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Z0878

Sigma-Aldrich

Zaprinast

solid

Sinonimo/i:

1,4-Dihydro-5-(2-propoxyphenyl)-7H-1,2,3-triazolo(4,5-d)pyrimidin-7-one

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About This Item

Formula empirica (notazione di Hill):
C13H13N5O2
Numero CAS:
Peso molecolare:
271.27
Numero CE:
Numero MDL:
Codice UNSPSC:
12352202
ID PubChem:
NACRES:
NA.77

Forma fisica

solid

Livello qualitativo

Colore

white

Solubilità

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.11 mg/mL
DMSO: 10 mg/mL
H2O: insoluble

Stringa SMILE

CCCOc1ccccc1C2=NC(=O)c3nn[nH]c3N2

InChI

1S/C13H13N5O2/c1-2-7-20-9-6-4-3-5-8(9)11-14-12-10(13(19)15-11)16-18-17-12/h3-6H,2,7H2,1H3,(H2,14,15,16,17,18,19)
REZGGXNDEMKIQB-UHFFFAOYSA-N

Informazioni sul gene

Applicazioni

Zaprinast has been used to determine its inhibitory effect on the meiosis of oocytes by germinal vesicle breakdown (GVBD) assay and to test the inhibitory effect of it on the retinal cells by immunohistochemistry.

Azioni biochim/fisiol

Zaprinast insubstantially inhibits phosphodiesterase 10 and 11 (PDE10 and PDE11). It also exhibits vasodilating effects.
Selective inhibitor of cGMP-specific phosphodiesterases V and VI (PDE5/6) and an agonist at the G protein-coupled receptor 35 (GPR35).

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


Certificati d'analisi (COA)

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Cristina Cosi et al.
Neuropharmacology, 60(7-8), 1227-1231 (2010-11-30)
G-protein coupled receptor 35 (GPR35) is a former "orphan receptor" expressed in brain and activated by either kynurenic acid or zaprinast. While zaprinast has been studied as a phosphodiesterase inhibitor, kynurenic acid (KYNA) is a tryptophan metabolite and has been
Barbara Picconi et al.
Brain : a journal of neurology, 134(Pt 2), 375-387 (2010-12-25)
The aim of the present study was to evaluate the role of the nitric oxide/cyclic guanosine monophosphate pathway in corticostriatal long-term depression induction in a model of levodopa-induced dyskinesia in experimental parkinsonism. Moreover, we have also analysed the possibility of
Selective pulmonary vasodilation induced by aerosolized zaprinast
Ichinose F, et al.
Anesthesiology, 88(2), 410-416 (1998)
P Calabresi et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 19(7), 2489-2499 (1999-03-23)
High-frequency stimulation (HFS) of corticostriatal glutamatergic fibers induces long-term depression (LTD) of excitatory synaptic potentials recorded from striatal spiny neurons. This form of LTD can be mimicked by zaprinast, a selective inhibitor of cGMP phosphodiesterases (PDEs). Biochemical analysis shows that
Resumption of meiosis induced by meiosis-activating sterol has a different signal transduction pathway than spontaneous resumption of meiosis in denuded mouse oocytes cultured in vitro
Faerge I, et al.
Biology of Reproduction, 65(6), 1751-1758 (2001)

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