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Z0878

Zaprinast

Name: Zaprinast
Brand: SIGMA

cGMP-specific phosphodiesterases V and VI inhibitor, solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₁₃N₅O₂

CAS Number:

37762-06-4

Molecular Weight:

271.27

NACRES:

NA.77

PubChem Substance ID:

24278072

UNSPSC Code:

12352202

EC Number:

253-655-1

MDL number:

MFCD00214073

Form:

solid

Quality level:

200

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Properties

Product Name

Zaprinast, solid

form

solid

Quality Level

200

color

white

solubility

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

SMILES string

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)

InChI key

REZGGXNDEMKIQB-UHFFFAOYSA-N

Gene Information

human ... PDE2A(5138), PDE4A(5141), PDE4B(5142), PDE4D(5144)

Description

Application

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.

Biochem/physiol Actions

Selective inhibitor of cGMP-specific phosphodiesterases V and VI (PDE5/6) and an agonist at the G protein-coupled receptor 35 (GPR35).

Zaprinast insubstantially inhibits phosphodiesterase 10 and 11 (PDE10 and PDE11). It also exhibits vasodilating effects.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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G-protein coupled receptor 35 (GPR35) activation and inflammatory pain: Studies on the antinociceptive effects of kynurenic acid and zaprinast.

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

Inhibition of phosphodiesterases rescues striatal long-term depression and reduces levodopa-induced dyskinesia.

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)

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Global Trade Item Number

SKU	GTIN
Z0878-25MG	04061832950082
Z0878-100MG	04061832950075