Polycyclo Ring System Having One Of The Two Rings Which Form The Spiro As One Of The Cyclos Patents (Class 549/336)
  • Patent number: 4774225
    Abstract: The invention relates to novel odorant substances. These are compounds of the formula ##STR1## wherein R and R.sup.1 are H, CH.sub.3, C.sub.2 H.sub.5, C.sub.3 H.sub.7 or CH(CH.sub.3).sub.2 and the sum of the carbon atoms in R and R.sup.1 does not exceed 6, and X is caran-yliden (2,2) or caran-yliden (4,4).The invention relates also to the preparation of these novel substances and to odorant compositions containing these substances.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: September 27, 1988
    Assignee: Societe Anonyme Roure Bertrand Dupont
    Inventor: Edouard Giraudi
  • Patent number: 4739079
    Abstract: Compounds having the formula ##STR1## wherein ##STR2## R.sub.1 is hydrogen, benzyl or alkanoyl, X is C.sub.2-4 alkylene; andZ-W is alkyl, phenylalkyl or pyridylalkyl which can have an oxygen atom as part of the alkyl chain and their use as CNS agents, antidiarrheals and antiemetics. Processes for their preparation and intermediates therefor are described.
    Type: Grant
    Filed: March 27, 1986
    Date of Patent: April 19, 1988
    Assignee: Pfizer Inc.
    Inventors: Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4714777
    Abstract: The subject invention relates to novel cyclopropanone hydrate derivatives of the structural formula ##STR1## whereinR.sub.1 and R.sub.2 are selected from the group consisting of --H, --(CH.sub.2).sub.n -- where n is an integer between 1 and 20, preferably 2 and 10, --COCH.sub.2 NH.sub.2, and ##STR2## and R.sub.3 and R.sub.4 selected from the group consisting of --H, --OH, 13 NH.sub.2, --CN, --COOR.sub.5, --COOH, --SH, --(CH.sub.2).sub.n OH, --(CH.sub.2).sub.n NH.sub.2, --(CH.sub.2).sub.n COOH, --(CH.sub.2).sub.n COOR.sub.5, --CCH.sub.3 OH (CH.sub.2).sub.n COOH, halogen and C.sub.7 -C.sub.10 arakyls, where n is an integer between 1 and 20, preferably 1 and 10, and R.sub.5 is an alkyl radical having between 1 and 20, preferably 1 and 10, carbon atoms;and to a process for the synthesis thereof.
    Type: Grant
    Filed: January 6, 1986
    Date of Patent: December 22, 1987
    Assignee: University of Pittsburgh
    Inventors: Paul Dowd, Christopher Kaufman, Robert H. Abeles
  • Patent number: 4689432
    Abstract: The present invention discloses a group of calcium chelating compounds which have a descreased affinity for calcium following illumination. These new compounds contain a photolabile nitrobenzyl derivative coupled to a tetracarboxylate Ca.sup.2+ chelating parent compound having the octacoordinate chelating groups characteristic of EGTA or BAPTA. In a first form, the new compounds are comprised of a BAPTA-like chelator coupled to a single 2-nitrobenzyl derivative, which in turn is a photochemical precursor of a 2-nitrosobenzophenone. In a second form, the new compounds are comprised of a BAPTA-like chelator coupled to two 2-nitrobenzyl derivatives, themselves photochemical prcursors of the related 2-nitrosobenzophenones.The present invention also discloses a novel method for preparing 1-hydroxy- or 1-alkoxy-1-(2-nitroaryl)-1-aryl methanes. Methanes of this type are critical to the preparation of, or actually constitute, the photolabile Ca.sup.2+ chelating compounds disclosed and claimed herein.
    Type: Grant
    Filed: September 7, 1984
    Date of Patent: August 25, 1987
    Assignee: The Regents of the University of California
    Inventors: Roger Y. Tsien, Grzegorz Grynkiewicz, Akwasi Minta
  • Patent number: 4582905
    Abstract: Convenient intermediates for preparing 3-substituted-2-hydroxypropyl aryl ether .beta.-blockers, a reaction to the intermediates of the following formula and a conversion to obtain the said .beta.-blockers are disclosed. ##STR1## (wherein X is hydrogen or halogen; Y is halogen, hydroxy, lower acyloxy, amino, lower alkylamino, lower aralkylamino, lower acylamino, di-lower alkylamino, lower alkyleneamino, N-lower alkyl-N-lower aralkylamino, di-lower acylamino, N-lower alkyl-N-lower acylamino or N-tri-lower alkylsilylamino;one of P and R combined together with Q represents lower alkylene or alkenylene optionally interrupted by O, N or S and optionally substituted by lower alkyl, lower aralkyl, lower carboxylic acyl, carboxy, protected carboxy; hydroxy, lower alkoxy, lower acyloxy, oxo; amino, lower alkylamino, lower acylamino, nitro, nitroso, lower alkylthio, lower sulfonic acyl or halogen;and the remaining R or P is hydrogen or halogen;and dotted line represents the presence of one or two double bonds).
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: April 15, 1986
    Assignee: Shionogi & Co., Ltd.
    Inventor: Makiko Sakai
  • Patent number: 4528126
    Abstract: 2,4-dioxa-7,10-methano-spiro [5,5] undecanes having the formula ##STR1## wherein R is a member selected from the group consisting of hydrogen, alkyl having from 1 to 4 carbon atoms, vinyl and propenyl and their isomeric mixtures; its synthesis, its use as a perfumery agent and as an olefactant component in perfumery compositions and as an odorant for technical products.
    Type: Grant
    Filed: October 4, 1983
    Date of Patent: July 9, 1985
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Klaus Bruns, Thuy N. Dang
  • Patent number: 4518784
    Abstract: There is presented a process for the manufacture of hexahydronaphthacene derivatives of the general formula ##STR1## wherein one of R.sup.1 and R.sup.2 represents a hydrogen atom and the other represents a hydrogen atom or a hydroxy group of R.sup.1 and R.sup.2 together represent a protected oxo group, R.sup.3 represents a hydrogen atom or a hydroxy or acyloxy group and R.sup.4 represents a lower alkyl or esterified carboxy group or a group of the formula ##STR2## wherein R.sup.5 and R.sup.6 together form an oxo group or a protected oxo group and X represents a hydrogen atom or a hydroxy or acyloxy group or ##STR3## in which n stands for 1 or 2 and Y represents a hydrogen atom or an alkyl or acyl group.Also presented are certain of the novel derivatives per se and various novel intermediates in the process.
    Type: Grant
    Filed: February 23, 1984
    Date of Patent: May 21, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael J. Broadhurst, Cedric H. Hassall, Gareth J. Thomas
  • Patent number: 4515969
    Abstract: There is presented a process for the manufacture of hexahydronaphthacene derivatives of the general formula ##STR1## wherein one of R.sup.1 and R.sup.2 represents a hydrogen atom and the other represents a hydrogen atom or a hydroxy group or R.sup.1 and R.sup.2 together represent a protected oxo group, R.sup.3 represents a hydrogen atom or a hydroxy or acyloxy group and R.sup.4 represents a lower alkyl or esterified carboxy group or a group of the formula ##STR2## wherein R.sup.5 and R.sup.6 together form an oxo group or a protected oxo group and X represents a hydrogen atom or a hydroxy or acyloxy group or ##STR3## in which n stands for 1 or 2 and Y represents a hydrogen atom or an alkyl or acyl group.Also presented are certain of the novel derivatives per se and various novel intermediates in the process.
    Type: Grant
    Filed: January 23, 1984
    Date of Patent: May 7, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael J. Broadhurst, Cedric H. Hassall, Gareth J. Thomas
  • Patent number: 4513006
    Abstract: Sulfamates of the following formula (I): ##STR1## wherein X is O or CH.sub.2 and R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as herein defined have been found to exhibit anticonvulsant activity and are thus useful in the treatment of conditions such as epilepsy. Further, pharmaceutical compositions containing a compound of formula (I) as well as methods for their use and intermediates form part of the present invention.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: April 23, 1985
    Assignee: McNeil Lab., Inc.
    Inventors: Bruce E. Maryanoff, Joseph F. Gardocki
  • Patent number: 4510323
    Abstract: Cis-bicyclo[3.3.0]octane derivatives corresponding to the formula ##STR1## wherein R.sub.1 is hydrogen, a lower alkyl group or a cation and wherein R.sub.2 represents a cyclohexyl or an adamantyl group. In these compounds the phenyl radical may be arranged with respect to the double bond in the EZ- or in the E-configuration and at the carbon atom bearing the group R.sub.2 the molecule may have the RS- or S-configuration. The compounds are prepared by reacting compounds of the formulae ##STR2## wherein R.sub.1 and R.sub.2 have the same meaning as above and R.sub.6 represents hydrogen or a protecting group. Medicaments containing these compounds act as inhibitors of blood platelet aggregation and (in higher doses) as blood pressure lowering agents.
    Type: Grant
    Filed: November 17, 1982
    Date of Patent: April 9, 1985
    Assignee: Gruenenthal GmbH
    Inventors: Horst R. E. Boehlke, Gerriet K. H. Loschen, Gudrun E. Michel, Bernd Muller
  • Patent number: 4505905
    Abstract: Certain 7-oxobicyclo[3.2.0] hept-2-en-2-carboxylic acids, esters, and salts thereof useful as antibacterial agents or as intermediates for antibacterial agents, and methods for making and using them.
    Type: Grant
    Filed: April 15, 1982
    Date of Patent: March 19, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: George A. Boswell, Jr., Anthony J. Cocuzza
  • Patent number: 4495103
    Abstract: A process for preparing optically active 4-demethoxy-7-deoxydaunomycinone which comprises reacting a racemic mixture of the .alpha.-hydroxyketone of the formula: ##STR1## with an optical isomer of the .alpha.-glycol of the formula: ##STR2## wherein R is a group of the formula: ##STR3## and X is a halogen atom or a lower alkyl group to give a diastereomeric mixture of the acetal of the formula: ##STR4## .
    Type: Grant
    Filed: March 2, 1983
    Date of Patent: January 22, 1985
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Shiro Terashima, Katsumi Tamoto, Masamichi Sugimori
  • Patent number: 4409391
    Abstract: There is presented a process for the manufacture of hexahydronaphthacene derivatives of the general formula ##STR1## wherein one of R.sup.1 and R.sup.2 represents a hydrogen atom and the other represents a hydrogen atom or a hydroxy group or R.sup.1 and R.sup.2 together represent a protected oxo group, R.sup.3 represents a hydrogen atom or a hydroxy or acyloxy group and R.sup.4 represents a lower alkyl or esterified carboxy group or a group of the formula ##STR2## wherein R.sup.5 and R.sup.6 together form an oxo group or a protected oxo group and X represents a hydrogen atom or a hydroxy or acyloxy group or--(CH.sub.2).sub.n --OY bin which n stands for 1 or 2 and Y represents a hydrogen atom or an alkyl or acyl group.Also presented are certain of the novel derivatives per se and various novel intermediates in the process.
    Type: Grant
    Filed: November 5, 1981
    Date of Patent: October 11, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael J. Broadhurst, Cedric H. Hassall, Gareth J. Thomas
  • Patent number: 4393221
    Abstract: There is presented a process for the manufacture of hexahydronaphthacene derivatives of the general formula ##STR1## wherein one of R.sup.1 and R.sup.2 represents a hydrogen atom and the other represents a hydrogen atom or a hydroxy group or R.sup.1 and R.sup.2 together represent a protected oxo group, R.sup.3 represents a hydrogen atom or a hydroxy or acyloxy group and R.sup.4 represents a lower alkyl or esterified carboxy group or a group of the formula ##STR2## wherein R.sup.5 and R.sup.6 together form an oxo group or a protected oxo group and X represents a hydrogen atom or a hydroxy or acyloxy groupor ##STR3## in which n stands for 1 or 2 and Y represents a hydrogen atom or an alkyl or acyl group.Also presented are certain of the novel derivatives per se and various novel intermediates in the process.
    Type: Grant
    Filed: November 4, 1981
    Date of Patent: July 12, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael J. Broadhurst, Cedric H. Hassall, Gareth J. Thomas
  • Patent number: 4351957
    Abstract: A process is described for the preparation of bis(aminophenyl)alkanes and bis(aminophenyl)cycloalkanes which comprises condensing a m-alkylphenol with an alkanone or cycloalkanone and heating the resulting condensation product with an at least stoichiometric amount of an acid addition salt of aniline or a substituted aniline or a mixture of such amines.
    Type: Grant
    Filed: June 29, 1979
    Date of Patent: September 28, 1982
    Assignee: The Upjohn Company
    Inventor: Kwok K. Sun
  • Patent number: 4341665
    Abstract: An acylnorbornanone acetal is represented by the formula: ##STR1## (wherein R.sub.1 is a saturated hydrocarbon group having 2 to 7 carbon atoms and R.sub.2 is a hydrogen atom or a hydrocabon group having 1 to 10 carbon atoms). The acylnorbornanone acetal is prepared by oxidizing an .alpha.-hydroxyalkylnorbornanone acetal represented by the formula: ##STR2## (wherein R.sub.2 is a hydrogen atom or a hydrocarbon group having 2 to 7 carbon atoms). The perfume composition contains as a perfume component the acylnorbornanone acetal as represented above.
    Type: Grant
    Filed: March 5, 1981
    Date of Patent: July 27, 1982
    Assignee: Nippon Petrochemicals Co., Ltd.
    Inventors: Yoshiharu Inoue, Fumio Tanimoto, Hisao Kitano
  • Patent number: 4331569
    Abstract: The substituted norbornanones represented by general formula (I): ##STR1## (wherein R.sub.1 is an alkenyl group having 2 or 3 carbon atoms or an alkylidene group having 1 to 3 carbon atoms and R.sub.2 is a saturated hydrocarbon group having 2 to 7 carbon atoms with the dotted line between the two carbon atoms indicating a single bond when R.sub.1 is an alkenyl group and a double bond when R.sub.1 is an alkylidene group) are useful for perfume compositions. The substituted norbornanones represented by the general formula (I) may be prepared from the corresponding alkenyl or alkylidene norbornanones with diols in the presence of an acid catalyst.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: May 25, 1982
    Assignee: Nippon Petrochemicals Co., Ltd.
    Inventors: Yoshiharu Inoue, Fumio Tanimoto, Hisao Kitano