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E1896

Sigma-Aldrich

Etazolate hydrochloride

solid

Synonym(s):

1-Ethyl-4-[(1-methylethylidene)hydrazino]1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester hydrochloride, SQ 20009

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About This Item

Empirical Formula (Hill Notation):
C14H18N5O2 · HCl
CAS Number:
35838-58-5
Molecular Weight:
324.79
MDL number:
MFCD00209848
UNSPSC Code:
41106305
PubChem Substance ID:
24278825
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Assay

≥98% (TLC)

form

solid

color

white

mp

193-194  °C

solubility

H2O: >20 mg/mL (Solutions should be freshly prepared.)

storage temp.

room temp

SMILES string

Cl.CCOC(=O)c1cnc2n(CC)ncc2c1N\N=C(\C)C

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

InChI key

GQJUGJHJUZSJLZ-UHFFFAOYSA-N

Gene Information

human ... GABRB3(2562) , PRKAR1A(5573) , PRKAR1AP(5574) , PRKAR1B(5575) , PRKAR2A(5576) , PRKAR2B(5577)

Biochem/physiol Actions

Selective inhibitor of cAMP-specific phosphodiesterase.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLBN9957V
SLBG3403V
SLBF8827V
SLBF1818V
SLBD8195V

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Jason Drott et al.
European journal of pharmacology, 634(1-3), 95-100 (2010-03-13)
Etazolate is a phosphodiesterase 4 (PDE4) inhibitor and GABAA receptor modulator that also stimulates alpha-secretase activity and neurotrophic soluble amyloid precursor protein (sAPPalpha) production, currently developed as a possible Alzheimer's disease therapeutic. In this study two doses of etazolate were
P L Wood et al.
The Journal of pharmacology and experimental therapeutics, 231(3), 572-576 (1984-12-01)
Using an extensively washed membrane preparation and standardized incubation conditions, the actions of benzodiazepine (BZ) receptor ligands were evaluated on [3H]flunitrazepam [+/- 10 microM gamma-aminobutyric acid (GABA)], [3H]muscimol (+/- 2.5 microM etazolate) and [35S]butyl bicyclophosphorothionate (TBPS) binding. Classical BZ receptor
Anxioselective anxiolytics.
M Williams
Journal of medicinal chemistry, 26(5), 619-628 (1983-05-01)
B Vellas et al.
Current Alzheimer research, 8(2), 203-212 (2011-01-13)
EHT0202 (etazolate hydrochloride) is a new compound exhibiting both potential disease-modifying and symptomatic treatment properties in Alzheimer's Disease increasing alpha-secretase activity and sAPP alpha secretion, as well as acting as a GABA-A receptor modulator and as a PDE-4 inhibitor. This
[Pharmacologic value of cyclic nucleotide phosphodiesterase inhibitors].
G Nemoz et al.
Annales pharmaceutiques francaises, 42(2), 99-112 (1984-01-01)
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