ETAZOLATE HYDROCHLORIDE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H19N5O2.ClH
Molecular Weight	325.794
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CCOC(=O)C1=CN=C2N(CC)N=CC2=C1NN=C(C)C

InChI

InChIKey=GQJUGJHJUZSJLZ-UHFFFAOYSA-N

InChI=1S/C14H19N5O2.ClH/c1-5-19-13-10(8-16-19)12(18-17-9(3)4)11(7-15-13)14(20)21-6-2;/h7-8H,5-6H2,1-4H3,(H,15,18);1H

HIDE SMILES / InChI

Molecular Formula	C14H19N5O2
Molecular Weight	289.333
Charge	0
Count

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

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18397369 | https://clinicaltrials.gov/ct2/show/NCT00880412 | https://www.ncbi.nlm.nih.gov/pubmed/29107895

Etazolate (EHT-0202) is a selective, positive GABAA receptor modulator has completed phase II clinical trials in patients with Alzheimer's disease. It is also a selective phosphodiesterase-4 inhibitor that is specific for cAMP. Etazolate showed anxiolytic and antidepressant activity and could be useful in managing post-traumatic stress disorder.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-A receptor; anion channel 203 Target ID: CHEMBL2093872 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18397369	Positive Allosteric Modulator 186
Phosphodiesterase 4 54 Target ID: CHEMBL2093863 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23384434	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Alzheimer’s disease 278 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21222604	Primary		Phase II 1147	Unknown Approved Use Unknown

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
activator 150 inhibitor 2252	inhibitor 2438	inhibitor 2507

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP19A1 429 CYP2C19 2057 CYP1A2 2153

Drug as perpetrator

Target	Modality	Activity
CYP19A1 430	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/899#sid=11113501	no
CYP2C19 2141	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1851#sid=11111137	no
CYP2C9 2497	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/884#sid=11111137	no
CYP2D6 2546	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/891#sid=11113501	no
CYP3A4 2633	activator 342 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/885#sid=11111137	no
CYP1A2 2333	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/410#sid=11111137	yes [IC50 0.501 uM]
CYP3A4 2633	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/884#sid=11111137	yes [IC50 12.5893 uM]

Sourcing

Vendor/Aggregator	ID	URL
Angene	AGN-PC-0WH4BE	http://www.angenechemical.com/productshow/AGN-PC-0WH4BE.html
ApexBio Technology	B6304	https://www.apexbt.com/catalogsearch/result/?q=B6304
BOC Sciences	35838-58-5	http://www.bocsci.com/description.asp?cas=35838-58-5
BOC Sciences	51022-77-6	http://www.bocsci.com/description.asp?cas=51022-77-6
eMolecules	299999093	https://orderbb.emolecules.com/search/#?query=299999093
eMolecules	537926	https://orderbb.emolecules.com/search/#?query=537926
eMolecules	739256	https://orderbb.emolecules.com/search/#?query=739256
mcule	MCULE-3211063713	https://mcule.com/MCULE-3211063713/
MolPort	MolPort-003-666-862	https://www.molport.com/shop/molecule-link/MolPort-003-666-862
MuseChem	I010208	https://www.musechem.com/product/I010208.html
MuseChem	R020745	https://www.musechem.com/product/R020745.html
Oakwood	M01713	http://www.oakwoodchemical.com/ProductsList.aspx?txtSearch=M01713
Princeton BioMolecular Research	PBMR221698	http://www.princetonbio.com/order_online?common_id=PBMR221698
Tetrahedron	TS63362	http://www.thsci.com/search.do?q=TS63362
Tocris	438	https://www.tocris.com/search.php?Type=QuickSearch&Value=0438
Toronto Research Chemicals	E889250	https://www.trc-canada.com/product-detail/?CatNum=E889250
Toronto Research Chemicals	I821845	https://www.trc-canada.com/product-detail/?CatNum=I821845

PubMed

Title	Date	PubMed
EHT0202 in Alzheimer's disease: a 3-month, randomized, placebo-controlled, double-blind study.	2011-03	21222604
A cell protection screen reveals potent inhibitors of multiple stages of the hepatitis C virus life cycle.	2010-02-23	20142494
Etazolate, a neuroprotective drug linking GABA(A) receptor pharmacology to amyloid precursor protein processing.	2008-07	18397369
Global expression profiling of theophylline response genes in macrophages: evidence of airway anti-inflammatory regulation.	2005-08-08	16083514
Interaction of allosteric ligands with GABAA receptors containing one, two, or three different subunits.	1996-04-22	8773466

Patents

Sample Use Guides

In Vivo Use Guide

2 capsules of study treatment (capsules of EHT0202 (ETAZOLATE) 40mg and or 80mg and/or placebo) are taken twice a day during breakfast and dinner over a 3-month treatment period.

Route of Administration: Oral

In Vitro Use Guide

Etazolate (20 nM-2 microM) dose-dependently protected rat cortical neurons against Abeta-induced toxicity. The neuroprotective effects of etazolate were fully blocked by GABA(A) receptor antagonists indicating that this neuroprotection was due to GABA(A) receptor signalling

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:52:31 GMT 2025` Edited by `admin` on `Mon Mar 31 17:52:31 GMT 2025`
Record UNII	7YO3254Y6B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ETAZOLATE HYDROCHLORIDE

Official Name

English

NSC-163611

Preferred Name

English

ETAZOLATE HCL

Common Name

English

SQ-20009

Code

English

1H-PYRAZOLO(3,4-B)PYRIDINE-5-CARBOXYLIC ACID, 1-ETHYL-4-((1-METHYLETHYLIDENE)HYDRAZINO)-, ETHYL ESTER, MONOHYDROCHLORIDE

Common Name

English

Ethyl 1-ethyl-4-(isopropylidenehydrazino)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate monohydrochloride

Systematic Name

English

ETAZOLATE HYDROCHLORIDE [USAN]

Common Name

English

SQ 20009

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C28197