CHEBI:138502 - etazolate

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ChEBI Name etazolate
ChEBI ID CHEBI:138502
Definition A pyrazolopyridine that is 1H-pyrazolo[3,4-b]pyridine which is substituted at positions 1, 4, and 5 by ethyl, 2-isopropylidenehydrazino, and ethoxycarbonyl groups, respectively. A phosphodiesterase IV inhibitor with antidepressant and anxiolytic properties.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Charles Tapley Hoyt
Secondary ChEBI IDs CHEBI:93135
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Formula C14H19N5O2
Net Charge 0
Average Mass 289.334
Monoisotopic Mass 289.15387
InChI InChI=1S/C14H19N5O2/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)
InChIKey OPQRBXUBWHDHPQ-UHFFFAOYSA-N
SMILES CCN1C2=NC=C(C(=C2C=N1)NN=C(C)C)C(=O)OCC
Roles Classification
Biological Role(s): phosphodiesterase IV inhibitor
An EC 3.1.4.53 (3',5'-cyclic-AMP phosphodiesterase) inhibitor that specifically blocks the action of phosphodiesterase IV.
alpha-secretase activator
An activator of alpha-secretase, one of the three endopeptidases that are specific for amyloid protein precursor and which have been identified based upon the region of the amyloid protein precursor which they cleave.
GABA agent
A substance, such as agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function, used for its pharmacological actions on GABAergic systems.
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
antipsychotic agent
Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
anxiolytic drug
Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
GABA agent
A substance, such as agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function, used for its pharmacological actions on GABAergic systems.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing etazolate (CHEBI:138502) has role α-secretase activator (CHEBI:88355)
etazolate (CHEBI:138502) has role antidepressant (CHEBI:35469)
etazolate (CHEBI:138502) has role antipsychotic agent (CHEBI:35476)
etazolate (CHEBI:138502) has role anxiolytic drug (CHEBI:35474)
etazolate (CHEBI:138502) has role GABA agent (CHEBI:51374)
etazolate (CHEBI:138502) has role neuroprotective agent (CHEBI:63726)
etazolate (CHEBI:138502) has role phosphodiesterase IV inhibitor (CHEBI:68844)
etazolate (CHEBI:138502) is a ethyl ester (CHEBI:23990)
etazolate (CHEBI:138502) is a hydrazone (CHEBI:38532)
etazolate (CHEBI:138502) is a pyrazolopyridine (CHEBI:46699)
IUPAC Name
ethyl 1-ethyl-4-(2-isopropylidenehydrazino)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
INNs Sources
étazolate WHO MedNet
etazolate WHO MedNet
etazolato WHO MedNet
etazolatum WHO MedNet
Synonyms Sources
1-ethyl-4-(2-propan-2-ylidenehydrazinyl)-5-pyrazolo[3,4-b]pyridinecarboxylic acid ethyl ester LINCS
1H-pyrazolo(3,4-b)pyridine-5-carboxylic acid, 1-ethyl-4-((1-methylethylidene)hydrazino)-, ethyl ester SUBMITTER
EHT-0202 ChEBI
ethyl 1-ethyl-4-(2-isopropylidenehydrazino)pyrazolo[3,4-b]pyridine-5-carboxylate SUBMITTER
ethyl 1-ethyl-4-(2-propan-2-ylidenehydrazinyl)pyrazolo[3,4-b]pyridine-5-carboxylate SUBMITTER
ethyl 1-ethyl-4-(2-propan-2-ylidenehydrazinyl)pyrazolo[4,5-e]pyridine-5-carboxylate SUBMITTER
ethyl 1-ethyl-4-[2-(1-methylethylidene)hydrazino]-1H-pyrazolo[3,4-b]pyridine-5-carboxylate SUBMITTER
SQ-20,009 ChEBI
Manual Xrefs Databases
3162 Chemspider accession
3277 PubChem
Etazolate Wikipedia
LSM-3446 LINCS
View more database links
Registry Numbers Types Sources
51022-77-6 CAS Registry Number ChemIDplus
548872 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18397369 PubMed citation SUBMITTER
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6991258 PubMed citation Europe PMC
Last Modified
25 September 2017
Submitter Remark
2017-09-24 20:17:21.0 Charles Tapley Hoyt It appears this molecule has already been added to ChEBI, albeit, without very much information. I would request that you merge this data into that entry, and consider updating the label to match what is most commonly used in the literature (Etazolate)