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Chemical Compound Review

Ditane     benzylbenzene

Synonyms: Ditan, Benzylphenyl, Benzylbenzene, Diphenylmethan, benzyl-benzene, ...
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Disease relevance of benzylbenzene


High impact information on benzylbenzene

  • Correlation of the antiproliferative action of diphenylmethane-derivative antiestrogen binding site ligands with antagonism of histamine binding but not of protein kinase C-mediated phosphorylation [4].
  • The findings for DPPE suggest that platelet response to PMA, antagonized by diphenylmethane-type AEBS-ligands, may be mediated, at least in part, by mechanisms other than activation of protein kinase C-dependent phosphorylation [4].
  • Taking the known diphenylmethane derivative LG190178 as a reference, this study provides molecular evaluation of the interaction of nonsteroidal ligands with the VDR [5].
  • Highly enantioselective alkylation of protected glycine diphenylmethyl (Dpm) amide 1 and Weinreb amide 10 has been realized under phase-transfer conditions by the successful utilization of designer chiral quaternary ammonium salts of type 4 as catalyst [6].
  • Dynamic nature of the transition state for the SN1 reaction mechanism of diphenylmethyl acetates [7].

Biological context of benzylbenzene

  • Of the 55 compounds tested, only nine produced a statistically significant (p less than 0.05) reduction in blood pressure greater than 20%; all of these compounds had fluoro substituents in both rings of the diphenylmethyl group [8].
  • We found that the calmodulin antagonist trifluopromazine (TFP) which bound ABS weakly, inhibited MCF7 cell growth but did not follow the relationship observed for diphenylmethane derivatives between MCF7-inhibitory potencies and their Ki [9].
  • Furthermore, the structure-activity relationship reveals that within this class of compounds, the diphenylmethyl moiety is constant at the 2-substituent, whereas the 3-substituent is directly correlated with the antagonist activity of the compound [10].
  • For the cleaning bath reactor the kinetics of the sonochemical reactions in H(2)O and DPhM depends strongly on the reaction vessel materials: the reaction rates decreased with the increase of the materials elasticity [11].
  • An attempt to deblock carboxylic group of 8'-O-methylstreptonigrin diphenylmethyl ester by hydrogenation over Pd produced 8'-O-methylstreptonigrone [12].

Anatomical context of benzylbenzene


Associations of benzylbenzene with other chemical compounds


Gene context of benzylbenzene


Analytical, diagnostic and therapeutic context of benzylbenzene

  • A group of twenty four workers handling di-isocyanates and with respiratory disease were investigated by occupational-type bronchial provocation tests for sensitivity to toluene di-isocyanate (TDI), to which all were exposed, and to diphenylmethane di-isocyanate (MDI) and hexamethylene di-isocyanate (HDI) [26].


  1. Determination of diphenylmethane antihistaminic drugs and their analogues in body fluids by gas chromatography with surface ionization detection. Hattori, H., Yamamoto, S., Iwata, M., Takashima, E., Yamada, T., Suzuki, O. J. Chromatogr. (1992) [Pubmed]
  2. Acute inhalation toxicity of polymeric diphenyl-methane 4,4'-diisocyanate in rats: time course of changes in bronchoalveolar lavage. Pauluhn, J. Arch. Toxicol. (2000) [Pubmed]
  3. Hypersensitivity pneumonitis-like reaction among workers exposed to diphenylmethane [correction to piphenylmethane] diisocyanate (MDI). Vandenplas, O., Malo, J.L., Dugas, M., Cartier, A., Desjardins, A., Lévesque, J., Shaughnessy, M.A., Grammer, L.C. Am. Rev. Respir. Dis. (1993) [Pubmed]
  4. Correlation of the antiproliferative action of diphenylmethane-derivative antiestrogen binding site ligands with antagonism of histamine binding but not of protein kinase C-mediated phosphorylation. Brandes, L.J., Gerrard, J.M., Bogdanovic, R.P., Lint, D.W., Reid, R.E., LaBella, F.S. Cancer Res. (1988) [Pubmed]
  5. Gene regulatory potential of nonsteroidal vitamin D receptor ligands. Peräkylä, M., Malinen, M., Herzig, K.H., Carlberg, C. Mol. Endocrinol. (2005) [Pubmed]
  6. Highly enantioselective phase-transfer-catalyzed alkylation of protected alpha-amino acid amides toward practical asymmetric synthesis of vicinal diamines, alpha-amino ketones, and alpha-amino alcohols. Ooi, T., Takeuchi, M., Kato, D., Uematsu, Y., Tayama, E., Sakai, D., Maruoka, K. J. Am. Chem. Soc. (2005) [Pubmed]
  7. Dynamic nature of the transition state for the SN1 reaction mechanism of diphenylmethyl acetates. Peters, K.S., Gasparrini, S., Heeb, L.R. J. Am. Chem. Soc. (2005) [Pubmed]
  8. Synthesis, calcium-channel-blocking activity, and antihypertensive activity of 4-(diarylmethyl)-1-[3-(aryloxy)propyl]piperidines and structurally related compounds. Shanklin, J.R., Johnson, C.P., Proakis, A.G., Barrett, R.J. J. Med. Chem. (1991) [Pubmed]
  9. The anti-proliferative properties of 4-benzylphenoxy ethanamine derivatives are mediated by the anti-estrogen binding site (ABS), whereas the anti-estrogenic effects of trifluopromazine are not. Poirot, M., Garnier, M., Bayard, F., Riviere, I., Traore, M., Wilson, M., Fargin, A., Faye, J.C. Biochem. Pharmacol. (1990) [Pubmed]
  10. Identification of small molecule antagonists of the human mas-related gene-X1 receptor. Kunapuli, P., Lee, S., Zheng, W., Alberts, M., Kornienko, O., Mull, R., Kreamer, A., Hwang, J.I., Simon, M.I., Strulovici, B. Anal. Biochem. (2006) [Pubmed]
  11. Comparative study of sonochemical reactors with different geometry using thermal and chemical probes. Nikitenko, S.I., Le Naour, C., Moisy, P. Ultrasonics sonochemistry (2007) [Pubmed]
  12. Transformation of streptonigrin into streptonigrone; synthesis and biological evaluation of antibiotics streptonigrin and streptonigrone alkyl ethers. Preobrazhenskaya, M.N., Holpne-Kozlova, N.V., Lazhko, E.I. J. Antibiot. (1992) [Pubmed]
  13. Nitric oxide as a mediator of bisacodyl and phenolphthalein laxative action: induction of nitric oxide synthase. Gaginella, T.S., Mascolo, N., Izzo, A.A., Autore, G., Capasso, F. J. Pharmacol. Exp. Ther. (1994) [Pubmed]
  14. A diphenylmethane derivative specific for the antiestrogen binding site found in rat liver microsomes. Brandes, L.J., Hermonat, M.W. Biochem. Biophys. Res. Commun. (1984) [Pubmed]
  15. Inhibition of mediator release in RBL-2H3 cells by some H1-antagonist derived anti-allergic drugs: relation to lipophilicity and membrane effects. Fischer, M.J., Paulussen, J.J., Horbach, D.A., Roelofsen, E.P., van Miltenburg, J.C., de Mol, N.J., Janssen, L.H. Inflamm. Res. (1995) [Pubmed]
  16. The influence of some anthracene and diphenylmethane derivatives on water and electrolyte movement in rat colon. de Witte, P., Dreessen, M., Lemli, J. Pharmaceutica acta Helvetiae. (1991) [Pubmed]
  17. Tamoxifen-induced modification of serum lipoprotein phospholipids in the cockerel. Breckenridge, W.C., Lazier, C.B. Lipids (1987) [Pubmed]
  18. Inhibition of DMBA/croton oil-induced two-stage mouse skin carcinogenesis by diphenylmethyl selenocyanate. Das, R.K., Ghosh, S., Sengupta, A., Das, S., Bhattacharya, S. Eur. J. Cancer Prev. (2004) [Pubmed]
  19. Biomimetic degradation of lignin and lignin model compounds by synthetic anionic and cationic water soluble manganese and iron porphyrins. Crestini, C., Saladino, R., Tagliatesta, P., Boschi, T. Bioorg. Med. Chem. (1999) [Pubmed]
  20. Selective deoxygenation and O-methylation of benanomicin A: synthesis of 9-deoxy-, 9-O-methyl- and 14-O-methylbenanomicin A. Nishizuka, T., Hirosawa, S., Hamada, M., Kondo, S., Ikeda, D., Takeuchi, T. J. Antibiot. (1997) [Pubmed]
  21. Analysis of methylbenactyzium bromide in human urine by thin-layer chromatography and pyrolysis gas chromatography. Nishikawa, M., Tatsuno, M., Suzuki, S., Tsuchihashi, H. Forensic Sci. Int. (1991) [Pubmed]
  22. Oxidative metabolism of flunarizine and cinnarizine by microsomes from B-lymphoblastoid cell lines expressing human cytochrome P450 enzymes. Kariya, S., Isozaki, S., Uchino, K., Suzuki, T., Narimatsu, S. Biol. Pharm. Bull. (1996) [Pubmed]
  23. Diphenylmethane skeleton as a multi-template for nuclear receptor ligands: Preparation of FXR and PPAR ligands. Kainuma, M., Kasuga, J., Hosoda, S., Wakabayashi, K., Tanatani, A., Nagasawa, K., Miyachi, H., Makishima, M., Hashimoto, Y. Bioorg. Med. Chem. Lett. (2006) [Pubmed]
  24. Computational elucidation of the transition state shape selectivity phenomenon. Clark, L.A., Sierka, M., Sauer, J. J. Am. Chem. Soc. (2004) [Pubmed]
  25. Peak flow rate records in the diagnosis of occupational asthma due to isocyanates. Burge, P.S., O'Brien, I.M., Harries, M.G. Thorax (1979) [Pubmed]
  26. Toluene di-isocyanate-induced asthma. I. Reactions to TDI, MDI, HDI and histamine. O'Brien, I.M., Harries, M.G., Burge, P.S., Pepys, J. Clin. Allergy (1979) [Pubmed]
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