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ZAPRINAST

ZAPRINAST structure

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

Last updated:2025-01-27 09:38:02

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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
CAS DataBase Reference	37762-06-4
FDA UNII	GXT25D5DS0
UNSPSC Code	12352202
NACRES	NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

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

Hazard Codes

Risk Statements

36/37/38

Safety Statements

26-36

WGK Germany

NFPA 704

	0
2		0

ZAPRINAST price More Price(34)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	Z0878	Zaprinast solid	37762-06-4	25mg	$103	2024-03-01	Buy
Alfa Aesar	J63326	Zaprinast, 98+%	37762-06-4	10mg	$62.65	2024-03-01	Buy
Alfa Aesar	J63326	Zaprinast, 98+%	37762-06-4	50mg	$265.65	2024-03-01	Buy
Cayman Chemical	10010421	Zaprinast ≥98%	37762-06-4	10mg	$28	2024-03-01	Buy
Cayman Chemical	10010421	Zaprinast ≥98%	37762-06-4	50mg	$117	2024-03-01	Buy

Product number	Packaging	Price	Buy
Z0878	25mg	$103	Buy
J63326	10mg	$62.65	Buy
J63326	50mg	$265.65	Buy
10010421	10mg	$28	Buy
10010421	50mg	$117	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

ZAPRINAST Suppliers

Global( 125)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	32161	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	22787	58
InvivoChem	+1-708-310-1919 +1-13798911105	sales@invivochem.cn	United States	6391	58
J & K SCIENTIFIC LTD.	010-82848833 400-666-7788	jkinfo@jkchemical.com	China	96815	76
3B Pharmachem (Wuhan) International Co.,Ltd.	821-50328103-801 18930552037	3bsc@sina.com	China	15839	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	4727	58
MedChemexpress LLC	021-58955995	sales@medchemexpress.cn	United States	4861	58
TargetMol Chemicals Inc.	021-021-33632979 15002134094	marketing@targetmol.com	China	7783	58

Supplier	Advantage
TargetMol Chemicals Inc.	58
Dideu Industries Group Limited	58
InvivoChem	58
J & K SCIENTIFIC LTD.	76
3B Pharmachem (Wuhan) International Co.,Ltd.	69
Chemsky（shanghai）International Co.,Ltd.	50
Spectrum Chemical Manufacturing Corp.	60
Dalian Meilun Biotech Co., Ltd.	58
MedChemexpress LLC	58
TargetMol Chemicals Inc.	58

View Lastest Price from ZAPRINAST manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2024-11-19	Zaprinast 37762-06-4	US $32.00-97.00 / mg		99.73%	10g	TargetMol Chemicals Inc.
	2021-06-17	ZAPRINAST USP/EP/BP 37762-06-4	US $1.10 / g	1g	99.9%	100 Tons Min	Dideu Industries Group Limited

Zaprinast
37762-06-4
US $32.00-97.00 / mg
99.73%
TargetMol Chemicals Inc.

ZAPRINAST USP/EP/BP
37762-06-4
US $1.10 / g
99.9%
Dideu Industries Group Limited

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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