CAS Chem.name Chem.SMILES #Observed Mutagenicity without S9 #Observed Mutagenicity with S9 Bioassay - Reference(s) - 86-30-6 N-Nitrosodiphenylamine O=NN(c1ccccc1)c1ccccc1 in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 1116-54-7 N-Nitrosodiethanolamine OCCN(CCO)N=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, 25 101-25-7 N,N-Dinitrosopentamethylenetetramine O=NN1CN2CN(C1)CN(N=O)C2 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, 25 135-20-6 Cupferron ON(c1ccccc1)N=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 122341-55-3 Diazo-N-nitrosoetilefrin CCN(CC(O)C1C=CC(=[N+]=[N-])C(=O)C=1)N=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) KIKUGAWA,K, KATO,T AND TAKEDA,Y;; CHEM. PHARM. BULL. 37(6):1600-1603, 1987 70-25-7 N-Methyl-N'-Nitro-N-Nitrosoguanidine CN(N=O)C(=N)N[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 154-93-8 carmustine O=C(NCCCl)N(CCCl)N=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 149573-80-8 (1-Nitroso-1h-imidazol-4-yl)acetohydroxamic acid ONC(=O)CC1=CN(N=O)C=N1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Danno, G., et. al.; A Mutagen From Histidine Reacted With Nitrite; J. Agric. Food Chem. 41(7):1090-1093, 1993 116539-70-9 2,4-Cyclohexadien-1-one, 4-(2-(butylnitrosamino)-1-hydroxyethyl)-6- CCCCN(CC(O)C1C=CC(=O)C(C=1)=[N+]=[N-])N=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) KIKUGAWA,K. et al MUTAT. RES. 177(1):35-43, 1987 7090-25-7 Nitrosocarbaryl CN(C(=O)Oc1cccc2ccccc12)N=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 55-18-5 N-Nitrosodiethylamine CCN(CC)N=O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 59-89-2 N-nitrosomorpholine O=NN1CCOCC1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) ZEIGER,E, ANDERSON,B, HAWORTH,S, LAWLOR,T AND MORTELMANS,K; SALMONELLA MUTAGENICITY TESTS. V. RESULTS FROM THE TESTING OF 311 CHEMICALS; ENVIRON. MOL. MUTAGEN. 19(SUPPL.21):2-141, 1992 62-75-9 N-nitrosodimethylamine CN(C)N=O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 100-75-4 N-Nitrosopiperidine O=NN1CCCCC1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory 7247-89-4 Piperidine, 2-methyl-N-nitroso- CC1CCCCN1N=O in vitro Ames negative 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 3817-11-6 n-butyl-n-(4-hydroxybutyl)nitrosamine;4-(butylnitrosoamino)-1-butanol CCCCN(CCCCO)N=O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) RUMRUEN,K AND POOL,BL; METABOLIC ACTIVATION CAPABILITIES OF S9 AND HEPATOCYTES FROM UNINDUCED RATS TO CONVERT CARCINOGENIC N-NITROSAMINES TO MUTAGENS; MUTAT. RES. 140(2-3):147-153, 1984 869-01-2 n-butyl-n-nitrosourea; 1-butyl-1-nitrosourea CCCCN(C(N)=O)N=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) JANZOWSKI,C, JACOB,D, HENN,I, ZANKL,H, POOL-ZOBEL,BL, WIESSLER,M AND EISENBRAND,G;MECHANISM OF ACTION OF THE URINARY BLADDER CARCINOGEN N-NITROSOBUTYL-3-CARBOXYPROPYLAMINE; IARC SCI. PUBL. 105(RELEVANCE HUM. CANCER N-NITROSO COMPD., TOB. MYCOTOXINS):332-338, 1991 13909-09-6 Semustine; 1-(2-Chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea CC1CCC(NC(=O)N(CCCl)N=O)CC1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Ashby, J, et. el.; Mutagenicity to Salmonella, Drosophila and the Mouse Bone Marrow of the Human Antineoplastic Agent Fotemustine: Prediction Of Carcinogenic Potency; Mutat. Res. 286(1):101- 109, 1993 55557-00-1 dinitrosohomopiperazine;1h-1,4-diazepine, hexahydro-1,4-dinitroso- O=NN1CCCN(N=O)CC1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S. Environmental Protection Agency; Mutation Research, 168 (1986) 69-240 140-79-4 dinitrosopiperazine O=NN1CCN(N=O)CC1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S. Environmental Protection Agency; Mutation Research, 168 (1986) 69-240 63885-23-4 n-ethyl-n'-nitro-n-nitroguanidine CCN=C(N)N(N=O)[N+]([O-])=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Nakamura, S.-i., Y. Oda, Ts. Shimada, I. Oki, K. Sugimoto, SOS-Inducing Activity of Chemical Carcinogens and Mutagens in Salmonella typhimurium TA1535/pSK 1002: Examination with 151 Chemicals, Mutat. Res. 192 (1987), 239 – 246 38434-77-4 ethylnitrosocyanamide CCN(C#N)N=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Lee, K., B. Gold, S. S. Mirvish, Mutagenicity of 22 N-Nitrosamides and Related Compounds for Salmonella typhimurium TA1535, Mutat. Res. 48 (1977), 131 – 138 759-73-9 1-ethyl-1-nitrosourea CCN(C(N)=O)N=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Ashby, J., Tinwell, H. and Callander, Rd.; Activity of Urethane and N,N-Dimethylurethane in the Mouse Bone-Marrow Micronucleus Assay: Equivalence of Oral and Intraperitoneal Routes of Exposure; Mutat. Res. 245(3):227-230, 1990 92118-27-9 fotemustine CCOP(=O)(C(C)NC(=O)N(CCCl)N=O)OCC in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Ashby, J, et. el.; Mutagenicity to Salmonella, Drosophila and the Mouse Bone Marrow of the Human Antineoplastic Agent Fotemustine: Prediction Of Carcinogenic Potency; Mutat. Res. 286(1):101- 109, 1993 18774-85-1 n-hexylnitrosourea;urea, 1-hexyl-1-nitroso- CCCCCCN(C(N)=O)N=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 13743-07-2 1-(2-hydroxyethyl)-1-nitrosourea NC(=O)N(CCO)N=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 63412-06-6 n-methyl-n-nitrosobenzamide CN(C(=O)c1ccccc1)N=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 33868-17-6 methylnitrosocyanamide CN(C#N)N=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 38777-13-8 nitroso-baygon;n-nitrosopropoxur CC(C)Oc1ccccc1OC(=O)N(C)N=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 5336-53-8 n-nitrosodibenzylamine O=NN(Cc1ccccc1)Cc1ccccc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) U.S. Environmental Protection Agency; Mutation Research, 168 (1986) 69-240 924-16-3 n,n-dibutylnitrosamine;nitrosodibutylamine CCCCN(CCCC)N=O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) RUMRUEN,K AND POOL,BL; METABOLIC ACTIVATION CAPABILITIES OF S9 AND HEPATOCYTES FROM UNINDUCED RATS TO CONVERT CARCINOGENIC N-NITROSAMINES TO MUTAGENS; MUTAT. RES. 140(2-3):147-153, 1984 16813-36-8 1-nitroso-5,6-dihydrouracil O=C1CCN(N=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 89911-79-5 n-nitroso-2,3-dihydroxypropyl-2-hydroxypropylamine CC(O)CN(CC(O)CO)N=O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) MORI,Y, YAMAZAKI,H, TOYOSHI,K, DENDA,A AND KONISHI,Y; MUTAGENIC ACTIVATION OF CARCINOGENIC N-NITROSOPROPYLAMINES BY LIVER S9 FRACTIONS FROM MICE, RATS AND HAMSTERS. EVIDENCE FOR A CYTOCHROME P-450-DEPENDENT REACTION; CARCINOGENESIS 7(3):375-379, 1986 621-64-7 N,N-dipropylnitrosamine CCCN(CCC)N=O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Dahl ,Ar.; Mutagenicity Of Some Dialkylnitrosamines, Cyclic Nitrosamines And N,N-Diethanolnitrosamine In Salmonella Typhimurium With Rat And Rabbit Nasal, Lung And Liver S9 Homogenates; Mutat. Res. 158(3):141-147, 1985 614-95-9 nitrosoethylurethane CCN(C(=O)OCC)N=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 42579-28-2 1-nitrosohydantoin;42579-28-2 O=C1CN(N=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 56222-35-6 n-nitroso-3-hydroxypyrrolidine;3-hydroxy-1-nitrosopyrrolidine OC1CCN(N=O)C1 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) 69-240 937-40-6 n-methyl-n-benzylnitrosamine CN(Cc1ccccc1)N=O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) SINGER,GM, ANDREWS,AW AND GUO,SM; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP OF THE MUTAGENICITY OF SUBSTITUTED N-NITROSO-N-BENZYLMETHYLAMINES: POSSIBLE IMPLICATIONS FOR CARCINOGENICITY; J. MED. CHEM. 29(1):40-44, 1986 684-93-5 n-methyl-n-nitrosourea CN(C(N)=O)N=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) OHTSUKA,M AND MAEKAWA,K; A STRAIGHT CORRELATION BETWEEN MUTAGENIC ACTIVITY AND BETA-GALACTOSIDASE ACTIVITY INDUCED BY MONOFUNCTIONAL ALKYLATING AGENTS; MUTAT. RES. 283(1):83-86, 1992 16543-55-8 (S)-N'-Nitrosonornicotine O=NN1CCCC1c1cccnc1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Padma, P.R., Amonkar, A.J., Bhide, S.V., Mutagenic and Cytogenetic Studies of N'-Nitrosonornicotine and 4-(Methylnitrosamino)-1-(3-Pyridyl)-1-Butanone. Cancer Lett., 1989, 46(3), 173 - 180 5632-47-3 n-nitrosopiperazine O=NN1CCNCC1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Zeiger E, Legator MS, Lijinsky W. Mutagenicity of N-nitrosopiperazines for Salmonella typhimurium in the host-mediated assay. Cancer Res. 1972 Jul;32(7):1598-9. 930-55-2 n-nitrosopyrrolidine;1-nitrosopyrrolidine;pyrrolidine, 1-nitroso- O=NN1CCCC1 in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) Guttenplan, J. B., N-Nitrosamines: Bacterial Mutagenesis and In Vitro Metabolism, Mutat. Res. 186 (1987), 81 – 134 55556-92-8 N-Nitroso-1,2,3,6-tetrahydropyridine O=NN1CCC=CC1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) A report of the U.S. Environmental Protection Agency Gene-Tox Program, Mutat. Res. 168:69-240, 1986 64091-91-4 4-(n-methyl-n-nitrosamino)-1-(3-pyridyl)-1-butanone CN(CCCC(=O)c1cccnc1)N=O in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) ZHU,S, CUNNINGHAM,ML, GRAY,TE AND NETTESHEIM,P; CYTOTOXICITY, GENOTOXICITY AND TRANSFORMING ACTIVITY OF 4-(METHYLNITROSAMINO)-1-(3-PYRIDYL)-1-BUTANONE (NNK) IN RAT TRACHEAL EPITHELIAL CELLS; MUTAT. RES. 261(4):249-259, 1991 13010-07-6 Propyl-N'-nitro-N-nitrosoguanidine CCCN(N=O)C(=N)N[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 816-57-9 Propylnitrosourea CCCN(C(N)=O)N=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) UKAWA-ISHIKAWA,S, SAWADA,A, KASUYA,A AND MOCHIZUKI,M; MUTAGENICITY OF ISOMERIC ALKANEDIAZOTATES, PRECURSORS FOR ULTIMATE ALKYLATING SPECIES OF CARCINOGENIC N-NITROSO COMPOUNDS; MUTAT. RES. 412(1):99-107, 1998 18883-66-4 streptozotocin CN(C(=O)NC1C(O)C(O)C(CO)OC1O)N=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