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Merck
CN

SML2103

Vardenafil hydrochloride trihydrate

≥98% (HPLC)

Synonym(s):

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 hydrochloride trihydrate

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About This Item

Empirical Formula (Hill Notation):
C23H32N6O4S · HCl · 3H2O
CAS Number:
330808-88-3
Molecular Weight:
579.11
UNSPSC Code:
12352200
MDL number:
MFCD09027942
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated

Key Documents

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InChI key

FBCDRHDULQYRTB-UHFFFAOYSA-N

InChI

1S/C23H32N6O4S.ClH.3H2O/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;3*1H2

SMILES string

CCOC1=CC=C(S(N2CCN(CC)CC2)(=O)=O)C=C1C3=NN4C(C(N3)=O)=C(C)N=C4CCC.Cl

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

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Biochem/physiol Actions

Vardenafil is a potent, selective inhibitor of cGMP specific phosphodiesterase type 5 (PDE5). It is used clinically to treat erectile dysfunction.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H301,H373

Hazard Classifications

Acute Tox. 3 Oral - STOT RE 2

target_organs

Cardio-vascular system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000281605
0000281605
0000143329
0000143328
0000035953

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Sabrina Noel et al.
Clinical science (London, England : 1979), 131(11), 1107-1121 (2017-02-16)
Chronic inflammation that progressively disrupts the lung tissue is a hallmark of cystic fibrosis (CF). In mice, vardenafil, an inhibitor of phosphodiesterase type 5 (PDE5), restores transepithelial ion transport and corrects mislocalization of the most common CF mutation, F508del-CFTR. It also
Csaba Mátyás et al.
European journal of heart failure, 19(3), 326-336 (2016-12-21)
Heart failure with preserved ejection fraction (HFpEF) has a great epidemiological burden. The pathophysiological role of cyclic guanosine monophosphate (cGMP) signalling has been intensively investigated in HFpEF. Elevated levels of cGMP have been shown to exert cardioprotective effects in various
Yang Gao et al.
Molecular cell, 80(2), 237-245 (2020-10-03)
Heterotrimeric G proteins communicate signals from activated G protein-coupled receptors to downstream effector proteins. In the phototransduction pathway responsible for vertebrate vision, the G protein-effector complex is composed of the GTP-bound transducin α subunit (GαT·GTP) and the cyclic GMP (cGMP)
Pieter Uvin et al.
BJU international, 119(2), 325-332 (2016-10-21)
To evaluate the expression of the Rho/Rho-associated protein kinase (ROCK) pathway in the corpus cavernosum of patients with severe erectile dysfunction (ED) compared with healthy human corpus cavernosum, and to test the functional effects of two Rho kinase inhibitors (RKIs)

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