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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

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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C Tomes et al.
Cellular signalling, 5(5), 615-621 (1993-09-01)
The effect of 17 inhibitors of cyclic nucleotide phosphodiesterases (PDEs) was assayed on cAMP binding activity of Mucor rouxii protein kinase A (PKA), on PKA activity in the absence of cAMP and on free catalytic subunit (C) activity. Isobutylmethylxanthine (IBMX)
D M Barnes et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 3(4), 762-772 (1983-04-01)
The actions of etazolate (SQ20009) on cultured cortical neurons have been examined in electrophysiological experiments and in receptor binding studies. Etazolate (0.3 to 100 microM) prolongs the duration of spontaneously occurring IPSPs. Higher concentrations of etazolate produce an increase in
P A Borea et al.
Brain research, 280(2), 383-386 (1983-12-05)
Flunitrazepam, a benzodiazepine agonist increases, and DMCM, an inverse agonist decreases the stimulation by etazolate or pentobarbital of [3H] muscimol binding to membranes of rat cerebral cortex. Ro 15-1788 has no marked effects but antagonizes the action of both flunitrazepam
M Nielsen et al.
Biochemical pharmacology, 34(20), 3633-3642 (1985-10-15)
[35S]t-Butylbicyclophosphorothionate ([35S]TBPS), a bicyclic cage convulsant, binds to the anion gating mechanism of the GABA/benzodiazepine receptor chloride channel complex. Using a carefully calibrated radiation inactivation technique, the molecular weight of [35S]TBPS binding complexes from frozen rat cerebral cortex was estimated
W H Curley et al.
The Journal of pharmacology and experimental therapeutics, 228(3), 656-661 (1984-03-01)
This study was designed to determine whether cholinergic drug interaction with cyclic (c) AMP phosphodiesterase (PDE) might account for part of the effects of this class of drugs at the neuromuscular junction. The activity levels of both high- and low-affinity
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