ChemicalBook >> CAS DataBase List >>Vardenafil hydrochloride

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
Molecular Weight:
525.07
MDL Number:
MFCD07369690
MOL File:
224785-91-5.mol
MSDS File:
SDS
Last updated:2024-03-11 22:19:25

Vardenafil hydrochloride Properties

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
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
FDA UNII IF61NL91H3
NCI Drug Dictionary vardenafil hydrochloride

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301-H311-H331
Precautionary statements  P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501
HS Code  2933299090

Vardenafil hydrochloride price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
AK Scientific F755 Vardenafil hydrochloride 224785-91-5 5mg $29 2021-12-16 Buy
Biosynth Carbosynth FV28670 Vardenafil hydrochloride 224785-91-5 50mg $50 2021-12-16 Buy
ChemScene CS-2765 Vardenafil hydrochloride 99.51% 224785-91-5 100mg $84 2021-12-16 Buy
Biosynth Carbosynth FV28670 Vardenafil hydrochloride 224785-91-5 250mg $125 2021-12-16 Buy
ChemScene CS-2765 Vardenafil hydrochloride 99.51% 224785-91-5 200mg $151 2021-12-16 Buy
Product number Packaging Price Buy
F755 5mg $29 Buy
FV28670 50mg $50 Buy
CS-2765 100mg $84 Buy
FV28670 250mg $125 Buy
CS-2765 200mg $151 Buy

Vardenafil hydrochloride Chemical Properties,Uses,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.

Synthesis_224785-91-5

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

Global( 271)Suppliers
Supplier Tel Email Country ProdList Advantage
Firsky International Trade (Wuhan) Co., Ltd
+8615387054039 admin@firsky-cn.com China 436 58
Hebei Dangtong Import and export Co LTD
+8615632927689 admin@hbdangtong.com China 1000 58
Hebei Mojin Biotechnology Co., Ltd
+86-13288715578 +86-13231137666 sales@hbmojin.com China 12409 58
Shanghai Chinqesen Biotechnology Co., Ltd.
+86-16628886292 +86-19521323435 sales2@qschem-pharma.com China 253 58
Wuhan Ruichi Technology Co., Ltd
+8613545065237 admin@whrchem.com China 164 58
Nantong Guangyuan Chemicl Co,Ltd
+undefined17712220823 admin@guyunchem.com China 616 58
Dorne Chemical Technology co. LTD
+8618560316533 Ethan@dornechem.com China 291 58
Anhui Yiao New Material Technology Co., Ltd
+86-199-55145978 +8619955145978 sales8@anhuiyiao.com China 253 58
qingdao future trading Co., Ltd
+86-13335044410 +86-13335044410 cui56813@163.com China 110 58
Anhui Ruihan Technology Co., Ltd
+8617756083858 daisy@anhuiruihan.com China 994 58

Related articles

View Lastest Price from Vardenafil hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Vardenafil hydrochloride pictures 2024-03-19 Vardenafil hydrochloride
224785-91-5
US $15.00-1.00 / kg 1kg 99% 300tons Hebei Dangtong Import and export Co LTD
Vardenafil hydrochloride pictures 2024-03-19 Vardenafil hydrochloride
224785-91-5
US $1350.00-1280.00 / kilograms 10kilograms 99% 100tons Hebei Dangtong Import and export Co LTD
Vardenafil hydrochloride pictures 2024-03-18 Vardenafil hydrochloride
224785-91-5
US $0.00 / kg 1kg 0.99 10T Shandong Hanjiang Chemical Co., Ltd
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 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 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 HCL Vardenafi 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