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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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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
S D Wainwright et al.
Journal of neurochemistry, 43(2), 358-363 (1984-08-01)
We examined effects of supplements on cycles in cyclic GMP content and serotonin N-acetyltransferase (NAT) activity in cultured chick pineal glands. Increases in cyclic GMP content and NAT activity were stimulated by 1-ethyl-4(isopropylidene-hydrazino)-1H-pyrazolo[3,4-b]pyridene-5-c arboxylic acid, ethyl ester, hydrochloride and isobutylmethyl
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
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