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.
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.
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
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
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).
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.
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
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
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.
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
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
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## .
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
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
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.
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.
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.