2,2,1-bicyclo Patents (Class 562/502)
  • Patent number: 4582856
    Abstract: Pesticidally active 2,2-dimethyl-3-(2-halogeno-vinyl)-cyclopropanecarboxylic acid esters of the formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and represent alkyl or halogenoalkyl,R.sup.3 represents alkyl or the grouping --(CH.sub.2)--.sub.n R.sup.4,in whichn represent 0 or 1 andR.sup.4 represents halogenoalkyl, optionally substituted aryl or the grouping --XR.sup.5,in whichX represents oxygen or sulphur andR.sup.5 represents alkyl, halogenoalkyl, optionally substituted aryl or optionally substituted aralkyl,Hal represents fluorine, chlorine or bromine andR represents an alcohol radical which can be used in the case of pyrethroids.Intermediates carrying an acid, acid chloride or alkyl ester group in place of --COOR are also new.
    Type: Grant
    Filed: March 20, 1984
    Date of Patent: April 15, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Benedikt Becker, Bernhard Homeyer, Wilhelm Stendel
  • Patent number: 4571345
    Abstract: Compounds of the formula: ##STR1## wherein n is 0 or 1, R is lower alkyl (substituted or unsubstituted), R' is H or lower alkyl, and R" is a branched alkyl, alkyl-cycloalkyl, cycloalkyl, polycycloalkyl (poly=2 or more, fused or non-fused), phenyl or alkyl-substituted phenyl, and physiologically acceptable cationic and acid addition salts thereof, which compounds are potent sweeteners. These derivatives of gem-diaminoalkanes are many times sweeter than sugar and are free from undesirable flavor qualities. Furthermore, they possess an unanticipated high degree of solubility compared with known synthetic sweeteners. In addition, the compounds possess high stability so that they can be used in all types of beverages and in conventional food processing. Sweetening compositions and sweetened edible compositions of these compounds are also provided.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: February 18, 1986
    Assignee: Cumberland Packing Corp.
    Inventors: Michael S. Verlander, William D. Fuller, Murray Goodman
  • Patent number: 4536594
    Abstract: A process for the preparation of beta-disubstituted monocarboxylic acids derived from tertiary acyclic, monocyclic or bicyclic hydrocarbons. The process consists in reacting said hydrocarbons with vinylidene chloride and either a functional compound where the molecule includes a tertiary carbon atom bonded to the heteroatom of a functional group such as a tertiary alcohol, an ether, or a tertiary halide or an alkene, in the presence of a concentrated protonic acid. The reaction can be carried out in the presence of a catalyst of the Lewis acid type and particularly BF.sub.3. These acids are useful as synthesis intermediates and as additives for oils and lubricants.
    Type: Grant
    Filed: October 7, 1983
    Date of Patent: August 20, 1985
    Assignee: Elf France
    Inventors: Patrice P. M. Deschamps, Roger Gallo, Henri Grangette
  • Patent number: 4535179
    Abstract: Bicyclic oxa prostaglandin endoperoxide analogs, and tricyclic oxa prostaglandin analogs are prepared by reacting norbornadiene palladium dichloride with tertiary butyl-6-hydroxyhexanoate in an oxypalladation reaction to provide an oxypalladium intermediate which can subsequently be elaborated into bicyclic and/or tricyclic 7-oxa prostaglandin endoperoxides. If the intermediate is carbonylated in the presence of an organic amine, preferably diisopropylethylamine, the compound is bicyclic; if the amine is eliminated, the compound is tricyclic. The analogs are novel compounds.
    Type: Grant
    Filed: March 3, 1983
    Date of Patent: August 13, 1985
    Assignee: Iowa State University Research Foundation Inc.
    Inventor: Richard C. Larock
  • Patent number: 4515640
    Abstract: Fluoroaliphatic-thio,-sulfinyl and -sulfonyl substituted bicycloaliphatic amic acid amine salts of the formula: ##STR1## where R.sub.f is perfluoroalkyl, R' is alkylene optionally interrupted by --O--, --S-- or ##STR2## where R.sub.a is hydrogen or alkyl, Y is lower alkylene or --O--, n is 0-2, R.sub.1 and R.sub.2 are independently hydrogen, lower alkyl, hydroxy lower alkyl or together with the nitrogen to which they are attached, represented morpholino, R.sub.3, R.sub.4 and R.sub.5 are independently hydrogen, lower alkyl, or hydroxy lower alkyl, R.sub.6 is lower alkyl, carboxy lower alkyl, sulfo lower alkyl, hydroxy lower alkyl, benzyl or together with R.sub.5 and the nitrogen to which they are attached represent morpholino, and R is hydrogen or methyl are provided. These salts applied in the form of aqueous solutions, dispersions or emulsions are useful in rendering cellulosic and natural and synthetic polyamide materials oil and water repellent.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: May 7, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Jurgen Kaschig, Eduard K. Kleiner, Karl F. Mueller, Thomas W. Cooke
  • Patent number: 4504671
    Abstract: Aldoxime or ketoxime-O-alkanoic acid is prepared by transoximation of an aldehyde or ketone, the reaction being conducted in a liquid phase at a pressure below one atmosphere. Conversion of the aldoxime or ketoxime-O-alkanoic acid to the ester or salt form is also described.
    Type: Grant
    Filed: October 15, 1982
    Date of Patent: March 12, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Dennis K. Krass, John C. Crano, Melvin S. Newman
  • Patent number: 4500469
    Abstract: The bis(methylamine) of norbornane compounds which have at least one of the amine hydrogens substituted with hydroxyalkyl, methylenephosphonic, alkylenesulfonic, carboxylic acid radicals and salts of any of the acid radicals are useful as chelating, sequestering agents. The phosphonate substituted compounds are also useful as threshold agents.
    Type: Grant
    Filed: February 27, 1984
    Date of Patent: February 19, 1985
    Assignee: The Dow Chemical Company
    Inventors: Jaime Simon, Druce K. Crump, David A. Wilson
  • Patent number: 4482572
    Abstract: 1-Acylamino-1-cyclopentanecarboxylic acids have been prepared by acylation of certain 1-amino-1-cyclopentanecarboxylic acids and found to have renal vasodilating and diuretic properties.
    Type: Grant
    Filed: May 5, 1983
    Date of Patent: November 13, 1984
    Assignee: SmithKline Beckman Corporation
    Inventors: David L. Ladd, Joseph Weinstock
  • Patent number: 4458091
    Abstract: Novel bicyclo [2,2,1] heptanes and hept-2Z-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by an aldoxime or ketoxime group which is O-substituted by an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. Such compounds may be prepared by the action of an oximating agent on an intermediate which is substituted at the 6-position by an aldehydic or ketonic carbonyl group. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: July 3, 1984
    Assignee: National Research Development Corporation
    Inventors: Robert L. Jones, Norman H. Wilson
  • Patent number: 4438136
    Abstract: Novel bicyclo [2,2,1] heptanes and hept-2-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by a grouping --C(R).dbd.N--NHCO--(NH).sub.a --R' in which R is hydrogen, an aliphatic hydrocarbon residue, an aromatic residue or an aliphatic hydrocarbon residue substituted by an aromatic residue, a is 0 or 1 and R' is an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.
    Type: Grant
    Filed: September 17, 1982
    Date of Patent: March 20, 1984
    Assignee: National Research Development Corporation
    Inventors: Robert L. Jones, Norman H. Wilson
  • Patent number: 4436934
    Abstract: New organopalladium reactions involving the addition of pi-allylpalladium compounds to strained bicyclic alkenes, and subsequent chain extension reactions employing the chemistry of organopalladium compounds are disclosed. By these techniques a large number of bicyclic prostaglandin analogs are prepared, which are useful as inhibitors of arachidonic acid induced platelet aggregation, and are specific inhibitors of thromboxane synthetase.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: March 13, 1984
    Assignee: Iowa State University Research Foundation, Inc.
    Inventor: Richard C. Larock
  • Patent number: 4430345
    Abstract: Novel bicyclo [2,2,1] heptanes and hept-2Z-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by an aldoxime or ketoxime group which is O-substituted by an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. Such compounds may be prepared by the action of an oximating agent on an intermediate which is substituted at the 6-position by an aldehydic or ketonic carbonyl group. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: February 7, 1984
    Assignee: National Research Development Corporation
    Inventors: Robert L. Jones, Norman H. Wilson
  • Patent number: 4368332
    Abstract: Novel bicyclo [2,2,1] heptanes and hept-2Z-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by an aldoxime or ketoxime group which is O-substituted by an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. Such compounds may be prepared by the action of an oximating agent on an intermediate which is substituted at the 6-position by an aldehydic or ketonic carbonyl group. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.
    Type: Grant
    Filed: September 3, 1980
    Date of Patent: January 11, 1983
    Assignee: National Research Development Corporation
    Inventors: Robert L. Jones, Norman H. Wilson
  • Patent number: 4351949
    Abstract: New organopalladium reactions involving the addition of pi-allylpalladium compounds to strained bicyclic alkenes, and subsequent chain extension reactions employing the chemistry of organopalladium compounds are disclosed. By these techniques a large number of bicyclic prostaglandin analogs are prepared, which are useful as inhibitors of arachidonic acid induced platelet aggregation, and are specific inhibitors of thromboxane synthetase.
    Type: Grant
    Filed: February 5, 1981
    Date of Patent: September 28, 1982
    Assignee: Iowa State University Research Foundation, Inc.
    Inventor: Richard C. Larock
  • Patent number: 4325891
    Abstract: A method is provided for converting 10-halosulfinylidenecamphor to ketopinic acid halide or ketopinic acid.
    Type: Grant
    Filed: December 15, 1980
    Date of Patent: April 20, 1982
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Martin F. Haslanger
  • Patent number: 4267111
    Abstract: This invention concerns processes for preparing .beta.-santalol, .beta.-santalene, dihydro-.beta.-santalol, tetrahydro-.beta.-santalol and related compounds from camphene. The invention further concerns novel compounds useful as intermediates in these processes and as fragrance adjuncts.
    Type: Grant
    Filed: June 7, 1979
    Date of Patent: May 12, 1981
    Assignee: Fritzsche Dodge & Olcott Inc.
    Inventors: Brian J. Willis, Philip A. Christenson, Derek H. R. Barton
  • Patent number: 4214099
    Abstract: A new synthesis of key prostaglandin precursors and intermediates employed in their preparation. The novel synthetic sequence of this invention is shorter and more efficient than those previously employed to prepare to key intermediate.
    Type: Grant
    Filed: June 22, 1978
    Date of Patent: July 22, 1980
    Assignee: Pfizer Inc.
    Inventors: Elias J. Corey, Jasjit S. Bindra, Thomas K. Schaaf
  • Patent number: 4197315
    Abstract: Novel (2-amino-2-oxoethoxy)acetic acid compounds and antisecretory compositions and methods employing (2-amino-2-oxoethoxy)acetic acid compounds are disclosed. The (2-amino-2-oxoethoxy)acetic acid compounds are also useful as cardiotonic agents and as calcium binding agents; certain of the compounds are also useful for their calcium transport properties. Novel 4-substituted 3,5-morpholinediones intermediates in the preparation of certain of the (2-amino-2-oxoethoxy)acetic acid compounds and further useful as antisecretory agents are also disclosed.
    Type: Grant
    Filed: May 8, 1978
    Date of Patent: April 8, 1980
    Assignee: McNeil Laboratories, Inc.
    Inventor: Michael J. Umen
  • Patent number: 4166915
    Abstract: The title compound is prepared by contacting 6-oxatricyclo[3.2.1.1.sup.3,8 ]nonan-7-one with a stoichiometric amount of a reducing agent, such as lithium aluminum hydride, at reducing conditions, such as reflux temperature and pressure. This difunctional, endo-specific product is useful in the preparation of various polymer systems illustrated by polyesters, polyurethanes, polycarbonates, etc.
    Type: Grant
    Filed: December 14, 1977
    Date of Patent: September 4, 1979
    Assignee: The Dow Chemical Company
    Inventor: Fredric L. Buchholz
  • Patent number: 4144244
    Abstract: The compounds disclosed are of the formula ##STR1## and the anhydrides thereof wherein R.sub.f is a perfluoroalkyl group,Y is oxygen, or an amine, andR is hydrogen or alkyl.These compounds can be prepared by a free radical catalyzed addition of a perfluoroalkyl iodide to a 5-norbornene diacid or its derivative. They are useful in preparing surfactants when reacted with an amine.
    Type: Grant
    Filed: December 27, 1977
    Date of Patent: March 13, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Neal O. Brace
  • Patent number: 4123538
    Abstract: Novel (2-amino-2-oxoethoxy)acetic acid compounds and antisecretory compositions and methods employing (2-amino-2-oxoethoxy)acetic acid compounds are disclosed. The (2-amino-2-oxoethoxy)acetic acid compounds are also useful as cardiotonic agents and as calcium binding agents; certain of the compounds are also useful for their calcium transport properties. Novel 4-substituted 3,5-morpholinediones intermediates in the preparation of certain of the (2-amino-2-oxoethoxy)acetic acid compounds and further useful as antisecretory agents are also disclosed.
    Type: Grant
    Filed: August 30, 1977
    Date of Patent: October 31, 1978
    Assignee: McNeil Laboratories, Incorporated
    Inventor: Michael J. Umen