Morpholine Ring Bonded Directly To The Carbocyclic Ring Patents (Class 544/166)
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Patent number: 4859206Abstract: This invention encompasses compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 independently are hydrogen, C.sub.1-4 alkyl, or C.sub.2-4 hydroxyalkyl; one of R.sup.3 to R.sup.7 is --SO.sub.3 H or --COOH; and the remaining of R.sup.3 to R.sup.7 independently are hydrogen, chlorine, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, or --NR.sup.8 R.sup.9, where R.sup.8 and R.sup.9 independently are hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkoxy, or where --NR.sup.8 R.sup.9 is piperidine, morpholine, piperazine, or pyrrolidone; or a water soluble salt thereof; hair dye preparation containing these compounds, and methods for dyeing hair using such preparation.Type: GrantFiled: February 26, 1988Date of Patent: August 22, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Horst Hoeffkes, Norbert Maak
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Patent number: 4735959Abstract: There are described novel carboxylic acid derivatives of the formula ##STR1## and derivatives of the formula ##STR2## and the addition salts thereof, which exhibit an effect on the intermediary metabolism. Furthermore, the compounds of Formula Ia as well as the compounds of Formula I possess blood-sugar lowering properties.Type: GrantFiled: May 14, 1985Date of Patent: April 5, 1988Assignee: Dr. Karl Thomae GmbHInventors: Wolfgang Grell, Gerhart Griss, Robert Sauter, Rudolf Hurnaus, Eckhard Rupprecht, Nikolaus Kaubisch, Joachim Kahling, Bernhard Eisele
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Patent number: 4656267Abstract: The synthesis of substituted 2(1H)-quinazolinone-1-alkanoic acids and their esters is described. The novel quinazolinones are renal vasodilators and as such reduce vascular resistance to renal blood flow. The quinazolinones are useful as cardiovascular agents.Type: GrantFiled: July 2, 1984Date of Patent: April 7, 1987Assignee: Ortho Pharmaceutical CorporationInventors: Victor T. Bandurco, Seymour D. Levine, Dennis M. Mulvey, Alfonso J. Tobia
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Patent number: 4619666Abstract: Hair coloring preparations containing substantive hair dyes corresponding to the following general formula ##STR1## in which A is an SO.sub.3 H group or a COOH group, and R.sup.1 and R.sup.2 are hydrogen or other substituents, show high fastness properties and favorable toxicological properties. The substantive hair dyes are preferably present in the hair coloring preparations in a quantity of from 0.01 to 5.0% by weight, optionally in conjunction with known oxidation hair dye precursors.Type: GrantFiled: July 8, 1985Date of Patent: October 28, 1986Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Norbert Maak
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Patent number: 4543352Abstract: A class of naphthalene aminoalkylene ether and thioether compounds exhibiting pharmacological activity including anti-secretory and anti-ulcerogenic activity, pharmaceutical compositions comprising these compounds, and methods for the treatment of gastrointestinal hyperacidity and ulcerogenic disorders in mammals using said compositions are disclosed.Type: GrantFiled: April 29, 1983Date of Patent: September 24, 1985Assignee: William H. Rorer, Inc.Inventors: Donald E. Kuhla, Henry F. Campbell, William L. Studt
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Patent number: 4494953Abstract: This invention pertains to compounds suitable for dyeing keratin fibers, especially human hair. The compounds have the formula: ##STR1## or an acid addition salt thereof, in which formula R.sub.1 and R.sub.2 form, together with the nitrogen atom to which they are bonded, a morpholino or piperidino ring and R represents a hydrogen atom.This invention also pertains to compositions for dyeing keratin fibers, especially human hair, such composition containing the compounds set forth above and/or compounds of formula (I) wherein R.sub.1 represents a hydrogen atom, R.sub.2 represents a tetrahydrofurfuryl or methoxyethyl radical and R represents a hydrogen atom or a methyl radical, or an acid addition salt thereof.The invention also pertains to the method of using these compositions.Type: GrantFiled: January 15, 1981Date of Patent: January 22, 1985Assignee: L'OrealInventors: Andree Bugaut, Francoise Estradier
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Patent number: 4377522Abstract: There are presented novel benzodiazepine derivatives of the formula ##STR1## wherein R.sup.1 is lower alkyl, lower hydroxyalkyl or lower dialkylaminoalkyl, R.sup.2 and R.sup.3 each are lower alkyl, R.sup.4 is halogen, R.sup.5, R.sup.7 and R.sup.8 each are hydrogen or halogen and R.sup.6 is nitro, amino, lower alkylamino, lower dialkylamino or a group of the formula H.sub.2 N--C(CH.sub.3).sub.2 --CO--NH--, R.sup.9 R.sup.10 N--CO--NH-- or ##STR2## and either R.sup.9 is hydrogen or lower alkyl and R.sup.10 is lower alkyl or lower hydroxyalkyl or R.sup.9 and R.sup.10 together with the nitrogen atom are a 3- to 7-membered heterocycle which, provided it is at least 5-membered, can contain as a ring member an oxygen or sulfur atom or a group of the formula >N--R in which R is hydrogen or lower alkyl,and their pharmaceutically acceptable acid addition salts.Type: GrantFiled: July 6, 1981Date of Patent: March 22, 1983Assignee: Hoffmann-La Roche Inc.Inventors: Quirico Branca, Albert E. Fischli, Andre Szente
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Patent number: 4325959Abstract: 4-(((Heterocyclo)thio)methyl)benzoic acids, esters, amides and pharmaceutically-acceptable salts thereof having hypoglycemic activity in mammals, including a method of use and pharmaceutically-acceptable compositions.Type: GrantFiled: August 9, 1979Date of Patent: April 20, 1982Assignee: The Dow Chemical CompanyInventor: Donald P. Matthews
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Patent number: 4297127Abstract: The invention is the use of substituted 2,6-dinitroaniline compounds as preemergence herbicides and compositions employing the substituted 2,6-dinitroaniline compounds.Type: GrantFiled: January 8, 1979Date of Patent: October 27, 1981Assignee: American Cyanamid CompanyInventors: Albert W. Lutz, Robert E. Diehl
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Patent number: 4263213Abstract: New compounds suitable for dyeing keratin fibres, especially human hair, are described. The compounds have the formula: ##STR1## or an acid addition salt thereof, in which formula either R.sub.1 and R.sub.2 form, together with the nitrogen atom to which they are bonded, a morpholino or piperidino ring and R represents a hydrogen atom, or R.sub.1 represents a hydrogen atom, R.sub.2 represents a furfuryl or methoxyethyl radical and R represents a hydrogen atom or a methyl radical.Type: GrantFiled: April 4, 1979Date of Patent: April 21, 1981Assignee: L'OrealInventors: Andree Bugaut, Francoise Estradier
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Patent number: 4260749Abstract: 2,5-diamino-1,4-benzoquinones are used in the production of hair dye compositions and can be prepared by condensing a corresponding 3-amino-4-methoxy phenol derivative on one of a corresponding hydroxy aniline or phenylenediamine derivative, a corresponding benzoquinone imine derivative or a corresponding nitroso derivative.Type: GrantFiled: May 9, 1980Date of Patent: April 7, 1981Assignee: L'OrealInventors: Andree Bugaut, Monique Laudon
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Patent number: 4215215Abstract: Novel 9-phenyl 5,6-dimethyl-nona-2,4,6,8-tetraenoic acid, tetraenal or tetraenol derivatives useful as anti-tumor agents.Type: GrantFiled: July 6, 1979Date of Patent: July 29, 1980Assignee: Hoffmann-La Roche Inc.Inventors: Werner Bollag, Rudolf Ruegg, Gottlieb Ryser
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Patent number: 4204059Abstract: 2,5-diamino-1,4-benzoquinones are used in the production of hair dye compositions and can be prepared by condensing a corresponding 3-amino-4-methoxy phenol derivative on one of a corresponding hydroxy aniline or phenylenediamine derivative, a corresponding benzoquinone imine derivative or a corresponding nitroso derivative.Type: GrantFiled: December 21, 1977Date of Patent: May 20, 1980Assignee: L'OrealInventors: Andree Bugaut, Monique Laudon
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Patent number: 4168151Abstract: o-Amidophenylmorpholine compounds having a halo, haloalkyl, lower alkylsulfonyl, halo-lower alkylsulfonyl, or lower alkyl substituent on the aromatic ring para to the morpholino nitrogen. The compounds are useful as herbicides.Type: GrantFiled: December 13, 1978Date of Patent: September 18, 1979Assignee: United States Borax & Chemical CorporationInventors: Kelvin K. Shen, Wayne S. Belles
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Patent number: 4166908Abstract: This invention is novel substituted 2,6-dinitroaniline compounds and preemergence herbicidal methods and compositions employing the substituted 2,6-dinitroaniline compounds.Type: GrantFiled: December 20, 1976Date of Patent: September 4, 1979Assignee: American Cyanamid CompanyInventors: Albert W. Lutz, Robert E. Diehl
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Patent number: 4153609Abstract: A 3-indolyl-3-bis-aminophenyl-phthalide compound of the formula ##STR1## wherein R.sub.1 represents alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, cycloalkyl, or unsubstituted or substituted phenyl or benzyl wherein the substituents are halogen, nitro, lower alkyl or lower alkoxy,R.sub.2 represents hydrogen, alkyl which has at most 12 carbon atoms and is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, cycloalkyl, or benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, orR.sub.1 and R.sub.2 together with the nitrogen atom linking them represent a 5- or 6-membered heterocyclic radical,X.sub.1 and X.sub.2 independently of one another represent hydrogen, lower alkyl, cycloalkyl, benzyl which is unsubstituted or substituted by halogen, nitro, lower alkyl or lower alkoxy, or acyl having 1 to 8 carbon atoms, and X.sub.Type: GrantFiled: January 10, 1977Date of Patent: May 8, 1979Assignee: Ciba-Geigy CorporationInventors: Jean C. Petitpierre, Robert Garner
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Patent number: 4133672Abstract: (2-Aminophenyl)morpholine compounds having a haloalkyl, lower alkylsulfonyl, halo-lower alkylsulfonyl, or branched-chain alkyl substituent on the aromatic ring para to the morpholino nitrogen. The compounds are useful as herbicides and may be used as intermediates for making herbicidal compounds.Type: GrantFiled: February 7, 1977Date of Patent: January 9, 1979Assignee: United States Borax & Chemical CorporationInventors: Kelvin K. Shen, Wayne S. Belles
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Patent number: 4126691Abstract: New .alpha.-(cyclic tert. aminophenyl)-aliphatic acids, e.g. those of the formula ##STR1## AND FUNCTIONAL DERIVATIVES THEREOF, ARE ANTI-INFLAMMATORY AGENTS.Type: GrantFiled: December 6, 1976Date of Patent: November 21, 1978Assignee: Ciba-Geigy CorporationInventors: Richard W. J. Carney, George DEStevens
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Patent number: 4123251Abstract: o-Amidophenylmorpholine compounds having a halo, haloalkyl, lower alkylsulfonyl, halo-lower alkylsulfonyl, or lower alkyl substituent on the aromatic ring para to the morpholino nitrogen. The compounds are useful as herbicides.Type: GrantFiled: June 2, 1977Date of Patent: October 31, 1978Assignee: United States Borax & Chemical CorporationInventors: Kelvin K. Shen, Wayne S. Belles
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Patent number: 4115413Abstract: Triaryl-methane dyestuffs which are free from sulfonic acid and carboxylic acid groups and are selected from the group consisting of dyestuffs having one of the following four formulae: ##STR1## wherein R is alkyl, aralkyl, cycloalkyl or aryl; R.sub.1 is hydrogen, alkyl, aralkyl or cycloalkyl; R.sub.2 is alkyl, aralkyl, cycloalkyl or aryl; R.sub.1 and R.sub.2 additionally including divalent alkylene when joined together with the nitrogen or with a carbon atom in the o-position in the ring A to form a heterocyclic ring; R.sub.3 is hydrogen, alkyl, aralkyl, aryl, aralkoxy, aryloxy, halogen, carboxylic acid ester radical, carbonamido, sulfonamido, cyano, nitro, alkylsulfonyl, aryalkylsulfonyl, arylsulfonyl or acyl; and X is the radical of an anion; ##STR2## wherein R is alkyl or cycloalkyl; R.sub.1 is hydrogen, alkyl, aralkyl, cycloalkyl or aryl; R.sub.2 is alkyl, cycloalkyl, aralkyl or aryl, halogen or cyano; R.sub.1 and R.sub.Type: GrantFiled: November 21, 1969Date of Patent: September 19, 1978Assignee: Bayer AktiengesellschaftInventors: Roderich Raue, Willi Eifler, Hans-Peter Kuhlthau
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Patent number: 4113866Abstract: Novel compounds of the formula: ##STR1## wherein R.sub.1 is a variable consisting of hydrogen, alkyl of from 1 to 8 carbon atoms, CH.sub.2 -alkenyl wherein alkenyl is from 2 to 4 carbon atoms, inclusive, cycloalkyl of from 3 to 6 carbon atoms, inclusive, cycloalkylmethyl of from 3 to 6 carbon atoms, inclusive; R.sub.2 is a variable consisting of hydrogen, alkyl of from 1 to 8 carbon atoms, inclusive, with the proviso that R.sub.1 and R.sub.2 cannot both be hydrogen at the same time; Y is a variable consisting of alkyl of from 1 to 4 carbon atoms, inclusive, halogen, trifluoromethyl, hydroxy, alkanoyloxy from 2 to 5 carbon atoms, inclusive, alkoxy of from 1 to 4 carbon atoms, inclusive, cycloalkyloxy of from 3 to 6 carbon atoms, inclusive, benzyloxy; m is an integer 0, 1, 2; R.sub.5 is a variable consisting of hydrogen and alkyl of from 1 to 4 carbon atoms, inclusive; R.sub.3 is a variable consisting of alkyl of from 1 to 4 carbon atoms, inclusive; R.sub.Type: GrantFiled: April 1, 1977Date of Patent: September 12, 1978Assignee: The Upjohn CompanyInventor: Daniel Lednicer
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Patent number: 4111937Abstract: 3-Amino-2,4,6-triiodobenzoic acids optionally substituted in the 5-position by amino or carboxy or a derivative thereof react with dibasic acid anhydrides to give the corresponding cyclic imides (A), which can be hydrolyzed to the corresponding anilic acids (B). The latter can be further alkylated on the anilide nitrogen atom. Compounds A and B are useful as cholecystographic and urographic agents.Type: GrantFiled: October 18, 1976Date of Patent: September 5, 1978Assignee: Sterling Drug Inc.Inventor: James H. Ackerman
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Patent number: 4094663Abstract: Quadricyclic morpholinobenzimidazole compound having a trimethylene group on the aromatic ring and the N-oxide derivative thereof. The compounds are useful as herbicides.Type: GrantFiled: September 12, 1977Date of Patent: June 13, 1978Assignee: United States Borax & Chemical CorporationInventor: Kelvin Kei-Wei Shen
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Patent number: 4093806Abstract: Indoaniline of the formula ##STR1## wherein R.sub.1 represents hydrogen, halogen, alkyl or alkoxy; R.sub.2 represents alkyl, hydroxyalkyl, carbamylalkyl, piperidinoalkyl, morpholinoalkyl, sulfoalkyl, dialkylaminoalkyl, acylaminoalkyl, (preferably acetylaminoalkyl or benzoylaminoalkyl) and mesylaminoalkyl;R.sub.3 represents hydroxyalkyl, carbamylalkyl, piperidonoalkyl, morpholinoalkyl, sulfoalkyl, dialkylaminoalkyl, acylaminoalkyl, (preferably acetylaminoalkyl or benzoylaminoalkyl), mesylaminoalkyl; or R.sub.2 and R.sub.3 together form with the nitrogen atom to which they are attached a heterocycle selected from piperidino or morpholino;R.sub.4, r.sub.5 and R.sub.6 each independently represents hydrogen, halogen, alkyl, alkoxy, acylamino, ureido or carbalkoxyamino, and R.sub.5 can also represent amino, alkylamino, hydroxyalkylamino or carbamylalkylamino. The alkyl and alkoxy groups above can contain from 1 to 6 carbon atoms and the acyl group can contain from 2 to 7 carbon atoms.Type: GrantFiled: May 20, 1977Date of Patent: June 6, 1978Assignee: L'OrealInventors: Gregoire Kalopissis, Andree Bugaut, Francoise Estradier
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Patent number: 4084052Abstract: 2,5-DIAMINO-1,4-BENZOQUINONES ARE USED IN THE PRODUCTION OF HAIR DYE COMPOSITIONS AND CAN BE PREPARED BY CONDENSING A CORRESPONDING 3-AMINO-4-METHOXY PHENOL DERIVATIVE ON ONE OF A CORRESPONDING HYDROXY ANILINE OR PHENYLENEDIAMINE DERIVATIVE, A CORRESPONDING BENZOQUINONE IMINE DERIVATIVE OR A CORRESPONDING NITROSO DERIVATIVE.Type: GrantFiled: January 25, 1977Date of Patent: April 11, 1978Assignee: L'OrealInventors: Andree Bugaut, Monique Laudon
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Patent number: 4054439Abstract: Novel compounds identified as acetal derivatives of 4-(substituted amino)-3,5-dinitrobenzaldehydes, effective as herbicides, and intermediates for their preparation.Type: GrantFiled: July 21, 1976Date of Patent: October 18, 1977Assignee: Eli Lilly and CompanyInventor: Quentin F. Soper
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Patent number: 4048165Abstract: Manufacture of 1-substituted oximino cycloalkenes-(1) by reacting appropriately substituted cycloalkenes with nitrogen monoxide and oxygen. The products are intermediates in the manufacture of dyes and pesticides.Type: GrantFiled: August 11, 1975Date of Patent: September 13, 1977Assignee: BASF AktiengesellschaftInventors: Hans-Martin Weitz, Kurt Kahr, Rolf Fischer
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Patent number: 4046758Abstract: 3-Halo-2,6-dinitro-4-trifluoromethylanilines having hydrocarbon substituents on the nitrogen atom. The hydrocarbon substituents can be alkyl, alkenyl, alkynyl or a portion of a heterocyclic group. The compounds are especially useful as intermediates for preparing herbicidal dinitro-1,3-phenylenediamines.Type: GrantFiled: January 28, 1976Date of Patent: September 6, 1977Assignee: United States Borax & Chemical CorporationInventors: William G. Woods, Don L. Hunter
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Patent number: 4046798Abstract: Compounds of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,Y is a hydrogen atom, a halogen atom, or a trihalomethyl group, andZ is a hydroxy group, an alkoxy group, and alkyl group, a halogen atom, an amino group, an alkylthio group, a cyano group, a carboxy group, a carbalkoxy group, a carboxyalkyl group, a carbalkoxyalkyl group, an alkanoyloxy group, or a carbamoyloxy group,And compositions containing these compounds exhibit herbicidal activity.Type: GrantFiled: September 29, 1975Date of Patent: September 6, 1977Assignee: Rohm and Haas CompanyInventors: Horst O. Bayer, Colin Swithenbank, Roy Y. Yih
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Patent number: 4046786Abstract: Indoaniline of the formula ##STR1## wherein R.sub.1 represents hydrogen, halogen, alkyl or alkoxy;R.sub.2 represents alkyl, hydroxyalkyl, carbamylalkyl, piperidinoalkyl, morpholinoalkyl, sulfoalkyl, dialkylaminoalkyl, acylaminoalkyl, (preferably acetylaminoalkyl or benzoylaminoalkyl) and mesylaminoalkyl;R.sub.3 represents hydroxyalkyl, carbamylalkyl, piperidinoalkyl, morpholinoalkyl, sulfoalkyl, dialkylaminoalkyl, acylaminoalkyl, (preferably acetylaminoalkyl or benzoylaminoalkyl), mesylaminoalkyl; or R.sub.2 and R.sub.3 together form with the nitrogen atom to which they are attached a heterocycle selected from piperidino or morpholino;R.sub.4, r.sub.5 and R.sub.6 each independently represents hydrogen, halogen, alkyl, alkoxy, acylamino, ureido or carbalkoxyamino, and R.sub.5 can also represent amino, alkylamino, hydroxyalkylamino or carbamylalkylamino. The alkyl and alkoxy groups above can contain from 1 to 6 carbon atoms and the acyl group can contain from 2 to 7 carbon atoms.Type: GrantFiled: October 3, 1975Date of Patent: September 6, 1977Assignee: L'OrealInventors: Gregoire Kalopissis, Andree Bugaut, Francoise Estradier