Metaclazepam

Metaclazepam^[1] (marketed under the brand name Talis) is a drug which is a benzodiazepine derivative.^[2][3] It is a relatively selective anxiolytic with less sedative or muscle relaxant properties than other benzodiazepines such as diazepam or bromazepam.^[4] It has an active metabolite N-desmethylmetaclazepam, which is the main metabolite of metaclazepam.^[5] There is no significant difference in metabolism between younger and older individuals.^[6]

Trade namesTalis

ATC code

• none

CAS Number

• 84031-17-4 ^Y

PubChem CID

• 71272

Quick facts Clinical data, Trade names ...

Metaclazepam

Clinical data
Trade names	Talis
ATC code	none
Identifiers
IUPAC name 7-bromo-5-(2-chlorophenyl)-2-(methoxymethyl)-1-methyl-2,3-dihydro-1,4-benzodiazepine
CAS Number	84031-17-4 Y
PubChem CID	71272
ChemSpider	64398 Y
UNII	C2N2B1303L
ChEMBL	ChEMBL1290783
CompTox Dashboard (EPA)	DTXSID40905121
Chemical and physical data
Formula	C18H18BrClN2O
Molar mass	393.71 g·mol−1
3D model (JSmol)	Interactive image
SMILES ClC1=CC=CC=C1C2=NCC(COC)N(C)C3=C2C=C(Br)C=C3
InChI InChI=1S/C18H18BrClN2O/c1-22-13(11-23-2)10-21-18(14-5-3-4-6-16(14)20)15-9-12(19)7-8-17(15)22/h3-9,13H,10-11H2,1-2H3 Y Key:WABYCCJHARSRBH-UHFFFAOYSA-N Y
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Metaclazepam is slightly more effective as an anxiolytic than bromazepam,^[7] or diazepam,^[8] with a 15 mg dose of metaclazepam equivalent to 4 mg of bromazepam.^[9] Metaclazepam can interact with alcohol producing additive sedative-hypnotic effects.^[6][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]