ZAPRINAST

Base Information

• Chemical Name: ZAPRINAST
• CAS No.: 37762-06-4
• Molecular Formula: C13H13 N5 O2
• Molecular Weight: 271.279
• Mol file: 37762-06-4.mol

Synonyms:7H-1,2,3-Triazolo[4,5-d]pyrimidin-7-one,1,4-dihydro-5-(2-propoxyphenyl)- (9CI);2-(2-Propoxyphenyl)-8-aza-6-purinone;2-(o-Propoxyphenyl)-8-azapurin-6-one;8-Aza-2-(2-propoxyphenyl)-6-purinone;Mand B 22948;M&;B 22,948;Zaprinast;

Chemical Property of ZAPRINAST

Chemical Property:

• Appearance/Colour: White to off white powder
• Vapor Pressure: 8.24E-07mmHg at 25°C
• Melting Point: 237-238°C dec.
• Refractive Index: 1.718
• Boiling Point: 406.3 °C at 760 mmHg
• PKA: 6.92±0.20(Predicted)
• Flash Point: 199.5 °C
• PSA: 96.55000
• Density: 1.48 g/cm³
• LogP: 1.49700
• Storage Temp.: Store at RT
• Solubility.: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.11 mg/m

Purity/Quality:

98%,99%, ^*data from raw suppliers

Zaprinast ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• 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.
• Uses: cGMP phosphodiesterase inhibitor 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. 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.

Technology Process of ZAPRINAST

There total 1 articles about ZAPRINAST which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ zaprinast (37762-06-4)

Guidance literature:

2-(2-Propyloxy-phenyl)-5,6-diamino-3,4-dihydro-pyrimidin-4-on,NaNO2;

DOI:10.1021/jm00245a014