DE20111037U1 - (m-Diaminophenyl) acrylamide derivatives and colorants containing these compounds - Google Patents

(m-Diaminophenyl) acrylamide derivatives and colorants containing these compounds

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Publication number
DE20111037U1
DE20111037U1 DE20111037U DE20111037U DE20111037U1 DE 20111037 U1 DE20111037 U1 DE 20111037U1 DE 20111037 U DE20111037 U DE 20111037U DE 20111037 U DE20111037 U DE 20111037U DE 20111037 U1 DE20111037 U1 DE 20111037U1
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Prior art keywords
amino
group
diamino
benzene
hydroxyethyl
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DE20111037U
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Procter and Gamble Deutschland GmbH
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Wella GmbH
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    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
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    • A61K8/42—Amides
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    • A—HUMAN NECESSITIES
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    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/20—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
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    • C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
    • C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
    • C07C259/06—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to hydrogen atoms or to acyclic carbon atoms
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/12—Oxygen or sulfur atoms
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    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
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    • C07—ORGANIC CHEMISTRY
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    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/40—Oxygen atoms
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    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids

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Description

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Claims (12)

1. (m-Diaminophenyl)-acrylamid-Derivate der allgemeinen Formel (I) oder deren physiologisch verträglichen, wasserlösliche Salze,
worin
R1 und R2 unabhängig voneinander gleich Wasserstoff, einer C1-C2-Alkoxygruppe, einer C1-C6-Alkylgruppe, einer ungesättigten C3-C6-Alkylgruppe, einer C2-C4-Hydroxyalkylgruppe, einer C3-C4-Dihydroxyalkylgruppe, einer C2-C4-Aminoalkylgruppe, einer C2-C4-Dimethylaminoalkylgruppe, einer C2-C4-Acetylaminoalkylgruppe, einer C2-C4-Methoxyalkylgruppe, einer C2-C4-Ethoxyalkylgruppe, einer C1-C4-Cyanoalkylgruppe, einer C1-C4-Carboxyalkylgruppe, einer C2-C4-Aminocarbonylalkylgruppe, einer Pyridylmethylgruppe, einer Furfurylgruppe, einer hydrierten Furfurylgruppe, einer substituierten Pyridylgruppe oder einem Rest der Formel (II), (III) oder (IV) sind,
oder R1 und R2 gemeinsam mit dem Stickstoffatom einen Ring der Formel
bilden;
R3 und R4 unabhängig voneinander gleich Wasserstoff oder einer C1-C4-Alkylgruppe sind;
R5 gleich Wasserstoff, einer Carboxygruppe, oder einer Aminocarbonylgruppe ist;
R6 und R7 unabhängig voneinander gleich Wasserstoff, einer Hydroxy­ gruppe, einer Aminocarbonylgruppe, einer Methylthiomethylgruppe, einem mit einer Phenylgruppe oder Hydroxygruppe substituierten Phenylrest oder einem Rest der Formel
ist,
R8, R9, R10, R11 und R12 unabhängig voneinander Wasserstoff, ein Halogenatom, eine Cyanogruppe, eine Hydroxygruppe, eine C1-C4-Alkoxygruppe, eine C1-C6-Alkylgruppe, eine C1-C4-Alkylthioether­ gruppe, eine Mercaptogruppe, eine Nitrogruppe, eine Aminogruppe, eine Alkylaminogruppe, eine Hydroxyalkylaminogruppe, eine Dialkylamino­ gruppe, eine Di(hydroxyalkyl)aminogruppe, eine (Dihydroxyalkyl)amino­ gruppe, eine (Hydroxyalkyl)alkylaminogruppe, eine Trifluormethangruppe eine -C(O)H-Gruppe, eine -C(O)CH3-Gruppe, eine -C(O)CF3-Gruppe, eine Si(CH3)3-Gruppe, eine C1-C4-Hydroxyalkylgruppe, eine C2-C4-Dihydroxy­ alkylgruppe bedeuten, oder zwei nebeneinanderliegende Reste R8 bis R12 eine -O-CH2-O-Brücke bilden;
R13 gleich einer C1-C4-Alkylgruppe, einer Benzylgruppe oder einer C1-C4-Hydroxyalkylgruppe ist;
R14 gleich Wasserstoff oder einer C1-C6-Alkylgruppe ist;
R15 gleich Wasserstoff oder einem oder mehreren Hydroxyresten, Carboxyresten, Aminocarbonylresten oder Hydroxymethylresten ist; und
R16 gleich Wasserstoff oder einer C1-C4-Alkylgruppe ist.1. (m-diaminophenyl) acrylamide derivatives of the general formula (I) or their physiologically compatible, water-soluble salts,
wherein
R1 and R2 are independently hydrogen, a C 1 -C 2 alkoxy group, a C 1 -C 6 alkyl group, an unsaturated C 3 -C 6 alkyl group, a C 2 -C 4 hydroxyalkyl group, a C 3 -C 4 -dihydroxyalkyl group, a C 2 -C 4 aminoalkyl group, a C 2 -C 4 dimethylaminoalkyl group, a C 2 -C 4 acetylaminoalkyl group, a C 2 -C 4 methoxyalkyl group, a C 2 -C 4 ethoxyalkyl group, one C 1 -C 4 cyanoalkyl group, a C 1 -C 4 carboxyalkyl group, a C 2 -C 4 aminocarbonylalkyl group, a pyridylmethyl group, a furfuryl group, a hydrogenated furfuryl group, a substituted pyridyl group or a radical of the formula (II), (III ) or (IV),
or R1 and R2 together with the nitrogen atom form a ring of the formula
form;
R3 and R4 are independently hydrogen or a C 1 -C 4 alkyl group;
R5 is hydrogen, a carboxy group, or an aminocarbonyl group;
R6 and R7 independently of one another are hydrogen, a hydroxyl group, an aminocarbonyl group, a methylthiomethyl group, a phenyl radical substituted by a phenyl group or hydroxyl group or a radical of the formula
is
R8, R9, R10, R11 and R12 independently of one another hydrogen, a halogen atom, a cyano group, a hydroxy group, a C 1 -C 4 alkoxy group, a C 1 -C 6 alkyl group, a C 1 -C 4 alkyl thioether group, a mercapto group, a nitro group, an amino group, an alkylamino group, a hydroxyalkylamino group, a dialkylamino group, a di (hydroxyalkyl) amino group, a (dihydroxyalkyl) amino group, a (hydroxyalkyl) alkylamino group, a trifluoromethane group, a -C (O) H group , a -C (O) CH 3 group, a -C (O) CF 3 group, a Si (CH 3 ) 3 group, a C 1 -C 4 hydroxyalkyl group, a C 2 -C 4 dihydroxy mean alkyl group, or two adjacent radicals R8 to R12 form an -O-CH2-O bridge;
R13 is a C 1 -C 4 alkyl group, a benzyl group or a C 1 -C 4 hydroxyalkyl group;
R14 is hydrogen or a C 1 -C 6 alkyl group;
R15 is hydrogen or one or more hydroxyl, carboxy, aminocarbonyl or hydroxymethyl radicals; and
R16 is hydrogen or a C 1 -C 4 alkyl group. 2. (m-Diaminophenyl)-acrylamid-Derivate nach Anspruch 1, dadurch gekennzeichnet, dass in der Formel (I) (i) R3 und R4 gleich Wasserstoff sind oder (ii) R1, R3 und R4 gleich Wassertstoff sind und R2 gleich einer Aminophenylgruppe oder einer Hydroxyphenylgruppe ist.2. (m-diaminophenyl) acrylamide derivatives according to claim 1, characterized characterized in that in formula (I) (i) R3 and R4 are hydrogen or (ii) R1, R3 and R4 are hydrogen and R2 is one Aminophenyl group or a hydroxyphenyl group. 3. (m-Diaminophenyl)-acrylamid-Derivat nach Anspruch 1 oder 2, dadurch gekennzeichnet, dass es ausgewählt ist aus 3-(2,4-Diamino­ phenyl)-1-morpholin-4-yl-propenon, 3-(2,4-Diaminophenyl)-N-(4-hydroxy­ phenyl)-acrylamid, 3-(3,5-Diaminophenyl)-N-(4-hydroxy-phenyl)acrylamid, N-(3-Aminophenyl)-3-(3,5-diaminophenyl)-acrylamid und N-(4-Amino­ phenyl)-3-(3,5-diaminophenyl)-acrylamid sowie deren physiologisch verträglichen Salzen.3. (m-diaminophenyl) acrylamide derivative according to claim 1 or 2, characterized in that it is selected from 3- (2,4-diamino phenyl) -1-morpholin-4-yl-propenone, 3- (2,4-diaminophenyl) -N- (4-hydroxy phenyl) acrylamide, 3- (3,5-diaminophenyl) -N- (4-hydroxyphenyl) acrylamide, N- (3-aminophenyl) -3- (3,5-diaminophenyl) acrylamide and N- (4-amino phenyl) -3- (3,5-diaminophenyl) acrylamide and their physiological tolerable salts. 4. Mittel zur oxidativen Färbung von Keratinfasern auf der Basis einer Entwicklersubstanz-Kupplersubstanz-Kombination, dadurch gekenn­ zeichnet, dass es in einem geeigneten kosmetischen Träger mindestens ein (m-Diaminophenyl)-acrylamid-Derivat der Formel (I) nach einem der Ansprüche 1 bis 3 enthält.4. Agent for the oxidative coloring of keratin fibers on the basis of a Developer substance-coupler substance combination, characterized thereby records that it is in a suitable cosmetic carrier at least a (m-diaminophenyl) acrylamide derivative of the formula (I) according to one of the Claims 1 to 3 contains. 5. Mittel nach Anspruch 4, dadurch gekennzeichnet, dass das (m-Diaminophenyl)-acrylamid-Derivat der Formel (I) in einer Menge von 0,005 bis 20 Gewichtsprozent enthalten ist.5. Means according to claim 4, characterized in that the  (m-Diaminophenyl) acrylamide derivative of the formula (I) in an amount of 0.005 to 20 weight percent is included. 6. Mittel nach Anspruch 4 oder 5, dadurch gekennzeichnet, dass die Entwicklersubstanz ausgewählt ist aus der Gruppe bestehend aus 1,4-Diamino-benzol, 1,4-Diamino-2-methyl-benzol, 1,4-Diamino-2,6- dimethyl-benzol, 1,4-Diamino-3,5-diethyl-benzol, 1,4-Diamino-2,5- dimethyl-benzol, 1,4-Diamino-2,3-dimethyl-benzol, 2-Chlor-1,4-diamino- benzol, 1,4-Diamino-2-(thiophen-2-yl)benzol, 1,4-Diamino-2-(thiophen-3- yl)benzol, 1,4-Diamino-2-(pyridin-3-yl)benzol, 2,5-Diaminobiphenyl, 1,4-Diamino-2-methoxymethyl-benzol, 1,4-Diamino-2-aminomethyl- benzol, 1,4-Diamino-2-hydroxymethyl-benzol, 1,4-Diamino-2-(2-hydroxy- ethoxy)-benzol, 2-(2-(Acetylamino)ethoxy)-1,4-diamino-benzol, 4-Phenylamino-anilin, 4-Dimethylamino-anilin, 4-Diethylamino-anilin, 4-Dipropylamino-anilin, 4-[Ethyl(2-hydroxyethyl)-amino]-anilin, 4-[Di(2-hydroxyethyl)amino]-anilin, 4-[Di(2-hydroxyethyl)-amino]-2-methyl- anilin, 4-[(2-Methoxyethyl)amino]-anilin, 4-[(3-Hydroxypropyl)amino]- anilin, 4-[(2,3-Dihydroxypropyl)amino]-anilin, 1,4-Diamino-2-(1- hydroxyethyl)-benzol, 1,4-Diamino-2-(2-hydroxyethyl)-benzol, 1,4-Diamino-2-(1-methylethyl)-benzol, 1,3-Bis[(4-aminophenyl)-(2- hydroxyethyl)amino]-2-propanol, 1,4-Bis[(4-aminophenyl)amino]-butan, 1,8-Bis(2,5-diaminophenoxy)-3,6-dioxaoctan, 4-Amino-phenol, 4-Amino- 3-methyl-phenol, 4-Amino-3-(hydroxymethyl)-phenol, 4-Amino-3-fluor­ phenol, 4-Methyl-amino-phenol, 4-Amino-2-(aminomethyl)-phenol, 4-Amino-2-(hydroxymethyl)-phenol, 4-Amino-2-fluor-phenol, 4-Amino-2- [(2-hydroxyethyl)-amino]methyl-phenol, 4-Amino-2-methyl-phenol, 4-Amino-2-(methoxymethyl)-phenol, 4-Amino-2-(2-hydroxyethyl)-phenol, 5-Amino-salicylsäure, 2,5-Diaminopyridin, 2,4,5,6-Tetraamino-pyrimidin, 2,5,6-Triamino-4-(1H)-pyrimidon, 4,5-Diamino-1-(2-hydroxyethyl)-1H- pyrazol, 4,5-Diamino-1-(1-methylethyl)-1H-pyrazol, 4,5-Diamino-1-[(4- methylphenyl)methyl]-1H-pyrazol, 1-[(4-Chlorphenyl)methyl]-4,5-diamino- 1H-pyrazol, 4,5-Diamino-1-methyl-1H-pyrazol, 2-Amino-phenol, 2-Amino- 6-methyl-phenol, 2-Amino-5-methyl-phenol und 1,2,4-Trihydroxybenzol.6. Composition according to claim 4 or 5, characterized in that the Developer substance is selected from the group consisting of 1,4-diamino-benzene, 1,4-diamino-2-methyl-benzene, 1,4-diamino-2,6- dimethyl-benzene, 1,4-diamino-3,5-diethyl-benzene, 1,4-diamino-2,5- dimethyl-benzene, 1,4-diamino-2,3-dimethyl-benzene, 2-chloro-1,4-diamino- benzene, 1,4-diamino-2- (thiophene-2-yl) benzene, 1,4-diamino-2- (thiophene-3- yl) benzene, 1,4-diamino-2- (pyridin-3-yl) benzene, 2,5-diaminobiphenyl, 1,4-diamino-2-methoxymethyl-benzene, 1,4-diamino-2-aminomethyl- benzene, 1,4-diamino-2-hydroxymethyl-benzene, 1,4-diamino-2- (2-hydroxy- ethoxy) benzene, 2- (2- (acetylamino) ethoxy) -1,4-diamino-benzene, 4-phenylamino-aniline, 4-dimethylamino-aniline, 4-diethylamino-aniline, 4-dipropylamino aniline, 4- [ethyl (2-hydroxyethyl) amino] aniline, 4- [di (2-hydroxyethyl) amino] aniline, 4- [di (2-hydroxyethyl) amino] -2-methyl- aniline, 4 - [(2-methoxyethyl) amino] aniline, 4 - [(3-hydroxypropyl) amino] - aniline, 4 - [(2,3-dihydroxypropyl) amino] aniline, 1,4-diamino-2- (1- hydroxyethyl) benzene, 1,4-diamino-2- (2-hydroxyethyl) benzene, 1,4-diamino-2- (1-methylethyl) benzene, 1,3-bis [(4-aminophenyl) - (2- hydroxyethyl) amino] -2-propanol, 1,4-bis [(4-aminophenyl) amino] butane, 1,8-bis (2,5-diaminophenoxy) -3,6-dioxaoctane, 4-aminophenol, 4-amino- 3-methylphenol, 4-amino-3- (hydroxymethyl) phenol, 4-amino-3-fluoro phenol, 4-methylamino-phenol, 4-amino-2- (aminomethyl) phenol, 4-amino-2- (hydroxymethyl) phenol, 4-amino-2-fluorophenol, 4-amino-2- [(2-hydroxyethyl) amino] methylphenol, 4-amino-2-methylphenol, 4-amino-2- (methoxymethyl) phenol, 4-amino-2- (2-hydroxyethyl) phenol, 5-amino-salicylic acid, 2,5-diaminopyridine, 2,4,5,6-tetraamino-pyrimidine,  2,5,6-triamino-4- (1H) -pyrimidone, 4,5-diamino-1- (2-hydroxyethyl) -1H- pyrazole, 4,5-diamino-1- (1-methylethyl) -1H-pyrazole, 4,5-diamino-1 - [(4- methylphenyl) methyl] -1H-pyrazole, 1 - [(4-chlorophenyl) methyl] -4,5-diamino- 1H-pyrazole, 4,5-diamino-1-methyl-1H-pyrazole, 2-amino-phenol, 2-amino- 6-methylphenol, 2-amino-5-methylphenol and 1,2,4-trihydroxybenzene. 7. Mittel nach einem der Ansprüche 4 bis 6, dadurch gekennzeichnet, dass es zusätzlich zu den Verbindungen der Formel (I) noch weitere bekannte Kupplersubstanzen, welche ausgewählt sind aus der Gruppe bestehend aus N-(3-Dimethylamino-phenyl)-harnstoff, 2,6-Diamino­ pyridin, 2-Amino-4-[(2-hydroxyethyl)amino]-anisol, 2,4-Diamino-1-fluor-5- methyl-benzol, 2,4-Diamino-1-methoxy-5-methyl-benzol, 2,4-Diamino-1- ethoxy-5-methyl-benzol, 2,4-Diamino-1-(2-hydroxyethoxy)-5-methyl- benzol, 2,4-Di[(2-hydroxyethyl)amino]-1,5-dimethoxy-benzol, 2,3-Diamino- 6-methoxy-pyridin, 3-Amino-6-methoxy-2-(methylamino)-pyridin, 2,6-Diamino-3,5-dimethoxy-pyridin, 3,5-Diamino-2,6-dimethoxy-pyridin, 1,3-Diamino-benzol, 2,4-Diamino-1-(2-hydroxyethoxy)-benzol, 1,3-Diamino-4-(2,3-dihydroxypropoxy)-benzol, 1,3-Diamino-4-(3- hydroxypropoxy)-benzol, 1,3-Diamino-4-(2-methoxyethoxy)-benzol, 2,4-Diamino-1,5-di(2-hydroxyethoxy)-benzol, 1-(2-Aminoethoxy)-2,4- diamino-benzol, 2-Amino-1-(2-hydroxyethoxy)-4-methylamino-benzol, 2,4-Diaminophenoxy-essigsäure, 3-[Di(2-hydroxyethyl)amino]-anilin, 4-Amino-2-di[(2-hydroxyethyl)amino]-1-ethoxy-benzol, 5-Methyl-2-(1- methylethyl)-phenol, 3-[(2-Hydroxyethyl)amino]-anilin, 3-[(2-Aminoethyl)- amino]-anilin, 1,3-Di(2,4-diaminophenoxy)-propan, Di(2,4-diamino­ phenoxy)-methan, 1,3-Diamino-2,4-dimethoxy-benzol, 2,6-Bis(2-hydroxy­ ethyl)amino-toluol, 4-Hydroxyindol, 3-Dimethylamino-phenol, 3-Diethyl­ amino-phenol, 5-Amino-2-methyl-phenol, 5-Amino-4-fluor-2-methylphenol, 5-Amino-4-methoxy-2-methyl-phenol, 5-Amino-4-ethoxy-2-methyl­ phenol, 3-Amino-2,4-dichlor-phenol, 5-Amino-2,4-dichlor-phenol, 3-Amino- 2-methyl-phenol, 3-Amino-2-chlor-6-methyl-phenol, 3-Amino-phenol, 2-[(3-Hydroxyphenyl)amino]-acetamid, 5-[(2-Hydroxyethyl)amino]-4- methoxy-2-methyl-phenol, 5-[(2-Hydroxyethyl)amino]-2-methyl-phenol, 3-[(2-Hydroxyethyl)amino]-phenol, 3-[(2-Methoxyethyl)amino]-phenol, 5-Amino-2-ethyl-phenol, 5-Amino-2-methoxy-phenol, 2-(4-Amino-2- hydroxy-phenoxy)-ethanol, 5-[(3-Hydroxypropyl)amino]-2-methyl-phenol, 3-[(2,3-Dihydroxypropyl)amino]-2-methyl-phenol, 3-[(2-Hydroxyethyl)- aminol]-2-methyl-phenol, 2-Amino-3-hydroxy-pyridin, 2,6-Dihydroxy-3,4- dimethylpyridin, 5-Amino-4-chlor-2-methyl-phenol, 1-Naphthol, 2-Methyl-1- naphthol, 1,5-Dihydroxy-naphthalin, 1,7-Dihydroxy-naphthalin, 2,3-Dihydroxy-naphthalin, 2,7-Dihydroxy-naphthalin, 2-Methyl-1-naphthol­ acetat, (m-Dihydroxy-phenyl)-acrylamid, 1-Chlor-2,4-dihydroxy-benzol, 2-Chlor-(m-Dihydroxy-phenyl)-acrylamid, 1,2-Dichlor-3,5-dihydroxy-4- methyl-benzol, 1,5-Dichlor-2,4-dihydroxy-benzol, 1,3-Dihydroxy-2-methyl­ benzol, 3,4-Methylendioxy-phenol, 3,4-Methylendioxy-anilin, 5-[(2-Hydroxyethyl)amino]-1,3-benzodioxol, 6-Brom-1-hydroxy-3,4- methylendioxy-benzol, 3,4-Diamino-benzoesäure, 3,4-Dihydro-6-hydroxy- 1,4(2H)-benzoxazin, 6-Amino-3,4-dihydro-1,4(2H)-benzoxazin, 3-Methyl- 1-phenyl-5-pyrazolon, 5,6-Dihydroxy-indol, 5,6-Dihydroxy-indolin, 5-Hydroxy-indol, 6-Hydroxy-indol, 7-Hydroxy-indol und 2,3-Indolindion, enthält.7. Composition according to one of claims 4 to 6, characterized in that in addition to the compounds of formula (I) there are still others known coupler substances which are selected from the group consisting of N- (3-dimethylaminophenyl) urea, 2,6-diamino pyridine, 2-amino-4 - [(2-hydroxyethyl) amino] anisole, 2,4-diamino-1-fluoro-5- methyl-benzene, 2,4-diamino-1-methoxy-5-methyl-benzene, 2,4-diamino-1- ethoxy-5-methyl-benzene, 2,4-diamino-1- (2-hydroxyethoxy) -5-methyl- benzene, 2,4-di [(2-hydroxyethyl) amino] -1,5-dimethoxy-benzene, 2,3-diamino- 6-methoxy-pyridine, 3-amino-6-methoxy-2- (methylamino) -pyridine, 2,6-diamino-3,5-dimethoxypyridine, 3,5-diamino-2,6-dimethoxypyridine, 1,3-diamino-benzene, 2,4-diamino-1- (2-hydroxyethoxy) benzene, 1,3-diamino-4- (2,3-dihydroxypropoxy) benzene, 1,3-diamino-4- (3- hydroxypropoxy) benzene, 1,3-diamino-4- (2-methoxyethoxy) benzene, 2,4-diamino-1,5-di (2-hydroxyethoxy) benzene, 1- (2-aminoethoxy) -2,4- diamino-benzene, 2-amino-1- (2-hydroxyethoxy) -4-methylamino-benzene, 2,4-diaminophenoxyacetic acid, 3- [di (2-hydroxyethyl) amino] aniline, 4-amino-2-di [(2-hydroxyethyl) amino] -1-ethoxy-benzene, 5-methyl-2- (1- methylethyl) phenol, 3 - [(2-hydroxyethyl) amino] aniline, 3 - [(2-aminoethyl) - amino] aniline, 1,3-di (2,4-diaminophenoxy) propane, di (2,4-diamino phenoxy) methane, 1,3-diamino-2,4-dimethoxy-benzene, 2,6-bis (2-hydroxy ethyl) aminotoluene, 4-hydroxyindole, 3-dimethylaminophenol, 3-diethyl aminophenol, 5-amino-2-methylphenol, 5-amino-4-fluoro-2-methylphenol,  5-amino-4-methoxy-2-methylphenol, 5-amino-4-ethoxy-2-methyl phenol, 3-amino-2,4-dichlorophenol, 5-amino-2,4-dichlorophenol, 3-amino 2-methylphenol, 3-amino-2-chloro-6-methylphenol, 3-aminophenol, 2 - [(3-hydroxyphenyl) amino] acetamide, 5 - [(2-hydroxyethyl) amino] -4- methoxy-2-methylphenol, 5 - [(2-hydroxyethyl) amino] -2-methylphenol, 3 - [(2-hydroxyethyl) amino] phenol, 3 - [(2-methoxyethyl) amino] phenol, 5-amino-2-ethylphenol, 5-amino-2-methoxyphenol, 2- (4-amino-2- hydroxyphenoxy) ethanol, 5 - [(3-hydroxypropyl) amino] -2-methylphenol, 3 - [(2,3-dihydroxypropyl) amino] -2-methylphenol, 3 - [(2-hydroxyethyl) - aminol] -2-methylphenol, 2-amino-3-hydroxy-pyridine, 2,6-dihydroxy-3,4- dimethylpyridine, 5-amino-4-chloro-2-methylphenol, 1-naphthol, 2-methyl-1- naphthol, 1,5-dihydroxy-naphthalene, 1,7-dihydroxy-naphthalene, 2,3-dihydroxy-naphthalene, 2,7-dihydroxy-naphthalene, 2-methyl-1-naphthol acetate, (m-dihydroxyphenyl) acrylamide, 1-chloro-2,4-dihydroxybenzene, 2-chloro (m-dihydroxyphenyl) acrylamide, 1,2-dichloro-3,5-dihydroxy-4- methyl benzene, 1,5-dichloro-2,4-dihydroxy-benzene, 1,3-dihydroxy-2-methyl benzene, 3,4-methylenedioxy-phenol, 3,4-methylenedioxy-aniline, 5 - [(2-hydroxyethyl) amino] -1,3-benzodioxole, 6-bromo-1-hydroxy-3,4- methylenedioxy-benzene, 3,4-diamino-benzoic acid, 3,4-dihydro-6-hydroxy- 1,4 (2H) -benzoxazine, 6-amino-3,4-dihydro-1,4 (2H) -benzoxazine, 3-methyl- 1-phenyl-5-pyrazolone, 5,6-dihydroxy-indole, 5,6-dihydroxy-indoline, 5-hydroxy-indole, 6-hydroxy-indole, 7-hydroxy-indole and 2,3-indolinedione, contains. 8. Mittel nach einem der Ansprüche 4 bis 7, dadurch gekennzeichnet, dass die Entwicklersubstanzen und Kupplersubstanzen, bezogen auf die Gesamtmenge des Färbemittels, jeweils in einer Gesamtmenge von 0,005 bis 20 Gewichtsprozent enthalten sind. 8. Agent according to one of claims 4 to 7, characterized in that the developer substances and coupler substances, based on the Total amount of the colorant, each in a total amount of 0.005 up to 20 percent by weight are included.   9. Mittel nach einem der Ansprüche 4 bis 8, dadurch gekennzeichnet, dass es zusätzlich mindestens einen direktziehenden Farbstoff enthält.9. Composition according to one of claims 4 to 8, characterized in that it also contains at least one substantive dye. 10. Mittel nach einem der Ansprüche 4 bis 9, dadurch gekennzeichnet, dass es einen pH-Wert von 6,5 bis 11,5 aufweist.10. Agent according to one of claims 4 to 9, characterized in that it has a pH of 6.5 to 11.5. 11. Mittel nach einem der Ansprüche 4 bis 10, dadurch gekennzeichnet, dass es ein Haarfärbemittel ist.11. Agent according to one of claims 4 to 10, characterized characterized that it is a hair dye. 12. Gebrauchsfertiges Mittel zum oxidativen Färben von Haaren, dadurch gekennnzeichnet, dass es mindestens ein (m-Diaminophenyl)- acrylamid-Derivat der Formel (I) gemäß einem der Ansprüche 1 bis 3 sowie ein Oxidationsmittel enthält.12. Ready-to-use agent for oxidative coloring of hair, characterized in that there is at least one (m-diaminophenyl) - acrylamide derivative of the formula (I) according to any one of claims 1 to 3 and contains an oxidizing agent.
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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006512306A (en) * 2002-08-29 2006-04-13 テンプル・ユニバーシティ−オブ・ザ・コモンウェルス・システム・オブ・ハイアー・エデュケイション Aryl and heteroaryl propenamides, their derivatives and their therapeutic use
US9394287B2 (en) 2010-11-05 2016-07-19 Senomyx, Inc. Compounds useful as modulators of TRPM8
US9732071B2 (en) 2015-10-01 2017-08-15 Senomyx, Inc. Compounds useful as modulators of TRPM8
CN105087018B (en) * 2014-07-21 2018-01-19 中节能万润股份有限公司 Aligning agent for liquid crystal, liquid crystal orientation film and its liquid crystal display cells

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006512306A (en) * 2002-08-29 2006-04-13 テンプル・ユニバーシティ−オブ・ザ・コモンウェルス・システム・オブ・ハイアー・エデュケイション Aryl and heteroaryl propenamides, their derivatives and their therapeutic use
US9394287B2 (en) 2010-11-05 2016-07-19 Senomyx, Inc. Compounds useful as modulators of TRPM8
US10016418B2 (en) 2010-11-05 2018-07-10 Seaomyx, Inc. Compounds useful as modulators of TRPM8
US10953007B2 (en) 2010-11-05 2021-03-23 Firmenich Incorporated Compounds useful as modulators of TRPM8
CN105087018B (en) * 2014-07-21 2018-01-19 中节能万润股份有限公司 Aligning agent for liquid crystal, liquid crystal orientation film and its liquid crystal display cells
US9732071B2 (en) 2015-10-01 2017-08-15 Senomyx, Inc. Compounds useful as modulators of TRPM8

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