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metaclazepam

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metaclazepam

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

Chemical data

Formula
C18H18BrClN2O
Molecular weight
393.7 g/mol
IUPAC name
7-bromo-5-(2-chlorophenyl)-2-(methoxymethyl)-1-methyl-2,3-dihydro-1,4-benzodiazepine
SMILES
CN1C(CN=C(C2=C1C=CC(=C2)Br)C3=CC=CC=C3Cl)COC
InChIKey
WABYCCJHARSRBH-UHFFFAOYSA-N
XLogP
4.4
Polar surface area
24.8 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
392.029
Show 3 more facts
chemical formula
C₁₈H₁₈BrClN₂O
canonical SMILES
CN1C(CN=C(C2=C1C=CC(=C2)Br)C3=CC=CC=C3Cl)COC
Commons category
Metaclazepam
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

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

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

Excerpted from Wikipedia’s “metaclazepam” article, available under the CC BY-SA 4.0 licence.

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