2,2,1-bicyclo Patents (Class 562/502)
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Patent number: 4582856Abstract: 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: GrantFiled: March 20, 1984Date of Patent: April 15, 1986Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Benedikt Becker, Bernhard Homeyer, Wilhelm Stendel
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Patent number: 4571345Abstract: 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: GrantFiled: June 13, 1983Date of Patent: February 18, 1986Assignee: Cumberland Packing Corp.Inventors: Michael S. Verlander, William D. Fuller, Murray Goodman
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Patent number: 4536594Abstract: 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: GrantFiled: October 7, 1983Date of Patent: August 20, 1985Assignee: Elf FranceInventors: Patrice P. M. Deschamps, Roger Gallo, Henri Grangette
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Patent number: 4535179Abstract: 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: GrantFiled: March 3, 1983Date of Patent: August 13, 1985Assignee: Iowa State University Research Foundation Inc.Inventor: Richard C. Larock
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Patent number: 4515640Abstract: 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: GrantFiled: June 13, 1983Date of Patent: May 7, 1985Assignee: Ciba Geigy CorporationInventors: Jurgen Kaschig, Eduard K. Kleiner, Karl F. Mueller, Thomas W. Cooke
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Patent number: 4504671Abstract: 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: GrantFiled: October 15, 1982Date of Patent: March 12, 1985Assignee: PPG Industries, Inc.Inventors: Dennis K. Krass, John C. Crano, Melvin S. Newman
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Patent number: 4500469Abstract: 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: GrantFiled: February 27, 1984Date of Patent: February 19, 1985Assignee: The Dow Chemical CompanyInventors: Jaime Simon, Druce K. Crump, David A. Wilson
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Patent number: 4482572Abstract: 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: GrantFiled: May 5, 1983Date of Patent: November 13, 1984Assignee: SmithKline Beckman CorporationInventors: David L. Ladd, Joseph Weinstock
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Patent number: 4458091Abstract: 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: GrantFiled: September 30, 1982Date of Patent: July 3, 1984Assignee: National Research Development CorporationInventors: Robert L. Jones, Norman H. Wilson
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Patent number: 4438136Abstract: 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: GrantFiled: September 17, 1982Date of Patent: March 20, 1984Assignee: National Research Development CorporationInventors: Robert L. Jones, Norman H. Wilson
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Patent number: 4436934Abstract: 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: GrantFiled: December 28, 1981Date of Patent: March 13, 1984Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4430345Abstract: 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: GrantFiled: September 30, 1982Date of Patent: February 7, 1984Assignee: National Research Development CorporationInventors: Robert L. Jones, Norman H. Wilson
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Patent number: 4368332Abstract: 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: GrantFiled: September 3, 1980Date of Patent: January 11, 1983Assignee: National Research Development CorporationInventors: Robert L. Jones, Norman H. Wilson
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Patent number: 4351949Abstract: 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: GrantFiled: February 5, 1981Date of Patent: September 28, 1982Assignee: Iowa State University Research Foundation, Inc.Inventor: Richard C. Larock
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Patent number: 4325891Abstract: A method is provided for converting 10-halosulfinylidenecamphor to ketopinic acid halide or ketopinic acid.Type: GrantFiled: December 15, 1980Date of Patent: April 20, 1982Assignee: E. R. Squibb & Sons, Inc.Inventor: Martin F. Haslanger
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Patent number: 4267111Abstract: 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: GrantFiled: June 7, 1979Date of Patent: May 12, 1981Assignee: Fritzsche Dodge & Olcott Inc.Inventors: Brian J. Willis, Philip A. Christenson, Derek H. R. Barton
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Patent number: 4214099Abstract: 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: GrantFiled: June 22, 1978Date of Patent: July 22, 1980Assignee: Pfizer Inc.Inventors: Elias J. Corey, Jasjit S. Bindra, Thomas K. Schaaf
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Patent number: 4197315Abstract: 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: GrantFiled: May 8, 1978Date of Patent: April 8, 1980Assignee: McNeil Laboratories, Inc.Inventor: Michael J. Umen
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Patent number: 4166915Abstract: 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: GrantFiled: December 14, 1977Date of Patent: September 4, 1979Assignee: The Dow Chemical CompanyInventor: Fredric L. Buchholz
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Patent number: 4144244Abstract: 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: GrantFiled: December 27, 1977Date of Patent: March 13, 1979Assignee: Ciba-Geigy CorporationInventor: Neal O. Brace
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Patent number: 4123538Abstract: 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: GrantFiled: August 30, 1977Date of Patent: October 31, 1978Assignee: McNeil Laboratories, IncorporatedInventor: Michael J. Umen