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Chemical Compound Review

Phenylmethyl     methylbenzene

Synonyms: Benzyl radical, Methyl,phenyl-, AC1L3VYC, 2154-54-3, 2154-56-5, ...
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Disease relevance of methylbenzene

  • The suppressive effect on the bone resorption was not affected by treatment of caldecrin with phenylmethyl sulfonyl fluoride or by use of protease-deficient mutant caldecrins [1].
  • A series of carbamimidothioic acid phenylmethyl ester salts and their N,N'-tetramethyl derivatives were synthesized, many of which exert an interesting inhibiting action on Gram-positive and Gram-negative bacteria and also on fungi [2].

High impact information on methylbenzene


Biological context of methylbenzene

  • It was found that alpha-ammonium, alpha-phosphonium, and alpha-sulfonium groups all destabilize a methyl radical. alpha-Ammonium also destabilizes a benzyl radical, whereas alpha-phosphonium and alpha-sulfonium either slightly stabilize or destabilize a benzyl radical depending on their alkylation state [8].
  • When hydrolysis of anandamide was inhibited by an amidase inhibitor (phenylmethyl sulfonyl fluoride; PMSF), however, SR141716A significantly attenuated anandamide's effects but did not completely block them [9].

Anatomical context of methylbenzene


Associations of methylbenzene with other chemical compounds


Gene context of methylbenzene

  • The reactions of Fe(III)(TPA) (TPA = tris(2-pyridylmethyl)amine) complexes with 2-methyl-1-phenyl-2-propyl-hydroperoxide (MPPH) delivered by syringe pump under anaerobic conditions afford nearly quantitative conversion of MPPH to products derived from the benzyl radical [19].
  • Enantioselectivity of some 1-[(benzofuran-2-yl) phenylmethyl] imidazoles as aromatase (P450AROM) inhibitors [20].
  • The protease activity was inhibited by 5 X 10(-3) M p-chloromercuribenzoate and by phenylmethyl sulfonyl fluoride, TPCK, and soybean trypsin inhibitor, therefore the enzymatic activity probably depends on a serine residue and a sulfhydryl group [21].
  • The quantitative analysis of diisopyramide and butyrophenones (BTPs) was performed in gas chromatograph equipped with packed column (glass column packed with 3% of phenylmethyl silicone-20% ph.), with previous Solid Phase Extraction (SPE) of drugs in C18 minicolumns [22].

Analytical, diagnostic and therapeutic context of methylbenzene

  • The resulting mixtures were analyzed by gas-liquid chromatography (GLC) with a 65% phenylmethyl silicon open tubular fused-silica capillary column operated under optimal conditions and separated according to both their fatty acid structures and their regiospecific distribution [23].


  1. Determination of amino acid sequence responsible for suppression of bone resorption by serum calcium-decreasing factor (caldecrin). Tomomura, A., Yamada, H., Fujimoto, K., Inaba, A., Katoh, S. FEBS Lett. (2001) [Pubmed]
  2. Carbamimidothioic acid phenylmethyl ester salts and their N,N'-tetramethyl derivatives as possible antimicrobial agents. Tait, A., Di Bella, M., Bondi, M., Quaglio, G., Fabio, U. Farmaco (1990) [Pubmed]
  3. Chemopreventive isothiocyanates induce apoptosis and caspase-3-like protease activity. Yu, R., Mandlekar, S., Harvey, K.J., Ucker, D.S., Kong, A.N. Cancer Res. (1998) [Pubmed]
  4. Activation of the sulfhydryl group by Mo centers: kinetics of reaction of benzyl radical with a binuclear Mo(micro-SH)Mo complex and with arene and alkane thiols. Franz, J.A., Birnbaum, J.C., Kolwaite, D.S., Linehan, J.C., Camaioni, D.M., Dupuis, M. J. Am. Chem. Soc. (2004) [Pubmed]
  5. High-resolution capillary electrophoretic analysis of DNA in free solution. Nathakarnkitkool, S., Oefner, P.J., Bartsch, G., Chin, M.A., Bonn, G.K. Electrophoresis (1992) [Pubmed]
  6. Enzymatic conversion of the major polypeptide chains of thyroglobulin. van Jaarsveld, P.P., van der Merwe, M.J., van der Walt, B., Edelhoch, H. Endocrinology (1981) [Pubmed]
  7. Decarboxylation of metastable methyl benzoate molecular ions. Dechamps, N., Flammang, R., Gerbaux, P., Nam, P.C., Nguyen, M.T. J. Am. Soc. Mass Spectrom. (2006) [Pubmed]
  8. Effects of alpha-ammonium, alpha-phosphonium, and alpha-sulfonium groups on C-H bond dissociation energies. Song, K.S., Liu, L., Guo, Q.X. J. Org. Chem. (2003) [Pubmed]
  9. Evaluation of the role of the arachidonic acid cascade in anandamide's in vivo effects in mice. Wiley, J.L., Razdan, R.K., Martin, B.R. Life Sci. (2006) [Pubmed]
  10. Localisation of a particulate luliberin hydrolysing activity in microsomal membranes of guinea pig brain. Elmore, M.A., O'Cuinn, G. Regul. Pept. (1989) [Pubmed]
  11. Activation of latent collagenase purified from human leukocytes. Sorsa, T.A. Scand. J. Rheumatol. (1987) [Pubmed]
  12. Partial purification and characterization of latent human leukocyte collagenase. Sorsa, T., Suomalainen, K., Turto, H., Lindy, S. Med. Biol. (1985) [Pubmed]
  13. Quality control of estrogen and progesterone receptor assays. Chua, D., Aw, S.E., Chan, S.H., Oon, C.J. Ann. Acad. Med. Singap. (1986) [Pubmed]
  14. Human leucocyte response to migration inhibitory activity from lymphocytes. Modification by aprotinin, Tranexamic acid and phenylmethyl sulfonylfluoride. Coeugniet, E., Søeberg, B., Bendixen, G. Acta medica Scandinavica. (1978) [Pubmed]
  15. Interferon-gamma induces dipeptidylpeptidase IV expression in human glomerular epithelial cells. Stefanovic, V., Ardaillou, N., Vlahovic, P., Placier, S., Ronco, P., Ardaillou, R. Immunology (1993) [Pubmed]
  16. A novel neutral protease from Thermoactinomyces species 27a: sequencing of the gene, purification, and characterization of the enzyme. Zabolotskaya, M.V., Demidyuk, I.V., Akimkina, T.V., Kostrov, S.V. Protein J. (2004) [Pubmed]
  17. Fluorescence spectrum of the benzyl radical in methylcyclohexane at 4.2 K. Uejoh, K. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. (2004) [Pubmed]
  18. Purification and characterization of an organ specific haemorrhagic toxin from Vipera russelli russelli (Russell's viper) venom. Kole, L., Chakrabarty, D., Datta, K., Bhattacharyya, D. Indian J. Biochem. Biophys. (2000) [Pubmed]
  19. "Intermolecular" trapping of a nonheme Fe(IV)=O intermediate. Miyake, H., Chen, K., Lange, S.J., Que, L. Inorganic chemistry. (2001) [Pubmed]
  20. Enantioselectivity of some 1-[(benzofuran-2-yl) phenylmethyl] imidazoles as aromatase (P450AROM) inhibitors. Khodarahmi, G.A., Laughton, C.A., Smith, H.J., Nicholls, P.J. J. Enzym. Inhib. (2001) [Pubmed]
  21. Neutral protease activity in lymphocytes of Lewis rats with acute experimental allergic encephalomyelitis. Smith, M.E. Neurochem. Res. (1979) [Pubmed]
  22. Gas chromatographic determination of diisopyramide in the presence of some butyrophenones in human plasma. Quaglio, M.P., Fagioli, F., Minozzi, L. Bollettino chimico farmaceutico. (1995) [Pubmed]
  23. Regiospecific analysis of conifer seed triacylglycerols by gas-liquid chromatography with particular emphasis on delta5-olefinic acids. Destaillats, F., Angers, P., Wolff, R.L., Arul, J. Lipids (2001) [Pubmed]
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