Basic information
- CAS
51022-77-6- Standard SMILES
CCOC(=O)c1cnc2c(cnn2CC)c1NN=C(C)C- InChIKey
OPQRBXUBWHDHPQ-UHFFFAOYSA-N- Molecular formula
- C14H19N5O2
- Average molar mass
- 289.33 g/mol
- Monoisotopic mass
- 289.15387487
Overview
Etazolate is 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. It has a role as an antidepressant, an anxiolytic drug, an antipsychotic agent, a GABA agent, a neuroprotective agent, a phosphodiesterase IV inhibitor and an alpha-secretase activator. It is an ethyl ester, a hydrazone and a pyrazolopyridine.
Names & identifiers
- Preferred name
- Etazolate
- IUPAC
- ethyl 1-ethyl-4-(2-propan-2-ylidenehydrazinyl)pyrazolo[3,4-b]pyridine-5-carboxylate
- English name
- ETAZOLATE
- Molecular formula
- C14H19N5O2
- Molecular weight
- 289.33
Names & synonyms
etazolate51022-77-6EtazolatoEtazolatumEHT-0202I89Y79062L1H-Pyrazolo(3,4-b)pyridine-5-carboxylic acid, 1-ethyl-4-((1-methylethylidene)hydrazino)-, ethyl esterDTXSID4048434CHEBI:138502ethyl 1-ethyl-4-(2-propan-2-ylidenehydrazinyl)pyrazolo[4,5-e]pyridine-5-carboxylateethyl 1-ethyl-4-(2-propan-2-ylidenehydrazinyl)pyrazolo(4,5-e)pyridine-5-carboxylateRefChem:137999
Show more names
ETAZOLATE HYDROCHLORIDESQ 20009SQ 64442Zinc00001379Etazolate hydrochlor1-Ethyl-4-[2-(1-Methylethylidene)hydrazinyl]-1-Ethyl-4-isopropylidenehydrazino-1H-pyrazolo[3,4-b]-1-pyridine-5-carboxylic Acid Ethyl Ester1-Ethyl-4-isopropylidenehydrazino- 1H-pyrazolo[3,4-β]-1-pyridine-5-carboxylic Acid Ethyl Ester1-Ethyl-4-(2-isopropylidenehydrazino)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester
DTXCID0028408Etazolate [INN]ethyl 1-ethyl-4-(2-propan-2-ylidenehydrazinyl)pyrazolo[3,4-b]pyridine-5-carboxylateethyl 1-ethyl-4-(2-isopropylidenehydrazino)pyrazolo[3,4-b]pyridine-5-carboxylateEtazolatum [INN-Latin]Etazolato [INN-Spanish]Ethyl 1-ethyl-4-(2-(propan-2-ylidene)hydrazineyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylateEthyl 1-ethyl-4-[2-(1-methylethylidene)hydrazino]-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 81.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 397
Physicochemical properties
- Melting point
- 193 · 193-194°C
- Boiling point
- 427.6 · 427.6±55.0 °C(Predicted)
- Density
- 1.25 · 1.25±0.1 g/cm3(Predicted)
- storage temp.
- Store at RT
- solubility
- 2 O: · H2O: >20 mg/mL Solutions should be freshly prepared.
- form
- solid
- pka
- 9.94 · 9.94±0.70(Predicted)
- color
- white
- CAS DataBase Reference
- 51022 · 51022-77-6
- FDA UNII
- 89 Y79062L · I89Y79062L
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 3 · 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36
Chemistry & industry
Pharmacology
Mechanism of Action
EHT 0202 was discovered to play a role in protecting neurons in pharmacological models of neuronal cell death. ExonHit identified RNA isoforms produced by alterations of splicing specifically taking place in neurodegenerative disease models. These isoforms were identified using DATAS(TM), ExonHit's proprietary gene profiling technology. DATAS(TM), stands for Differential Analysis of Transcripts with Alternative Splicing.
MeSH Pharmacological Classification
Compounds which inhibit or antagonize the biosynthesis or actions of phosphodiesterases.
Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus.
Applications
UsesPDE inhibitor
UsesAn inhibitor of phosphodiesterase IV, about 8 times more active for cAMP than cGMP.
UsesEtazolate Hydrochloride is an acyclic nucleotide phosphodiesterase 4 inhibitor, which also exhibits antidepressant-like activity in acute and chronic mouse and rat model of depression.
Suppliers18 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
上海优宁维生物科技股份有限公司
Related reactions
0 records
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Compound notes
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