Vardenafil

Modify Date: 2024-01-02 12:04:29

Vardenafil Structure
Vardenafil structure
Common Name Vardenafil
CAS Number 224785-90-4 Molecular Weight 488.60
Density 1.4±0.1 g/cm3 Boiling Point 692.2ºC at 760mmHg
Molecular Formula C23H32N6O4S Melting Point 214-216ºC
MSDS N/A Flash Point 372.5ºC
Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger

 Use of Vardenafil


Vardenafil is a PDE5 inhibitor used for treating erectile dysfunction.Target: PDE5Vardenafil specifically inhibited the hydrolysis of cGMP by PDE5 with an IC50 of 0.7 nM (6.6 nM). In contrast, the IC50 of vardenafil for PDE1 was 180 nM; for PDE6, 11 nM; for PDE2, PDE3 and PDE4, more than 1000 nM. Relative to PDE5, the ratios of the IC50 for PDE1 were 257 (60), for PDE6 16 (7.4). Vardenafil significantly enhanced the SNP-induced relaxation of human trabecular smooth muscle at 3 nM (10 nM). Vardenafil also significantly potentiated both ACh-induced and transmural electrical stimulation-induced relaxation of trabecular smooth muscle [1]. Both vardenafil doses(10 mg or 20 mg) significantly enhanced the rates of successful penetration (P < 0.0001) and successful intercourse (P < 0.0001) compared with placebo. Vardenafil treatment was effective in increasing intercourse success rates at all levels of baseline ED severity, at each level of plasma HbA1c, and for type 1 and 2 diabetes [2].

 Names

Name vardenafil
Synonym More Synonyms

 Vardenafil Biological Activity

Description Vardenafil is a PDE5 inhibitor used for treating erectile dysfunction.Target: PDE5Vardenafil specifically inhibited the hydrolysis of cGMP by PDE5 with an IC50 of 0.7 nM (6.6 nM). In contrast, the IC50 of vardenafil for PDE1 was 180 nM; for PDE6, 11 nM; for PDE2, PDE3 and PDE4, more than 1000 nM. Relative to PDE5, the ratios of the IC50 for PDE1 were 257 (60), for PDE6 16 (7.4). Vardenafil significantly enhanced the SNP-induced relaxation of human trabecular smooth muscle at 3 nM (10 nM). Vardenafil also significantly potentiated both ACh-induced and transmural electrical stimulation-induced relaxation of trabecular smooth muscle [1]. Both vardenafil doses(10 mg or 20 mg) significantly enhanced the rates of successful penetration (P < 0.0001) and successful intercourse (P < 0.0001) compared with placebo. Vardenafil treatment was effective in increasing intercourse success rates at all levels of baseline ED severity, at each level of plasma HbA1c, and for type 1 and 2 diabetes [2].
Related Catalog
References

[1]. Saenz de Tejada, I., et al., The phosphodiesterase inhibitory selectivity and the in vitro and in vivo potency of the new PDE5 inhibitor vardenafil. Int J Impot Res, 2001. 13(5): p. 282-90.

[2]. Goldstein, I., et al., Vardenafil, a new phosphodiesterase type 5 inhibitor, in the treatment of erectile dysfunction in men with diabetes: a multicenter double-blind placebo-controlled fixed-dose study. Diabetes Care, 2003. 26(3): p. 777-83.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 692.2ºC at 760mmHg
Melting Point 214-216ºC
Molecular Formula C23H32N6O4S
Molecular Weight 488.60
Flash Point 372.5ºC
PSA 121.28000
LogP 2.65
Vapour Pressure 5.17E-19mmHg at 25°C
Index of Refraction 1.656
Storage condition ?20°C

 Safety Information

Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger
Hazard Statements H225-H302 + H312 + H332-H319
Precautionary Statements P210-P261-P302 + P352 + P312-P304 + P340 + P312-P337 + P313-P403 + P235
Hazard Codes F,Xn
Risk Phrases 11-20/21/22-36
Safety Phrases 16-36/37
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution

 Synthetic Route

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Vardenafil Structure

Vardenafil

CAS#:224785-90-4

Literature: US2007/197535 A1, ; Page/Page column 6 ;

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Vardenafil Structure

Vardenafil

CAS#:224785-90-4

Literature: WO2013/75680 A1, ; Page/Page column 17 ;

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Vardenafil Structure

Vardenafil

CAS#:224785-90-4

Literature: WO2013/75680 A1, ;

 Articles27

More Articles
Improvement of exercise capacity in monocrotaline-induced pulmonary hypertension by the phosphodiesterase-5 inhibitor Vardenafil.

Respir. Physiol. Neurobiol. 186(1) , 61-4, (2013)

Vardenafil, a phosphodiesterase-5 inhibitor, is approved for the therapy of erectile dysfunction. However, in contrast to Sildenafil and Tadalafil, little is known about its effects on pulmonary hyper...

SOP conservative (medical and mechanical) treatment of erectile dysfunction.

J. Sex. Med. 10(1) , 130-71, (2013)

Erectile dysfunction (ED) is the most frequently treated male sexual dysfunction worldwide. ED is a chronic condition that exerts a negative impact on male self-esteem and nearly all life domains incl...

High inter-individual variability of vardenafil pharmacokinetics in patients with pulmonary hypertension.

Eur. J. Clin. Pharmacol. 69(2) , 197-207, (2013)

To evaluate the pharmacokinetic parameters of a single oral dose of vardenafil in patients with pulmonary hypertension (PH).Sixteen patients with PH received vardenafil in single oral doses (20, 10 or...

 Synonyms

Vardenafil (INN)
Vivanza
2-{2-Ethoxy-5-[(4-ethylpiperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one
4-[2-ethoxy-5-(4-ethyl-piperazine-1-sulfonyl)-phenyl]-9-methyl-7-propyl-3,5,6,8-tetrazabicyclo[4.3.0]nona-3,7,9-trien-2-one
Vardenafil hydrochloride trihydrate
[14C]-Vardenafil
2-{2-Ethoxy-5-[(4-ethyl-1-piperazinyl)sulfonyl]phenyl}-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one
2-[2-ethoxy-5-(4-ethylpiperazin-1-yl)sulfonylphenyl]-5-methyl-7-propyl-1H-imidazo[5,1-f][1,2,4]triazin-4-one
Vardenafil HCl Trihydrate
4-[2-eyhoxy-5-(4-ethylpiperazin-1-yl)sulfonyl-phenyl]-9-methyl-7-propyl-3,5,6,8-tetrazabicyclo[4,3,0] none 3,7,9 trien-2-one
Imidazo[5,1-f][1,2,4]triazin-4(3H)-one, 2-[2-ethoxy-5-[(4-ethyl-1-piperazinyl)sulfonyl]phenyl]-5-methyl-7-propyl-
vardenafil
Levitra (TN)
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