ChemicalBook > CAS DataBase List > Vardenafil hydrochloride

Vardenafil hydrochloride

Product Name
Vardenafil hydrochloride
CAS No.
224785-91-5
Chemical Name
Vardenafil hydrochloride
Synonyms
VARDENAFIL HCL;Vardenafi;Nuviva;fafinafei;Valdenafil;Levitra, Valdenafil;vardenafil USP/EP/BP;Levitra,Valdenafil.HCl;Vardenafil 224785-91-5;vardenafil hydrochloride
CBNumber
CB6672278
Molecular Formula
C23H33ClN6O4S
Formula Weight
525.07
MOL File
224785-91-5.mol
More
Less

Vardenafil hydrochloride Property

Melting point:
214-216°C
storage temp. 
Store at -20°C
solubility 
DMSO: 100 mg/mL (190.45 mM); Water: ≥ 100 mg/mL (190.45 mM)
form 
Solid
color 
White to Off-White Cyrstalline
InChI
InChI=1S/C23H32N6O4S.ClH/c1-5-8-20-24-16(4)21-23(30)25-22(26-29(20)21)18-15-17(9-10-19(18)33-7-3)34(31,32)28-13-11-27(6-2)12-14-28;/h9-10,15H,5-8,11-14H2,1-4H3,(H,25,26,30);1H
InChIKey
XCMULUAPJXCOHI-UHFFFAOYSA-N
SMILES
C(C1=NC(C)=C2C(N=C(C3C=C(S(N4CCN(CC)CC4)(=O)=O)C=CC=3OCC)NN12)=O)CC.Cl
More
Less

Safety

HS Code 
2933299090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H311Toxic in contact with skin

H331Toxic if inhaled

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P310Immediately call a POISON CENTER or doctor/physician.

P330Rinse mouth.

P361Remove/Take off immediately all contaminated clothing.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

AK Scientific
Product number
F755
Product name
Vardenafil hydrochloride
Packaging
5mg
Price
$29
Updated
2021/12/16
Biosynth Carbosynth
Product number
FV28670
Product name
Vardenafil hydrochloride
Packaging
50mg
Price
$50
Updated
2021/12/16
ChemScene
Product number
CS-2765
Product name
Vardenafil hydrochloride
Purity
99.51%
Packaging
100mg
Price
$84
Updated
2021/12/16
Biosynth Carbosynth
Product number
FV28670
Product name
Vardenafil hydrochloride
Packaging
250mg
Price
$125
Updated
2021/12/16
ChemScene
Product number
CS-2765
Product name
Vardenafil hydrochloride
Purity
99.51%
Packaging
200mg
Price
$151
Updated
2021/12/16
More
Less

Vardenafil hydrochloride Chemical Properties,Usage,Production

Description

Vardenafil was the second agent to be marketed and had the advantage that its onset time was not reduced by taking the medication on a full stomach . It is 30 times more potent as an inhibitor of PDE5 (mean IC50, 3.9 nM) than sildenafil and 10 times more potent than tadalafil, with a greater selectivity (>1,000 times) for human PDE5 than for human PDE2, PDE3, and PDE4 and moderate selectivity (>80 times) for PDE1. The PDE inhibitory selectivity and both the in vitro and in vivo potency of the new PDE5 inhibitor vardenafil. Vardenafil specifically inhibited the hydrolysis of cGMP by PDE5, with an IC50 of 0.7 nM (sildenafil 6.6 nM). The IC50 of vardenafil for PDE1 was 180 nM, for PDE6 11 nM, and for PDE2, PDE3 and PDE4 more than 1,000 nM.

Chemical Properties

White to Off-White Cyrstalline Solid

Uses

vardenafil hydrochloride is a selective phsphodiesterase type 5 (pde5) inhibitor that is used as a urological agent in the treatment of erectile dysfunction.

General Description

Vardenafil, 4-[2-ethoxy-5-(4-ethylpiperazin-1-yl)sulfonyl-phenyl]-9-methyl-7-propyl-3,5,6,8-tetrazabicyclo[4.3.0]nona-3,7,9-trien-2-one(Levitra), was the second PDE5 introduced in the U.S. market.The metabolism of vardenafil is primarily by CYP3A4.As such, concomitant use of CYP3A4 inhibitors such as ritonavir,indinavir, ketoconazole, as well as moderate CYP3Ainhibitors such as erythromycin typically results in significantincreases of plasma levels of vardenafil.

Synthesis

The synthesis started with 2- hydroxybenzonitrile. 2-Hydroxybenzonitrile (181) was alkylated with ethyl bromide to give 2-ethoxybenzonitrile in 97% yield as a liquid which was subsequently treated with AlMeClNH2, prepared from AlMe3 and NH4Cl, to give corresponding 2-ethoxybenzamidine (182) in 76% yield as a solid. Compound 182 was treated with hydrazine hydrate in ethanol to give hydrazide 183, which was used in the next step without isolation. Dakin-West reaction of 2- butyrylaminopropionic acid (184) with ethyl oxalyl chloride (185) in the presence of DMAP in refluxing pyridine/THF to give corresponding |á-oxoamino-acid ester 186 which was also used for next step without isolation. Hydrazide 183 was condensed with ester 186 in refluxing ethanol to give triazinone 187 intermediate which was then cyclized to the final core structure, imidazo[5,1-f]triazin-4-one, using POCl3 to give 188 in 28% yield from 183. Compound 188 was sulfonylated with chlorosulfonic acid to give sulfonyl chloride 189 in 91% yield. Finally, 189 was condensed with N-ethylpiperazine (190) in dichloromethane to give vardenafil (XXIII) in 66% yield.

Enzyme inhibitor

Vardenafil also is rapidly absorbed and peaks in concentration (9.05 μg/mL after a 10-mg dose) after 0.9 hours, displaying a half-life of 4 to 5 hours. The absorption rate of both sildenafil and vardenafil are reduced when taken with a high-fat diet. The drug also is metabolized by hepatic CYP3A4, and a potential for drug–drug interaction with inhibitors or enhancers of CYP3A4 exists. Biochemical studies demonstrate a significant increase in selectivity of vardenafil over sildenafil for PDE5 versus PDE6. Whether this translates into a significant improvement in side effects must await studies in a greater population of patients.

Vardenafil hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

View Lastest Price from Vardenafil hydrochloride manufacturers

Hebei Dangtong Import and export Co LTD
Product
Vardenafil hydrochloride 224785-91-5
Price
US $1350.00-1280.00/kilograms
Min. Order
10kilograms
Purity
99%
Supply Ability
100tons
Release date
2023-02-22
hebei hongtan Biotechnology Co., Ltd
Product
vardenafil 224785-91-5
Price
US $20.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
2000kg
Release date
2024-03-27
Shandong Hanjiang Chemical Co., Ltd
Product
Vardenafil hydrochloride 224785-91-5
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10T
Release date
2024-01-25

224785-91-5, Vardenafil hydrochlorideRelated Search:


  • 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-piperazine dihydrochloride
  • 2-[2-Ethoxy-5-(4-ethylpiperazin-1-yl)sulfonylphenyl]-5-methyl-7-propyl-1H-imidazo[5,1-f][1,2,4]triazin-4-one hydrochloride
  • vardenafil hydrochloride
  • VARDENAFIL HCL
  • Vardenafil Hydrochloride Trihydrate 224785-90-4 /
  • Levitra,Valdenafil.HCl
  • 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-piperazine
  • Nuviva
  • VARDENAFILMONOHYDROCHLORIDE(SUBJECTTOPATENTFREE)
  • VARDENAFIL, HYDROCHLORIDE SALT
  • Vardenafil, Hydrochloride Salt Discontinued See V098001
  • Levitra, Valdenafil
  • Valdenafil
  • Vardenafil 224785-91-5
  • Buy vardenafil CAS 224785-91-5 from China vardenafil supplier factory CAS NO.224785-91-5
  • Hot sell sex powder API CAS 224785-91-5 vardenafil powder CAS NO.224785-91-5
  • vardenafil CAS 224785-91-5
  • fafinafei
  • Vardenafil HCl Vardenafil kf-wang(at)kf-chem.com
  • Vardenafi
  • 2-[2-Ethoxy-5-[(4-ethyl-1-piperazinyl)sulphonyl]phenyl]-5-methyl-7-propyl-1H-imidazo[5,1-f][1,2,4]triazin-4-one hydrochloride 97%
  • 2-[2-Ethoxy-5-[(4-ethyl-1-piperazinyl)sulphonyl]phenyl]-5-methyl-7-propyl-1H-imidazo[5,1-f][1,2,4]triazin-4-one hydrochloride
  • Vardenafil hydrochloride CAS 224785-91-5
  • 2-{2-ethoxy-5-[(4-ethylpiperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one dihydrochloride
  • vardenafil USP/EP/BP
  • China Factroy Supply 99% Pure Vardenafil Powder
  • 2-{2-ethoxy-5-[(4-ethylpiperazin-1-yl)sulfonyl]phen yl}-5-methyl-7-propyl-1H,4H-imidazo[4,3-f][1,2,4]tri azin-4-one hydrochloride
  • Vardenafil / Fardenafil / Levitra
  • 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
  • 224785-91-5
  • 24785-91-5
  • C23H34Cl2N6O4S
  • C23H33ClN6O4S
  • C23H32N6O4SHCl
  • C23H32N6O4SClH3H2O
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Vardenafil
  • API
  • 224785-91-5