	US 7,413,578 B2
	Colorants comprising cationic azacyanine dyes
Manuela Javet, Marly (Switzerland); Catherine Müller, Marly (Switzerland); Anita Roulin, Villarlod (Switzerland); and Cécile Pasquíer, Marly (Switzerland)
Assigned to The Procter & Gamble Company, Cincinnati, Ohio (US)
Filed on Jan. 25, 2006, as Appl. No. 11/339,350.
Prior Publication US 2007/0000071 A1, Jan. 04, 2007
Int. Cl. A61Q 5/10 (2006.01); C07D 293/00 (2006.01)

U.S. Cl. 8—405 [8/406; 8/429; 8/688; 8/689; 8/690; 8/691; 548/100]

4 Claims

1. An agent for the nonoxidative coloring of keratin fibers, comprising at least one cationic azacyanine dye of the general formula (I);

where X1 is N—R1, O or S and X2 is N—R2, O or S;

A and B are the group required to form an aromatic carbocyclic or heterocyclic (nitrogen, oxygen or sulfur, where up to three heteroatoms may be present), 5- or 6-membered ring to which further carbocyclic or heterocyclic 5- or 6-membered rings may be fused;

R1 and R2 independently of one another, may be identical or different and are a substituted or unsubstituted, saturated or unsaturated (C1-C10)-alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted benzyl group, or act as a member of a fused carbocyclic or heterocyclic 5- or 6-membered ring; and

An⁻ is an anion;

wherein the azacyanine dye of said formula (I) is chosen from,

6-methoxy-2-[(6-methoxy-3-methyl-1,3-benzothiazol-2(3H)-ylidene)amino]-3-methyl-1,3-benzothiazol-3-ium 4-methylbenzenezenesulfonate,

8 H-diisoquinolino[1,2-a:2′,1′-][1,3,5]triazin-5-ium iodide,

2-[(1-ethyl-4(1H)-quinolinylidene)amino]-6-methoxy-3-methyl-1,3-benzothiazol-3-ium tetrafluoroborate, 2-{[-1-ethylquinolinylidene]amino}-6-methoxy-3-methyl-1,3-benzothiazol-3-ium iodide,

2-{[-1-ethylquinolinylidene]amino}-6-methoxy-3-methyl-1,3-benzothiazol-3-ium bromide, 1-ethyl-4-{[1-ethylquinolinylidene]amino}quinolinium cloride,

1-ethyl-4-[(1-ethyl-4(1H)-quinolinylidend)amino]quinolinium chloride,

1-ethyl-4-{[1-ethylquinolinylidene]amino}quinolinium chloride,

1-ethyl-4-[2H-quinolizin-2-ylidenamino]quinolinium chloride,

6-methoxy-3-methyl-2-[2H-quinolizin-2-ylidenamino]-1,3-benzothiazol-3-ium acetate, 4-(4H-thiochromen-4-ylidenamino)thiochromenium chloride,

4-{[ethylquinolinylidene]amino}chromenium chloride, 1-[1H-isochromen-1-ylidenamino]ischromenium iodide, 2-[(1-ethyl-4-(1H)-quinolinylidene)amino]-3-methyl-1,3-thiazol-3-ium ethylsulfate,

2-[(1-ethyl-4(1H)-quinolinylidene)amino]-3-methyl-1,3-thiazol-3-ium tetrafluoroborate, 2-[(1-ethyl-4-(1H)quinolinylidene)amino]-3,5-dimethyl-1,3-thiazol-3-ium ethylsulfate, 2-[(1-ethyl-4-(1H)-quinolinylidene)amino]-3,4-dimethyl-1,3-thiazol-3-ium ethylsulfate, and 2-[(1-ethyl-4-(1H)-quinolinylidene)amino]-3,4,5-trimethyl-1,3-thiazol-3-ium ethylsulfate.