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Chemical Compound Review

Dekrysil     2-methyl-4,6-dinitro-phenol

Synonyms: Dinitrol, Ditrosol, Hedolite, Nitrador, Nitrofan, ...
 
 
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Disease relevance of Trifrina

  • No extrar haematological G 3-4 toxicities were observed [1].
  • DNBP (7.5 mg/kg), DNOC (15 mg/kg), and DNP (30 mg/kg) caused 1, 5, and 0 deaths, respectively, as well as a decreased body weights during the treatment [2].
  • Dinitro and mononitrobenzo(ghi)perylenes and mononitrocoronene are highly mutagenic in the Ames Salmonella assay [3].
 

Psychiatry related information on Trifrina

 

High impact information on Trifrina

  • Two new oligothiophenes, the dinitro compound 3',4'-dibutyl-5,5' '-dinitro-2,2':5',2' '-terthiophene (1) and the quinodimethane 3',4'-dibutyl-5,5' '-bis(dicyanomethylene)-5,5' '-dihydro-2,2':5',2' '-terthiophene (2), have been synthesized and studied with electrochemistry, UV-vis-NIR-IR spectroscopy, ESR, and X-ray crystallography [5].
  • 4,6-Dinitro-o-cresol uncouples oxidative phosphorylation and induces membrane permeability transition in rat liver mitochondria [6].
  • The pH of the mobile phase buffers, the buffer composition, the number and position of the dinitro groups on the phenyl ring substituent, the degree of substitution, and the bonding strategy all greatly affect the performance of the CSPs [7].
  • The molar absorptivity value of DNOC sorbed to K-SWy-2 smectite was 1.43 x 10(7) cm2/mol in good agreement with literature values for nitroaromatics (average value of 1.72 x 10(7) +/- 0.3 cm2/mol) [8].
  • FTIR spectra of DNOC and DINOSEB sorbed to a K-SWy-2 smectite were studied quantitatively using a modified form of Beers law [8].
 

Biological context of Trifrina

 

Anatomical context of Trifrina

 

Associations of Trifrina with other chemical compounds

 

Analytical, diagnostic and therapeutic context of Trifrina

  • The FTIR-derived sorption isotherm of DNOC sorbed to K-SWy-2 was in good agreement with the isotherm derived from HPLC measurements [8].
  • The Spirotox was less sensitive than these other bioassays for the majority of these compounds, with an exception found for the dinitro derivatives [19].

References

  1. Carboplatin in combination with raltitrexed in recurrent and metastatic head and neck squamous cell carcinoma: A multicentre phase II study of the Gruppo Oncologico Dell'Italia Meridionale (G.O.I.M.). Galetta, D., Giotta, F., Rosati, G., Gebbia, V., Manzione, L., Di Bisceglie, M., Borsellino, N., Colucci, G. Anticancer Res. (2005) [Pubmed]
  2. Comparative studies on the spermatotoxic effects of dinoseb and its structurally related chemicals. Takahashi, K.L., Hojo, H., Aoyama, H., Teramoto, S. Reprod. Toxicol. (2004) [Pubmed]
  3. Dinitro and mononitrobenzo(ghi)perylenes and mononitrocoronene are highly mutagenic in the Ames Salmonella assay. Vance, W.A., Chan, R. Environmental mutagenesis. (1983) [Pubmed]
  4. A fast, high-yield preparation of vicinal dinitro compounds using HOF.CH3CN. Golan, E., Rozen, S. J. Org. Chem. (2003) [Pubmed]
  5. Dinitro and quinodimethane derivatives of terthiophene that can be both oxidized and reduced. Crystal structures, spectra, and a method for analyzing quinoid contributions to structure. Pappenfus, T.M., Raff, J.D., Hukkanen, E.J., Burney, J.R., Casado, J., Drew, S.M., Miller, L.L., Mann, K.R. J. Org. Chem. (2002) [Pubmed]
  6. 4,6-Dinitro-o-cresol uncouples oxidative phosphorylation and induces membrane permeability transition in rat liver mitochondria. Castilho, R.F., Vicente, J.A., Kowaltowski, A.J., Vercesi, A.E. Int. J. Biochem. Cell Biol. (1997) [Pubmed]
  7. Development of dinitrophenylated cyclodextrin derivatives for enhanced enantiomeric separations by high-performance liquid chromatography. Zhong, Q., He, L., Beesley, T.E., Trahanovsky, W.S., Sun, P., Wang, C., Armstrong, D.W. Journal of chromatography. A. (2006) [Pubmed]
  8. Spectroscopic study of dinitrophenol herbicide sorption on smectite. Johnston, C.T., Sheng, G., Teppen, B.J., Boyd, S.A., de Oliveira, M.F. Environ. Sci. Technol. (2002) [Pubmed]
  9. The teratogenic, embryotoxic, and prenatal mutagenic effect of 3-methyl-4-nitrophenol in the mouse. Nehéz, M., Mazzag, E., Huszta, E., Berencsi, G. Ecotoxicol. Environ. Saf. (1985) [Pubmed]
  10. Induction of biotransformation in the liver of Eel (Anguilla anguilla L.) by sublethal exposure to dinitro-o-cresol: an ultrastructural and biochemical study. Braunbeck, T., Völkl, A. Ecotoxicol. Environ. Saf. (1991) [Pubmed]
  11. Diaryl chalcogenides as selective inhibitors of thioredoxin reductase and potential antitumor agents. Engman, L., Cotgreave, I., Angulo, M., Taylor, C.W., Paine-Murrieta, G.D., Powis, G. Anticancer Res. (1997) [Pubmed]
  12. In vivo unwinding fluorimetric assay as evidence of the damage induced by fenarimol and DNOC in rat liver DNA. Grilli, S., Ancora, G., Rani, P., Valenti, A.M., Mazzullo, M., Colacci, A. Journal of toxicology and environmental health. (1991) [Pubmed]
  13. The mutagenic effect of a dinitro-o-cresol-containing pesticide on mice germ cells. Nehéz, M., Selypes, A., Páldy, A., Berencsi, G. Ecotoxicol. Environ. Saf. (1978) [Pubmed]
  14. Abnormal rheological response of erythrocytes caused by nitroimidazoles and hyperthermia. Rybczynska, M., Feo, C., Marden, M., Poyart, C. International journal of hyperthermia : the official journal of European Society for Hyperthermic Oncology, North American Hyperthermia Group. (1993) [Pubmed]
  15. Pathogenetic transition in the morphology of abnormal sperm in the testes and the caput, corpus, and cauda epididymides of male rats after treatment with 4,6-dinitro-o-cresol. Takahashi, K.L., Takahashi, N., Hojo, H., Kuwahara, M., Aoyama, H., Teramoto, S. Reprod. Toxicol. (2006) [Pubmed]
  16. Immunological cross-reactivity of anti-sera raised with fluoro dinitro benzene tagged normal human leukocytes against human leukaemic cells. Prema, S., Madyastha, K.R., Sahasrabudhe, M.B. Indian journal of cancer. (1978) [Pubmed]
  17. Effects of dinoseb, 4,6-dinitro-o-cresol, and 2,4-dinitrophenol on rat Sertoli-germ cell co-cultures. Takahashi, K.L., Aoyama, H., Kawashima, K., Teramoto, S. Reprod. Toxicol. (2003) [Pubmed]
  18. Studies on prolactin. 40. Chemical modification of tyrosine residues in the ovine hormone. Kawauchi, H., Bewley, T.A., Li, C.H. Biochim. Biophys. Acta (1977) [Pubmed]
  19. The toxicity of tri-substituted benzenes to the protozoan ciliate Spirostomum ambiguum. Nałgcz-Jawecki, G., Sawicki, J. Chemosphere (2002) [Pubmed]
 
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