Drug/Small Molecule:
flurazepam

2D structure

Overview

Generic Names: Flurazepam HCL
Trade Names: Dalmadorm; Dalmane; Felison; Felmane; Flunox; Insumin; Noctosom; Paxane; Somnol; Stauroderm; Valdorm
PharmGKB Accession Id: PA449681

Description

A benzodiazepine derivative used mainly as a hypnotic. PubChem (source: Drug Bank)

Indication

For short-term and intermittent use in patients with recurring insomnia and poor sleeping habits (source: Drug Bank)

ATC Therapeutic Category

  • N05CD:Benzodiazepine derivatives

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Benzodiazepines bind nonspecifically to bezodiazepine receptors BNZ1, which mediates sleep, and BNZ2, which affects 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 GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell. (source: Drug Bank)

Pharmacology

Flurazepam, a benzodiazepine derivative, is a hypnotic agent which does not appear to decrease dream time as measured by rapid eye movements (REM). Furthermore, it decreases sleep latency and number of awakenings for a consequent increase in total sleep time. (source: Drug Bank)

Food Interactions

Avoid alcohol.
Take without regard to meals. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Flurazepam is rapidly metabolized and is excreted primarily in the urine. Both hydroxyethyl flurazepam (the major metabolite) and N-desalkyl flurazepam are active. The N-desalkyl metabolite is slowly excreted in the urine as the conjugated form (source: Drug Bank)

Protein Binding

83% (source: Drug Bank)

Absorption

Flurazepam hydrochloride is rapidly (30 minutes) absorbed from the gastrointestinal tract (source: Drug Bank)

Toxicity

Coma, confusion, low blood pressure, sleepiness (source: Drug Bank)

Isomeric SMILES Code:

CCN(CC)CCN1c2ccc(cc2C(=NCC1=O)c3ccccc3F)Cl (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
No phenotype data Genotype Data Available Literature annotations available Not annotated
CYP2E1
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
GABRA1
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  • PD
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
GABRB2
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  • PD
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
GABRG2
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  • PD
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Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
SLC22A2
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  • PK
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Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
GABRA1 Uncurated Annotation (source: Drug Bank)
GABRA2 Uncurated Annotation (source: Drug Bank)
GABRA3 Uncurated Annotation (source: Drug Bank)
GABRA4 Uncurated Annotation (source: Drug Bank)
GABRA5 Uncurated Annotation (source: Drug Bank)
GABRA6 Uncurated Annotation (source: Drug Bank)
GABRB1 Uncurated Annotation (source: Drug Bank)
GABRB2 Uncurated Annotation (source: Drug Bank)
GABRB3 Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
amprenavir Uncurated Annotation Amprenavir increases the effect and toxicity of benzodiazepine (source: Drug Bank)
cimetidine Uncurated Annotation Cimetidine increases the effect of the benzodiazepine (source: Drug Bank)
clozapine Uncurated Annotation Increased risk of toxicity (source: Drug Bank)
fluconazole Uncurated Annotation Fluconazole increases the effect of the benzodiazepine (source: Drug Bank)
fosamprenavir Uncurated Annotation Amprenavir increases the effect and toxicity of benzodiazepine (source: Drug Bank)
indinavir Uncurated Annotation The protease inhibitor increases the effect of the benzodiazepine (source: Drug Bank)
itraconazole Uncurated Annotation The imidazole increases the effect of the benzodiazepine (source: Drug Bank)
ketoconazole Uncurated Annotation The imidazole increases the effect of the benzodiazepine (source: Drug Bank)
mephenytoin Uncurated Annotation Possible increased levels of the hydantoin, decrease of benzodiazepine (source: Drug Bank)
nelfinavir Uncurated Annotation The protease inhibitor increases the effect of the benzodiazepine (source: Drug Bank)
omeprazole Uncurated Annotation Omeprazole increases the effect of benzodiazepine (source: Drug Bank)
phenytoin Uncurated Annotation Possible increased levels of the hydantoin, decrease of benzodiazepine (source: Drug Bank)
ritonavir Uncurated Annotation The protease inhibitor increases the effect of the benzodiazepine (source: Drug Bank)
saquinavir Uncurated Annotation The protease inhibitor increases the effect of the benzodiazepine (source: Drug Bank)
voriconazole Uncurated Annotation The imidazole increases the effect of the benzodiazepine (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00690
KEGG Drug ID:
D00329
PubChem Compound ID:
3393
PubChem Substance ID:
7847395

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
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