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Details

Stereochemistry RACEMIC
Molecular Formula C16H12Cl2N2O2
Molecular Weight 335.185
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LORMETAZEPAM

SMILES

CN1C2=CC=C(Cl)C=C2C(=NC(O)C1=O)C3=CC=CC=C3Cl

InChI

InChIKey=FJIKWRGCXUCUIG-UHFFFAOYSA-N
InChI=1S/C16H12Cl2N2O2/c1-20-13-7-6-9(17)8-11(13)14(19-15(21)16(20)22)10-4-2-3-5-12(10)18/h2-8,15,21H,1H3

HIDE SMILES / InChI

Description

Lormetazepam (or methyl-lorazepam), possesses hypnotic, anxiolytic, sedative and skeletal muscle relaxant properties. Lormetazepam is not approved for sale in the United States or Canada, though it is licensed in the Netherlands as 1 and 2 mg tablets, under the brand names Loramet and Noctamid and as generic, available from several different manufacturers. Lormetazepam is a short-acting benzodiazepine and is sometimes used in patients who have difficulty in maintaining sleep or falling asleep. Lormetazepam binds to the benzodiazepine receptor which in turn enhances the effect of the GABAA receptor producing its therapeutic effects as well as adverse effects. Lormetazepam appears to be more selective in the type of benzodiazepine receptor it binds to showing a higher affinity for the omega 1 receptor which is responsible for sedation. Changes in electroencephalography can therefore be used to measure the sedative sleep promoting properties of lormetazepam.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
27.2 ng/mL
0.03 mg/kg single, oral
LORMETAZEPAM plasma
Homo sapiens
13.9 ng/mL
0.03 mg/kg single, oral
LORMETAZEPAM plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
167 ng × h/mL
0.03 mg/kg single, oral
LORMETAZEPAM plasma
Homo sapiens
64 ng × h/mL
0.015 mg/kg single, intravenous
LORMETAZEPAM plasma
Homo sapiens
85 ng × h/mL
0.015 mg/kg single, intravenous
LORMETAZEPAM plasma
Homo sapiens
84 ng × h/mL
0.03 mg/kg single, oral
LORMETAZEPAM plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
13.1 h
2 mg single, oral
LORMETAZEPAM plasma
Homo sapiens
13.3 h
0.2 mg single, intravenous
LORMETAZEPAM plasma
Homo sapiens

Doses

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
1 tablet Noctamid (lormetazepam) (1 mg) as a single dose. Elderly and debilitated patients take half a tablet (0,5 mg).
Route of Administration: Oral
In Vitro Use Guide
Unknown