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Chemical Compound Review

CPD-393     1-methylpyridine

Synonyms: SureCN27002, CHEMBL302326, AG-G-70353, CHEBI:15761, CTK2F7850, ...
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Disease relevance of NSC97384


High impact information on NSC97384

  • Because OCT1 interacts with a variety of structurally diverse organic cations, including clinically used drugs as well as toxic substances (e.g., N-methylpyridinium, MPP(+)), it is an important determinant of systemic exposure to many xenobiotics [3].
  • X-ray crystal structures have been determined for potassium tetrakis(4-phenoxyphenyl)borate (K(+)1), N-methylpyridinium tetrakis(4-phenoxyphenyl)borate (61), 1-ethyl-4-(methoxycarbonyl)pyridinium tetrakis(4-phenoxyphenyl)borate (71), tropylium tetrakis(4-phenoxyphenyl)borate (81), and imidazolium tetrakis(biphenyl)borate (92) [4].
  • Methylation of the O-alkylellipticines gave the corresponding N-methylpyridinium iodides (3b, 4b, and 5b) [5].
  • In the complex, the SN6999 covers almost six base pairs in the narrow minor groove with the 1-methylquinolinium (Q) ring near T8-A17 and the 1-methylpyridinium (P) ring near the C3-G22 base pair [6].
  • In the present study, we compare the energies of competing intercalation modes of BAP to several double-stranded oligonucleotides, according to whether one, two or three N-methylpyridinium rings project into the major groove [7].

Chemical compound and disease context of NSC97384

  • The production of N-methylpyridinium ion metabolites in the lung, from 4-phenylpyridine, 4,4'-bispyridyl and other pyridino-compounds present in tobacco smoke, may contribute to the observed pulmonary toxicity in tobacco users [8].

Biological context of NSC97384


Gene context of NSC97384


Analytical, diagnostic and therapeutic context of NSC97384


  1. Heparin-binding epidermal growth factor-like growth factor: a component in chromaffin granules which promotes the survival of nigrostriatal dopaminergic neurones in vitro and in vivo. Hanke, M., Farkas, L.M., Jakob, M., Ries, R., Pohl, J., Sullivan, A.M. Neuroscience (2004) [Pubmed]
  2. Elevated reactive oxygen species and antioxidant enzyme activities in animal and cellular models of Parkinson's disease. Cassarino, D.S., Fall, C.P., Swerdlow, R.H., Smith, T.S., Halvorsen, E.M., Miller, S.W., Parks, J.P., Parker, W.D., Bennett, J.P. Biochim. Biophys. Acta (1997) [Pubmed]
  3. Evolutionary conservation predicts function of variants of the human organic cation transporter, OCT1. Shu, Y., Leabman, M.K., Feng, B., Mangravite, L.M., Huang, C.C., Stryke, D., Kawamoto, M., Johns, S.J., DeYoung, J., Carlson, E., Ferrin, T.E., Herskowitz, I., Giacomini, K.M. Proc. Natl. Acad. Sci. U.S.A. (2003) [Pubmed]
  4. Synthesis, characterization, and complexation of tetraarylborates with aromatic cations and their use in chemical sensors. Alaviuhkola, T., Bobacka, J., Nissinen, M., Rissanen, K., Ivaska, A., Pursiainen, J. Chemistry (Weinheim an der Bergstrasse, Germany) (2005) [Pubmed]
  5. Design, synthesis, and study of 9-substituted ellipticine and 2-methylellipticinium analogues as potential CNS-selective antitumor agents. Anderson, W.K., Gopalsamy, A., Reddy, P.S. J. Med. Chem. (1994) [Pubmed]
  6. Minor groove binding of SN6999 to an alkylated DNA: molecular structure of d(CGC[e6G]AATTCGCG)-SN6999 complex. Gao, Y.G., Sriram, M., Denny, W.A., Wang, A.H. Biochemistry (1993) [Pubmed]
  7. Major versus minor groove DNA binding of a bisarginylporphyrin hybrid molecule: a molecular mechanics investigation. Gresh, N., Perrée-Fauvet, M. J. Comput. Aided Mol. Des. (1999) [Pubmed]
  8. N-methylation of phenylpyridines and bispyridyls as a potential toxication route: tissue distribution of azaheterocycle N-methyltransferase activity in the rabbit. Godin, C.S., Crooks, P.A., Damani, L.A. Toxicol. Lett. (1986) [Pubmed]
  9. Protein from chromaffin granules promotes survival of mesencephalic dopaminergic neurons by an EGF-receptor ligand-mediated mechanism. Krieglstein, K., Unsicker, K. J. Neurosci. Res. (1997) [Pubmed]
  10. Trophic and protective effects of growth/differentiation factor 5, a member of the transforming growth factor-beta superfamily, on midbrain dopaminergic neurons. Krieglstein, K., Suter-Crazzolara, C., Hötten, G., Pohl, J., Unsicker, K. J. Neurosci. Res. (1995) [Pubmed]
  11. Activity-guided identification of a chemopreventive compound in coffee beverage using in vitro and in vivo techniques. Somoza, V., Lindenmeier, M., Wenzel, E., Frank, O., Erbersdobler, H.F., Hofmann, T. J. Agric. Food Chem. (2003) [Pubmed]
  12. In vitro and in vivo properties of recombinant human serum albumin from Pichia pastoris purified by a method of short processing time. Watanabe, H., Yamasaki, K., Kragh-Hansen, U., Tanase, S., Harada, K., Suenaga, A., Otagiri, M. Pharm. Res. (2001) [Pubmed]
  13. Covalent binding of a bucillamine derivative with albumin in sera from healthy subjects and patients with various diseases. Narazaki, R., Otagiri, M. Pharm. Res. (1997) [Pubmed]
  14. Alkylpyridiniums. 2. Isolation and quantification in roasted and ground coffees. Stadler, R.H., Varga, N., Milo, C., Schilter, B., Vera, F.A., Welti, D.H. J. Agric. Food Chem. (2002) [Pubmed]
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