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Chemical Compound Review

Quaalude     2-methyl-3-(2- methylphenyl)quinazolin-4-one

Synonyms: Cateudyl, Dormigoa, Dormogen, Dormutil, Dorsedin, ...
 
 
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Disease relevance of Ortonal

 

Psychiatry related information on Ortonal

 

High impact information on Ortonal

 

Chemical compound and disease context of Ortonal

 

Biological context of Ortonal

  • The major biotransformation of methaqualone under therapeutic conditions occurred through benzylic and para-hydroxylation of the o-tolyl moiety [18].
  • 2 The apparent first order rate constants for the formation of five C-monohydroxy metabolites of methaqualone on day 15 of the menstrual cycle were approximately double that on day 1 [19].
  • Correlation between dissolution rate and bioavailability was shown in freshly prepared methaqualone tablet formulations [20].
  • Hydroxylation of the tolyl moiety of methaqualone probably occurs by way of an epoxide intermediate [21].
  • The major monohydroxyl metabolites of methaqualone detected in human urine after enzymic hydrolysis were I, II, 2-methyl-3-(3'-hydroxy-2'-methylphenyl)-4(3H)-quinazolinone (III), and 2-methyl-3-(4'-hydroxy-2'-methylphenyl)-4(3H)-quinazolinone (IV) [21].
 

Anatomical context of Ortonal

 

Associations of Ortonal with other chemical compounds

 

Gene context of Ortonal

 

Analytical, diagnostic and therapeutic context of Ortonal

References

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  2. Effects of methaqualone on blood platelet function. Mills, D.G. Clin. Pharmacol. Ther. (1978) [Pubmed]
  3. Methaqualone withdrawal syndrome with photoparoxysmal responses and high-amplitude visual evoked potentials. Faught, E. Neurology (1986) [Pubmed]
  4. The effects of methaqualone on pituitary-adrenocortical activity in mice. Meyer, J.S., Boggan, W.O. Psychopharmacology (Berl.) (1977) [Pubmed]
  5. Induction of hepatic enzymes by methaqualone and effect on warfarin-induced hypoprothrombinemia. Mathur, P.P., Smyth, R.D., Herczeg, T., Reavey-Cantwell, N.H. J. Pharmacol. Exp. Ther. (1976) [Pubmed]
  6. Dose effects of methaqualone on stimulus encoding in a memory scanning task. Smith, L.T., Williams, H.L., Rundell, O.H. Psychopharmacology (Berl.) (1988) [Pubmed]
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  8. Effect of cannabis use on oral candidal carriage. Darling, M.R., Arendorf, T.M., Coldrey, N.A. J. Oral Pathol. Med. (1990) [Pubmed]
  9. Incidence of methaqualone in driving-under-the-influence (DUI) cases in the state of Georgia. McCurdy, H.H., Solomons, E.T., Holbrook, J.M. Journal of analytical toxicology. (1981) [Pubmed]
  10. Effects of methaqualone on social behavior in monkeys (Macaca mulatta). Claus, G., Kling, A., Bolander, K. Brain Behav. Evol. (1980) [Pubmed]
  11. Enantiomeric analysis of the five major monohydroxylated metabolites of methaqualone in human urine by chiral capillary electrophoresis. Prost, F., Thormann, W. Electrophoresis (2001) [Pubmed]
  12. Inhibition of apolipoprotein B and triglyceride secretion in human hepatoma cells (HepG2). Haghpassand, M., Wilder, D., Moberly, J.B. J. Lipid Res. (1996) [Pubmed]
  13. Behavioural sequelae of methaqualone in man and in the monkey (Macaca mulatta). Borland, R.G., Nicholson, A.N., Wright, C.M. British journal of clinical pharmacology. (1975) [Pubmed]
  14. Pigmented lesions of the tongue in heroin addicts--fixed drug eruption. Westerhof, W., Wolters, E.C., Brookbakker, J.T., Boelen, R.E., Schipper, M.E. Br. J. Dermatol. (1983) [Pubmed]
  15. Interactions between methaqualone and ethanol in rats and mice during acute and chronic states. Ho, C.C., Ho, A.K. Clin. Exp. Pharmacol. Physiol. (1978) [Pubmed]
  16. Effects of d-amphetamine, methaqualone, and phencyclidine on the reaction time of pigeons. Kaczor, T., Blakely, E., Poling, A. Pharmacol. Biochem. Behav. (1993) [Pubmed]
  17. Shift of the high-performance liquid chromatographic retention times of metabolites in relation to the original drug on an RP8 column with acidic mobile phase. Herre, S., Pragst, F. J. Chromatogr. B Biomed. Sci. Appl. (1997) [Pubmed]
  18. Methaqualone metabolites in human urine after therapeutic doses. Kazyak, L., Kelley, J.A., Cella, J.A., Droege, R.E., Hilpert, L.R., Permisohn, R.C. Clin. Chem. (1977) [Pubmed]
  19. The influence of the menstrual cycle on the metabolism and clearance of methaqualone. Wilson, K., Oram, M., Horth, C.E., Burnett, D. British journal of clinical pharmacology. (1982) [Pubmed]
  20. Correlation between dissolution characteristics and absorption of methaqualone from solid dosage forms. Chemburkar, P.B., Smyth, R.D., Buehler, J.D., Shah, P.B., Joslin, R.S., Polk, A., Reavey-Cantwell, N.H. Journal of pharmaceutical sciences. (1976) [Pubmed]
  21. Metabolism of methaqualone by the epoxide-diol pathway in man and the rat. Stillwell, W.G., Gregory, P.A., Horning, M.G. Drug Metab. Dispos. (1975) [Pubmed]
  22. Synthesis and central nervous system activity of quinazolones related to 2-methyl-3-(o-tolyl)-4(3H)-quinazolone (methaqualone). Ager, I.R., Harrison, D.R., Kennewell, P.D., Taylor, J.B. J. Med. Chem. (1977) [Pubmed]
  23. Precolumns of amberlite XAD-2 for direct injection liquid chromatographic determination of methaqualone in blood plasma. Hux, R.A., Mohammed, H.Y., Cantwell, F.F. Anal. Chem. (1982) [Pubmed]
  24. Methaqualone in human serum and cerebrospinal fluid after oral intake. Christensen, J.M., Holfort, S. J. Pharm. Pharmacol. (1975) [Pubmed]
  25. Induction of hepatic UDP-glucuronyltransferase by oral methaqualone consumption. Kaur, S., Ali, B. Res. Commun. Chem. Pathol. Pharmacol. (1982) [Pubmed]
  26. Methaqualone metabolism by rat liver microsomes. Manowitz, P., Shull, C.M. Res. Commun. Chem. Pathol. Pharmacol. (1976) [Pubmed]
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  28. Benzodiazepine receptor binding: the interactions of some non-benzodiazepine drugs with specific [3H] diazepam binding to rat brain synaptosomal membranes. Müller, W.E., Schläfer, U., Wollert, U. Naunyn Schmiedebergs Arch. Pharmacol. (1978) [Pubmed]
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  30. Effects of dixyrazine and methaqualone on the sleep pattern in normal man. Risberg, A.M., Risberg, J., Elmqvist, D., Ingvar, D.H. Eur. J. Clin. Pharmacol. (1975) [Pubmed]
  31. The effects of methaqualone on the seizure susceptibility of mice. Boggan, W.O., Meyer, J.S., Steinberg, R.M., Worthington, C. Psychopharmacology (Berl.) (1977) [Pubmed]
  32. Electrospray-assisted laser desorption/ionization mass spectrometry for direct ambient analysis of solids. Shiea, J., Huang, M.Z., Hsu, H.J., Lee, C.Y., Yuan, C.H., Beech, I., Sunner, J. Rapid Commun. Mass Spectrom. (2005) [Pubmed]
  33. Methaqualone-diphenhydramine interaction study in humans. Hindmarsh, K.W., Wallace, S.M., Schneider, C.B., Korchinski, E.D. Journal of pharmaceutical sciences. (1983) [Pubmed]
  34. Radioimmunoassay of methaqualone in human urine compared with chromatographic methods. Mulé, S.J., Kogan, M., Jukofsky, D. Clin. Chem. (1978) [Pubmed]
  35. Thin-layer chromatographic detection and identification of methaqualone metabolites in urine. Sleeman, H.K., Cella, J.A., Harvey, J.L., Beach, D.J. Clin. Chem. (1975) [Pubmed]
  36. Assessment of the stereoselective metabolism of methaqualone in man by capillary electrophoresis. Prost, F., Thormann, W. Electrophoresis (2003) [Pubmed]
  37. Methaqualone: tolerance and physical dependence in mice. Alpern, H.P., Greer, C.A., Stripling, J.S., Collins, A.C., Olson, R.K. Psychopharmacologia. (1975) [Pubmed]
 
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