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Basic Information
CAS No.: 224785-90-4
Name: Vardenafil hydrochloride trihydrate
Molecular Structure:
Molecular Structure of 224785-90-4 (Vardenafil hydrochloride trihydrate)
Formula: C23H32N6O4S
Molecular Weight: 488.611
Synonyms: Piperazine,1-[[3-(1,4-dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-4-ethyl-(9CI);2-[2-Ethoxy-5-(4-ethylpiperazin-1-yl-1-sulfonyl)phenyl]-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one;Nuviva;BAY 38-9456;1-((3-(3,4-Dihydro-5-methyl-4-oxo-7-propylimidazo(5,1-f)-as-triazin-2-yl)-4-ethoxyphenyl)sulfonyl)-4-ethylpiperazine;Vivanza;
EINECS: 200-835-2
Density: 1.37 g/cm3
Melting Point: 230-235 °C
Boiling Point: 692.2 °C at 760 mmHg
Flash Point: 372.5 °C
Solubility: Soluble in water and alcohol
Appearance: White crystalline powder
Hazard Symbols: F,Xn
Risk Codes: 11-20/21/22-36
Safety: 16-36/37
PSA: 121.28000
LogP: 4.63100
Related products
Synthetic route
5308-25-8

4-ethylpiperazine

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

224785-90-4

vardenafil

Conditions
ConditionsYield
Stage #1: 2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one With chlorosulfonic acid at 0 - 22℃; for 0.75h;
Stage #2: 4-ethylpiperazine In dichloromethane at -3 - 25℃; for 0.75h; Product distribution / selectivity;
5308-25-8

4-ethylpiperazine

224789-26-8

4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)-benzenelsulfonic acid chloride

224785-90-4

vardenafil

Conditions
ConditionsYield
In dichloromethane
224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

224785-90-4

vardenafil

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chlorosulfonic acid / dichloromethane / 24 h / 23 - 90 °C
2: dichloromethane
View Scheme
5308-25-8

4-ethylpiperazine

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

224785-90-4

vardenafil

Conditions
ConditionsYield
Stage #1: 2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one With chlorosulfonic acid at 0 - 22℃; for 0.75h;
Stage #2: 4-ethylpiperazine In dichloromethane at -3 - 25℃; for 0.75h; Product distribution / selectivity;
224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

224785-90-4

vardenafil

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chlorosulfonic acid / dichloromethane / 24 h / 23 - 90 °C
2: dichloromethane
View Scheme
5308-25-8

4-ethylpiperazine

224789-26-8

4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)-benzenelsulfonic acid chloride

224785-90-4

vardenafil

Conditions
ConditionsYield
In dichloromethane
224785-90-4

vardenafil

vardenafil hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; acetone at 50℃; Solvent; Temperature; pH-value; Reagent/catalyst;77%
224785-90-4

vardenafil

1-[[3-(1,4-dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-4-ethylpiperazine dihydrochloride dihydrate

Conditions
ConditionsYield
With hydrogenchloride; water In acetone at 29 - 55℃; for 0.5h;

1-[[3-(1,4-dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-4-ethylpiperazine dihydrochloride dihydrate

224785-90-4

vardenafil

1-[[3-(1,4-dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-4-ethylpiperazine dihydrochloride monohydrate

Conditions
ConditionsYield
Stage #1: vardenafil With water In acetone at 28℃; for 0.166667h;
Stage #2: With hydrogenchloride; water In acetone at 5 - 55℃; for 0.5h;
Stage #3: 1-[[3-(1,4-dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-4-ethylpiperazine dihydrochloride dihydrate In acetone at 3℃;

1-[[3-(1,4-dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-4-ethylpiperazine dihydrochloride dihydrate

224785-90-4

vardenafil

1-[[3-(1,4-dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-4-ethylpiperazine dihydrochloride trihydrate

Conditions
ConditionsYield
Stage #1: vardenafil With hydrogenchloride; water In acetone at 5 - 56℃; for 0.5h;
Stage #2: 1-[[3-(1,4-dihydro-5-methyl-4-oxo-7-propylimidazo[5,1-f][1,2,4]triazin-2-yl)-4-ethoxyphenyl]sulfonyl]-4-ethylpiperazine dihydrochloride dihydrate In acetone at 3℃;
Raw Materials
224789-26-8
5308-25-8
224789-21-3
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Chemistry

IUPAC Name: 2-[2-Ethoxy-5-(4-ethylpiperazin-1-yl)sulfonylphenyl]-5-methyl-7-propyl-1H-imidazo[5,1-f][1,2,4]triazin-4-one
Synonyms of Vardenafil hydrochloride trihydrate (CAS NO.224785-90-4): 1-((3-(3,4-Dihydro-5-methyl-4-oxo-7-propylimidazo(5,1-f)-as-triazin-2-yl)-4-ethoxyphenyl)sulfonyl)-4-ethylpiperazine ; 2-(2-Ethoxy-5-(4-ethylpiperazin-1-yl-1-sulfonyl)phenyl)-5-methyl-7-propyl-3H-imidazo(5,1-f)(1,2,4)triazin-4-one ; BAY 38-9456 ; BAY38-9456 ; HSDB 7304 ; Levitra ; UNII-UCE6F4125H ; Vivanza ; Piperazine, 1-((3-(1,4-dihydro-5-methyl-4-oxo-7-propylimidazo(5,1-f)(1,2,4)triazin-2-yl)-4-ethoxyphenyl)sulfonyl)-4-ethyl-
CAS NO: 224785-90-4
Classification Code: Enzyme Inhibitors ; Phosphodiesterase 5 Inhibitors ; Phosphodiesterase Inhibitors
Molecular Formula of Vardenafil hydrochloride trihydrate (CAS NO.224785-90-4): C23H32N6O4S
Molecular Weight: 488.603
Molecular Structure:

Melting Point: 214-216°C 
Polar Surface Area: 108.72 Å2
Index of Refraction: 1.656
Molar Refractivity: 130.63 cm3
Molar Volume: 355.4 cm3
Surface Tension: 53.3 dyne/cm
Density of Vardenafil hydrochloride trihydrate (CAS NO.224785-90-4): 1.37 g/cm3
Flash Point: 372.5 °C
Enthalpy of Vaporization: 101.43 kJ/mol
Boiling Point: 692.2 °C at 760 mmHg
Vapour Pressure: 5.17E-19 mmHg at 25°C

Uses

 Vardenafil hydrochloride trihydrate (CAS NO.224785-90-4) is used as a selective phsphodiesterase type 5 (PDE5) inhibitor.