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Chemical Compound Review

Zoxazolamine     5-chlorobenzooxazol-2-amine

Synonyms: Deflexol, Flexilon, Zoxamin, Contrazole, Flexin, ...
 
 
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Disease relevance of Zoxazolamine

 

High impact information on Zoxazolamine

  • These animals also show decreased metabolism of the classic CYP substrate zoxazolamine and a complete loss of the liver hypertrophic and hyperplastic responses to these inducers [6].
  • The metabolism of zoxazolamine to 6-hydroxyzoxazolamine by liver microsomes from neonatal rats is stimulated severalfold by the in vitro addition of flavone, a naturally occurring compound found in several plant species [7].
  • Backcross progeny were tested for Ah genotype by zoxazolamine sleeping time [8].
  • 7,8-Benzoflavone also increased the rates of hydroxylation of zoxazolamine and antipyrine at 10(-4) M but inhibited these reactions at 10(-6) M [9].
  • The effects of 7,8-benzoflavone on the hydroxylation of benzo[a]pyrene and zoxazolamine in microsomes from human liver were similar to those in homogenates [9].
 

Chemical compound and disease context of Zoxazolamine

 

Biological context of Zoxazolamine

 

Anatomical context of Zoxazolamine

 

Associations of Zoxazolamine with other chemical compounds

 

Gene context of Zoxazolamine

  • Furthermore, we determined that the D2.B6N-Asp1b mouse expresses both the D2 phenotype and genotype at the Ahr locus, i.e., zoxazolamine paralysis and T to C and G to A transition mutations in the Ahr cDNA at bp sites 3330 and 3336, respectively [24].
  • Ginsan in the dose of 100 mg/kg caused marked elevation (1.7 to approximately 2 fold) of HO activity, decrease of total CYP450 level (by 20-34%), and prolongation of zoxazolamine-induced paralysis time (by 65-70%), and showed some differences between male and female mice [25].
  • Several derivatives of dipyrido[1,2-a:3',2'-d]imidazole related to protein pyrolysates have been studied for their effects on the P-450 system of hepatic parenchyma and two dependent monoxidase enzymes, zoxazolamine hydroxylase and dimethylnitrosamine-N-demethylase (DMN-d-ase) [26].
  • A highly sensitive radiometric assay for zoxazolamine hydroxylation by liver microsomal cytochrome P-450 and P-448: properties of the membrane-bound and purified reconstituted system [27].
  • Zoxazolamine paralysis times, an in vivo marker of CYP1A1 activity, were reduced from 184 +/- 18 min in saline-treated rats to 103 +/- 12.5 min 24 hr after a single 1.7-mg ODN1 iv injection [28].
 

Analytical, diagnostic and therapeutic context of Zoxazolamine

  • The intraperitoneal injection of flavone into neonatal rats causes an immediate several-fold stimulation in the rate of total body metabolism of simultaneously administered zoxazolamine [7].
  • Both ETOH and INH also increased zoxazolamine 6-hydroxylation but, in contrast to other rodent species, this drug-metabolizing activity was decreased in hamster liver microsomes after treatment with either PB or BF [29].
  • Hepatotoxicity was documented by elevated serum glutamicpyruvic transaminase (SGPT) activity, by histologic evaluation of the extent of cellular necrosis, by electron microscopy of the mitochondrial fraction, and by the increased duration of zoxazolamine-induced paralysis [30].
  • Thymectomy performed at least 24 hr before injection of zoxazolamine significantly prolonges paralysis time [19].

References

  1. Effects of phenobarbitone, cinnarizine, and zoxazolamine on the development of right ventricular hypertrophy and hypertensive pulmonary vascular disease in rats treated with monocrotaline. Kay, J.M., Smith, P., Heath, D., Will, J.A. Cardiovasc. Res. (1976) [Pubmed]
  2. Kinetics of drug action in disease states. XXVII. Effect of experimental renal failure on the pharmacodynamics of zoxazolamine and chlorzoxazone. Yasuhara, M., Levy, G. J. Pharmacol. Exp. Ther. (1988) [Pubmed]
  3. Kinetics of drug action in disease states. XXXV: Effect of hypovolemia on the pharmacodynamics of zoxazolamine in rats. Sato, S., Levy, G. Journal of pharmaceutical sciences. (1989) [Pubmed]
  4. Altered foci of hepatocytes in rats initiated with diethylnitrosamine after prolonged fasting. Schmitt, F.C., Estevao, D., Kobayasi, S., Curi, P., de Camargo, J.L. Food Chem. Toxicol. (1993) [Pubmed]
  5. Alteration of Hepatic microsomal enzyme systems and the lethal action of non-steroidal anti-arthritic drugs in acute and chronic models of inflammation. Sofia, R.D. Agents Actions (1977) [Pubmed]
  6. The nuclear receptor CAR mediates specific xenobiotic induction of drug metabolism. Wei, P., Zhang, J., Egan-Hafley, M., Liang, S., Moore, D.D. Nature (2000) [Pubmed]
  7. In vivo activation of zoxazolamine metabolism by flavone. Lasker, J.M., Huang M-T, n.u.l.l., Conney, A.H. Science (1982) [Pubmed]
  8. Effect of 3-methylcholanthrene on atherosclerosis in two congenic strains of mice with different susceptibilities to methylcholanthrene-induced tumors. Paigen, B., Holmes, P.A., Morrow, A., Mitchell, D. Cancer Res. (1986) [Pubmed]
  9. Activation of monooxygenases in human liver by 7,8-benzoflavone. Kapitulnik, J., Poppers, P.J., Buening, M.K., Fortner, J.G., Conney, A.H. Clin. Pharmacol. Ther. (1977) [Pubmed]
  10. Effect of benzazole-related centrally acting muscle relaxants on HPNS. Bowser-Riley, F., Daniels, S., Smith, E.B. Undersea biomedical research. (1988) [Pubmed]
  11. Effects of cimetidine on theophylline, acetaminophen, and zoxazolamine toxicity in the intact mouse. Lazarte, R.A., Bigelow, S.W., Nebert, D.W., Levitt, R.C. Developmental pharmacology and therapeutics. (1984) [Pubmed]
  12. Comparison of the hydroxylation of zoxazolamine and benzo[a]pyrene in human placenta: effect of cigarette smoking. Kapitulnik, J., Levin, W., Poppers, P.J., Tomaszewski, J.E., Jerina, D.M., Conney, A.H. Clin. Pharmacol. Ther. (1976) [Pubmed]
  13. Fetal mouse susceptibility to transplacental carcinogenesis: differential influence of Ah receptor phenotype on effects of 3-methylcholanthrene, 12-dimethylbenz[a]anthracene, and benzo[a]pyrene. Anderson, L.M., Ruskie, S., Carter, J., Pittinger, S., Kovatch, R.M., Riggs, C.W. Pharmacogenetics (1995) [Pubmed]
  14. Comparison of the effect of carbon monoxide and of hypoxic hypoxia. I. In vivo metabolism, distribution and action of hexobarbital. Roth, R.A., Rubin, R.J. J. Pharmacol. Exp. Ther. (1976) [Pubmed]
  15. Dose-dependent pharmacokinetics of zoxazolamine in the rat. Van der Graaff, M., Vermeulen, N.P., Crul, I.E., Breimer, D.D. Drug Metab. Dispos. (1986) [Pubmed]
  16. Effect of cigarette smoking on hepatic biotransformations in rats. Graziano, M.J., Dorough, H.W. Toxicol. Appl. Pharmacol. (1984) [Pubmed]
  17. Effect of exogenous pyruvate on acrylamide neuropathy in rats. Sabri, M.I., Dairman, W., Fenton, M., Juhasz, L., Ng, T., Spencer, P.S. Brain Res. (1989) [Pubmed]
  18. On central muscle relaxants, strychnine-insensitive glycine receptors and two old drugs: zoxazolamine and HA-966. McMillen, B.A., Williams, H.L., Lehmann, H., Shepard, P.D. J. Neural Transm. Gen. Sect. (1992) [Pubmed]
  19. Effect of thymectomy on zoxazolamine paralysis and metabolism in untreated and (PCN) pregnenolone-16alpha-carbonitril- or ACTH-pretreated rats. Szabo, S., Kourounakis, P., Garg, B.D., Silva, O.M. Archives internationales de pharmacodynamie et de thérapie. (1975) [Pubmed]
  20. In vitro and in vivo activation of oxidative drug metabolism by flavonoids. Lasker, J.M., Huang, M.T., Conney, A.H. J. Pharmacol. Exp. Ther. (1984) [Pubmed]
  21. In-vivo effects of itraconazole on hepatic mixed-function oxidase. Damanhouri, Z., Gumbleton, M., Nicholls, P.J., Shaw, M.A. J. Antimicrob. Chemother. (1988) [Pubmed]
  22. Effects of model traumatic injury on hepatic drug metabolism in the rat. III. Differential responses of cytochrome P-450 subpopulations. Griffeth, L.K., Rosen, G.M., Rauckman, E.J. Drug Metab. Dispos. (1984) [Pubmed]
  23. Effects of ethanol on microsomal drug metabolism in aging female rats. III. In vivo. Rikans, L.E., Snowden, C.D. Mech. Ageing Dev. (1990) [Pubmed]
  24. Nonallelism for the audiogenic seizure prone (Asp1) and the aryl hydrocarbon receptor (Ahr) loci in mice. DiRocco, L., Dalton, T., Liang, D., Nebert, D.W., Seyfried, T.N. J. Neurogenet. (1998) [Pubmed]
  25. Effects of polysaccharide ginsan from Panax ginseng on liver function. Song, J.Y., Akhalaia, M., Platonov, A., Kim, H.D., Jung, I.S., Han, Y.S., Yun, Y.S. Arch. Pharm. Res. (2004) [Pubmed]
  26. Biochemical effects of some derivatives of dipyrido[1,2-a:3,'2'-d]imidazole related to protein pyrolysates on rat liver microsomes. Saint-Ruf, G., Loukakou, B., Phuoc Hien, D. Carcinogenesis (1984) [Pubmed]
  27. A highly sensitive radiometric assay for zoxazolamine hydroxylation by liver microsomal cytochrome P-450 and P-448: properties of the membrane-bound and purified reconstituted system. Tomaszewski, J.E., Jerina, D.M., Levin, W., Conney, A.H. Arch. Biochem. Biophys. (1976) [Pubmed]
  28. In vivo modulation of the rat cytochrome P450 1A1 by double-stranded phosphorothioate oligodeoxynucleotides. Tracewell, W., Desjardins, J., Iversen, P. Toxicol. Appl. Pharmacol. (1995) [Pubmed]
  29. Characterization of the cytochrome P-450 monooxygenase system of hamster liver microsomes. Effects of prior treatment with ethanol and other xenobiotics. Ardies, C.M., Lasker, J.M., Lieber, C.S. Biochem. Pharmacol. (1987) [Pubmed]
  30. Liver damage does not increase the sensitivity of mice to cyanide given acutely. Rutkowski, J.V., Roebuck, B.D., Smith, R.P. Toxicology (1986) [Pubmed]
 
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