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SML2871

Sigma-Aldrich

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:
268203-93-6
Molecular Weight:
516.66
MDL number:
MFCD20275557
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

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

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 Code

11 - Combustible Solids

WGK

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
0000110307
0000110308
0000105180

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Kyung Koo Kang et al.
European urology, 43(6), 689-695 (2003-05-28)
DA-8159 is a pyrazolopyrimidinone derivative showing potent and selective phosphodiesterase 5 (PDE5) inhibition. In the previous study, DA-8159 induced a dose-dependent increase in the intracavernous pressure (ICP) in anaesthetized dogs. The aim of this study was to investigate the effects
K K Kang et al.
International journal of impotence research, 17(5), 409-416 (2005-05-28)
This study examined the effects of a new phosphodiesterase type 5 inhibitor, DA-8159, on erectile function associated with hypercholesterolemia. First of all, in order to investigate whether chronic administration of DA-8159 prevents the development of erectile dysfunction associated with hypercholesterolemia
Yusuf Özlülerden et al.
Investigative and clinical urology, 58(4), 289-295 (2017-07-07)
The aim of this study was to investigate and compare the effects of udenafil and mannitol in an experimental renal ischemia-reperfusion (I/R) injury model. A total of 64 female Wister Albino rats were used. Right nephrectomy was performed in all
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
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
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