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Metaclazepam
Systematic (IUPAC) name
7-bromo-5-(2-chlorophenyl)-2-(methoxymethyl)-1-methyl-2,3-dihydro-1 H-1,4-benzodiazepine
Identifiers
CAS number 84031-17-4
ATC code none
PubChem 71272
Chemical data
Formula C 18H18BrClN2O 
Mol. mass 393.705
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?

Metaclazepam (marketed under the brand name Talis) is a drug which is a benzodiazepine derivative.[1][2] It is a relatively selective anxiolytic with less sedative or muscle relaxant properties than other benzodiazepines such as diazepam or bromazepam.[3] It has an active metabolite N-desmethylmetaclazepam, which is the main metabolite of metaclazepam.[4] There is no significant difference in metabolism between younger and older individuals.[5]

Metaclazepam is slightly more effective as an anxiolytic than bromazepam,[6] or diazepam,[7] with a 15 mg dose of metaclazepam equivalent to 4 mg of bromazepam.[8] Metaclazepam can interact witth alcohol producing additive sedative-hypnotic effects.[9][10] Fatigue is a common side effect from metaclazepam at high doses.[11] Small amounts of metaclazepam as well as its metabolites enter into human breast milk.[12]

See also

References

  1. ^ Borchers, F.; Achtert, G.; Hausleiter, HJ.; Zeugner, H.. "Metabolism and pharmacokinetics of metaclazepam (Talis), Part III: Determination of the chemical structure of metabolites in dogs, rabbits and men.". Eur J Drug Metab Pharmacokinet 9 (4): 325-46. PMID 6532806.  
  2. ^ Althaus, W.; Block, J.; Förster, A.; Kühnhold, M.; Meister, D.; Wischniewski, M. (Sep 1986). "Analytical profile of metaclazepam.". Arzneimittelforschung 36 (9): 1302-6. PMID 3790179.  
  3. ^ Buschmann, G.; Kühl, UG.; Rohte, O. (1985). "General pharmacology of the anxiolytic compound metaclazepam in comparison to other benzodiazepines.". Arzneimittelforschung 35 (11): 1643-55. PMID 2868732.  
  4. ^ Gielsdorf, W.; Molz, KH.; Hausleiter, HJ.; Achtert, G.; Philipp, P.. "Pharmacokinetic profile of metaclazepam (Talis), a new 1.4-benzodiazepine. Influence of different dosage regimens on the pharmacokinetic profile of metaclazepam and its main metabolite under steady-state conditions.". Eur J Drug Metab Pharmacokinet 11 (3): 205-10. PMID 3816876.  
  5. ^ Molz, KH.; Gielsdorf, W.; Rasper, J.; Jaeger, H.; Hausleiter, HJ.; Achtert, G.; Philipp, P. (1985). "Comparison of the pharmacokinetic profile of metaclazepam in old and young volunteers.". Eur J Clin Pharmacol 29 (2): 247-9. PMID 4076323.  
  6. ^ Bilone, F.; Roncari, R. (1988). "A double-blind comparison of the anxiolytic activity of two benzodiazepines, metaclazepam and bromazepam, in anxiety neurosis.". Curr Med Res Opin 11 (1): 45-7. doi:10.1185/03007998809111130. PMID 2898321.  
  7. ^ Laakmann, G.; Blaschke, D.; Hippius, H.; Schewe, S. (May 1989). "Double-blind study of metaclazepam versus diazepam treatment of outpatients with anxiety syndrome.". Pharmacopsychiatry 22 (3): 120-5. PMID 2568645.  
  8. ^ Marano, P.; Patti, F.; Nicoletti, F. (1988). "Controlled study on the anxiolytic activity of a newly-developed benzodiazepine, metaclazepam.". Curr Med Res Opin 11 (1): 41-4. doi:10.1185/03007998809111129. PMID 2898320.  
  9. ^ Molz, KH.; Gielsdorf, W.; Rasper, J.; Jaeger, H.; Hausleiter, HJ.; Achtert, G.; Philipp, P. (1985). "Comparison of the pharmacokinetic profile of metaclazepam in old and young volunteers.". Eur J Clin Pharmacol 29 (2): 247-9. PMID 4076323.  
  10. ^ Schmidt, V. (1983). "[Experimental studies on the interaction of alcohol and metaclazepam]". Beitr Gerichtl Med 41: 413-7. PMID 6639614.  
  11. ^ Laakmann, G.; Blaschke, D.; Hippius, H.; Schewe, S. (May 1988). "Double-blind randomized trial of the benzodiazepine derivative metaclazepam as compared with placebo treatment of outpatients with anxiety syndromes.". Pharmacopsychiatry 21 (3): 136-43. PMID 2900514.  
  12. ^ Schotter, A.; Müller, R.; Günther, C.; Hausleiter, HJ.; Achtert, G. (Nov 1989). "Transfer of metaclazepam and its metabolites into breast milk.". Arzneimittelforschung 39 (11): 1468-70. PMID 2575907.  
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