Details
Stereochemistry | RACEMIC |
Molecular Formula | C25H36N6O4S |
Molecular Weight | 516.656 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCOC1=CC=C(C=C1C2=NC(=O)C3=C(N2)C(CCC)=NN3C)S(=O)(=O)NCCC4CCCN4C
InChI
InChIKey=IYFNEFQTYQPVOC-UHFFFAOYSA-N
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)
Udenafil is a new phosphodiesterase type 5 (PDE5) inhibitor used to treat erectile dysfunction. Udenafil inhibits the cyclic GMP specific phosphodiesterase type 5 (PDE5) which is responsible for degradation of Cyclic GMP in the corpus cavernosum located around the penis. Cyclic GMP causes smooth muscle relaxation and increased blood flow into the corpus cavernosum. So the inhibition of phosphodiesterase type 5 (PDE5) by Udenafil enhances erectile function by increasing the amount of Cyclic GMP. Udenafil has proven to have high efficacy and a favorable safety profile for a broad spectrum of erectile dysfunction patients, which are comparable to those of other PDE5Is. Due to the clinical properties of relatively rapid onset and long duration of action, Udenafil may be a better option for erectile dysfunction treatment according to patient-specific sex-life patterns. Udenafil is as effective in the treatment of diabetes mellitus-associated erectile dysfunction as other PDE5Is. Recent data suggest that the concomitant use of anti-hypertensive drugs does not significantly affect the efficacy and safety profile. Also, due to its clinical properties, Udenafil can be a daily-dosing option for the treatment of erectile dysfunction, as suggested by its favorable efficacy and safety profile. Udenafil has been approved in South Korea and will be marketed under the brand name Zydena.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL1827 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12510841 |
8.25 nM [IC50] |
PubMed
Title | Date | PubMed |
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DA-8159 reverses selective serotonin reuptake inhibitor-induced erectile dysfunction in rats. | 2005 Jan |
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Transport of a new erectogenic udenafil in Caco-2 cells. | 2007 Sep |
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The contributions of cytochromes P450 3A4 and 3A5 to the metabolism of the phosphodiesterase type 5 inhibitors sildenafil, udenafil, and vardenafil. | 2008 Jun |
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Chronic administration of udenafil, a selective phosphodiesterase type 5 inhibitor, promotes erectile function recovery in an animal model of bilateral cavernous nerve crush injury. | 2011 May |
Patents
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C2127
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EU-Orphan Drug |
EU/3/16/1807
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FDA ORPHAN DRUG |
449714
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WHO-ATC |
G04BE11
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C74086
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DB06267
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CHEMBL2103849
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XX-10
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135413547
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UDENAFIL
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8551
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L5IB4XLY36
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m11297
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268203-93-6
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100000124303
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DTXSID00870301
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C419664
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4141
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SUB32099
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ACTIVE MOIETY
METABOLITE (PARENT)