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Merck
CN

SML2871

Udenafil

≥98% (HPLC)

Synonym(s):

3-(1-Methyl-7-oxo-3-propyl-4,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-[2-(1-methylpyrrolidin-2-yl)ethyl]-4-propoxybenzenesulfonamide, 3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-[2-(1-methyl-2-pyrrolidinyl)ethyl]-4-propoxybenzenesulfonamide, 3-(6,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-[2-(1-methyl-2-pyrrolidinyl)ethyl]-4-propoxybenzenesulfonamide, 5-[2-Propoxy-5-(1-methyl-2-pyrrolidinylethyl amidosulfonyl)phenyl]-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo(4,3-d)pyrimidin-7-one, 5-[2-Propyloxy-5-(1-methyl-2-pyrrolidinylethylamidosulfonyl)phenyl]-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo(4,3-d)pyrimidin-7-one, DA 8159, DA-8159, DA8159

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About This Item

Empirical Formula (Hill Notation):
C25H36N6O4S
CAS Number:
Molecular Weight:
516.66
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
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Product Name

Udenafil, ≥98% (HPLC)

SMILES string

[S](=O)(=O)(NCCC4N(CCC4)C)c1cc(c(cc1)OCCC)c2[nH][c](c3[n](nc(c3n2)CCC)C)=O

InChI

1S/C25H36N6O4S/c1-5-8-20-22-23(31(4)29-20)25(32)28-24(27-22)19-16-18(10-11-21(19)35-15-6-2)36(33,34)26-13-12-17-9-7-14-30(17)3/h10-11,16-17,26H,5-9,12-15H2,1-4H3,(H,27,28,32)

InChI key

IYFNEFQTYQPVOC-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

Biochem/physiol Actions

Orally active, cGMP-competitive, potent and selective phosphodiesterase type 5 (PDE5) inhibitor with ED and hypertension therapeutic efficacy in vivo.
Udenafil (DA-8159) is an orally active, cGMP-competitive, potent and selective phosphodiesterase type 5 (PDE5) inhibitor (cellular PDE5 activity IC50 = 5.84/8.25 nM in rabbit/human platelets; IC50 = 53.3 nM/PDE6, 870 nM/PDE1, 52 μM/PDE3,101 μM/PDE2). Udenafil shows in vivo therapeutic efficacy in a rat model of monocrotaline-induced pulmonary hypertension (1 or 5 mg/kg bid po.) and induces penile erection in experimental animals in vivo (0.3-10 mg/kg po. in rabbits & rats).

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

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Kyung Koo Kang et al.
Archives of pharmacal research, 26(8), 612-619 (2003-09-12)
In this study, we evaluated the effects of oral administration of DA-8159, a selective phosphodiesterase-5 inhibitor, on the development of pulmonary hypertension (PH) induced by monocrotaline (MCT). Rats were administered either MCT (60 mg/kg) or saline. MCT-treated rats were divided
T Y Oh et al.
Archives of pharmacal research, 23(5), 471-476 (2000-11-04)
DA-8159, a new phosphodiesterase 5 inhibitor, was assessed for its erectogenic potential by a penile erection test in rats, the relaxation of isolated rabbit corpus cavernosum (CC), and estimation of the intracavernous pressure (ICP) in the anesthetized dog. Oral administration
Anne Marie Dupuy et al.
Clinical chemistry and laboratory medicine, 56(3), 413-421 (2017-09-10)
Blood specimens are transported from clinical departments to the biochemistry laboratory by hospital courier service, sometimes over long distances. The aim of this study was to assess the stability of common biochemical analytes in venous blood under our routine transport
Hyun J Shim et al.
Biopharmaceutics & drug disposition, 26(4), 161-166 (2005-04-02)
Species differences in the formation of DA-8164 after intravenous and/or oral administration of DA-8159 to mice, rats, rabbits, dogs and humans were investigated. After intravenous administration of DA-8159, the formation of DA-8164 decreased in the order mice, rats, rabbits and
Seong Yul Ryu et al.
The world journal of men's health, 36(1), 41-49 (2017-11-23)
High-fat (HF) feeding induces hypothalamic leptin resistance via the activation of toll-like receptor 4 (TLR4). TLR4 deficiency confers resistance to diet-induced obesity. Udenafil, an anti-impotence drug, inhibits TLR4 in airway epithelial cells in vitro. In this study, we evaluated whether

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