Details
Stereochemistry | ACHIRAL |
Molecular Formula | C17H11ClF4N2S |
Molecular Weight | 386.794 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
FC1=C(C=CC=C1)C2=NCC(=S)N(CC(F)(F)F)C3=C2C=C(Cl)C=C3
InChI
InChIKey=IKMPWMZBZSAONZ-UHFFFAOYSA-N
InChI=1S/C17H11ClF4N2S/c18-10-5-6-14-12(7-10)16(11-3-1-2-4-13(11)19)23-8-15(25)24(14)9-17(20,21)22/h1-7H,8-9H2
DescriptionCurator's Comment: description was created based on several sources, including:
https://www.drugs.com/pro/quazepam.html | https://livertox.nlm.nih.gov/Quazepam.htm | https://www.ncbi.nlm.nih.gov/pubmed/1969151
Curator's Comment: description was created based on several sources, including:
https://www.drugs.com/pro/quazepam.html | https://livertox.nlm.nih.gov/Quazepam.htm | https://www.ncbi.nlm.nih.gov/pubmed/1969151
Quazepam is indicated for the treatment of insomnia characterized by difficulty in falling asleep, frequent nocturnal awakenings, and/or early morning awakenings. Quazepam interact preferentially with the benzodiazepine-1 (BZ1) receptors. Most common adverse reactions (>1%): drowsiness, headache, fatigue, dizziness, dry mouth, dyspepsia. Downward of CAN depressant dose adjustment may be necessary due to additive effects.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2093872 |
101.0 nM [IC50] | ||
Target ID: CHEMBL340 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15801544 |
|||
Target ID: CHEMBL3622 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15801544 |
|||
Target ID: CHEMBL3397 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15801544 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | DORAL Approved UseQUAZEPAM® (quazepam) is indicated for the treatment of insomnia characterized by difficulty in falling asleep, frequent nocturnal awakenings, and/or early morning awakenings. The effectiveness of QUAZEPAM has been established in placebo-controlled clinical studies of 5 nights duration in acute and chronic insomnia. The sustained effectiveness of QUAZEPAM has been established in chronic insomnia in a sleep lab (polysomnographic) study of 28 nights duration. Because insomnia is often transient and intermittent, the prolonged administration of QUAZEPAM Tablets is generally not necessary or recommended. Since insomnia may be a symptom of several other disorders, the possibility that the complaint may be related to a condition for which there is a more specific treatment should be considered. QUAZEPAM, a gamma-aminobutyric (GABAA ) agonist, is indicated for the treatment of insomnia characterized by difficulty falling asleep, frequent nocturnal awakenings, and/or early morning awakenings. (1) Launch Date1985 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
28 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/12680887 |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
QUAZEPAM plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
81.2 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/12680887 |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
QUAZEPAM plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
291 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/12680887 |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
QUAZEPAM plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
468 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/12680887 |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
QUAZEPAM plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
14.3 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/12680887 |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
QUAZEPAM plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
15.5 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/12680887 |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
QUAZEPAM plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
5% |
QUAZEPAM plasma | Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
15 mg 1 times / day steady, oral Recommended Dose: 15 mg, 1 times / day Route: oral Route: steady Dose: 15 mg, 1 times / day Sources: |
healthy, 19 - 39 years n = 11 Health Status: healthy Age Group: 19 - 39 years Sex: M Population Size: 11 Sources: |
|
30 mg 1 times / day steady, oral Highest studied dose Dose: 30 mg, 1 times / day Route: oral Route: steady Dose: 30 mg, 1 times / day Sources: |
unhealthy, 22 -58 years n = 18 Health Status: unhealthy Condition: insomnia Age Group: 22 -58 years Sex: M+F Population Size: 18 Sources: |
|
20 mg single, oral |
healthy, 30.6 years n = 20 Health Status: healthy Age Group: 30.6 years Sex: M+F Population Size: 20 Sources: |
|
15 mg 1 times / day steady, oral Recommended Dose: 15 mg, 1 times / day Route: oral Route: steady Dose: 15 mg, 1 times / day Sources: |
unhealthy, adult n = 267 Health Status: unhealthy Condition: insomnia Age Group: adult Sex: unknown Population Size: 267 Sources: |
Other AEs: Drowsiness, Headache... Other AEs: Drowsiness (12%) Sources: Headache (5%) Fatigue (2%) Dizziness (2%) Dry mouth (2%) Dyspepsia (1%) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Dyspepsia | 1% | 15 mg 1 times / day steady, oral Recommended Dose: 15 mg, 1 times / day Route: oral Route: steady Dose: 15 mg, 1 times / day Sources: |
unhealthy, adult n = 267 Health Status: unhealthy Condition: insomnia Age Group: adult Sex: unknown Population Size: 267 Sources: |
Drowsiness | 12% | 15 mg 1 times / day steady, oral Recommended Dose: 15 mg, 1 times / day Route: oral Route: steady Dose: 15 mg, 1 times / day Sources: |
unhealthy, adult n = 267 Health Status: unhealthy Condition: insomnia Age Group: adult Sex: unknown Population Size: 267 Sources: |
Dizziness | 2% | 15 mg 1 times / day steady, oral Recommended Dose: 15 mg, 1 times / day Route: oral Route: steady Dose: 15 mg, 1 times / day Sources: |
unhealthy, adult n = 267 Health Status: unhealthy Condition: insomnia Age Group: adult Sex: unknown Population Size: 267 Sources: |
Dry mouth | 2% | 15 mg 1 times / day steady, oral Recommended Dose: 15 mg, 1 times / day Route: oral Route: steady Dose: 15 mg, 1 times / day Sources: |
unhealthy, adult n = 267 Health Status: unhealthy Condition: insomnia Age Group: adult Sex: unknown Population Size: 267 Sources: |
Fatigue | 2% | 15 mg 1 times / day steady, oral Recommended Dose: 15 mg, 1 times / day Route: oral Route: steady Dose: 15 mg, 1 times / day Sources: |
unhealthy, adult n = 267 Health Status: unhealthy Condition: insomnia Age Group: adult Sex: unknown Population Size: 267 Sources: |
Headache | 5% | 15 mg 1 times / day steady, oral Recommended Dose: 15 mg, 1 times / day Route: oral Route: steady Dose: 15 mg, 1 times / day Sources: |
unhealthy, adult n = 267 Health Status: unhealthy Condition: insomnia Age Group: adult Sex: unknown Population Size: 267 Sources: |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
likely | likely (co-administration study) Comment: mechanism based inhibition; Increased plasma concentrations of drugs that are substrates of CYP2B6 may result if coadministered with DORAL; Bupropion (a CYP2B6 substrate): Co-administration of a single dose of 150 mg Bupropion Hydrochloride XL with steady state quazepam did not significantly affect the AUC and Cmax of bupropion or its primary metabolite, hydroxybupropion Page: 2.0 |
|||
Page: 2.0 |
no | |||
Page: 2.0 |
no |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
major | no (co-administration study) Comment: Itraconazole treatment did not change the plasma kinetics of quazepam |
|||
minor | ||||
minor |
PubMed
Title | Date | PubMed |
---|---|---|
Bidirectional effects of beta-carbolines in reflex epilepsy. | 1987 Sep |
|
Quazepam versus triazolam in patients with sleep disorders: a double-blind study. | 1993 |
|
Feasibility of an every-other-night regimen in insomniac patients: subjective hypnotic effectiveness of quazepam, triazolam, and placebo. | 1993 Jan |
|
[Cytochrome P450 3A4 and Benzodiazepines]. | 2003 |
|
Effects of itraconazole on the plasma kinetics of quazepam and its two active metabolites after a single oral dose of the drug. | 2003 Aug |
|
Interaction study between fluvoxamine and quazepam. | 2003 Dec |
|
Discriminative stimulus effects of zolpidem in squirrel monkeys: role of GABA(A)/alpha1 receptors. | 2003 Jan |
|
Effects of foods on the pharmacokinetics and clinical efficacy of quazepam. | 2003 Oct |
|
Pharmacokinetics and drug interactions of the sedative hypnotics. | 2003 Winter |
|
[Studies of time-course changes in human body balance after ingestion of long-acting hypnotics]. | 2004 Feb |
|
Single oral dose pharmacokinetics of quazepam is influenced by CYP2C19 activity. | 2004 Oct |
|
Drug interaction between St John's Wort and quazepam. | 2004 Oct |
|
Relative abuse liability of hypnotic drugs: a conceptual framework and algorithm for differentiating among compounds. | 2005 |
|
Risk and benefit of drug use during pregnancy. | 2005 |
|
Safety and tolerability of oral antifungal agents in the treatment of fungal nail disease: a proven reality. | 2005 Dec |
|
Inhibitory effects of psychotropic drugs on mexiletine metabolism in human liver microsomes: prediction of in vivo drug interactions. | 2005 Jun |
|
[Pharmacological profiles of benzodiazepinergic hypnotics and correlations with receptor subtypes]. | 2005 Jun |
|
Sleep maintenance insomnia: strengths and weaknesses of current pharmacologic therapies. | 2006 Jan-Mar |
|
Interaction between grapefruit juice and hypnotic drugs: comparison of triazolam and quazepam. | 2006 Mar |
|
Effects of genetic polymorphism of cytochrome P450 enzymes on the pharmacokinetics of benzodiazepines. | 2007 Aug |
|
Indiplon in the treatment of sleep disorders. | 2007 Dec |
|
Different effects of light food on pharmacokinetics and pharmacodynamics of three benzodiazepines, quazepam, nitrazepam and diazepam. | 2007 Feb |
|
Insomnia in the elderly. | 2007 Oct 1 |
|
Comparison of short- and long-acting benzodiazepine-receptor agonists with different receptor selectivity on motor coordination and muscle relaxation following thiopental-induced anesthesia in mice. | 2008 Jul |
|
Community-based randomised controlled trial evaluating falls and osteoporosis risk management strategies. | 2008 Nov 4 |
|
Interactions between herbal medicines and prescribed drugs: an updated systematic review. | 2009 |
|
Simultaneous determination of benzodiazepines and their metabolites in human serum by liquid chromatography-tandem mass spectrometry using a high-resolution octadecyl silica column compatible with aqueous compounds. | 2009 Apr |
|
Algorithms for the assessment and management of insomnia in primary care. | 2009 Nov 3 |
|
Drugs associated with more suicidal ideations are also associated with more suicide attempts. | 2009 Oct 2 |
|
Benzodiazepine prescription and length of hospital stay at a Japanese university hospital. | 2009 Oct 9 |
|
Insomnia medication use and the probability of an accidental event in an older adult population. | 2010 |
|
Diagnosis and treatment of chronic insomnia. | 2010 Apr |
|
Neuronal network pharmacodynamics of GABAergic modulation in the human cortex determined using pharmaco-magnetoencephalography. | 2010 Apr |
|
Inappropriate prescribing in the hospitalized elderly patient: defining the problem, evaluation tools, and possible solutions. | 2010 Apr 7 |
|
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method. | 2010 Dec |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2892106
IC50 values obtained with quazepam as the competing ligand were 101 nM in cortex
and 258 nM in rat cerebellum.
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NDF-RT |
N0000175694
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
||
|
LIVERTOX |
NBK548297
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
||
|
NDF-RT |
N0000007542
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
||
|
DEA NO. |
2881
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
||
|
WHO-VATC |
QN05CD10
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
||
|
NCI_THESAURUS |
C1012
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
||
|
WHO-ATC |
N05CD10
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
CHEMBL1200472
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
2336
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
7288
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
SUB10188MIG
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
4018
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
4999
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
C47699
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
1592205
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
Quazepam
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
309702
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
JF8V0828ZI
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
JF8V0828ZI
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
DB01589
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
m9415
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | Merck Index | ||
|
35185
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | RxNorm | ||
|
C025130
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
36735-22-5
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
QUAZEPAM
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
28934
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
DTXSID60190193
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
253-179-4
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY | |||
|
100000081100
Created by
admin on Fri Dec 15 15:49:51 GMT 2023 , Edited by admin on Fri Dec 15 15:49:51 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
METABOLITE (PARENT)
METABOLITE (PARENT)
METABOLITE (PARENT)
METABOLITE ACTIVE (PARENT)
METABOLITE ACTIVE (PARENT)