2,4-Diaminotoluene (BioDeep_00000858368)

   


代谢物信息卡片


2,4-Diaminotoluene

化学式: C7H10N2 (122.084394)
中文名称: 2,4-二氨基甲苯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=C(C=C(C=C1)N)N
InChI: InChI=1S/C7H10N2/c1-5-2-3-6(8)4-7(5)9/h2-4H,8-9H2,1H3

描述信息

An aminotoluene that is para-toluidine with an additional amino group at position 2.
D009676 - Noxae > D002273 - Carcinogens
D009676 - Noxae > D009153 - Mutagens

同义名列表

1 个代谢物同义名

2,4-Diaminotoluene



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Wan-chao Zhang, Bao-feng Liu, Hui Liu, Rong-ming Miao. [Determination of 2, 4-toluenediamine in urine by gas chromatography]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2013 Dec; 31(12):939-40. doi: NULL. [PMID: 24370370]
  • G De Palma, Ilenia Cortesi, Roberta Ghitti, Denise Festa, R Bergonzi, P Apostoli. Biological monitoring as a valid tool to assess occupational exposure to mixtures of 2,4-:2,6-toluene diisocyanate. La Medicina del lavoro. 2012 Sep; 103(5):361-71. doi: NULL. [PMID: 23077796]
  • Lygia T Budnik, Dennis Nowak, Rolf Merget, Catherine Lemiere, Xaver Baur. Elimination kinetics of diisocyanates after specific inhalative challenges in humans: mass spectrometry analysis, as a basis for biomonitoring strategies. Journal of occupational medicine and toxicology (London, England). 2011 Mar; 6(1):9. doi: 10.1186/1745-6673-6-9. [PMID: 21447151]
  • Youping Deng, Sharon A Meyer, Xin Guan, Barbara Lynn Escalon, Junmei Ai, Mitchell S Wilbanks, Ruth Welti, Natàlia Garcia-Reyero, Edward J Perkins. Analysis of common and specific mechanisms of liver function affected by nitrotoluene compounds. PloS one. 2011 Feb; 6(2):e14662. doi: 10.1371/journal.pone.0014662. [PMID: 21346803]
  • Gabriella Fabian, Nora Farago, Liliana Z Feher, Lajos I Nagy, Sandor Kulin, Klara Kitajka, Tamas Bito, Vilmos Tubak, Robert L Katona, Laszlo Tiszlavicz, Laszlo G Puskas. High-density real-time PCR-based in vivo toxicogenomic screen to predict organ-specific toxicity. International journal of molecular sciences. 2011; 12(9):6116-34. doi: 10.3390/ijms12096116. [PMID: 22016648]
  • Karin E Broberg, Margareta Warholm, Håkan Tinnerberg, Anna Axmon, Bo A Jönsson, Carl Johan Sennbro, Margareta Littorin, Agneta Rannug. The GSTP1 Ile105 Val polymorphism modifies the metabolism of toluene di-isocyanate. Pharmacogenetics and genomics. 2010 Feb; 20(2):104-11. doi: 10.1097/fpc.0b013e328334fb84. [PMID: 20032816]
  • Jeroen A J Vanoirbeek, Vanessa De Vooght, Nicholas Synhaeve, Benoit Nemery, Peter H M Hoet. Is toluene diamine a sensitizer and is there cross-reactivity between toluene diamine and toluene diisocyanate?. Toxicological sciences : an official journal of the Society of Toxicology. 2009 Jun; 109(2):256-64. doi: 10.1093/toxsci/kfp065. [PMID: 19332649]
  • Yu-Bin Ji, Chen-Feng Ji, Xiang Zou, Hui-Xin Liu. [Determination and analysis of toluene diisocyanate metabolites in mice using gas chromatography-mass spectrometry]. Guang pu xue yu guang pu fen xi = Guang pu. 2007 Sep; 27(9):1886-9. doi: NULL. [PMID: 18051554]
  • Shaun Austin. Biological monitoring of TDI-derived amines in polyurethane foam production. Occupational medicine (Oxford, England). 2007 Sep; 57(6):444-8. doi: 10.1093/occmed/kqm085. [PMID: 17728315]
  • Toshiki Nozaka, Takeshi Matsuura, Masanobu Maeda, Hiroshi Tadokoro. Effects of toluene-2,4-diamine on red sea bream, Pagrus major: biochemical and histological evaluation. Environmental sciences : an international journal of environmental physiology and toxicology. 2007; 14 Suppl(?):1-8. doi: . [PMID: 18382410]
  • David Kirkland, Carol Beevers. Induction of LacZ mutations in Muta Mouse can distinguish carcinogenic from non-carcinogenic analogues of diaminotoluenes and nitronaphthalenes. Mutation research. 2006 Sep; 608(1):88-96. doi: 10.1016/j.mrgentox.2006.05.004. [PMID: 16797226]
  • Christopher F Hoehamer, N Lee Wolfe, Karl Erik L Eriksson. Differences in the biotransformation of 2,4,6-trinitrotoluene (TNT) between wild and axenically grown isolates of Myriophyllum aquaticum. International journal of phytoremediation. 2006; 8(2):107-15. doi: 10.1080/15226510600678431. [PMID: 16924960]
  • Carl Johan Sennbro, Margareta Littorin, Håkan Tinnerberg, Bo A G Jönsson. Upper reference limits for biomarkers of exposure to aromatic diisocyanates. International archives of occupational and environmental health. 2005 Aug; 78(7):541-6. doi: 10.1007/s00420-005-0619-5. [PMID: 15995877]
  • Tadashi Sakai, Yoko Morita, Jaehoon Roh, Hyoungryoul Kim, Yangho Kim. Improvement in the GC-MS method for determining urinary toluene-diamine and its application to the biological monitoring of workers exposed to toluene-diisocyanate. International archives of occupational and environmental health. 2005 Jul; 78(6):459-66. doi: 10.1007/s00420-004-0571-9. [PMID: 15918038]
  • Carl Johan Sennbro, Christian H Lindh, Håkan Tinnerberg, Cecilia Gustavsson, Margareta Littorin, Hans Welinder, Bo A G Jönsson. Development, validation and characterization of an analytical method for the quantification of hydrolysable urinary metabolites and plasma protein adducts of 2,4- and 2,6-toluene diisocyanate, 1,5-naphthalene diisocyanate and 4,4'-methylenediphenyl diisocyanate. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2003 May; 8(3-4):204-17. doi: 10.1080/1354750031000090660. [PMID: 12944173]
  • Laura Dill Morton, Ashraf F Youssef, Eric Lloyd, Anthony L Kiorpes, Thomas L Goldsworthy, Farrel L Fort. Evaluation of carcinogenic responses in the Eker rat following short-term exposure to selected nephrotoxins and carcinogens. Toxicologic pathology. 2002 Sep; 30(5):559-64. doi: 10.1080/01926230290105794. [PMID: 12371664]
  • Tadashi Sakai, Y Morita, Y Kim, Y X Tao. LC-MS determination of urinary toluenediamine in workers exposed to toluenediisocyanate. Toxicology letters. 2002 Aug; 134(1-3):259-64. doi: 10.1016/s0378-4274(02)00174-1. [PMID: 12191886]
  • K Kääriä, A Hirvonen, H Norppa, P Piirilä, H Vainio, C Rosenberg. Exposure to 2,4- and 2,6-toluene diisocyanate (TDI) during production of flexible foam: determination of airborne TDI and urinary 2,4- and 2,6-toluenediamine (TDA). The Analyst. 2001 Jul; 126(7):1025-31. doi: 10.1039/b102022f. [PMID: 11478630]
  • H M Luu, J C Hutter, H F Bushar. A physiologically based pharmacokinetic model for 2,4-toluenediamine leached from polyurethane foam-covered breast implants. Environmental health perspectives. 1998 Jul; 106(7):393-400. doi: 10.1289/ehp.98106393. [PMID: 9637796]
  • P Z Lang, Y Wang, D B Chen, N Wang, X M Zhao, Y Z Ding. Bioconcentration, elimination and metabolism of 2,4-dinitrotoluene in carps(Cyprinus Carpio L.). Chemosphere. 1997 Oct; 35(8):1799-815. doi: 10.1016/s0045-6535(97)00258-0. [PMID: 9353907]
  • T R Hester, N F Ford, P J Gale, J L Hammett, R Raymond, D Turnbull, V H Frankos, M B Cohen. Measurement of 2,4-toluenediamine in urine and serum samples from women with Même or Replicon breast implants. Plastic and reconstructive surgery. 1997 Oct; 100(5):1291-8. doi: 10.1097/00006534-199710000-00035. [PMID: 9326795]
  • Y F Sasaki, F Izumiyama, E Nishidate, N Matsusaka, S Tsuda. Detection of rodent liver carcinogen genotoxicity by the alkaline single-cell gel electrophoresis (Comet) assay in multiple mouse organs (liver, lung, spleen, kidney, and bone marrow). Mutation research. 1997 Jul; 391(3):201-14. doi: 10.1016/s1383-5718(97)00072-7. [PMID: 9268046]
  • D Bradley. Linking isocyanates and asthma. Analytical chemistry. 1997 Jun; 69(11):339A. doi: 10.1021/ac971650x. [PMID: 9183171]
  • P Lind, M Dalene, H Tinnerberg, G Skarping. Biomarkers in hydrolysed urine, plasma and erythrocytes among workers exposed to thermal degradation products from toluene diisocyanate foam. The Analyst. 1997 Jan; 122(1):51-6. doi: 10.1039/a606148f. [PMID: 9069099]
  • D R Noguera, D L Freedman. Reduction and Acetylation of 2,4-Dinitrotoluene by a Pseudomonas aeruginosa Strain. Applied and environmental microbiology. 1996 Jul; 62(7):2257-63. doi: 10.1128/aem.62.7.2257-2263.1996. [PMID: 16535348]
  • P Lind, M Dalene, G Skarping, L Hagmar. Toxicokinetics of 2,4- and 2,6-toluenediamine in hydrolysed urine and plasma after occupational exposure to 2,4- and 2,6- toluene diisocyanate. Occupational and environmental medicine. 1996 Feb; 53(2):94-9. doi: 10.1136/oem.53.2.94. [PMID: 8777457]
  • M L Cunningham, H B Matthews. Cell proliferation as a determining factor for the carcinogenicity of chemicals: studies with mutagenic carcinogens and mutagenic noncarcinogens. Toxicology letters. 1995 Dec; 82-83(?):9-14. doi: 10.1016/0378-4274(95)03464-1. [PMID: 8597159]
  • O Sepai, D Henschler, S Czech, P Eckert, G Sabbioni. Exposure to toluenediamines from polyurethane-covered breast implants. Toxicology letters. 1995 May; 77(1-3):371-8. doi: 10.1016/0378-4274(95)03320-3. [PMID: 7618164]
  • C Timchalk, F A Smith, M J Bartels. Route-dependent comparative metabolism of [14C]toluene 2,4-diisocyanate and [14C]toluene 2,4-diamine in Fischer 344 rats. Toxicology and applied pharmacology. 1994 Feb; 124(2):181-90. doi: 10.1006/taap.1994.1022. [PMID: 8122263]
  • L A Burns, S G Bradley, K L White, J A McCay, B A Fuchs, M Stern, R D Brown, D L Musgrove, M P Holsapple, M I Luster. Immunotoxicity of 2,4-diaminotoluene in female B6C3F1 mice. Drug and chemical toxicology. 1994; 17(3):401-36. doi: 10.3109/01480549409017865. [PMID: 7988388]
  • E D Wagner, S R Smith, H Xin, M J Plewa. Comparative mutagenicity of plant-activated aromatic amines using Salmonella strains with different acetyltransferase activities. Environmental and molecular mutagenesis. 1994; 23(1):64-9. doi: 10.1002/em.2850230110. [PMID: 8125084]
  • D K La, J R Froines. Formation and removal of DNA adducts in Fischer-344 rats exposed to 2,4-diaminotoluene. Archives of toxicology. 1994; 69(1):8-13. doi: 10.1007/s002040050129. [PMID: 7717858]
  • M J Bartels, C Timchalk, F A Smith. Gas chromatographic/tandem mass spectrometric identification and quantitation of metabolic 4-acetyltoluene-2,4-diamine from the F344 rat. Biological mass spectrometry. 1993 Mar; 22(3):194-200. doi: 10.1002/bms.1200220309. [PMID: 8384886]
  • A Maître, M Berode, A Perdrix, S Romazini, H Savolainen. Biological monitoring of occupational exposure to toluene diisocyanate. International archives of occupational and environmental health. 1993; 65(2):97-100. doi: 10.1007/bf00405726. [PMID: 8253517]
  • D K La, J R Froines. 32P-postlabelling analysis of DNA adducts from Fischer-344 rats administered 2,4-diaminotoluene. Chemico-biological interactions. 1992 Aug; 83(2):121-34. doi: 10.1016/0009-2797(92)90041-i. [PMID: 1505056]
  • S C Chan, D C Birdsell, C Y Gradeen. Urinary excretion of free toluenediamines in a patient with polyurethane-covered breast implants. Clinical chemistry. 1991 Dec; 37(12):2143-5. doi: NULL. [PMID: 1662561]
  • M Szycher, A A Siciliano. An assessment of 2,4 TDA formation from Surgitek polyurethane foam under simulated physiological conditions. Journal of biomaterials applications. 1991 Apr; 5(4):323-36. doi: 10.1177/088532829100500404. [PMID: 1856785]
  • G Skarping, T Brorson, C Sangö. Biological monitoring of isocyanates and related amines. III. Test chamber exposure of humans to toluene diisocyanate. International archives of occupational and environmental health. 1991; 63(2):83-8. doi: 10.1007/bf00379069. [PMID: 1653771]
  • T Brorson, G Skarping, C Sangö. Biological monitoring of isocyanates and related amines. IV. 2,4- and 2,6-toluenediamine in hydrolysed plasma and urine after test-chamber exposure of humans to 2,4- and 2,6-toluene diisocyanate. International archives of occupational and environmental health. 1991; 63(4):253-9. doi: 10.1007/bf00386374. [PMID: 1660449]
  • M P Dieter, G A Boorman, C W Jameson, H B Matthews, J E Huff. The carcinogenic activity of commercial grade toluene diisocyanate in rats and mice in relation to the metabolism of the 2,4- and 2,6-TDI isomers. Toxicology and industrial health. 1990 Dec; 6(6):599-621. doi: . [PMID: 1965872]
  • S K Varma, E Bloch, B Gondos, V Rossi, G L Gunsalus, B Thysen. Reproductive toxicity of 2,4-toluenediamine in the rat. 3. Effects on androgen-binding protein levels, selected seminiferous tubule characteristics, and spermatogenesis. Journal of toxicology and environmental health. 1988; 25(4):435-51. doi: 10.1080/15287398809531222. [PMID: 3199457]
  • T V Reddy, R Ramanathan, T Benjamin, P H Grantham, E K Weisburger. Effect of microsomal enzyme inducers on the urinary excretion pattern of mutagenic metabolites of the carcinogen 2,4-toluenediamine. Journal of the National Cancer Institute. 1986 Feb; 76(2):291-7. doi: . [PMID: 3456067]
  • B Thysen, E Bloch, S K Varma. Reproductive toxicity of 2,4-toluenediamine in the rat. 2. Spermatogenic and hormonal effects. Journal of toxicology and environmental health. 1985; 16(6):763-9. doi: 10.1080/15287398509530787. [PMID: 3937900]
  • P V Hamill, E Steinberger, R J Levine, L J Rodriguez-Rigau, S Lemeshow, J S Avrunin. The epidemiologic assessment of male reproductive hazard from occupational exposure to TDA and DNT. Journal of occupational medicine. : official publication of the Industrial Medical Association. 1982 Dec; 24(12):985-93. doi: . [PMID: 6818333]
  • P D Unger, A J Salerno, W C Ness, M A Friedman. Tissue distribution and excretion of 2,4-[14C]toluenediamine in the mouse. Journal of toxicology and environmental health. 1980 Jan; 6(1):107-14. doi: 10.1080/15287398009529834. [PMID: 7381963]
  • P H Grantham, L Mohan, T Benjamin, P P Roller, J R Miller, E K Weisburger. Comparison of the metabolism of 2,4-toluenediamine in rats and mice. Journal of environmental pathology and toxicology. 1979 Dec; 3(1-2):149-66. doi: NULL. [PMID: 547012]
  • P D Unger, M A Friedman. High-performance liquid chromatography of 2,6- and 2,4-diaminotoluene, and its application to the determination of 2,4-diaminotoluene in urine and plasma. Journal of chromatography. 1979 Jul; 174(2):379-84. doi: 10.1016/s0021-9673(00)86011-2. [PMID: 546895]
  • R H Cardy. Carcinogenicity and chronic toxicity of 2,4-toluenediamine in F344 rats. Journal of the National Cancer Institute. 1979 Apr; 62(4):1107-16. doi: . [PMID: 285285]
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