CAS Chem.name Chem.SMILES #Observed Mutagenicity without S9 #Observed Mutagenicity with S9 Bioassay - Reference(s) - 62-44-2 Phenacetin CCOc1ccc(NC(C)=O)cc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "S. De Flora, P. Russo, M. Pala, G. Fassina, A. Zunino, C. Bennicelli, P. Zanacchi, A. Camoirano, S. Parodi, Assay of phenacetin genotoxicity using in vitro and in vivo test systems, J. Toxicol. Environ. Health. 16 (3-4) (1985) 355-377. J.W. Oldham, R.F. Preston, J.D. Paulson, Mutagenicity testing of selected analgesics in Ames Salmonella strains, J. Appl. Toxicol. 6 (4) (1986) 237-243." 95-70-5 "2-Methyl-Benzene-1,4-Diamine" Cc1cc(N)ccc1N 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" 320-67-2 5-Azacytidine N=C1NC(=O)N(C2C(O)C(O)C(CO)O2)C=N1 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" 105-11-3 P-Benzoquinone Dioxime ON=C1C=CC(=NO)C=C1 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" 94-52-0 6-Nitrobenzimidazole [O-][N+](=O)c1ccc2[nH]cnc2c1 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" 129117-54-0 "1,4-Dimethyl-6-Methoxy-3-Aminocarbazole" Cc1cc(N)c(C)c2c1Nc1ccc(OC)cc-21 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 7/2/6358 2-Amino-4-Chloro-5-Nitrophenol Nc1cc(Cl)c(cc1O)[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" 61702-44-1 2-Chloro-p-phenylenediamine sulfate Nc1ccc(N)cc1Cl_OS(O)(=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" 581-64-6 Thionine NC1=CC2C(C=C1)=Nc1ccc(N)cc1S{+}=2.Cl{-} 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" 6112-76-1 Mercaptopurine O_S=C1C2=C(N=CN1)N=CN2 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" 39156-41-7 "2,4-Diaminoanisole sulfate" COc1ccc(N)cc1N_OS(O)(=O)=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 86-54-4 Hydralazine N/N=C1C{P+}2C=CC=CC2=CN=N/1 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" 220042-15-9 "2-(4-Nitrophenylamino)-5-(3-benzoylamino-2,4,5-thiadiazolyl)-1,4-benzoquinone" OC1=CC(=Nc2ccc(cc2)[N+]([O-])=O)C(=O)C=C1c1nnc(NC(=O)c2ccccc2)s1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "HASSAN,MA. et al ARCH. PHARM. 331(12):385-388, 1998" 55-55-0 N-methyl-p-aminophenol sulfate CNc1ccc(O)cc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 74-31-7 "N,N'-Diphenyl-P-Phenylenediamine" c1ccccc1Nc1ccc(Nc2ccccc2)cc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 102-50-1 m-Cresidine Cc1cc(OC)ccc1N in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 137-09-7 "2,4-Diaminophenol" Nc1ccc(O)c(N)c1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 156-10-5 p-Nitrosodiphenylamine O=Nc1ccc(Nc2ccccc2)cc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 609-20-1 "2,6-Dichloro-benzene-1,4-diamine" Nc1cc(Cl)c(N)c(Cl)c1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 4/8/2735 "Aniline, 2,4-Dimethoxy-" COc1ccc(N)c(OC)c1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 6219-89-2 4-Amino-4'-Hydroxy-3-Methyldiphenylamine Cc1cc(Nc2ccc(O)cc2)ccc1N in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 93-46-9 "Diafen NN; 1,4-Bis(2-naphthylamino)benzene" c1cccc2ccc(Nc3ccc(Nc4ccc5ccccc5c4)cc3)cc12 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) P&G 86-42-0 Amodiaquine; 4-[(7-Chloroquinolin-4-yl)amino]-2-[(diethylamino)methyl]phenol CCN(CC)Cc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "Chatterjee, T., A. Muhkopadhyay, K. A. Khan, A. K. Giri, Comparative Mutagenic and Genotoxic Effects of Three Antimalarial Drugs, Chloroquine, Primaquine and Amodiaquine, Mutagen. 13(6) (1998), 619 - 624" 50-44-2 6-mercaptopurine;mercaptopurine S=C1C2=C(NC=N1)N=CN2 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "MARHAN,J; MUTAGENICITY OF CYTOSTATIC DRUGS IN A BACTERIAL SYSTEM. I. AMES TEST; FOLIA MICROBIOL. 40(5):457-461, 1995" 61-73-4 Methylene Blue CN(C)C1=CC2C(C=C1)=Nc1ccc(N(C)C)cc1S{+}=2.Cl{-} in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "SHORT-TERM TEST PROGRAM SPONSORED BY THE DIVISION OF CANCER BIOLOGY, NATIONAL CANCER INSTITUTE, MS. ELLEN ZAIKA, ASSISTANT PROJECT OFFICER , p. Y88" 2429-74-5 C.I. Direct Blue 15 COc1cc(-c2ccc(NN=C3C(S(=O)(=O)O{-}.[Na]{+})=Cc4cc(S(=O)(=O)O{-}.[Na]{+})cc(N)c4C3=O)c(OC)c2)ccc1NN=C1C(S(=O)(=O)O{-}.[Na]{+})=Cc2cc(S(=O)(=O)O{-}.[Na]{+})cc(N)c2C1=O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "NCI/NTP CARCINOGENESIS TECHNICAL REPORT SERIES; NATIONAL CANCER INSTITUTE/NATIONAL TOXICOLOGY PROGRAM; U.S. DEPARTMENT OF HEALTH AND HUMAN SERVICES, TR-397 Y92" 16071-86-6 c.i. direct brown 95 O=C1C=CC(=NNc2cc3ccc2O{-}.[Cu]{2+}.O{-}S3(=O)=O)C(=O)C1=NNc1ccc(-c2ccc(N=Nc3ccc(O{-}.[Na]{+})c(C(=O)O{-}.[Na]{+})c3)cc2)cc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "Zhou,Y, You,X and Ye,X; MUTAGENICITY OF BENZIDINES AND THEIR CONGENER DERIVATIVE DYES; HUANJING KEXUE 8(2):31-34, 1987" 569-61-9 C.I. Basic Red 9 Nc1ccc(C(=C2C=CC(=N)C=C2)c2ccc(N)cc2)cc1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 101-72-4 N-Isopropyl-N'-phenyl-para-phenylenediamine CC(C)Nc1ccc(Nc2ccccc2)cc1 in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 103-90-2 Acetaminophen CC(=O)Nc1ccc(O)cc1 in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 122-39-4 "N,N-Diphenylamine" c1ccccc1Nc1ccccc1 in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 793-24-8 "N-(1,3-Dimethylbutyl)-N'-Phenyl-P-Phenylenediamine" CC(C)CC(C)Nc1ccc(Nc2ccccc2)cc1 in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory