Sildenafil Citrate - 10mM in DMSO , Phosphodiesterase 5A inhibitor, CAS No.171599-83-0, Phosphodiesterase 5A inhibitor

CAS: 171599-83-0 Cat. No.: S408547 Molecular Weight: 666.70 EC Number: 638-824-3

GRADE & PURITY 10mM in DMSO

Synonyms

1-[[3-(6,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]-4-methylpiperazine, 2-hydroxy-1,2,3-propanetricarboxylate

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Sildenafil Citrate, a selective inhibitor of cyclic guanosine monophosphate (cGMP)-specific phosphodiesterase type 5 (PDE5), is a well-tolerated and highly effective treatment for erectile dysfunction.
In vitro

Sildenafil citrate is a potent PDE type 5 reversible and selective inhibitor that blocks cGMP hydrolysis effectively (Ki ∼3 nM). Sildenafil exhibited high affinity for PDE type 5 and type 6 with inhibition constants (Ki) of ∼3.5 and 33 nM, respectively.\xa0Sildenafil enhances sodium nitroprusside- or transmural electrical stimulation-induced relaxation of precontracted corpus cavernosum muscle strips in organ baths, suggesting that sildenafil augments the activity of NO-mediated relaxation. Sildenafil citrate increases intracellular cGMP concentrations in cultured smooth muscle cells treated with sodium nitroprusside and in rabbit corpus cavernosum in vitro. Sildenafil is metabolized in the liver by cytochrome P450 and is converted into an active metabolite with characteristics similar to the parent compound. ^[1]

In vivo

Sildenafil citrate enhances erectile function following pelvic nerve stimulation in anesthetized dogs as measured by increased intracavernosal pressure. Sildenafil citrate significantly reverses impaired carbachol-stimulated relaxation and inhibits superoxide formation by cavernosal tissue from hypercholesterolaemic rabbits. Sildenafil improves erectile function in a time- and dose-dependent fashion with maximization of erectile function recovery occurring with daily 20 mg/kg at the 28-day time point in Sprague-Dawley rats. Sildenafil use results in smooth muscle-collagen ratio protection and CD31 and eNOS expression preservation in Sprague-Dawley rats. Sildenafil reduces apoptotic indices significantly compared with control, and increases phosphorylation of akt and eNOS in Sprague-Dawley rats.
Cell Data

cell lines：

Concentrations：

Incubation Time：

Powder Purity:≥99%

Specifications

Synonyms

1-[[3-(6, 7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4, 3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]-4-methylpiperazine, 2-hydroxy-1, 2, 3-propanetricarboxylate

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Sildenafil Citrate, a selective inhibitor of cyclic guanosine monophosphate (cGMP)-specific phosphodiesterase type 5 (PDE5), is a well-tolerated and highly effective treatment for erectile dysfunction.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Mechanism of action

Phosphodiesterase 5A inhibitor

Names and Identifiers

• Isomeric SMILES: CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)C)OCC)C.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
• WGK Germany: 3
• RTECS: TL4284390
• Molecular Weight: 666.70
• Reaxy-Rn: 9035645

Associated Targets(Human)

PDE5A Tclin cGMP-specific 3',5'-cyclic phosphodiesterase (3 Activities)

Discover Target: PDE5A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 74 mg/mL (200.29 mM); Ethanol: 6 mg/mL warmed with 50ºC Water: bath (16.23 mM); Water: Insoluble
• Melt Point(°C): 187-192℃

References

1. Ma Yufeng, Zhang Fengsen, Zhong Yijing, Huang Yongchun, Yixizhuoma , Jia Qiangqiang, Zhang Shoude.  (2023)  A label-free LC/MS-based enzymatic activity assay for the detection of PDE5A inhibitors.  Frontiers in Chemistry,      [PMID:36860644] [10.3389/fchem.2023.1097027]

2. Shihua Yu, Zhigang Liu, Weixian Wang, Li Jin, Weiqing Xu, Yuqing Wu.  (2017)  Disperse magnetic solid phase microextraction and surface enhanced Raman scattering (Dis-MSPME-SERS) for the rapid detection of trace illegally chemicals.  TALANTA,      [PMID:29136854] [10.1016/j.talanta.2017.09.054]