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Chemical Compound Review

Isaxonina     N-propan-2-ylpyrimidin-2-amine

Synonyms: Isaxonine, Isaxoninum, AG-F-49855, CHEMBL1740513, SureCN1270289, ...
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Disease relevance of Isaxonine


High impact information on Isaxonine

  • The reactive isaxonine metabolite became bound extensively to microsomal proteins, but not to plasma membrane proteins [4].
  • In a second series of experiments, [2-14C] isaxonine (0.1 mM) was incubated with NADPH, hepatic microsomes and plasma membranes [4].
  • Isaxonine and several other drugs transformed by cytochrome P-450 into reactive metabolites apparently lead to immunoallergic hepatitis in man [4].
  • Presence of covalently bound metabolites on rat hepatocyte plasma membrane proteins after administration of isaxonine, a drug leading to immunoallergic hepatitis in man [4].
  • Lymphocyte proliferation, assessed by measuring the increase in the number of cells in mitogen-stimulated cultures, was completely suppressed by both colchicine and taxol (100 nM) whereas significant inhibition by isaxonine required much higher concentrations (5 mM) [5].

Biological context of Isaxonine


Anatomical context of Isaxonine


Associations of Isaxonine with other chemical compounds


Gene context of Isaxonine

  • We conclude that isaxonine is activated by mouse and human cytochromes P-450 into a reactive metabolite [6].
  • At low concentration (1% mol/mol), isaxonine is trapped in the polar interface and enhances the phospholipid multibilayers organization in the gel state [12].
  • Inhibition in vitro of the polymerization of tubulin by uremic middle molecules: corrective effect of isaxonine [15].

Analytical, diagnostic and therapeutic context of Isaxonine


  1. A study of the effects of isaxonine on vincristine-induced peripheral neuropathy in man and regeneration following peripheral nerve crush in the rat. Le Quesne, P.M., Fowler, C.J., Harding, A.E. J. Neurol. Neurosurg. Psychiatr. (1985) [Pubmed]
  2. Therapeutic trial of isaxonine in Duchenne muscular dystrophy. Heckmatt, J.Z., Hyde, S.A., Gabain, A., Dubowitz, V. Muscle Nerve (1988) [Pubmed]
  3. Paracetamol potentiates isaxonine toxicity in vitro. Shrivastava, R., John, G., Chevalier, A., Beaughard, M., Rispat, G., Slaoui, M., Massingham, R. Toxicol. Lett. (1994) [Pubmed]
  4. Presence of covalently bound metabolites on rat hepatocyte plasma membrane proteins after administration of isaxonine, a drug leading to immunoallergic hepatitis in man. Loeper, J., Descatoire, V., Amouyal, G., Lettéron, P., Larrey, D., Pessayre, D. Hepatology (1989) [Pubmed]
  5. Microtubules and lymphocyte responses: effect of colchicine and taxol on mitogen-induced human lymphocyte activation and proliferation. Cuthbert, J.A., Shay, J.W. J. Cell. Physiol. (1983) [Pubmed]
  6. Mechanism for isaxonine hepatitis. I. Metabolic activation by mouse and human cytochrome P-450. Lettéron, P., Fouin-Fortunet, H., Tinel, M., Danan, G., Belghiti, J., Pessayre, D. J. Pharmacol. Exp. Ther. (1984) [Pubmed]
  7. Influence of isaxonine on reinnervation of the rat gastrocnemius muscle. De Reuck, J., De Bleecker, J., De Coster, W., Blancquaert, J.P. Acta Neuropathol. (1987) [Pubmed]
  8. Influence of isaxonine on the target phenomenon, muscle fibre size and neuromuscular junction in the tenotomized and denervated gastrocnemius muscle of the rat. De Bleecker, J., De Coster, W., De Reuck, J., Blancquaert, J.P. Acta Neuropathol. (1986) [Pubmed]
  9. Mechanism for isaxonine hepatitis. II. Protective role of glutathione and toxicological studies in mice. Fouin-Fortunet, H., Lettéron, P., Tinel, M., Degott, C., Flejou, J.F., Pessayre, D. J. Pharmacol. Exp. Ther. (1984) [Pubmed]
  10. Effects of isaxonine on skeletal muscle reinnervation in the rat: an electrophysiologic evaluation. Pecot-Dechavassine, M., Mira, J.C. Muscle Nerve (1985) [Pubmed]
  11. In vitro metabolism of isaxonine phosphate: formation of two metabolites, 5-hydroxyisaxonine and 2-aminopyrimidine, and covalent binding to microsomal proteins. Martinat, C., Amar, C., Dansette, P.M., Leclaire, J., Lopez-Garcia, P., Cao, T.D., N'Guyen, H.N., Mansuy, D. Eur. J. Pharmacol. (1992) [Pubmed]
  12. Isaxonine base is a strong perturber of phospholipid bilayer order and fluidity--a differential scanning calorimetry and spin labeling study. Berleur, F., Roman, V., Jaskierowicz, D., Leterrier, F., Esanu, A., Braquet, P., ter-Minassian-Saraga, L., Madelmont, G. Biochem. Pharmacol. (1984) [Pubmed]
  13. Putative neurotrophic factors and functional recovery from peripheral nerve damage in the rat. Van der Zee, C.E., Brakkee, J.H., Gispen, W.H. Br. J. Pharmacol. (1991) [Pubmed]
  14. Neurite outgrowth of neurons of rat dorsal root ganglia induced by new neurotrophic substances with guanidine group. Lehmann, S., Quirosa-Guillou, C., Becherer, U., Thal, C., Zanetta, J.P. Neurosci. Lett. (1993) [Pubmed]
  15. Inhibition in vitro of the polymerization of tubulin by uremic middle molecules: corrective effect of isaxonine. Braguer, D., Chauvet-Monges, A.M., Sari, J.C., Crevat, A., Durand, C., Murisasco, A., Elsen, R. Clin. Nephrol. (1983) [Pubmed]
  16. Neurotropic pyrimidine heterocyclic compounds. I. The newly synthesized pyrimidine compounds promote neurite outgrowth of GOTO and neuro 2a neuroblastoma cell lines, and potentiate nerve growth factor (NGF)-induced neurite sprouting of PC 12 cells. Awaya, A., Kobayashi, H., Horikomi, K., Tanaka, S., Kabir, A.M., Yokoyama, K., Ohno, H., Kato, K., Kitahara, T., Tomino, I. Biol. Pharm. Bull. (1993) [Pubmed]
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