National Toxicology Program

Aceto Corp. (1994) Pfaltz & Bauer Chemicals Catalog, Waterbury, CT

Aldrich Chemical Co, Inc. (1994) Aldrich Catalog/Handbook of Fine Chemicals 1994-1995, Milwaukee, WI, p. 610

Aldrich Chemical Co., Inc., (1995a) Material Safety Data Sheet: 1,3-Diphenyltriazene, Milwaukee, WI

Aldrich Chemical Co., Inc. (1995b) Certificate of Analysis: 1,3-Diphenyltriazene, 95%, Milwaukee, WI

Amacher, D.E. & Turner, G.N. (1982) Mutagenic evaluation of carcinogens and non-carcinogens in the L5178Y/TK assay utilizing postmitochondrial fractions (S9) from normal rat liver. Mutat. Res., 97, 49-65

Bailey, J.E., Jr. (1985) Determination of 1,3-diphenyltriazene and azobenzene in D&C Red No. 33 by

solvent extraction and reversed-phase high-performance liquid chromatography. J. Chromatog., 321, 185-197

Barker, J., Cameron, N.D., Kilner, M., Mahmoud, M.M. & Wallwork, S.C. (1991) Orthometalated amidine complexes of palladium, platinum and nickel (II). J. Chem. Soc., Dalton Trans., 12, 3435-3445 [Abstract CA116-106491]

Barnhart, R.R. (1982) Rubber compounding. In: Mark, H.F., Othmer, D.F., Overberger, C.G., Seaborg, G.T. & Grayson, N., eds., Kirk-Othmer Encyclopedia of Chemical Technology, 3rd ed., Vol. 20, New York, John Wiley & Sons, Inc., p. 416

Bauknecht, T., Vogel, W., Bayer, U. & Wild, D. (1977) Comparative in vivo mutagenicity testing by SCE and micronucleus induction in mouse bone marrow. Hum. Genet., 35, 299-307

Bloom, A., Galloway, S., Nakamura, F.T., Tetervin, A., Armstrong, M., Lavappa, K.L., Duk, S. & Ahmed, M.A. (1982) Comparison of results for SCE and chromosome aberrations for eleven compounds tested in two laboratories by a standardized protocol. Environ. Mutagen., 4, 397

Bolle, M., Luther, K., Troe, J., Ihlemann, J. & Gerhardt, H. (1990) Photochemically assisted laser ablation of doped polymethyl-methacrylate. Appl. Surf. Sci., 46(1-4), 279-283

Buchi, R. (1977) Induced dominant lethal mutations and cytotoxic effects in germ cells of Drosophila melanogaster with Trenimon, PDMT and sodium monofluorophosphate. Genetics, 87, 67-81

Budavari, S., ed. (1989) The Merck Index, 11th ed., Rahway, NJ, Merck & Co., Inc., p. 473

Delclos, K.B., Tarpley, W.G., Miller, E.C. & Miller, J.A. (1984) 4-Aminoazobenzene and N,N-dimethyl-4-aminoazobenzene as equipotent hepatic carcinogens in male C57BL/6 x C3H/HeF1 mice and characterization of N-(deoxyguanosin-8-yl)-4-aminoazobenzene as the major persistent hepatic DNA-bound dye in these mice. Cancer Res., 44, 2540-2550

DHHS (1987) Internal Memorandum from the US Department of Health & Human Services to USEPA Regarding the Nomination of Eight Chemicals to the NTP for Toxicology Testing (EPA/OTS Doc. #40-87107048; NTIS/OTSO528103)

Druckrey, H. (1973a) Specific carcinogenic and teratogenic effects of 'indirect' alkylating methyl and ethyl compounds, and their dependency on stages of ontogenic developments. Xenobiotica, 3(5), 271-303

Druckrey, H. (1973b) Chemical structure and action in transplacental carcinogenesis and teratogenesis. In: Tomatis, L. & Mohr, U., eds., IARC Scientific Publication, 4, 45-58

Eastman Chemical Co. (1993) Eastman Laboratory Chemicals, (Catalog No. 55), 93-94 ed., Rochester, NY, p. 407

Fare, G. (1966) Rat skin carcinogenesis by topical applications of some azo dyes. Cancer Res., 26 (part 1), 2406-2408

Federal Register (1986) Rules and Regulations, FD&C Yellow No. 5: Identity and Specifications (21 CFR Part 74), Vol. 51, No. 129, Monday, July 7, 1986, Department of Health and Human Services, Food and Drug Administration.

Frank, A.A., Thompson, D.J. & Kazacos, E.A. (1989a) Teratogenicity of 3,3-dimethyl-1-phenyltriazene in the rat: Gross malformations including micrognathism. Teratology, 39, 53-61

Frank, A.A., Kazacos, E.A., Hullinger, R.L. & Thompson, D.J. (1989b) Teratogenicity of 3,3-dimethyl-1-phenyltriazene in the rat: Histopathologic and ultrastructural alterations. Tetatology, 40, 495-504

Frank, A.A., Heidel, J.R., Thompson, D.J., Carlton ,W.W. & Beckwith, J.B. (1992) Renal transplacental carcinogenicity of 3,3-dimethyl-1-phenyltriazene in rats: Relationship of renal mesenchymal tumor to congenital mesoblastic nephroma and intraloblar nephrogenic rests. Toxicol. Pathol., 20 (3, part 1), 313-322

Goodman, D.G., Ward, J.M. & Reichardt, W.D. (1984) Splenic fibrosis and sarcomas in F344 rats fed diets containing aniline hydrochloride, p-chloroaniline, azobenzene, o-toluidine hydrochloride, 4,4'-sulfonyldianiline, or D & C Red No. 9. J. Natl. Cancer Inst., 73(1), 265-273

Grant, W.F. (1982) Chromosome aberration assays in Allium. Mutat. Res., 99, 273-291

Grewer, T. & Klais, O. (1987) Pressure rise during homogeneous decomposition and deflagration. Inst. Chem. Eng. Symp. Ser., 102 (Hazards Pressure), 1-9 [Abstract: CA 108-100412]

Haworth, S., Lawlor, T., Mortelmans, K., Speck, W. & Zeiger, E. (1983) Salmonella mutagenicity test results for 250 chemicals. Environ. Mutagen., 5(Suppl. 1), 3-142

Hunter, D., ed. (1994) ChemicalWeek 1995 Buyers' Guide, New York, Chemical Week Associates, p. 213

IARC (1975) IARC Monographs on the Evaluation of Carcinogenic Risks to Humans, Vol. 8, Some Aromatic Azo Compounds, Lyon, pp. 53-60

Janssen Chimica (1992) 1993 - 1994 Catalog/Handbook of Fine Chemicals, Geel, Belgium, p. 134

Jenssen, D. & Ramel, C. (1980) The micronucleus test as part of a short-term mutagenicity test program for the prediction of carcinogenicity evaluated by 143 agents tested. Mutat. Res., 75, 191-202

Kirby, A.H.M. (1947a) Tumors in mice with p-diazoaminobenzene. Cancer Res., 7, 263-267

Kirby, A.H.M. (1947b) Studies in carcinogenesis with azo compounds. III. The action of (A) four azo compounds in Wistar rats fed restricted diets; (B) N,N-diethyl-p-aminobenzene in mice. Cancer Res., 7, 333­341

Kirby, A.H.M. (1948) Further experiments in mice with p-diazoaminobenzene. Br. J. Cancer, 2, 290­294

Kolar, G.F. & Habs, M. (1984) Comparative metabolism and carcinogenicity of ring-halogenated 3,3-dimethyl-1-phenyltriazenes. J. Cancer Res. Clin. Oncol., 108, 71-75

Kumasaka, S. & Horikoshi, S. (1983) Low-density rubber foamed body. Assignee: Toyo Rubber Chemical Industrial Corporation, Japan (Eur. Pat. EP 71662 A1) 22 pp. [Abstract CA98-180898]

Lewis, R.J., Sr. (1993) Hawley's Condensed Chemical Dictionary, 12th ed., New York, Van Nostrand Reinhold Co., p. 366

Lide, D.R., ed. (1993) CRC Handbook of Chemistry and Physics, 74th ed., Boca Raton, FL, CRC Press, Inc., p. 3-210

Miyagoshi, M., Hayakawa, Y., Nagata, M. & Nagayama, T. (1985) Mutagenic activities of commercial Sudan III and Scarlet Red are due to impurities. Eisei Kagaku, 31(2), 79-86

Mochihara, M., Matano, A. & Ishii, M. (1987) Cellular coating containing powdered polyurethane foam for suede-like feel. Assignee: Ohashi Chemical Industries Limited/Toyota Motor Corp. (Jap. Pat. JP 62149767 A2) 5 pp. [Abstract CA 108-39779]

Mori, H., Mori, Y., Sugie, S., Yoshimi, N., Takahashi, M., Ni-i, H., Yamazaki, H., Toyoshi, K. & Williams, G.M. (1986) Genotoxicity of a variety of azobenzene compounds in the hepatocyte/DNA repair test and the Salmonella mutagenicity test. Cancer Res., 46, 1654-1658

Mortimore, J.C., Ziegler, J.M. & Muller, J.F. (1979) Method for the analysis of oxides of nitrogen in industrial smokes. I. Study of the action of nitrogen dioxide on aniline by gas chromatography (Fr.). J. Chromatog., 172, 249-260

Nakamura, S., Oda, Y., Shimada, T. Oki, I. & Sugimoto, K. (1987) SOS-inducing activity of chemical carcinogens and mutagens in Salmonella typhimurium TA1535/pSK1002: Examination with 151 chemicals. Mutat. Res., 192, 239-246

National Cancer Institute (1979) Bioassay of Azobenzene for Possible Carcinogenicity (CAS No. 103-33-3) (Technical Report Series No. 154; NIH Publ. No. 103-33-3; DHEW Publ. No. (NIH) 79-1710), Bethesda, MD, 112 pp

Newton, M.F., Bahner, B. & Lilly, L.J. (1977) Chromosomal aberrations in rat lymphocytes treated in vivo with 1-phenyl-3,3-dimethyltriazene and N-nitrosomorpholine. A further report on a possible method for carcinogenicity screening. Mutat. Res., 56, 39-46

NLM (1995a) HSDB (Hazardous Substance Database), Bethesda, MD, searched June, 1995 [Record No. 5410]

NLM (1995b) RTECS (Registry of Toxic Effects of Chemical Substances), Bethesda, MD, searched June, 1995 [Record no. 85421)

Noda, H., Minemoto, M. & Noda, A. (1981) Occurrence and reactivity of nitrite in human environments. J. UOEH, 3(4), 425-439

Ochi, T., Umeda, M., Masuda, H. & Endo, H. (1981) Induction of chromosomal aberrations and 8-azaguanine-resistant mutations by aryldialkyltriazenes in cultured mammalian cells. Mutat. Res., 88, 197-209

Ong, T-M. & De Serres, F.J. (1973) Genetic characterization of ad-3 mutants induced by chemical carcinogens, 1-phenyl-3-monomethyltriazene and 1-phenyl-3,3-dimethyltriazene, in Neurospera crassa. Mutat. Res., 20, 17-23

Otsuka, I. (1935) Uber die experimentelle Papillomerzeugung in Vormagen der Mäusen durch Diazoaminobenzol (Ger.). Gann, 29(3), 209-212

Palmer, S. & Mathews, R.A. (1986) The role of non-nutritive dietary constituents in carcinogenesis. Nutr. Cancer I, 66(5), 891-915

PHS-149 (1963) Survey of Compounds Which Have Been Tested for Carcinogenic Activity, National Cancer Institute, U.S. Department of Health and Human Services, Bethesda, MD

Pool, B.L. (1977) Mutagenicity of arylalkyl- and arylacetyl-triazenes in respect to their reaction mechanisms. Mutat. Res., 53, 249

Preussmann, R., Ivankovic, S., Landschutz, C., Gimmy, J., Flohr, E. & Griesbach, U. (1974) Carcinogenic activity of 13 aryldialkyl triazenes in BD rats (Ger.). Z. Krebsforsch. 81, 285-310

Preussmann, R., Druckrey, H., Ivankovic, S. & von Hodenberg, A. (1969) Chemical structure and carcinogenicity of aliphatic hydrazo, azo, and azoxy compounds and of triazenes, potential in vivo alkylating agents. Ann. NY Acad. Sci., 163(2), 697-716

Probst, G.S., McMahon, R.E., Hill, L.E., Thompson, C.Z., Epp, J.K. & Neal, S.B. (1981) Chemically-induced unscheduled DNA synthesis in primary rat hepatocyte cultures: A comparison with bacterial mutagenicity using 218 compounds. Environ. Mutagen., 3, 11-32

Raad, E.A. (1993) Foamed elastomeric material with camouflage appearance and its maunfacture. Assignee: Ecuador (U.S. Patent 5273697 A), 8pp. [Abstract CA120-272901]

Rosenkranz, H.S. & Poirier, L.A. (1979) Evaluation of the mutagenicity and DNA-modifying activity of carcinogens and noncarcinogens in microbial systems. J. Natl. Cancer Inst., 62(4), 873-892

Sax, N.I. & Lewis, R.J., Sr. (1989) Dangerous Properties of Industrial Materials, 7th ed., Vol. II, New York, Van Nostrand Reinhold Co., p. 1488

Shaaban, S.M., El-Desoky, M.M., El-Sayed, B.A. & Sayed, M.B. (1993) Electrical and spectral studies of modified solid semiconductors. II. Structural interpretation of retarded conductivity of diazoaminobenzene. J. Mater. Sci. Mater. Electron., 4(1), 43-46

Shemenski, R.M. & Starinshak, T.W. (1982) Coated filament and its composite with rubber. Assignee: Goodyear Tire and Rubber Co., USA (Eur. Pat. EP61986 A1) 21 pp. [Abstract CA 98-55382]

Shimura, E, (1988) Preparation of electrophotographic toners using a foaming agent and an insulating substance. Assignee: Seiko Epson Corp. (Jap. Pat. JP63050863 A2) 3 pp. [Abstract CA 109-14758]

Simmon, V.F. (1979) In vitro mutagenicity assays of chemical carcinogens and related compounds with Salmonella typhimurium. J. Natl. Cancer Inst., 62(4), 893-899

Smith, W.B. & Ho, O.C. (1990) Application of the isoamyl nitrite-diiodomethane route to aryl iodides. J. Org. Chem., 55(8), 2543-2545

STN International (1995) The Scientific & Technical Information Network, Columbus, OH, STN International, databases searched: Registry file; CA file; CHEMLIST file

Strauss, E. & Mateyko, G.M. (1964) Chemical induction of neoplasms in the kidney of Rana pipiens. Cancer Res., 1969-1977

Suter, W. & Jaeger, I. (1982) Comparative evaluation of different pairs of DNA repair-deficient and DNA repair-proficient bacterial tester strains. Mutat. Res., 97, 1-18

Thust, R. & Schneider, M. (1990) Cytogenetic genotoxicity of phenyldialkyl- and diphenylalkyl-triazenes in Chinese hamster V79 cells. Mutat. Res., 234, 426

Vankova, M. & Soucek, J. (1988) Foamable heat-curable epoxy resin adhesives. Assignee: Czech. (Czech Pat. CS 244057 B1) 4pp. [Abstract CA 110-77839]

Vogel, E.W., Zijlstra, J.A. & Nivard, M.J.M. (1993) Genetic method for pre-classification of genotoxins into monofunctional or cross-linking agents. Environ. Molec. Mutagen., 21, 319-331

Watanabe, H.K. & Hashimoto, Y. (1981) Unscheduled DNA synthesis induced by 4-aminoazobenzene, N-hydroxy-4-aminoazobenzene, and their derivatives in primary cultures of rat and mouse hepatocytes. Gann, 72, 930-936

Williams, R.T. (1959) Detoxication Mechanisms, 2nd ed., London, Chapman Hall Ltd., p. 479

Yamada, S., Tsuruoka, T. & Shibata, S. (1988) Thermal-transfer recording, materials containing blowing agents. Assignee: Oki Electric Industry Co., Ltd. (Jap. Pat. JP 63185680 A2) 4pp. [Abstract CA 110-25538]

Zeiger, E., Anderson, B., Haworth, S., Lawlor, T., Mortelmans, K. & Speck, W. (1987) Salmonella mutagenicity tests: III. Results from the testing of 255 chemicals. Environ. Mutagen. 9(Suppl. 9), 1-110