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Merck
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Documentos

E1896

Sigma-Aldrich

Etazolate hydrochloride

solid

Sinónimos:

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

Fórmula empírica (notación de Hill):
C14H18N5O2 · HCl
Número de CAS:
35838-58-5
Peso molecular:
324.79
MDL number:
MFCD00209848
UNSPSC Code:
41106305
PubChem Substance ID:
24278825

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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
Anxioselective anxiolytics.
M Williams
Journal of medicinal chemistry, 26(5), 619-628 (1983-05-01)
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
P L Wood et al.
Progress in neuro-psychopharmacology & biological psychiatry, 8(4-6), 785-788 (1984-01-01)
The efficacy of coupling between the benzodiazepine receptor and chloride channel as well as the coupling to the GABA receptor is differentially affected by different benzodiazepine ligands. In general, the order of efficacy with regard to allosteric effects of benzodiazepine
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