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330808-88-3

330808-88-3 Structure

330808-88-3 Structure
IdentificationBack Directory
[Name]

VARDENAFILHYDROCHLORIDETRIHYDRATE(SUBJECTTOPATENTFREE)
[CAS]

330808-88-3
[Synonyms]

Vardenafil hydrochloride CRS
Vardenafil for system suitability
Verdenafil Hydrochloride Trihydrate
2-(2-Ethoxy-5-((4-ethylpiperazin-1-yl)sulfonyl)phenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one hydrochloride trihydrate
2-[2-Ethoxy-5-[(4-ethyl-1-piperazinyl)sulfonyl]phenyl]-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one,hydrochloride, hydrate (1:1:3)
IMidazo[5,1-f][1,2,4]triazin-4(1H)-one,2-[2-ethoxy-5-[(4-ethyl-1-piperazinyl)sulfonyl]phenyl]-5-Methyl-7-propyl-,hydrochloride, hydrate (1:1:3)
[Molecular Formula]

C23H39ClN6O7S
[MDL Number]

MFCD08458876
[MOL File]

330808-88-3.mol
[Molecular Weight]

579.11
Chemical PropertiesBack Directory
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

≥13.3 mg/mL in DMSO; ≥3.42 mg/mL in EtOH with gentle warming and ultrasonic; ≥95 mg/mL in H2O
[form ]

neat
Safety DataBack Directory
[RIDADR ]

UN 2811 6.1 / PGIII
[HS Code ]

2933595960
Hazard InformationBack Directory
[Description]

Vardenafil is a potent inhibitor of phosphodiesterase 5 (PDE5; IC50s = 0.2-1.2 nM) and PDE6 (IC50 = 2 nM). It is selective for PDE5 and PDE6 over PDE1 and PDE11 (IC50s = 230 and 130 nM, respectively). Vardenafil (4 mg/kg per day for three weeks) improves erectile function in a rat model of acute arteriogenic erectile dysfunction by increasing intracavernous pressure and mean arterial pressure, and this effect persists for at least two weeks following the end of treatment. Chronic vardenafil administration at a dose of 2 mg/kg for five weeks in subordinate mice reduces the latency to mount and increases the frequency of mounting behavior. Formulations containing vardenafil have been used in the treatment of erectile dysfunction.
[Uses]

Vardenafil hydrochloride trihydrate is a potent inhibitor of PDE5 (IC50 = 0.2-1.2 nM) that less effectively blocks the activities of PDE6, PDE1, and PDE11 (IC50s = 2, 230, and 130 nM, respectively). PDE5 inhibitors, including vardenafil, have applications in several conditions, including erectile dysfunction, pulmonary arterial hypertension, and lower urinary tract dysfunction.[Cayman Chemical]
[Uses]

Vardenafil Hydrochloride Trihydrate (cas# 330808-88-3) has therapeutic applications and used in cosmetics and personal care products.
[Biological Activity]

Vardenafil HCl Trihydrate (BAY38-9456) is a new type PDE inhibitor with IC50 of 0.7 and 180 nM for PDE5 and PDE1, respectively.
[in vitro]

Vardenafil specifically inhibits the hydrolysis of cGMP by PDE5 with an IC50 of 0.7 nM (6.6 nM). Vardenafil significantly enhances the SNP-induced relaxation of human trabecular smooth muscle at 3 nM (10 nM). Vardenafil also significantly potentiates both ACh-induced and transmural electrical stimulation-induced relaxation of trabecular smooth muscle. Vardenafil (100 mM) increases cyclic GMP levels in rat hippocampal slices.  Vardenafil, tadalafil, and Sildenafil each competitively inhibit cGMP hydrolysis by phosphodiesterase-5 (PDE5), thereby fostering cGMP accumulation and relaxation of vascular smooth muscle. 

[in vivo]

Vardenafil dose-dependently potentiates erectile responses to intravenously administered sodium nitroprusside in rabbit. Vardenafil (3 mg/kg, p.o.) results in an improved object discrimination performance in rats.  Vardenafil (30 mg/L, p.o.) increases both iNOS and proliferating cell nuclear antigen expression (SM cell replication) in rats, with normalization of the dynamic infusion cavernosometry drop rate and SM/collagen ratio.Vardenafil induces powerful preconditioning-like cardioprotective effect against ischemia/reperfusion injury through opening of mitochondrial K(ATP) channels in the heart of rabbit. Vardenafil protects the ischemic myocardium against reperfusion injury through a mechanism dependent on mitochondrial K(ATP) channel opening.
[storage]

Store at -20°C
[References]

[1] saenz de tejada i1, angulo j, cuevas p, fernández a, moncada i, allona a, lledó e, k?rschen hg, niew?hner u, haning h, pages e, bischoff e.the phosphodiesterase inhibitory selectivity and the in vitro and in vivo potency of the new pde5 inhibitor vardenafil. int j impot res. 2001 oct;13(5):282-90.
Spectrum DetailBack Directory
[Spectrum Detail]

Vardenafil hydrochloride trihydrate(330808-88-3)1HNMR
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