER Burg
  • Patent number: 4016043
    Abstract: The present invention relates to improvements in the sandwich technique for the determination of a component of an antigen-antibody reaction in a liquid sample to be tested, utilizing as reagents (a) one component of said reaction bound to the surface of a water-insoluble, water-insuspensible, solid carrier, and (b) a component having the same immunological properties covalently linked to an enzyme. The liquid sample is contacted and incubated with the reagent(s) to form a reaction mixture, the enzyme activity of either the liquid or solid phase of which is a measure of the presence and quantity of the component to be determined. The method is especially useful for diagnostic testing for hepatitis or rubella antibodies.
    Type: Grant
    Filed: September 4, 1975
    Date of Patent: April 5, 1977
    Assignee: Akzona Incorporated
    Inventors: Antonius H. W. M. Schuurs, Bauke K. Van Weemen, Gerrit Wolters
  • Patent number: 4013682
    Abstract: The invention relates to novel biologically active compounds of the formula I: ##STR1## in which B is a N-hydroxy-amidino group of the general formula: ##STR2## A represents a methylene-, ethylene- or propylene group, optionally substituted with lower alkyl groupsr stands for the number: 0, 1, 2, 3 or 4R.sub.1 is hydroxy, alkyl, alkylthio or alkoxy, halogen (F, Cl, Br or I), trifluoromethyl, nitro, amino or alkylenedioxy (1-4 C),C.sub.n H.sub.2n is an alkylene group with 0-4 carbon atomsR.sub.2 stands for hydrogen, alkyl, aryl or aralkyl,R.sub.3, r.sub.4, r.sub.5 represent hydrogen, alkyl, aralkyl or acyl, andR.sub.6 stands for hydrogen, alkyl, or phenyl or benzyl optionally substituted with methyl groupsAnd pharmaceutically acceptable acid addition salts thereof. The compounds possess anti-hypertensive and vasodilatory activities.
    Type: Grant
    Filed: May 24, 1976
    Date of Patent: March 22, 1977
    Assignee: Akzona Incorporated
    Inventor: Harm Jan Panneman
  • Patent number: 4008277
    Abstract: The present invention relates to novel biologically active tricyclic compounds of the general formula: ##STR1## and salts thereof, in which R.sub.1 and R.sub.2 stand for hydrogen, alkyl or alkenyl, an optionally substituted aralkyl group or an acyl group orR.sub.1 + r.sub.2 together with the nitrogen atom represent a heterocyclic 5- or 6-membered ring, andX and Y stand for hydrogen, hydroxy, halogen, alkyl or alkoxy of 1-6 carbon atoms, nitro, trifluoromethyl or an acyloxy group,Which compounds have valuable biological activities, particularly anorectic activity.
    Type: Grant
    Filed: March 31, 1975
    Date of Patent: February 15, 1977
    Assignee: Akzona Incorporated
    Inventors: Colin Leslie Hewett, David Samuel Savage
  • Patent number: 4004005
    Abstract: The stimulation of erythropoesis in humans and other warm-blooded animals is produced by administration of an effective amount of a compound selected from the group consisting of 3.alpha.-hydroxy-5.beta.-estrane-17-one and the 3-esters and 3-ethers thereof, preferably 19-noretiocholanolone. The steroids are particularly advantageous in that they exhibit an unexpected low level of pyrogenicity as compared to etiocholanolone, a known pyrogen.
    Type: Grant
    Filed: September 30, 1975
    Date of Patent: January 18, 1977
    Assignee: Akzona Incorporated
    Inventor: Henry A. Strade
  • Patent number: 4002617
    Abstract: The present invention relates to novel hydrodipyranophthalazine compounds of the formula: ##STR1## wherein R.sub.1 = hydrogen or lower alkyl,R.sub.2 = hydrogen, chlorine or bromine,R.sub.3 = hydrogen or aralkyl if R.sub.2 = hydrogen,R.sub.3 = bromine or alkoxy if R.sub.2 = bromine,R.sub.3 = chlorine or alkoxy if R.sub.2 = chlorine, or ##STR2## wherein R.sub.4 = hydrogen, halogen, trifluoromethyl, alkyl, alkoxyl, alkylenedioxy, a possibly substituted amino group, or a nitro group,The 4,4'-bond is saturated or unsaturated, and acid-addition salts of these compounds.These compounds exert a valuable activity on the cardiovascular and central nervous system.
    Type: Grant
    Filed: November 5, 1975
    Date of Patent: January 11, 1977
    Assignee: Chem. Pharmaz. Fabrik Dr. Herman Thiemann G.m.b.H.
    Inventors: Fritz Eiden, Claus Schmiz
  • Patent number: 4002632
    Abstract: The invention relates to antidepressive biologically active tetracyclic piperidino derivatives of the general formula: ##STR1## as well as the pharmaceutically acceptable salts and nitrogen oxides (N.sub.2) thereof, in which:R.sub.1 and R.sub.2 represent hydroxy, halogen, alkyl (1-6 C), alkoxy (1-6 C), alkylthio (1-6 C) or trifluoromethyl,R.sub.3 stands for hydrogen, alkyl (1-6 C) or aralkyl (7-10 C),r and r' stand for the number 0, 1 or 2,X represents oxygen, sulphur, the group >NR.sub.4 or methylene andR.sub.4 stands for hydrogen or alkyl (1-4 C).
    Type: Grant
    Filed: January 22, 1975
    Date of Patent: January 11, 1977
    Assignee: Akzona Incorporated
    Inventor: Willem Jacob VAN DER Burg
  • Patent number: 4002747
    Abstract: The invention relates to a novel di-ester of 19-nor-testosterone and the preparation thereof. The novel di-ester, i.e. the 2',2" -oxydiacetate, is a strong anabolic agent.
    Type: Grant
    Filed: November 24, 1975
    Date of Patent: January 11, 1977
    Assignee: Akzona Incorporated
    Inventor: Johannes van der Vies
  • Patent number: 3998813
    Abstract: The present invention relates to a novel process for the preparation of 11.beta.-hydroxy-18-alkyl-estrane compounds by reacting an 11.beta.-hydroxy-13-methyl-gonane compound with an acylhypoiodite to give an 11.beta.-hydroxy-13-iodomethyl-gonane compound and reacting the latter compound with an alkylhalide in the presence of an alkali metal or with an alkali metal alkyl compound or with dimethylformamide in the presence of an alkali metal alkyl compound followed by a treatment with a proton donor, whereafter in the latter case the 18-methyl compound or is reacted with a trialkyl- or triaryl-alkylidene phosphorane (Wittig reagent), followed by a reduction of the thus-obtained 18-alkenyl compound to the corresponding 18-alkyl-compound, and to novel intermediates of the subject compounds.
    Type: Grant
    Filed: June 30, 1975
    Date of Patent: December 21, 1976
    Assignee: Akzona Incorporated
    Inventor: Hendrik Paul de Jongh
  • Patent number: 3996242
    Abstract: The present invention relates to novel 1,5-dithia-2,4,6,8-tetra-aza-cyclooctane-1,1,5,5-tetraoxides of the formula: ##STR1## wherein R represents halogen or a (lower) alkylsulphonyl radical,R.sub.1 represents hydrogen or chlorine.The compounds according to the present invention exert valuable bacteriostatic, bactericidal, virostatic, cytostatic and immunosuppressive activities.
    Type: Grant
    Filed: November 14, 1975
    Date of Patent: December 7, 1976
    Assignee: Chem. Pharmaz. Fabrik Dr. Hermann Thiemann GmbH
    Inventors: Jurgen Dusemund, Paul Richard Bock
  • Patent number: 3983144
    Abstract: The present invention relates to novel steroids of the estrane series having the general formula I: ##SPC1##whereinR.sub.1 and R.sub.2 = an alkyl group having 1-4 carbon atoms,R.sub.3 = oxygen or (.alpha.P)(.beta.Q), whereinP = hydrogen or a saturated or an unsaturated alkyl group having 1-4 carbon atoms, andQ = a free, esterified or etherified hydroxyl group, andA double bond is present departing from carbon atom 5, and to the preparation thereof.The compounds according to the invention possess very valuable anabolic, androgenic, estrogenic, anti-estrogenic, progestative, anti-progestative, ovulation-inhibiting and gonad-inhibiting properties and are furthermore of value owing to their peripheral anti-fertility activity.
    Type: Grant
    Filed: December 4, 1974
    Date of Patent: September 28, 1976
    Assignee: Akzona Incorporated
    Inventor: Johannes Antonius Joseph Leemhuis
  • Patent number: RE29169
    Abstract: The present invention relates to a process for the determination of a component of the reaction between a specific binding protein and the substance being specifically bound by such a protein comprising reacting the component to be determined with its binding partner in an insolubilized form, separating the solid phase of the reaction mixture from the liquid phase, reacting the solid phase with a determined amount of a coupling product of the substance to be determined with an enzyme, and finally determining the enzyme activity of the liquid or solid phase of the reaction mixture obtained.
    Type: Grant
    Filed: January 26, 1976
    Date of Patent: April 5, 1977
    Assignee: Akzona Incorporated
    Inventors: Antonius Hermanus Wilhelmus Maria Schuurs, Bauke Klaas VAN Weemen