ETIZOLAM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H15ClN4S
Molecular Weight	342.846
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC1=CC2=C(S1)N3C(C)=NN=C3CN=C2C4=C(Cl)C=CC=C4

InChI

InChIKey=VMZUTJCNQWMAGF-UHFFFAOYSA-N

InChI=1S/C17H15ClN4S/c1-3-11-8-13-16(12-6-4-5-7-14(12)18)19-9-15-21-20-10(2)22(15)17(13)23-11/h4-8H,3,9H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C17H15ClN4S
Molecular Weight	342.846
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.who.int/medicines/access/controlled-substances/5.7_Etizolam_PreRev.pdf
Curator's Comment: description was created based on several sources, including, www.ncbi.nlm.nih.gov/pubmed/25538342

Etizolam is an analogue of benzodiazepine that contains thienotriazolodiazepine group. The drug was developed and approved in Japan and now is used in Japan, Italy and India for the treatment of anxiety disorders. Etizolam exerts its action through activation of GABA A receptors, moreover, the agonistic behavior was shown on isolated neurons. There are several cases when etizolam dependence was reported. In many countries the drug is recognized as a psychoactive substance and its distribution is illegal there.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-A receptor 3 Target ID: CHEMBL2364024 Sources: http://www.who.int/medicines/access/controlled-substances/5.7_Etizolam_PreRev.pdf	Agonist 2678		92.0 nM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Anxiety disorder with depressive symptoms 1 Sources: http://www.who.int/medicines/access/controlled-substances/5.7_Etizolam_PreRev.pdf	Primary		Approved 8429	DEPAS Approved Use Unknown

PubMed

Title	Date	PubMed
Etizolam-induced superficial erythema annulare centrifugum.	2002 Jan	11952667
Pharmacokinetics and pharmacodynamics of etizolam are influenced by polymorphic CYP2C19 activity.	2005 Dec	16261363
Pharmacokinetic interactions between Japanese traditional Kampo medicine and modern medicine (IV). Effect of Kamisyoyosan and Tokisyakuyakusan on the pharmacokinetics of etizolam in rats.	2005 Feb	15684484
Inhibitory effects of psychotropic drugs on mexiletine metabolism in human liver microsomes: prediction of in vivo drug interactions.	2005 Jun	16192107
Multi-center randomized control trial of etizolam plus NSAID combination for tension-type headache.	2007	17443036
Serotonin syndrome in a case of depression with various somatic symptoms: the difficulty in differential diagnosis.	2007 Jan 30	16916568
Accidental etizolam ingestion in a child.	2007 Jul	17666930
Case report: Etizolam and its major metabolites in two unnatural death cases.	2008 Nov 20	18976871
Inclusion of thienodiazepines in prescription rate of anxiolytics.	2009 Jun	19566784
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.	2010 Dec	21818443
Medication use as a risk factor for inpatient falls in an acute care hospital: a case-crossover study.	2010 May	20573090
Effects of etizolam and ethyl loflazepate on the P300 event-related potential in healthy subjects.	2010 Nov 3	21047414

Sample Use Guides

In Vivo Use Guide

0.5 mg twice daily

Route of Administration: Oral

In Vitro Use Guide

Exposure of rat hippocampal neurons in culture to 10 microM etizolam for 5 days reduced the amounts of alpha5 and gamma2S receptor subunit mRNAs.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:27:23 GMT 2023` Edited by `admin` on `Fri Dec 15 16:27:23 GMT 2023`
Record UNII	A76XI0HL37
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ETIZOLAM

Official Name

English

etizolam [INN]

Common Name

English

SEDEKOPAN

Brand Name

English

ETIZOLAM [MART.]

Common Name

English

Etizolam [WHO-DD]

Common Name

English

ETIZOLAM [MI]

Common Name

English

ETIZOLAM [JAN]

Common Name

English

4-(O-CHLOROPHENYL)-2-ETHYL-9-METHYL-6H-THIENO(3,2-F)-S-TRIAZOLO(4,3-A)(1,4)DIAZEPINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1012