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SML2103

Sigma-Aldrich

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
MDL number:
MFCD09027942
UNSPSC Code:
12352200

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

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

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

InChI key

FBCDRHDULQYRTB-UHFFFAOYSA-N

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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

Signal Word

Danger

Hazard Statements

H301,H373

Hazard Classifications

Acute Tox. 3 Oral - STOT RE 2

Target Organs

Cardio-vascular system

Storage Class Code

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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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