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Z0878

Sigma-Aldrich

Zaprinast

solid

Synonym(s):

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

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$106.00
100 MG
$360.00

$106.00

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25 MG
$106.00
100 MG
$360.00

About This Item

Empirical Formula (Hill Notation):
C13H13N5O2
CAS Number:
37762-06-4
Molecular Weight:
271.27
EC Number:
253-655-1
MDL number:
MFCD00214073
UNSPSC Code:
12352202
PubChem Substance ID:
24278072
NACRES:
NA.77

$106.00

In StockDetails

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)

Application

Zaprinast has been used to determine its inhibitory effect on the meiosis of oocytes by germinal vesicle breakdown (GVBD) assay [1] and to test the inhibitory effect of it on the retinal cells by immunohistochemistry.[2]

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).[3] It also exhibits vasodilating effects.[2]

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000275226
0000260414
0000275226
0000260414
0000208640

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Selective pulmonary vasodilation induced by aerosolized zaprinast
Ichinose F, et al.
Anesthesiology, 88(2), 410-416 (1998)
Xinhua Zhang et al.
American journal of physiology. Endocrinology and metabolism, 302(2), E243-E253 (2011-10-27)
Testosterone (T) plays a permissive role in the development of benign prostatic hyperplasia (BPH), and phosphodiesterase 5 inhibitors (PDE5is) have been found to be effective for BPH and lower urinary tract symptoms (LUTS) in clinical trials. This study investigated the
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
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)
Zaprinast, a well-known cyclic guanosine monophosphate-specific phosphodiesterase inhibitor, is an agonist for GPR35
Taniguchi Y, et al.
Febs Letters, 580(21), 5003-5008 (2006)
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