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Merck
CN

E1896

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
UNSPSC Code:
41106305
PubChem Substance ID:
24278825
MDL number:
MFCD00209848

Key Documents

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Product Name

Etazolate hydrochloride, solid

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

SMILES string

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

InChI key

GQJUGJHJUZSJLZ-UHFFFAOYSA-N

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

Gene Information

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

Related Categories

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

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLBN9957V
SLBG3403V
SLBF8827V
SLBF1818V
SLBD8195V

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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
[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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