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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].


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  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]
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  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]
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  16. Effect of cigarette smoking on hepatic biotransformations in rats. Graziano, M.J., Dorough, H.W. Toxicol. Appl. Pharmacol. (1984) [Pubmed]
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  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]
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  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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