CAS Chem.name Chem.SMILES #Observed Mutagenicity without S9 #Observed Mutagenicity with S9 Bioassay - Reference(s) - 3468-63-1 Pigment Orange 5 Oc1ccc2ccccc2c1N=Nc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Kazius J, McGuire R., Bursi R. Journal of Medicinal Chemistry 48 (1), pp. 312-32, 25 6471-49-4 Pigment Red 23 COc1ccc(cc1N=Nc1c(O)c(cc2ccccc12)C(=O)Nc1cccc(c1)[N+]([O-])=O)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Kazius J, McGuire R., Bursi R. Journal of Medicinal Chemistry 48 (1), pp. 312-32, 25 3025-77-2 1-((4-Nitrophenyl)Azo)-2-Naphthenamine Nc1ccc2ccccc2c1N=Nc1ccc(cc1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Kazius J, McGuire R., Bursi R. Journal of Medicinal Chemistry 48 (1), pp. 312-32, 25 55936-77-1 Benzenamine,_N-(acetyloxy)-N-methyl-4-(phenylazo)-_(9CI) CN(OC(C)=O)c1ccc(cc1)N=Nc1ccccc1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S.Environmental Protection Agency Gene-Tox Program. Mutation Research, 168, (1986) pp. 69-240 6448-95-9 c.i. pigment red 22; 2-Naphthalenecarboxamide, 3-hydroxy-4- (2-methyl-5-nitrophenyl)azo -N-phenyl- Cc1ccc(cc1N=Nc1c(O)c(cc2ccccc12)C(=O)Nc1ccccc1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) NIHS Japan 6530-27-4 N-Hydroxy-4-aminoazobenzene ONc1ccc(cc1)N=Nc1ccccc1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Kazius J, McGuire R., Bursi R. Journal of Medicinal Chemistry 48 (1), pp. 312-32, 25 60-09-3 Solvent Yellow 1 Nc1ccc(cc1)N=Nc1ccccc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 103-33-3 Azobenzene c1ccc(cc1)N=Nc1ccccc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 122-66-7 Hydrazobenzene N(Nc1ccccc1)c1ccccc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 495-48-7 Azoxybenzene [O-][N+](=Nc1ccccc1)c1ccccc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 2425-85-6 C. I. Pigment Red 3 Cc1ccc(N=Nc2c(O)ccc3ccccc23)c(c1)[N+]([O-])=O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 60-11-7 4-(dimethylamino)azobenzene CN(C)c1ccc(cc1)N=Nc1ccccc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) ZEIGER,E, ANDERSON,B, HAWORTH,S, LAWLOR,T, MORTELMANS,K AND SPECK,W; SALMONELLA MUTAGENICITY TESTS: III. RESULTS FROM THE TESTING OF 255 CHEMICALS; ENVIRON. MOL. MUTAGEN. 9(SUPPL.9):1-110, 1987 13301-61-6 c.i. disperse orange 37; propanenitrile, 3-[[4-[(2,6-dichloro-4-nitrophenyl)azo]phenyl]ethylamino]-; CCN(CCC#N)c1ccc(cc1)N=Nc1c(Cl)cc(cc1Cl)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) de Aragao Umbuzeiro, G., Freeman, H.S., Warren, S.H., de Oliveira, D.P., Terao, Y., Watanabe, T., Claxton, L.D., The contribution of azo dyes to the mutagenic activity of the Cristais River. Chemosphere, 2005, 60(1), 55-64. 14097-03-1 c.i. basic red 18; ethanaminium, 2-[[4-[(2-chloro-4-nitrophenyl)azo]phenyl]ethylamino]-n,n,n-trimethyl- CCN(CC[N+](C)(C)C)c1ccc(cc1)N=Nc1ccc(cc1Cl)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Helmes, C.T., Sigman, C.C., Fung, V.A., Thompson, K., Doeltz, M.K., Mackie, M., Klein, T.E., Lent, D., A study of azo and nitro dyes for the selection of candidates for carcinogen bioassay. J. Environ. Sci. Health A Environ. Sci. Eng., 1984, 19(2), 97-231. 51868-46-3 c.i. disperse blue 373; acetamide, n-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(di-2-propenylamino)-4-methoxyphenyl]- COc1cc(N=Nc2c(Br)cc(cc2[N+]([O-])=O)[N+]([O-])=O)c(NC(C)=O)cc1N(CC=C)CC=C in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) de Aragao Umbuzeiro, G., Freeman, H.S., Warren, S.H., de Oliveira, D.P., Terao, Y., Watanabe, T., Claxton, L.D., The contribution of azo dyes to the mutagenic activity of the Cristais River. Chemosphere, 2005, 60(1), 55-64. 56548-64-2 2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(diethylamino)-4-methoxyacetanilde CCN(CC)c1cc(NC(C)=O)c(cc1OC)N=Nc1c(Br)cc(cc1[N+]([O-])=O)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) de Aragao Umbuzeiro, G., Freeman, H., Warren, S.H., Kummrow, F., Claxton, L.D., Mutagenicity evaluation of the commercial product CI Disperse Blue 291 using different protocols of the Salmonella assay. Food Chem. Toxicol., 2005, 43(1), 49-56. 2872-52-8 disperse red 1; ethanol, 2-[ethyl[4-[(4-nitrophenyl)azo]phenyl]amino]- CCN(CCO)c1ccc(cc1)N=Nc1ccc(cc1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Ferraz, E.R., Umbuzeiro, G.A., de-Almeida, G., Caloto-Oliveira, A., Chequer, F.M., Zanoni, M.V., Dorta, D.J., Oliveira, D.P., Differential toxicity of Disperse Red 1 and Disperse Red 13 in the Ames test, HepG2 cytotoxicity assay, and Daphnia acute toxicity test. Environ. Toxicol., 2011, 26(5), 489-497. 3179-89-3 c.i. disperse red 17; ethanol, 2,2`-[[3-methyl-4-[(4-nitrophenyl)azo]phenyl]imino]bis- Cc1cc(ccc1N=Nc1ccc(cc1)[N+]([O-])=O)N(CCO)CCO in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) SCCS (Scientific Committee on Consumer Safety), Opinion on Disperse Red 17, 12 December 2013. 23355-64-8 c.i. disperse brown 1 OCCN(CCO)c1ccc(N=Nc2c(Cl)cc(cc2Cl)[N+]([O-])=O)c(Cl)c1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Seifried, H.E., Seifried, R.M., Clarke, J.J., Junghans, T.B., San, R.H., A compilation of two decades of mutagenicity test results with the Ames Salmonella typhimurium and L5178Y mouse lymphoma cell mutation assays. Chem. Res. Toxicol., 2006, 19(5), 627-644.