U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry RACEMIC
Molecular Formula C16H13ClN2O2.H2O4S
Molecular Weight 398.818
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TEMAZEPAM SULFATE

SMILES

OS(O)(=O)=O.CN1C2=C(C=C(Cl)C=C2)C(=NC(O)C1=O)C3=CC=CC=C3

InChI

InChIKey=XNBFXTXDZMWXMN-UHFFFAOYSA-N
InChI=1S/C16H13ClN2O2.H2O4S/c1-19-13-8-7-11(17)9-12(13)14(18-15(20)16(19)21)10-5-3-2-4-6-10;1-5(2,3)4/h2-9,15,20H,1H3;(H2,1,2,3,4)

HIDE SMILES / InChI

Description

Temazepam is a benzodiazepine used as a hypnotic agent in the management of insomnia. Temazepam produces CNS depression at limbic, thalamic, and hypothalamic levels of the CNS. Temazepam increases the affinity of the neurotransmitter gamma-aminobutyric acid (GABA) for GABA receptors by binding to benzodiazepine receptors. Results are sedation, hypnosis, skeletal muscle relaxation, anticonvulsant activity, and anxiolytic action. Benzodiazepines bind nonspecifically to benzodiazepine receptors, which affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABAA) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of the inhibitory neurotransmitter GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell. Temazepam is used for the short-term treatment of insomnia (generally 7-10 days).

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Restoril

Cmax

ValueDoseCo-administeredAnalytePopulation
1560 ng/mL
40 mg single, oral
TEMAZEPAM plasma
Homo sapiens
964 ng/mL
26 mg single, intravenous
TEMAZEPAM plasma
Homo sapiens
865 ng/mL
30 mg 1 times / day steady-state, oral
TEMAZEPAM plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
6.4 μg × h/mL
26 mg single, intravenous
TEMAZEPAM plasma
Homo sapiens
1800 ng × h/mL
30 mg 1 times / day steady-state, oral
TEMAZEPAM plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1.24 h
40 mg single, oral
TEMAZEPAM plasma
Homo sapiens
10.7 h
26 mg single, intravenous
TEMAZEPAM plasma
Homo sapiens
8.8 h
30 mg 1 times / day steady-state, oral
TEMAZEPAM plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
2%
26 mg single, intravenous
TEMAZEPAM plasma
Homo sapiens
4%
30 mg 1 times / day steady-state, oral
TEMAZEPAM plasma
Homo sapiens

Doses

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
While the recommended usual adult dose is 15 mg before retiring, 7.5 mg may be sufficient for some patients, and others may need 30 mg. In transient insomnia, a 7.5 mg dose may be sufficient to improve sleep latency. In elderly or debilitated patients, it is recommended that therapy be initiated with 7.5 mg until individual responses are determined.
Route of Administration: Oral
In Vitro Use Guide
Unknown