ChemicalBook > CAS DataBase List > ZAPRINAST

ZAPRINAST

Product Name
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);3,6-dihydro-5-(2-propoxyphenyl)-;2-(o-Propoxyphenyl)-8-azapurin-6-one;8-Aza-2-(2-propoxyphenyl)-6-purinone
CBNumber
CB3215496
Molecular Formula
C13H13N5O2
Formula Weight
271.27
MOL File
37762-06-4.mol
More
Less

ZAPRINAST Property

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
CAS DataBase Reference
37762-06-4
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Z0878
Product name
Zaprinast
Purity
solid
Packaging
25mg
Price
$103
Updated
2024/03/01
Alfa Aesar
Product number
J63326
Product name
Zaprinast, 98+%
Packaging
10mg
Price
$62.65
Updated
2024/03/01
Alfa Aesar
Product number
J63326
Product name
Zaprinast, 98+%
Packaging
50mg
Price
$265.65
Updated
2024/03/01
Cayman Chemical
Product number
10010421
Product name
Zaprinast
Purity
≥98%
Packaging
10mg
Price
$28
Updated
2024/03/01
Cayman Chemical
Product number
10010421
Product name
Zaprinast
Purity
≥98%
Packaging
50mg
Price
$117
Updated
2024/03/01
More
Less

ZAPRINAST Chemical Properties,Usage,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

More
Less

ZAPRINAST Suppliers

Canada 1 China 81 Germany 2 India 1 Japan 1 Switzerland 2 United Kingdom 7 United States 22 USA 1 Global 118
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9664
Advantage
60
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4647
Advantage
58
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51471
Advantage
80
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9709
Advantage
58
Aikon International Limited
Tel
025-66113011 18112977050
Fax
02557626880
Email
sales01@aikonchem.com
Country
China
ProdList
16028
Advantage
58
Angel Pharmatech, Ltd.
Tel
17317130613
Fax
QQ3358272972
Email
3358272972@qq.com
Country
China
ProdList
3238
Advantage
58
Hunan chemfish Scientific co.,ltd
Tel
0731-85567275 19186994443
Email
sales@chemfish.com
Country
China
ProdList
4918
Advantage
58
Fan De(Beijing) Biotechnology Co., Ltd.
Tel
15911056312
Email
liming@bio-fount.com
Country
China
ProdList
9730
Advantage
58
Dideu Industries Group Limited
Tel
+86-29-89586680 +86-15129568250
Email
1026@dideu.com
Country
China
ProdList
28965
Advantage
58
DC Chemicals
Tel
021-58447131 13564518121
Email
sales@dcchemicals.com
Country
China
ProdList
9414
Advantage
58
Xibao Biotechnology (Shanghai) Co., Ltd.
Tel
13761246140
Email
58642714@qq.com
Country
China
ProdList
415
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11289
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
+86-29-87569265 +86-18612256290
Fax
029-88380327
Email
1056@dideu.com
Country
China
ProdList
3531
Advantage
58
Energy Chemical
Tel
021-58432009 400-005-6266
Fax
021-58436166
Email
marketing@energy-chemical.com
Country
China
ProdList
44941
Advantage
58
Zhengzhou convergence chemical co., LTD
Tel
0371-0371-55153829 18003835034
Fax
18003835034（微信）
Email
2853979819@qq.com
Country
China
ProdList
8648
Advantage
58
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
29778
Advantage
58
Nantong Feiyu Biological Technology CO.,LTD
Tel
0513-68819626; 13813788405
Fax
0513-68669626
Email
feiyubio2@163.com
Country
China
ProdList
4821
Advantage
58
InvivoChem
Tel
13549236410
Email
sales@invivochem.cn
Country
China
ProdList
6712
Advantage
58
Jiaxing Zhejia Biotechnology Co., LTD
Tel
0573-85609002
Email
zhejia01@163.com
Country
China
ProdList
8870
Advantage
58
Shanghai Yingxin laboratory equipment Co., Ltd
Tel
021-021-59178156 15300768757
Email
359382369@qq.com
Country
China
ProdList
10679
Advantage
58
Shanghai Guchen Biotechnology Co., LTD
Tel
021-34675735 19147740836
Email
1986399151@qq.com
Country
China
ProdList
9849
Advantage
58
Nanjing Shizhou Biology Technology Co.,Ltd
Tel
025-85560043 15850508050
Fax
025-85563444
Email
cindy.huang@synzest.com
Country
China
ProdList
12007
Advantage
58
Shenzhen Xingyue Biotechnology Co., Ltd
Tel
18124513697; 18124513697
Fax
18822823697
Email
jjj18822823697@163.com
Country
China
ProdList
1410
Advantage
58
RD International Technology Co., Limited
Tel
020-82000279 18988968278
Email
info@ubiochem.com
Country
China
ProdList
9146
Advantage
58
Shanghai Sunway Pharmaceutical Technology Co., Ltd
Tel
--
Fax
--
Email
sales@sunwaypharm.com
Country
China
ProdList
6540
Advantage
58
Shanghai Hao Zhun Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
info@zzsrm.com
Country
CHINA
ProdList
6846
Advantage
58
Beijing Dongge Boye Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
1861586486@qq.com
Country
CHINA
ProdList
6652
Advantage
58
Shanghai Yubo Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
344843571@qq.com
Country
CHINA
ProdList
6322
Advantage
58
Beijing baierdi biotechnology co. LTD
Tel
--
Fax
--
Email
biodee2012@126.com
Country
CHINA
ProdList
1773
Advantage
58
Beijing Bi Orange Blue Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
bo49855987@163.com
Country
CHINA
ProdList
6827
Advantage
58
Shenzhen Branch Science and Technology Co., Ltd.
Tel
--
Fax
--
Email
zikerbio@163.com
Country
CHINA
ProdList
6478
Advantage
58
Beijing Bai Ao Si Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
yangmei@bioneeds.net
Country
CHINA
ProdList
6999
Advantage
58
Shenzhen Xinbosheng Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
service@neobioscience.com
Country
CHINA
ProdList
6164
Advantage
58
Shanghai Ziqi Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
2453006496@qq.com
Country
CHINA
ProdList
6192
Advantage
58
Shanghai Hao Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
market@xlswkj.com
Country
CHINA
ProdList
6805
Advantage
58
Shanghai Jingke Chemical Technology Co., Ltd.
Tel
--
Fax
--
Email
jingkehuaxue@163.com
Country
CHINA
ProdList
6974
Advantage
58
Beijing Zhijie Fangyuan Technology Co., Ltd.
Tel
--
Fax
--
Email
15810200961@163.com
Country
CHINA
ProdList
6984
Advantage
58
Morning Student Science and Technology (Guangzhou) Co., Ltd.
Tel
--
Fax
--
Email
chenxue_gz@163.com
Country
CHINA
ProdList
6618
Advantage
58
Shanghai Hao Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
shxiyuanbio@163.com
Country
CHINA
ProdList
6921
Advantage
58
Absin Bioscience Inc.
Tel
--
Fax
--
Email
chenjw@absin.cn
Country
CHINA
ProdList
6661
Advantage
58
Shanghai Yijie Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
SHYIJIEBIO@126.COM
Country
CHINA
ProdList
3510
Advantage
58
Xiamen Huijia Biological Technology Co., Ltd.
Tel
--
Fax
--
Country
CHINA
ProdList
6979
Advantage
58
Shanghai Yaoyun Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
912529879@qq.com
Country
CHINA
ProdList
6852
Advantage
58
Shanghai Jijin Chemical Technology Co., Ltd.
Tel
--
Fax
--
Email
jijinhuaxue@sina.com
Country
CHINA
ProdList
6617
Advantage
58
Beijing Bolide Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
1985563437@qq.com
Country
CHINA
ProdList
6172
Advantage
58
Beijing Lebo Biotechnology Co., Ltd.
Tel
--
Fax
--
Country
CHINA
ProdList
6057
Advantage
58
More
Less

View Lastest Price from ZAPRINAST manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Zaprinast 37762-06-4
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-05-08
Dideu Industries Group Limited
Product
ZAPRINAST 37762-06-4
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-16

37762-06-4, ZAPRINASTRelated Search:

ZARDAVERINE RO 20-1724 ETAZOLATE BRL 50481 Vinpocetine ROLIPRAM Cilostazol (4S)-4-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]PYRROLIDIN-2-ONE CILOSTAMIDE 4-[[3,4-(METHYLENEDIOXY)BENZYL]AMINO]-6-CHLOROQUINAZOLINE EHNA HYDROCHLORIDE ZAPRINAST 2-ETHOXY-BENZAMIDINE 1H-[1,2,3]TRIAZOL-4-YLMETHYLAMINE HCL N-[(2-METHOXYPHENYL)METHYLENE]-N-METHYLAMINE 2-METHOXY-BENZAMIDINE HCL SALICYLALDEHYDE HYDRAZONE 2-PROPOXY-BENZAMIDINE

  • 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)
  • Zaprinast - CAS 37762-06-4 - Calbiochem
  • 5-(2-Propoxyphenyl)-1H-[1,2,3]triazolo[4,5-d]pyrimidin-7(4H)-one
  • 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
  • 7H-1,2,3-Triazolo[4,5-d]pyrimidin-7-one, 3,6-dihydro-5-(2-propoxyphenyl)-
  • ZAPRINAST USP/EP/BP
  • 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