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Z0878

Sigma-Aldrich

Zaprinast

solid

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Synonym(s):
1,4-Dihydro-5-(2-propoxyphenyl)-7H-1,2,3-triazolo(4,5-d)pyrimidin-7-one
Empirical Formula (Hill Notation):
C13H13N5O2
CAS Number:
Molecular Weight:
271.27
EC Number:
MDL number:
PubChem Substance ID:

form

solid

Quality Level

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

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This Item
T6154N149D0899
Zaprinast solid

Z0878

Zaprinast

Trazodone hydrochloride ≥99% (HPLC), powder

T6154

Trazodone hydrochloride

Nimodipine

N149

Nimodipine

Diazepam

D0899

Diazepam

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

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

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble 23.3 mg/mL, methanol: soluble 25 mg/mL, clear, colorless, 0.1 M HCl: soluble 7.4 mg/mL, DMSO: soluble, H2O: soluble, hazy, colorless

solubility

methanol: 62.5 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: insoluble, H2O: insoluble

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.6 mg/mL, DMF: soluble, H2O: slightly soluble, ethanol: soluble

color

white

color

-

color

off-white to yellow

color

-

Gene Information

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

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2C(3358), SLC6A4(6532)

Gene Information

human ... ADORA3(140), CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779), CACNG1(786), NR3C2(4306)
rat ... Adora1(29290), Adora2a(25369)

Gene Information

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562), GABRD(2563), GABRE(2564), GABRG1(2565), GABRG2(2566), GABRG3(2567), GABRP(2568), GABRQ(55879)
rat ... Gabra1(29705), Gabra2(29706)

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

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).

pictograms

Exclamation mark

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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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.
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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)
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)
A Sahaboglu et al.
Cell death & disease, 4, e488-e488 (2013-02-09)
For most neurodegenerative diseases the precise duration of an individual cell's death is unknown, which is an obstacle when counteractive measures are being considered. To address this, we used the rd1 mouse model for retinal neurodegeneration, characterized by phosphodiesterase-6 (PDE6)

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