CAS Chem.name Chem.SMILES #Observed Mutagenicity without S9 #Observed Mutagenicity with S9 Bioassay - Reference(s) - 2581-34-2 4-Nitro-3-cresol Cc1cc(O)ccc1[N+]([O-])=O in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) NIHS Japan 121-66-4 2-amino-5-nitrothiazole [O-][N+](=O)C1SC(=N)NC=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, 25 139-94-6 Nithiazide CCNC(=O)Nc1ncc(s1)[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 24554-26-5 N-[4-(5-Nitro-2-Furyl)-2-Thiazolyl]Formamide [O-][N+](=O)c1ccc(o1)-c1csc(NC=O)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 3688-53-7 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide NC(=O)C(=Cc1ccc(o1)[N+]([O-])=O)c1ccco1 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, 25 443-48-1 Metronidazole Cc1ncc(n1CCO)[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, 25 446-86-6 Azathioprine Cn1cnc(c1Sc1ncnc2[nH]cnc12)[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 7166-19-0 Beta-Bromo-Beta-Nitrostyrene [O-][N+](=O)C(Br)=Cc1ccccc1 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, 25 584-48-5 1-bromo-2,4-dinitrobenzene [O-][N+](=O)c1ccc(Br)c(c1)[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 59-87-0 Nitrofurazone NC(=O)NN=Cc1ccc(o1)[N+]([O-])=O 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, (1996) pp. 69-240 102-96-5 beta-Nitrostyrene [O-][N+](=O)C=Cc1ccccc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 38514-71-5 Anft; 2-amino-4-(5-nitro-2-furyl)thiazole Nc1nc(cs1)-c1ccc(o1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) RINKUS,SJ AND LEGATOR,MS; CHEMICAL CHARACTERIZATION OF 465 KNOWN OR SUSPECTED CARCINOGENS AND THEIR CORRELATION WITH MUTAGENIC ACTIVITY IN THE SALMONELLA TYPHIMURIUM SYSTEM; CANCER RES. 39:3289-3318, 1979][SUGIMURA,T, SATO,S, NAGAO,M, YAHAGI,T, MATSUSHIMA,T, SEINO,Y, TAKEUCHI,M AND KAWAC HI,T; OVERLAPPING OF CARCINOGENS AND MUTAGENS; IN: MAGEE,PN, TAKAYAMA,S, SUGIMURA,T AND MATSUSHIMA,T (EDS.), FUNDAMENTALS IN CANCER PREVENTION, UNIVERSITY PARK PRESS, BALTIMORE, MARYLAND, 1976, PP. 191-215 22994-85-0 Benznidazole; 1h-imidazole-1-acetamide, 2-nitro-n-(phenylmethy [O-][N+](=O)c1nccn1CC(=O)NCc1ccccc1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) FERREIRA,RCC AND FERREIRA,LCS; MUTAGENICITY OF NIFURTIMOX AND BENZNIDAZOLE IN THE SALMONELLA/MICROSOME ASSAY; BRAZ. J. MED. BIOL. RES. 19(1):19-25, 1986 720-69-4 4,6-diamino-2-(5-nitro-2-furyl)-1,3,5-triazine Nc1nc(N)nc(n1)-c1ccc(o1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) RINKUS,SJ AND LEGATOR,MS; CHEMICAL CHARACTERIZATION OF 465 KNOWN OR SUSPECTED CARCINOGENS AND THEIR CORRELATION WITH MUTAGENIC ACTIVITY IN THE SALMONELLA TYPHIMURIUM SYSTEM; CANCER RES. 39:3289-3318, 1979][SUGIMURA,T, SATO,S, NAGAO,M, YAHAGI,T, MATSUSHIMA,T, SEINO,Y, TAKEUCHI,M AND KAWAC HI,T; OVERLAPPING OF CARCINOGENS AND MUTAGENS; IN: MAGEE,PN, TAKAYAMA,S, SUGIMURA,T AND MATSUSHIMA,T (EDS.), FUNDAMENTALS IN CANCER PREVENTION, UNIVERSITY PARK PRESS, BALTIMORE, MARYLAND, 1976, PP. 191-215 33389-33-2 1,2-dihydro-2-(5-nitro-2-thienyl)quinazoline-4-(3h)-one [O-][N+](=O)c1ccc(s1)C1NC(=O)c2ccccc2N1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) MCCANN,J, CHOI,E, YAMASAKI,E AND AMES,BN; DETECTION OF CARCINOGENS AS MUTAGENS IN THE SALMONELLA/MICROSOME TEST: ASSAY OF 300 CHEMICALS; PROC. NATL. ACAD. SCI. USA 72(12):5135-5139, 1975 55738-54-0 trans-2-[(dimethylamino)methylimino]-5-[2-(5-nitro-2-furyl)vinyl]-1,3,4-oxadiazo CN(C)CN=C1NN=C(O1)C=Cc1ccc(o1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) NCI; THE SALMONELLA TYPHIMURIUM/MAMMALIAN MICROSOMAL ASSAY: A REPORT OF THE U.S. ENVIRONMENTAL PROTECTION AGENCY GENE-TOX PROGRAM; MUTAT RES 168:69-240,1986 26049-69-4 2-(2,2-dimethylhydrazino)-4-(5-nitro-2-furyl)thiazole CN(C)Nc1nc(cs1)-c1ccc(o1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) RINKUS,SJ AND LEGATOR,MS; CHEMICAL CHARACTERIZATION OF 465 KNOWN OR SUSPECTED CARCINOGENS AND THEIR CORRELATION WITH MUTAGENIC ACTIVITY IN THE SALMONELLA TYPHIMURIUM SYSTEM; CANCER RES. 39:3289-3318, 1979][SUGIMURA,T, SATO,S, NAGAO,M, YAHAGI,T, MATSUSHIMA,T, SEINO,Y, TAKEUCHI,M AND KAWAC HI,T; OVERLAPPING OF CARCINOGENS AND MUTAGENS; IN: MAGEE,PN, TAKAYAMA,S, SUGIMURA,T AND MATSUSHIMA,T (EDS.), FUNDAMENTALS IN CANCER PREVENTION, UNIVERSITY PARK PRESS, BALTIMORE, MARYLAND, 1976, PP. 191-215 551-92-8 1,2-dimethyl-5-nitroimidazole Cc1ncc(n1C)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) VANELLE,P, DE MEO,MP, MALDONADO,J, NOUGUIER,R, CROZET,MP, LAGET,M AND DUMENIL,G; GENOTOXICITY IN OXAZOLIDINE DERIVATIVES: INFLUENCE OF THE NITRO GROUP; EUR. J. MED. CHEM. 25(3):241-250, 1990 3570-75-0 Nifurthiazole; formic acid 2-[4-(5-nitro-2-furyl)-2-thiazolyl]hydrazide [O-][N+](=O)c1ccc(o1)-c1csc(NNC=O)n1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S. Environmental Protection Agency; Mutation Research, 168 (1986) 69-240 33389-36-5 Quinazoline, 4-(2-hydroxyethylamino)-2-(5-nitro-2-thienyl)- OCCNc1nc(nc2ccccc12)-c1ccc(s1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) MCCANN,J, CHOI,E, YAMASAKI,E AND AMES,BN; DETECTION OF CARCINOGENS AS MUTAGENS IN THE SALMONELLA/MICROSOME TEST: ASSAY OF 300 CHEMICALS; PROC. NATL. ACAD. SCI. USA 72(12):5135-5139, 1975 5036-03-3 1-(2-hydroxyethyl)-3-[(5-nitrofurfurylidene)amino]-2-imidazolidinone;nifurdazil OCCN1CCN(N=Cc2ccc(o2)[N+]([O-])=O)C1=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S. Environmental Protection Agency; Mutation Research, 168 (1986) 69-240 19622-55-0 cl 64855 Cn1c(ncc1[N+]([O-])=O)-c1nnc(N)s1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) FERREIRA,RCC AND FERREIRA,LCS; MUTAGENICITY OF CL 64855, A POTENT ANTI-TRYPANOSOMA CRUZI DRUG; MUTAT. RES. 171(1):11-15, 1986 75965-74-1 7-methoxy-2-nitronaphtho[2,1-b]furan COc1ccc2c(ccc3oc(cc23)[N+]([O-])=O)c1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Castelain, Pet. al.; Mutagenic Activity of Dichloroethylamino Derivatives of Nitronaphthofuran and Some Nitrobenzofurans in the Salmonella/Microsome Assay; Mutat. Res. 280(1):9-15, 1992 21638-36-8 Nifurimide CC1CN(N=Cc2ccc(o2)[N+]([O-])=O)C(=O)N1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S. Environmental Protection Agency; Mutation Research, 168 (1986) 69-240 13551-87-6 Misonidazole; 1(2-oh-3-meo-pr)-2-nitroimidazole COCC(O)Cn1ccnc1[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Brusick,Dj, Simmon,Vf, ROSENKRANZ,HS, RAY,VA AND STAFFORD,RS; AN EVALUATION OF THE ESCHERICHIA COLI WP2 AND WP2UVRA REVERSE MUTATION ASSAY; MUTAT. RES. 76:169-190, 1980][CHESSIN,H, MCLAUGHLIN,T, MROCZKOWSKI,Z, RUPP,WD AND LOW,KB; RADIOSENSITIZATION, MUTAGENICITY AND TOXICITY OF ESCHERICHIA COLI BY SEVERAL NITROFURANS AND NITROIMIDAZOLES; RADIAT. RES. 75:424-431, 1978 58139-48-3 4-morpholino-2-(5-nitro-2-thienyl)quinazoline [O-][N+](=O)c1ccc(s1)-c1nc2ccccc2c(n1)N1CCOCC1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S. Environmental Protection Agency; Mutation Research, 168 (1986) 69-240 23256-30-6 Nifurtimox CC1CS(=O)(=O)CCN1N=Cc1ccc(o1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) FERREIRA,RCC AND FERREIRA,LCS; MUTAGENICITY OF NIFURTIMOX AND BENZNIDAZOLE IN THE SALMONELLA/MICROSOME ASSAY; BRAZ. J. MED. BIOL. RES. 19(1):19-25, 1986 36133-88-7 n-{[3-(5-nitro-2-furyl)-1,2,4-oxadiazole-5-yl]-methyl}acetamide CC(=O)NCc1nc(no1)-c1ccc(o1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S. Environmental Protection Agency; Mutation Research, 168 (1986) 69-240 2578-75-8 n-(5-(5-nitro-2-furanyl)-1,3,4-thiadiazol-2-yl)acetamide CC(=O)Nc1nnc(s1)-c1ccc(o1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S. Environmental Protection Agency; Mutation Research, 168 (1986) 69-240 531-82-8 n-(4-(5-nitro-2-furyl)-2-thiazolyl)acetamide CC(=O)Nc1nc(cs1)-c1ccc(o1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) RINKUS,SJ AND LEGATOR,MS; CHEMICAL CHARACTERIZATION OF 465 KNOWN OR SUSPECTED CARCINOGENS AND THEIR CORRELATION WITH MUTAGENIC ACTIVITY IN THE SALMONELLA TYPHIMURIUM SYSTEM; CANCER RES. 39:3289-3318, 1979][SUGIMURA,T, SATO,S, NAGAO,M, YAHAGI,T, MATSUSHIMA,T, SEINO,Y, TAKEUCHI,M AND KAWAC HI,T; OVERLAPPING OF CARCINOGENS AND MUTAGENS; IN: MAGEE,PN, TAKAYAMA,S, SUGIMURA,T AND MATSUSHIMA,T (EDS.), FUNDAMENTALS IN CANCER PREVENTION, UNIVERSITY PARK PRESS, BALTIMORE, MARYLAND, 1976, PP. 191-215 51325-35-0 n,n'-[6-(5-nitro-2-furyl)-s-triazine-2,4-diyl]bisacetamide CC(=O)Nc1nc(NC(C)=O)nc(n1)-c1ccc(o1)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S. Environmental Protection Agency; Mutation Research, 168 (1986) 69-240 19387-91-8 Tinidazole CCS(=O)(=O)CCn1c(C)ncc1[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) GUPTA,RL, VATS,V AND JUNEJA,TR; ACTIVATION OF TINIDAZOLE, AN ANTIPROTOZOAL DRUG TO A MUTAGEN BY MAMMALIAN LIVER S9; MUTAT. RES. 370(3-4):195-201, 1996 67-20-9 Nitrofurantoin [O-][N+](=O)c1ccc(C=NN2CC(=O)NC2=O)o1 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, (1996) pp. 69-240