DE20108608U1 - 2,5-diamino-benzaldehyde derivatives and colorants containing these compounds - Google Patents

2,5-diamino-benzaldehyde derivatives and colorants containing these compounds

Info

Publication number
DE20108608U1
DE20108608U1 DE20108608U DE20108608U DE20108608U1 DE 20108608 U1 DE20108608 U1 DE 20108608U1 DE 20108608 U DE20108608 U DE 20108608U DE 20108608 U DE20108608 U DE 20108608U DE 20108608 U1 DE20108608 U1 DE 20108608U1
Authority
DE
Germany
Prior art keywords
diamino
group
amino
benzene
benzylidene
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
DE20108608U
Other languages
German (de)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Deutschland GmbH
Original Assignee
Wella GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wella GmbH filed Critical Wella GmbH
Priority to DE20108608U priority Critical patent/DE20108608U1/en
Publication of DE20108608U1 publication Critical patent/DE20108608U1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/86—Hydrazides; Thio or imino analogues thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/445—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof aromatic, i.e. the carboxylic acid directly linked to the aromatic ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/72—Hydrazones
    • C07C251/86—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
    • C07C281/02—Compounds containing any of the groups, e.g. carbazates
    • C07C281/04—Compounds containing any of the groups, e.g. carbazates the other nitrogen atom being further doubly-bound to a carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
    • C07C281/06—Compounds containing any of the groups, e.g. semicarbazides
    • C07C281/08—Compounds containing any of the groups, e.g. semicarbazides the other nitrogen atom being further doubly-bound to a carbon atom, e.g. semicarbazones
    • C07C281/14—Compounds containing any of the groups, e.g. semicarbazides the other nitrogen atom being further doubly-bound to a carbon atom, e.g. semicarbazones the carbon atom being further bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/48—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups having nitrogen atoms of sulfonamide groups further bound to another hetero atom
    • C07C311/49—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups having nitrogen atoms of sulfonamide groups further bound to another hetero atom to nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C337/00—Derivatives of thiocarbonic acids containing functional groups covered by groups C07C333/00 or C07C335/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
    • C07C337/06—Compounds containing any of the groups, e.g. thiosemicarbazides
    • C07C337/08—Compounds containing any of the groups, e.g. thiosemicarbazides the other nitrogen atom being further doubly-bound to a carbon atom, e.g. thiosemicarbazones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/86—Hydrazides; Thio or imino analogues thereof
    • C07D213/87—Hydrazides; Thio or imino analogues thereof in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D295/22—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 with hetero atoms directly attached to ring nitrogen atoms
    • C07D295/28—Nitrogen atoms
    • C07D295/30—Nitrogen atoms non-acylated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three 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
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Description

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßt The description text was not recorded electronically  

Der Beschreibungstext wurde nicht elektronisch erfaßtThe description text was not recorded electronically

Claims (10)

1. 2,5-Diamino-phenylhydrazon-Dedvate der allgemeinen Formel (I) oder deren physiologisch verträgliche, wasserlösliche Salze,
worin
R1, R2, R3 und R4 unabhängig voneinander Wasserstoff, eine C1-C6-Alkylgruppe, eine C2-C4-Hydroxyalkylgruppe oder eine C3-C4-Dihydroxyalkylgruppe darstellen, oder R1 und R2 beziehungsweise
R3 und R4 einen viergliedrigen bis achtgliedrigen aliphatischen Ring bilden, wobei mindestens 2 der Reste R1 bis R4 Wasserstoff darstellen;
R5 gleich Wasserstoff, einem Halogenatom (F, Cl, Br, J), einer C1-C4-Alkylgruppe, einer C1-C4-Hydroxyalkylgruppe oder einer C1-C4-Alkoxygruppe ist;
R6 und R7 unabhängig voneinander gleich Wasserstoff, einer C1-C6-Alkylgruppe, einer ungesättigten C3-C6-Alkylgruppe, einer C2-C4-Hydroxyalkylgruppe, einer C3-C4-Dihydroxyalkylgruppe, einer Acetylamino(C2-C4)alkylgruppe einer Methoxy(C2-C4)alkylgruppe, einer EthoXY(C2-C4)alkylgruppe, einer C1-C4-Cyanoalkylgruppe, einer C1-C4-Carboxyalkylgruppe, einer Aminocarbonvi(C2-C4)alkylgruppe, einer Carbamoylgruppe, einer Thiocarbamoylgruppe, einer substituierten Pyridylgruppe, einem Rest der Formel (II) oder (III) sind;
oder R6 und R7 gemeinsam mit dem Stickstoffatom einen Ring der Formel
bilden;
R8 gleich Wasserstoff, oder einer C1-C6-Alkylgruppe ist;
R9, R10, R11, R12 und R13 gleich oder verschieden sein können und unabhängig voneinander gleich Wasserstoff, einem Halogenatom (F, Cl, Br, J), einer Cyanogruppe, einer Hydroxygruppe, einer C1-C4-Alkoxy­ gruppe, einer C1-C4-Hydroxyalkoxygruppe, einer C1-C6-Alkylgruppe, einer C1-C4-Alkylthioethergruppe, einer Mercaptogruppe, einer Nitrogruppe, einer Aminogruppe, einer C1-C4-Alkylaminogruppe, einer (C2-C4)-Hydroxyalkylaminogruppe, einer Di(C1-C4)alkylaminogruppe, einer Di(C1-C4-hydroxyalkyl)aminogruppe, einer (C2-C4-Dihydroxyalkyl)- aminogruppe, einer (C1-C4-Hydroxyalkyl)-(C1-C4)alkylaminogruppe, einer Trifluormethangruppe, einer -C(O)H-Gruppe, einer -C(O)CH3-Gruppe, einer -C(O)CF3-Gruppe, einer -Si(CH3)3-Gruppe sind, oder zwei nebeneinanderliegende Reste R9 bis R13 gemeinsam eine -O-CH2-O- Brücke bilden;
X gleich einem Rest der Formel ist;
R14 gleich einer C1-C6-Alkylgruppe, einer C2-C4-Acetylaminoalkylgruppe, einer C1-C4-Carboxyalkylgruppe, einer Furylgruppe, einer substituierten Pyridylgruppe, einer Thienylgruppe oder einem Rest der Formel (II) ist;
R15 gleich Wasserstoff, einer Hydroxygruppe, einer Carboxygruppe, einer Aminocarbonylgruppe oder einer Hydroxymethylgruppe ist, und
R16 gleich Wasserstoff oder einer C1-C6-Alkylgruppe ist.1. 2,5-diamino-phenylhydrazone dedvates of the general formula (I) or their physiologically compatible, water-soluble salts,
wherein
R1, R2, R3 and R4 independently of one another represent hydrogen, a C 1 -C 6 alkyl group, a C 2 -C 4 hydroxyalkyl group or a C 3 -C 4 dihydroxyalkyl group, or R1 and R2 respectively
R3 and R4 form a four-membered to eight-membered aliphatic ring, at least 2 of the residues R1 to R4 being hydrogen;
R5 is hydrogen, a halogen atom (F, Cl, Br, J), a C 1 -C 4 alkyl group, a C 1 -C 4 hydroxyalkyl group or a C 1 -C 4 alkoxy group;
R6 and R7 independently of one another are hydrogen, 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, an acetylamino (C 2 -C 4 ) alkyl group of a methoxy (C 2 -C 4 ) alkyl group, an EthoXY (C 2 -C 4 ) alkyl group, a C 1 -C 4 cyanoalkyl group, a C 1 -C 4 carboxyalkyl group, an aminocarbonvi (C 2 -C 4 ) alkyl group, a carbamoyl group, a thiocarbamoyl group, a substituted pyridyl group, a radical of the formula (II) or (III);
or R6 and R7 together with the nitrogen atom form a ring of the formula
form;
R8 is hydrogen or a C 1 -C 6 alkyl group;
R9, R10, R11, R12 and R13 may be the same or different and independently of one another are hydrogen, a halogen atom (F, Cl, Br, J), a cyano group, a hydroxyl group, a C 1 -C 4 alkoxy group, a C 1 -C 4 hydroxyalkoxy 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, a C 1 -C 4 alkylamino group, a (C 2 -C 4 ) -Hydroxyalkylamino group, a di (C 1 -C 4 ) alkylamino group, a di (C 1 -C 4 -hydroxyalkyl) amino group, a (C 2 -C 4 -dihydroxyalkyl) - amino group, a (C 1 -C 4 -hydroxyalkyl ) - (C 1 -C 4 ) 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, or two adjacent radicals R9 to R13 together form a -O-CH2-O- bridge;
X is a radical of the formula is;
R14 is a C 1 -C 6 alkyl group, a C 2 -C 4 acetylaminoalkyl group, a C 1 -C 4 carboxyalkyl group, a furyl group, a substituted pyridyl group, a thienyl group or a radical of the formula (II);
R15 is hydrogen, a hydroxy group, a carboxy group, an aminocarbonyl group or a hydroxymethyl group, and
R16 is hydrogen or a C 1 -C 6 alkyl group. 2. 2,5-Diamino-phenylhydrazon-Derivat nach Anspruch 1, dadurch gekennzeichnet, dass es ausgewählt ist aus der Gruppe bestehend aus 1,4-Diamino-2-(piperidin-1-yl-iminomethyl)-benzol, 1,4-Diamino-2-(phenyl­ hydrazonomethyl)-benzol, 1,4-Diamino-2-(m-tolyl-hydrazonomethyl)- benzol, 1,4-Diamino-2-[(2,5-difluoro-phenyl)-hydrazonomethyl]-benzol, 1,4-Diamino-2-[(3-trifluoromethyl-phenyl)-hydrazonomethyl]-benzol, 1,4-Diamino-2-[(3-methyl-3H-benzothiazol-2-ylidene)-hydrazonomethyl]- benzol, 1,4-Diamino-2-(morpholin-4-yl-iminomethyl)-benzol, 1,4-Diamino- 2-{[2-(1-methoxy-1-methylethyl)-pyrrolidin-1-ylimino]-methyl}-benzol, Essigsäure-(2,5-diamino-benzyliden)-hydrazid, Octansäure-(2,5-diamino­ benzyliden)-hydrazid, Essigsäure-(3,4-dimethoxy-phenyl)-(2,5-diamino­ benzyliden)-hydrazid, 1-(2,5-Diamino-benzyliden-amino)-2-thio-3-ethyl­ harnstoff, 1-(2,5-Diamino-benzyliden-amino)-2-thio-3-phenyl-harnstoff, 1-(2,5-diamino-benzyliden-amino)-1 -methyl-2-thio-hamstoff, Benzoesäure-(2,5-diamino-benzyliden)-hydrazid, 2-Chlor-benzoesäure- (2,5-diamino-benzyliden)-hydrazid, 4-Chlor-benzoesäure-(2,5-diamino­ benzyliden)-hydrazid, 4-Hydroxy-benzoesäure-(2,5-diamino-benzyliden)- hydrazid, 4-Methyl-benzoesäure-(2,5-diamino-benzyliden)-hydrazid, 2-Nitrobenzoesäure-(2,5-diamino-benzyliden)-hydrazid, 4-Nitro­ benzoesäure-(2,5-Diamino-benzyliden)-hydrazid, Nicotinsäure-(2,5- diamino-benzyliden)-hydrazid, Isonicotinsäure-(2,5-diamino-benzyliden)- hydrazid, Furan-2-carbonsäure-(2,5-diamino-benzyliden)-hydrazid, Thiophen-2-carbonsäure-(2,5-diamino-benzyliden)-hydrazid, Benzosulfonsäure-(2,5-diamino-benzyliden)-hydrazid, N'-(2,5-Diamino­ benzyliden)-hydrazin-carbonsäureethylester, 1-(2,5-Diamino-benzyliden­ amino)-3-phenyl-harnstoff, (2,5-Diamino-benzyliden-hydrazinocarbonyl)- essigsäureethylester, 1,4-Diamino-2-(methyl-phenylhydrazonomethyl)- benzol, 1,4-Diamino-2-[(4-methyl-piperazin-1-yl-imino)-methyl]-benzol, 1,4-Diamino-2-[(2-methoxymethyl-pyrrolidin-1-yl-imino)-methyl]-benzol, 2-Hydroxybenzoesäure-(2,5-diamino-benzyliden)-hydrazid und 4-Amino­ benzoesäure-(2,5-diamino-benzyliden)-hydrazid sowie deren physiologisch verträglichen Salze.2. 2,5-diamino-phenylhydrazone derivative according to claim 1, characterized characterized that it is selected from the group consisting of 1,4-diamino-2- (piperidin-1-yl-iminomethyl) benzene, 1,4-diamino-2- (phenyl hydrazonomethyl) benzene, 1,4-diamino-2- (m-tolyl-hydrazonomethyl) - benzene, 1,4-diamino-2 - [(2,5-difluorophenyl) hydrazonomethyl] benzene, 1,4-diamino-2 - [(3-trifluoromethylphenyl) hydrazonomethyl] benzene, 1,4-diamino-2 - [(3-methyl-3H-benzothiazol-2-ylidenes) hydrazonomethyl] - benzene, 1,4-diamino-2- (morpholin-4-yl-iminomethyl) benzene, 1,4-diamino 2 - {[2- (1-methoxy-1-methylethyl) pyrrolidin-1-ylimino] methyl} benzene, Acetic acid- (2,5-diamino-benzylidene) hydrazide, octanoic acid- (2,5-diamino benzylidene) hydrazide, acetic acid- (3,4-dimethoxyphenyl) - (2,5-diamino benzylidene) hydrazide, 1- (2,5-diamino-benzylidene-amino) -2-thio-3-ethyl urea, 1- (2,5-diamino-benzylidene-amino) -2-thio-3-phenyl-urea,  1- (2,5-diamino-benzylidene-amino) -1-methyl-2-thio-urea, Benzoic acid- (2,5-diamino-benzylidene) hydrazide, 2-chloro-benzoic acid- (2,5-diamino-benzylidene) hydrazide, 4-chloro-benzoic acid- (2,5-diamino benzylidene) hydrazide, 4-hydroxy-benzoic acid (2,5-diamino-benzylidene) - hydrazide, 4-methyl-benzoic acid (2,5-diamino-benzylidene) hydrazide, 2-nitrobenzoic acid- (2,5-diamino-benzylidene) hydrazide, 4-nitro benzoic acid- (2,5-diamino-benzylidene) hydrazide, nicotinic acid- (2,5- diamino-benzylidene) hydrazide, isonicotinic acid (2,5-diamino-benzylidene) - hydrazide, furan-2-carboxylic acid (2,5-diamino-benzylidene) hydrazide, Thiophene-2-carboxylic acid (2,5-diamino-benzylidene) hydrazide, Benzosulfonic acid (2,5-diamino-benzylidene) hydrazide, N '- (2,5-diamino ethyl benzylidene) hydrazine carboxylate, 1- (2,5-diamino-benzylidene amino) -3-phenylurea, (2,5-diamino-benzylidene-hydrazinocarbonyl) - ethyl acetate, 1,4-diamino-2- (methylphenylhydrazonomethyl) - benzene, 1,4-diamino-2 - [(4-methyl-piperazin-1-yl-imino) methyl] benzene, 1,4-diamino-2 - [(2-methoxymethyl-pyrrolidin-1-yl-imino) methyl] benzene, 2-hydroxybenzoic acid (2,5-diamino-benzylidene) hydrazide and 4-amino benzoic acid (2,5-diamino-benzylidene) hydrazide and their physiologically acceptable salts. 3. 2,5-Diamino-phenylhydrazon-Derivat nach Anspruch 1, dadurch gekennzeichnet, dass in der Formel (I) (i) R1, R2, R3, R4, R5 und R8 gleich Wasserstoff sind; und/oder (ii) R6 gleich Wasserstoff und R7 gleich -X-R14 sind mit X gleich -C(O)- und R14 gleich einem Pyridylrest, einem Furylrest oder einem substituierten Phenylrest; und/oder (III) R6 und R7 gemeinsam mit dem Stickstoffatom einen Piperidin-Ring oder Morpholin- Ring bilden. 3. 2,5-diamino-phenylhydrazone derivative according to claim 1, characterized characterized in that in formula (I) (i) R1, R2, R3, R4, R5 and R8 are hydrogen; and / or (ii) R6 is hydrogen and R7 is the same -X-R14 where X is -C (O) - and R14 is a pyridyl radical, one Furyl radical or a substituted phenyl radical; and / or (III) R6 and R7 together with the nitrogen atom a piperidine ring or morpholine Form a ring.   4. 2,5-Diamino-phenylhydrazon-Derivat nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, dass es ausgewählt ist aus 1,4-Diamino- 2-(piperidin-1-yl-iminomethyl)-benzol, 4-Hydroxy-benzoesäure-(2,5- Diamino-benzyliden)-hydrazid, 1,4-Diamino-2-(morpholin-4-yl­ iminomethyl)-benzol, Furan-2-carbonsäure-(2,5-diamino-benzyliden)- hydrazid und Nicotinsäure-(2,5-Diamino-benzyliden)-hydrazid sowie deren physiologisch verträglichen Salze.4. 2,5-diamino-phenylhydrazone derivative according to one of claims 1 to 3, characterized in that it is selected from 1,4-diamino 2- (piperidin-1-yl-iminomethyl) benzene, 4-hydroxy-benzoic acid- (2,5- Diamino-benzylidene) hydrazide, 1,4-diamino-2- (morpholin-4-yl iminomethyl) benzene, furan-2-carboxylic acid (2,5-diamino-benzylidene) - hydrazide and nicotinic acid (2,5-diamino-benzylidene) hydrazide and their physiologically acceptable salts. 5. Mittel zum oxidativen Färben von Keratinfasern, auf der Basis einer Entwicklersubstanz-Kupplersubstanz-Kombination, dadurch gekenn­ zeichnet, dass es als Entwicklersubstanz mindestens ein 2,5-Diamino­ phenylhydrazon-Derivat der Formel (I) nach einem der Ansprüche 1 bis 4 enthält.5. Agent for the oxidative dyeing of keratin fibers, based on a Developer substance-coupler substance combination, characterized thereby records that there is at least one 2,5-diamino as developer phenylhydrazone derivative of the formula (I) according to one of Claims 1 to 4 contains. 6. Mittel nach Anspruch 5, dadurch gekennzeichnet, dass es das 2,5-Diamino-phenylhydrazon-Derivat der Formel (I) in einer Menge von 0,005 bis 20 Gewichtsprozent enthält.6. Composition according to claim 5, characterized in that it is 2,5-diamino-phenylhydrazone derivative of the formula (I) in an amount of Contains 0.005 to 20 percent by weight. 7. Mittel nach Anspruch 5 oder 6, dadurch gekennzeichnet, dass die Kupplersubstanz ausgewählt ist aus 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-dimethoxypyridin, 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-methoxy-ethoxy)-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-methyl­ phenol, 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)-aminol-phenol, 5-Amino-2-ethyl-phenol, 5-Amino-2-methoxy-phenol, 2-(4-Amino-2- hydroxyphenoxy)-ethanol, 5-[(3-Hydroxypropyl)amino]-2-methyl-phenol, 3-[(2,3-Dihydroxypropyl)amino]-2-methyl-phenol, 3-[(2-Hydroxyethyl)- amino]-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-l­ naphthol, 1,5-Dihydroxy-naphthalin, 1,7-Dihydroxy-naphthalin, 2,3-Dihydroxy-naphthalin, 2,7-Dihydroxy-naphthalin, 2-Methyl-1-naphthol­ acetat, 1,3-Dihydroxy-benzol, 1-Chlor-2,4-dihydroxy-benzol, 2-Chlor-1,3- dihydroxy-benzol, 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-Diaminobenzoesäure, 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.7. Composition according to claim 5 or 6, characterized in that the Coupler substance is selected from 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-dimethoxy pyridine, 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-methoxy-ethoxy) 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-methyl phenol, 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) aminol 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) - amino] -2-methylphenol, 2-amino-3-hydroxy-pyridine, 2,6-dihydroxy-3,4- dimethylpyridine, 5-amino-4-chloro-2-methylphenol, 1-naphthol, 2-methyl-l naphthol, 1,5-dihydroxy-naphthalene, 1,7-dihydroxy-naphthalene, 2,3-dihydroxy-naphthalene, 2,7-dihydroxy-naphthalene, 2-methyl-1-naphthol acetate, 1,3-dihydroxy-benzene, 1-chloro-2,4-dihydroxy-benzene, 2-chloro-1,3- dihydroxy-benzene, 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- benzodioxol, 6-bromo-1-hydroxy-3,4-methylenedioxy-benzene, 3,4-diaminobenzoic 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. 8. Mittel nach einem der Ansprüche 5 bis 7, dadurch gekennzeichnet, dass die Entwicklersubstanzen und Kupplersubstanzen, bezogen auf die Gesamtmenge des Oxidationsfärbemittel, jeweils in einer Gesamtmenge von 0,005 bis 20 Gewichtsprozent enthalten sind.8. Agent according to one of claims 5 to 7, characterized in that that the developer substances and coupler substances, based on the Total amount of the oxidation colorant, each in a total amount from 0.005 to 20 percent by weight are included. 9. Mittel nach einem der Ansprüche 5 bis 8, dadurch gekennzeichnet, daß es zusätzlich mindestens einen direktziehenden Farbstoff enthält.9. Composition according to one of claims 5 to 8, characterized in that it additionally contains at least one substantive dye. 10. Mittel nach einem der Ansprüche 5 bis 9, dadurch gekennzeichnet, dass es ein Haarfärbemittel ist.10. Agent according to one of claims 5 to 9, characterized in that it is a hair dye.
DE20108608U 2001-05-23 2001-05-23 2,5-diamino-benzaldehyde derivatives and colorants containing these compounds Expired - Lifetime DE20108608U1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE20108608U DE20108608U1 (en) 2001-05-23 2001-05-23 2,5-diamino-benzaldehyde derivatives and colorants containing these compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE20108608U DE20108608U1 (en) 2001-05-23 2001-05-23 2,5-diamino-benzaldehyde derivatives and colorants containing these compounds

Publications (1)

Publication Number Publication Date
DE20108608U1 true DE20108608U1 (en) 2001-08-09

Family

ID=7957213

Family Applications (1)

Application Number Title Priority Date Filing Date
DE20108608U Expired - Lifetime DE20108608U1 (en) 2001-05-23 2001-05-23 2,5-diamino-benzaldehyde derivatives and colorants containing these compounds

Country Status (1)

Country Link
DE (1) DE20108608U1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007519691A (en) * 2004-01-30 2007-07-19 クリニジェネティクス Hydrazide-type compounds and use of the compounds in pharmaceutical compositions for the treatment of cardiovascular diseases
JP2008504241A (en) * 2004-06-26 2008-02-14 メルク　パテント　ゲゼルシャフト　ミット　ベシュレンクテル　ハフトング Ortho-substituted N'-benzylidene- (3-hydroxyphenyl) acetohydrazides
CN106187825A (en) * 2016-07-14 2016-12-07 华南理工大学 A kind of N, N diamides base replaces hydazone derivative and synthetic method

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007519691A (en) * 2004-01-30 2007-07-19 クリニジェネティクス Hydrazide-type compounds and use of the compounds in pharmaceutical compositions for the treatment of cardiovascular diseases
JP2008504241A (en) * 2004-06-26 2008-02-14 メルク　パテント　ゲゼルシャフト　ミット　ベシュレンクテル　ハフトング Ortho-substituted N'-benzylidene- (3-hydroxyphenyl) acetohydrazides
CN106187825A (en) * 2016-07-14 2016-12-07 华南理工大学 A kind of N, N diamides base replaces hydazone derivative and synthetic method

Similar Documents

Publication Publication Date Title
EP0963982B1 (en) New diaminobenzene derivatives and these componends containing colouring agents
JP2001199941A5 (en)
DE20110355U1 (en) (Dihydroxyphenyl) acrylamide derivatives and colorants containing these compounds
DE20108608U1 (en) 2,5-diamino-benzaldehyde derivatives and colorants containing these compounds
DE20013156U1 (en) Colorants for keratin fibers
EP1183227B1 (en) P-diaminobenzene derivatives and dyes containing said compounds
JP2004518762A (en) 1,3-diamino-4- (aminomethyl) -benzene derivatives and dyes containing these compounds
US20050011016A1 (en) Means for colouring keratin fibres comprising 2-amino-5-ethylphenol
DE20118089U1 (en) Oxidation hair
JP2004518762A5 (en)
DE20110356U1 (en) m-Dihydroxybenzene derivatives as well as colorants for keratin fibers containing these compounds
EP1351921B1 (en) Novel 1,4-diamino-2-alkenyl-benzene derivatives and colorants containing said compounds
DE20111037U1 (en) (m-Diaminophenyl) acrylamide derivatives and colorants containing these compounds
EP1222166B1 (en) Novel p-aminophenols and colorants containing said compounds
DE20013155U1 (en) Dyes for keratin fibers containing 2,5-diamino-1- (1'-hydroxyalkyl) benzene derivatives
DE20211496U1 (en) Means for dyeing keratin fibers
CA2435297C (en) Novel 1,4-diamino-2-(thiazol-2-yl)benzene derivatives and dyes containing said compounds
US6849097B2 (en) N-heteroarylmethyl-p-phnylendiamine derivatives and compounds containing oxidationcoloring agents
US7122061B2 (en) Agents for dyeing keratin fibers, containing 4-aminobiphenyl-3-ol-derivatives
DE20110357U1 (en) p-aminophenol derivatives and colorants containing these compounds
DE20108704U1 (en) 1,3-dihydroxybenzene derivatives and dyes for these containing keratin fibers
DE20111038U1 (en) p-aminophenol derivatives and colorants containing these compounds
DE20203720U1 (en) Diaminobenzene derivatives and colorants containing these compounds
DE20111036U1 (en) 1,3-diamino-5- (aminomethyl) benzene derivatives and colorants containing these compounds
DE20206612U1 (en) Agent for the oxidative dyeing of keratin fibers

Legal Events

Date Code Title Description
R207 Utility model specification

Effective date: 20010913

R150 Term of protection extended to 6 years

Effective date: 20040617

R151 Term of protection extended to 8 years

Effective date: 20070525

R152 Term of protection extended to 10 years

Effective date: 20090702

R071 Expiry of right
R081 Change of applicant/patentee

Owner name: WELLA GMBH, DE

Free format text: FORMER OWNER: WELLA AG, 64295 DARMSTADT, DE

Effective date: 20110720