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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;Varden?l Hydrochloride;Vardenafil 224785-91-5
CBNumber
CB6672278
Molecular Formula
C23H33ClN6O4S
Formula Weight
525.07
MOL File
224785-91-5.mol
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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
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Safety

HS Code 
2933299090
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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..…

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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
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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.

in vitro

Vardenafil hydrochloride specifically inhibits the hydrolysis of cGMP by PDE5 with an IC50 of 0.7 nM. Vardenafil hydrochloride increases intracellular cGMP levels in the cavernosum tissue of the penis, thus results increasing the dilation of the body's sinuses and blood flow.

in vivo

Vardenafil hydrochloride (I.V.; 0.03 mg/kg) exhibits facilitator effects in rats with cavernous nerve injury.
Vardenafil hydrochloride (I.V.; 0.17 mg/kg once daily for 7 days) protects the liver against Con A-induced hepatitis and decreases the expression of NF--.
Vardenafil hydrochloride (P.O.; 10 mg/kg once daily; 25 weeks) prevents the reduction of tissue cGMP levels and the increase in 3-NT generation in ZDF hearts.

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

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Vardenafil hydrochloride Suppliers

Jinan Junnuo Trading Co., LTD
Tel
13345898948
Email
1301260554@qq.com
Country
China
ProdList
114
Advantage
58
Hubei Dibai Chemical Co., Ltd.
Tel
027-87058617 15872383390
Fax
027-87058617
Email
hbdibo@163.com
Country
China
ProdList
885
Advantage
58
YANCHENG JIANGZHONG CHEMICALS CO., LTD.
Tel
0515-88981987 13918567443
Fax
0515-88981987
Email
richard.li_jzchem@263.net
Country
China
ProdList
258
Advantage
58
Shandong Loncom Pharmaceutical Co., Ltd.
Tel
0531-88072380 0531-88116830 13791093792
Email
sales@bestcomm.cn
Country
China
ProdList
45
Advantage
58
Shandong Wankang Biotechnology Co. , Ltd.
Tel
131-7317-1119 13173171119
Email
918582503@qq.com
Country
China
ProdList
25
Advantage
58
Chengdu Pengshengyue Pharmaceutical Technology Co. , Ltd.
Tel
171-5642-2032 19587414261
Email
3795342424@qq.com
Country
China
ProdList
23
Advantage
58
Hubei Chuyunshun Biotechnology Co., Ltd
Tel
15926415536 15926415536
Email
hbcyssw@163.com
Country
China
ProdList
33
Advantage
58
Linyi Pingsheng Biotechnology Co., Ltd.
Tel
0375-15696900 15696900147
Email
3958759419@qq.com
Country
China
ProdList
26
Advantage
58
Ruikangkexin(Hubei)Biotechnology Co., Ltd
Tel
18062078401
Email
290553188@qq.com
Country
China
ProdList
139
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
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View Lastest Price from Vardenafil hydrochloride manufacturers

Dorne Chemical Technology co. LTD
Product
Vardenafil hydrochloride 224785-91-5
Price
US $10.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
1 ton
Release date
2024-03-26
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
Product
Vardenafil hydrochloride
Price
US $0.00/kg
Min. Order
1kg
Purity
HPLC≥98%
Supply Ability
1000kg
Release date
2024-03-21
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
2024-05-15

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