ChemicalBook > CAS DataBase List > Vardenafil

Vardenafil

Product Name
Vardenafil
CAS No.
224785-90-4
Chemical Name
Vardenafil
Synonyms
Levitra;VARDENAFIL HCL TRIHYDRATE;FADINAF;Vardenafil powder;Vardenafil (Leviitra);Vivanza;BAY38-9456;Sildelafil;VARDENAFIL;Fardenafil
CBNumber
CB2321327
Molecular Formula
C23H32N6O4S
Formula Weight
488.6
MOL File
224785-90-4.mol
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Vardenafil Property

Melting point:
230-235°C
Density 
1.37
vapor pressure 
0.001Pa at 71.34℃
Flash point:
9℃
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
>22.5mg/mL in DMSO
form 
Powder
pka
9.86±0.20(Predicted)
Water Solubility 
7mg/L at 20℃
BCS Class
2
InChI
InChI=1S/C23H32N6O4S/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)
InChIKey
NOIHTGOGFDFCBN-UHFFFAOYSA-N
SMILES
N12C(CCC)=NC(C)=C1C(=O)N=C(C1=CC(S(N3CCN(CC)CC3)(=O)=O)=CC=C1OCC)N2
LogP
2.5 at 23℃
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Safety

Hazard Codes 
F,Xn
Risk Statements 
11-20/21/22-36
Safety Statements 
16-36/37
RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
1
Hazardous Substances Data
224785-90-4(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H370Causes damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P311Call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
V-902
Product name
Vardenafil dihydrochloride solution
Purity
1.0?mg/mLinmethanol(asfreebase),ampuleof1?mL,certifiedreferencemateri
Packaging
1mL
Price
$171
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
API0008769
Product name
VARDENAFIL
Purity
95.00%
Packaging
10MG
Price
$255.15
Updated
2021/12/16
AK Scientific
Product number
E429
Product name
Vardenafil
Packaging
10mg
Price
$98
Updated
2021/12/16
Matrix Scientific
Product number
168056
Product name
Vardenafil
Packaging
1g
Price
$472
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
D34389
Product name
Vardenafil-d5HCl
Packaging
1mg
Price
$675
Updated
2021/12/16
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Vardenafil Chemical Properties,Usage,Production

Description

Vardenafil is a new PDE5 inhibitor launched for oral treatment of male erectile dysfunction and it has significant structural similarity with sildenafil (Viagra?), which was the first PDE5 inhibitor introduced in 1998 for this indication. Vardenafil is synthesized in three steps starting with a cyclization reaction of 2-ethyoxybenzamidine with 2-butyramidopropionic acid and ethoxyallyl chloride to construct the imidazotriazine ring system, followed by sulfonation to the corresponding sulfonyl chloride and subsequent condensation with 1-ethylpiperazine. The potency of PDE5 inhibition by vardenafil (IC50=0.7 nM) is ~10 times greater than that of sildenafil (IC50=6.6 nM). Vardenafil is typically administered in single doses of 10 and 20 mg. The time to reach maximum plasma concentration is 0.75 h, which is slightly shorter than those of sildenafil (tmax=1.16 h) and tadalafil (tmax=2h), and the half-life is 4–5 h. Although it is almost completely absorbed following oral administration, the mean absolute bioavailability of a 10 mg dose is ~15%, resulting from extensive first pass metabolism. Vardenafil is metabolized in the liver primarily by CYP3A4 and is eliminated mainly in feces. In clinical studies, 10–20 mg doses of vardenafil was well tolerated and efficacious in patients with ED of various severities, including subjects with comorbidities such as diabetes mellitus or hypertension or hyperlipidemia. The side-effect profile of vardenafil is similar to that of sildenafil, with headache, flushing, dyspepsia and nasal congestion being the most common adverse events. Vardenafil has systemic vasodilatory properties, which can cause transient decrease in supine blood pressure; however, it does not appear to translate into clinical effects. The mean maximum decreases in supine systolic blood pressure following 20 and 40 mg vardenafil were 6.9 and 4.3 mmHg, respectively, when compared to placebo. However, single and multiple oral doses of vardenafil up to 40 mg produced no clinically relevant changes in the ECGs of normal male volunteers.

Originator

Bayer AG (Germany)

Uses

erectil dysfunction;PDE5 inhibitor

Uses

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

Definition

ChEBI: The sulfonamide resulting from formal condensation of the sulfo group of 4-ethoxy-3-(5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one-2-yl)benzenesulfonic acid and the secondary amino group of 4-ethylpiperazine.

brand name

Levitra

Flammability and Explosibility

Non flammable

Clinical Use

Treatment of erectile dysfunction

Drug interactions

Potentially hazardous interactions with other drugs
Alpha-blockers: enhanced hypotensive effect - avoid for 6 hours after alpha-blockers (max dose 5 mg).
Antifungals: concentration increased by ketoconazole, and itraconazole - avoid concomitant use.
Antivirals: concentration increased by fosamprenavir, indinavir and ritonavir- avoid with indinavir and ritonavir; increased risk of ventricular arrhythmias with saquinavir - avoid; avoid with telaprevir, use tipranavir with caution.
Cobicistat: concentration of vardenafil possibly increased - reduce dose of vardenafil.
Grapefruit juice: concentration possibly increased - avoid concomitant use.
Nicorandil: possibly enhanced hypotensive effect - avoid concomitant use.
Nitrates: possibly enhanced hypotensive effect - avoid concomitant use.
Riociguat: enhanced hypotensive effect - avoid concomitant use.

Metabolism

Vardenafil is metabolised in the liver primarily by cytochrome P450 isoenzymes CYP3A4 (the major route) as well as CYP3A5 and CYP2C isoforms. The major metabolite produced by desethylation of vardenafil also has some activity.
Vardenafil is excreted as metabolites mainly in the faeces (91 to 95
%), and to a lesser extent in the urine.

Vardenafil Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Vardenafil manufacturers

Wuhan Cell Pharmaceutical Co., Ltd
Product
Vardenafil 224785-90-4
Price
US $2.00-1120.00/g
Min. Order
10g
Purity
99%
Supply Ability
100kg
Release date
2023-04-14
Dorne Chemical Technology co. LTD
Product
Vardenafil 224785-90-4
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
100kg
Release date
2024-03-26
Shanghai Aosiris new Material Technology Co., LTD
Product
Vardenafil 224785-90-4
Price
US $3.00-1.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10 tons
Release date
2024-04-19

224785-90-4, VardenafilRelated Search:


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  • VardenafilQ: What is Vardenafil Q: What is the CAS Number of Vardenafil Q: What is the storage condition of Vardenafil Q: What are the applications of Vardenafil
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  • Vardenafil CAS
  • 224785-90-4
  • C23H39ClN6O7S
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  • C23H32N6O4S
  • API
  • Levitra
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