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ChemicalBook >> CAS DataBase List >>ZAPRINAST

ZAPRINAST

CAS No.
37762-06-4
Chemical Name:
ZAPRINAST
Synonyms
ZAPRINAST;M&B 22,948;M AND B 22948;M-EPSILON-TB22948;Phenylaza purinon;ZAPRINAST USP/EP/BP;Zaprinast (M&B 22948);Zaprinast, 10 mM in DMSO;3,6-dihydro-5-(2-propoxyphenyl)-;2-(o-Propoxyphenyl)-8-azapurin-6-one
CBNumber:
CB3215496
Molecular Formula:
C13H13N5O2
Molecular Weight:
271.27
MDL Number:
MFCD00214073
MOL File:
37762-06-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-16 07:06:08
Product description Number Pack Size Price
Zaprinast solid Z0878 25mg $114
Zaprinast ≥98% 10010421 10mg $31
Zaprinast ≥98% 10010421 50mg $129
Zaprinast ≥98% 10010421 100mg $228
Zaprinast ≥98% 10010421 250mg $493
More product size

ZAPRINAST Properties

Melting point 237-238°C dec.
Density 1.48±0.1 g/cm3(Predicted)
RTECS XZ6157358
storage temp. Store at RT
solubility 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.11 mg/mL
form solid
pka 6.92±0.20(Predicted)
color white
Water Solubility 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.11mg/mL
DMSO: 10mg/mL
H2O: insoluble
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)
InChIKey REZGGXNDEMKIQB-UHFFFAOYSA-N
SMILES CCCOc1ccccc1C2=NC(=O)c3nn[nH]c3N2
CAS DataBase Reference 37762-06-4
FDA UNII GXT25D5DS0
UNSPSC Code 12352202
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

ZAPRINAST price More Price(71)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Z0878 Zaprinast solid 37762-06-4 25mg $114 2026-04-30 Buy
Cayman Chemical 10010421 Zaprinast ≥98% 37762-06-4 10mg $31 2026-04-30 Buy
Cayman Chemical 10010421 Zaprinast ≥98% 37762-06-4 50mg $129 2026-04-30 Buy
Cayman Chemical 10010421 Zaprinast ≥98% 37762-06-4 100mg $228 2026-04-30 Buy
Cayman Chemical 10010421 Zaprinast ≥98% 37762-06-4 250mg $493 2026-04-30 Buy
Product number Packaging Price Buy
Z0878 25mg $114 Buy
10010421 10mg $31 Buy
10010421 50mg $129 Buy
10010421 100mg $228 Buy
10010421 250mg $493 Buy

ZAPRINAST Chemical Properties,Uses,Production

Description

The cyclic nucleotide second messenger guanosine 3’5’-cyclic monophosphate (cGMP) is an important mediator of signal transduction and hence a wide range of cellular processes. It can be generated by soluble guanylyl cyclase in response to binding of nitric oxide and degraded via members of the phosphodiesterase (PDE) protein family. Zaprinast, the compound from which sildenafil (Viagra™) was developed, is a cGMP-specific phosphodiesterase inhibitor. It moderately inhibits PDE5 and PDE6 with IC50 values of 0.5-0.76 and 0.15 μM, respectively, and weakly inhibits PDE9, PDE10, and PDE11 with IC50 values of 35, 22, and 11-33 μM, respectively. Zaprinast therefore enhances the vasodilatory effects of nitric oxide in a range of vascular tissues by prolonging the cGMP-mediated activation of cGMP-dependent protein kinase. Zaprinast also activates both the rat and human G protein-coupled receptor, GPR35 with EC50 values of 16 nM and 0.84 μM, respectively.

Chemical Properties

Zaprinast is Yellow-Orange Crystalline Powder

Uses

Zaprinast is a selective inhibitor of cyclic-GMP phosphodiesterase (PDE V, calmodulin insensitive). Since cGMP mediates the vasorelaxant action of nitric oxide, as well as the natriuretic and diuretic effect of at rial natriuretic factor (ANF) through the activation of PKG (cGMP dependent protein kinase), such inhibitors may display vasodilating, relaxant, and diuretic effects. These compounds may prove useful in treating hypertension and congestive heart failure.

Uses

cGMP phosphodiesterase inhibitor

Uses

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.

Definition

ChEBI: 5-(2-propoxyphenyl)-2,3-dihydrotriazolo[4,5-d]pyrimidin-7-one is a member of triazolopyrimidines.

Biological Activity

Phosphodiesterase inhibitor, selective for PDE6, 5, 11 and 9 (IC 50 values are 0.15, 0.76, 12.0 and 29.0 μ M respectively).

Biochem/physiol Actions

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

in vitro

zaprinast is a pde5 and pde6 inhibitor with inhibiting pde9 at moderately high concentrations (29 mm) [1]. indeed, it showed that inhibition of cgmp hydrolysis by infusion of zaprinast increases the effect of anp on natriuresis with no causing deleterious drops in blood pressure. because it was known that anp receptors is localized within the glomerulus and inner medullary collecting ducts, to determine the cellular localization of pde9 enzyme in kidney will be interesting. [2]. the enzyme displayed a high specificity for cgmp with binding sites for cgmp, and a sensitivity to zaprinast similar to smooth muscle pde5, resulting in both enzymes were named cgmp-pde. however, retinal cgmp-pde was first distinguished as photoreceptor cgmp-pde with being specifically distributed in the retina and having a higher vmax and km values than other cgmp-pdes and being modulated by g protein. [3].

IC 50

0.15, 0.76, 12.0 and 29.0 μm for pde6, 5, 11 and 9 respectively.

storage

Store at RT

References

[1] christensen and torphy (1994) isozyme-selective phosphodiesterase inhibitors as antiasthmatic agents. annu.rep.med.chem. 29 185.
[2] soderling sh, bayuga sj, beavo ja. identification and characterization of a novel family of cyclic nucleotide phosphodiesterases. j biol chem. 1998 jun 19; 273(25):15553-8.
[3]. lugnier c. cyclic nucleotide phosphodiesterase (pde) superfamily: a new target for the development of specific therapeutic agents. pharmacol ther. 2006 mar; 109 (3):366-98. epub 2005 aug 15.

ZAPRINAST Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 145)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354; +1-00000000000 marketing@targetmol.com United States 32468 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1059@dideu.com China 29119 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6391 58
NANJING YINGWEN BIOTECHNOLOGY CO LTD
+86-13382787392 sales@aeechem.com China 10002 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15838 69
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32321 50
Spectrum Chemical Manufacturing Corp. 021-021-021-67601398-809-809-809 15221380277 marketing_china@spectrumchemical.com China 9658 60
Dalian Meilun Biotech Co., Ltd. 0411-62910999 13889544652 sales@meilune.com China 4764 58
MedChemexpress LLC 021-58955995 sales@medchemexpress.cn United States 4861 58

View Lastest Price from ZAPRINAST manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Zaprinast pictures 2026-07-15 Zaprinast
37762-06-4
$29.00 99.77% 10g TargetMol Chemicals Inc.
ZAPRINAST USP/EP/BP pictures 2025-11-18 ZAPRINAST USP/EP/BP
37762-06-4
$1.10 1g 99.9% 100 Tons Min Dideu Industries Group Limited
  • Zaprinast pictures
  • Zaprinast
    37762-06-4
  • $29.00
  • 99.77%
  • TargetMol Chemicals Inc.

ZAPRINAST Spectrum

1,4-DIHYDRO-5-[2-PROPOXYPHENYL]-7H-1,2,3-TRIAZOLO[4,5-D]PYRIMIDINE-7-ONE 2-(o-Propoxyphenyl)-8-azapurin-6-one 5-(2-propoxyphenyl)-2,3-dihydro-[1,2,3]triazolo[4,5-d]pyrimidin-7-one 5-(2-propoxyphenyl)-2,3-dihydrotriazolo[4,5-d]pyrimidin-7-one 3,6-dihydro-5-(2-propoxyphenyl)- Zaprinast (M&B 22948) M AND B 22948 M-EPSILON-TB22948 2-(2-PROPYLOXYPHENYL)-8-AZAPURIN-6-ONE ZAPRINAST 2-(2-Propoxyphenyl)-6-hydroxy-8-azapurine 3,6-dihydro-5-(2-propoxyphenyl)-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-one 8-Aza-2-(2-propoxyphenyl)-6-purinone M&B 22,948 1,4-dihydro-5-(2-propoxyphenyl)-7h-1,2,3-triazolo(4,5-d)pyrimidin-7-one 2-(2-Propoxyphenyl)-8-azahypoxanthine Phenylaza purinon Zaprinast - CAS 37762-06-4 - Calbiochem 5-(2-Propoxyphenyl)-1H-[1,2,3]triazolo[4,5-d]pyrimidin-7(4H)-one 7H-1,2,3-Triazolo[4,5-d]pyrimidin-7-one, 3,6-dihydro-5-(2-propoxyphenyl)- ZAPRINAST USP/EP/BP Zaprinast, cGMP phosphodiesterase inhibitor Zaprinast, 10 mM in DMSO 37762-06-4 C13H13N5O2 Phosphodiesterase Inhibitors Cyclic Nucleotide Metabolism G Proteins and Cyclic Nucleotides Cell Biology Cell Signaling and Neuroscience BioChemical All Inhibitors Inhibitors Intermediates & Fine Chemicals Pharmaceuticals Cyclic Nucleotide related
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