Metaclazepam

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Metaclazepam
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Systematic (IUPAC) name
7-bromo-5-(2-chlorophenyl)-2-(methoxymethyl)-1-methyl-2,3-dihydro-1H-1,4-benzodiazepine
Identifiers
CAS Number 84031-17-4
ATC code none
PubChem CID 71272
Chemical data
Formula C18H18BrClN2O
Molar mass 393.705[[Script error: No such module "String".]]
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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 with 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


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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. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
  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. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
  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. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
  12. ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
Benzodiazepine derivatives (N05BA, N05CD)
1,4-Benzodiazepines

Bromazepam · Camazepam · Carburazepam · Chlordiazepoxide · Cinolazepam · Clonazepam · Clorazepate · Cyprazepam · Delorazepam · Demoxepam · Devazepide* · Diazepam · Doxefazepam · Elfazepam · Ethyl carfluzepate · Ethyl dirazepate · Ethyl loflazepate · Fletazepam · Fludiazepam · Flunitrazepam · Flurazepam · Flutemazepam · Flutoprazepam · Fosazepam · Gidazepam · Halazepam · Iclazepam · Ketazolam · Lorazepam · Lormetazepam · Meclonazepam · Medazepam · Menitrazepam · Metaclazepam · Motrazepam · Nimetazepam · Nitrazepam · Nitrazepate · Nordazepam · Nortetrazepam · Oxazepam · Phenazepam · Pinazepam · Pivoxazepam · Prazepam · Proflazepam · Quazepam · QH-II-66 · Reclazepam · Ro5-2904 · Sulazepam · Temazepam · Tetrazepam · Tifluadom* · Tolufazepam · Tuclazepam · Uldazepam

1,5-Benzodiazepines
2,3-Benzodiazepines *
Triazolobenzodiazepines
Imidazobenzodiazepines
Oxazolobenzodiazepines
Thienodiazepines
Pyridodiazepines
Pyrazolodiazepines
Pyrrolodiazepines
Tetrahydroisoquinobenzodiazepines
Benzodiazepine prodrugs
 * atypical activity profile (not GABAA receptor ligands)
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