Udenafil - Moligand™, ≥98% , Phosphodiesterase 5A inhibitor, CAS No.268203-93-6, Phosphodiesterase 5A inhibitor

CAS: 268203-93-6 Cat. No.: U333275 Molecular Weight: 516.66 PubChem CID: 135413547

GRADE & PURITY Moligand™, ≥98%

Synonyms

(S)-2-tert-butoxycarbonylamino-3-(4-hydroxyphenyl)propionic acid methyl ester | Q4815980 | UNII-L5IB4XLY36 | DA 8159 | UDENAFIL [WHO-DD] | 3-{1-methyl-7-oxo-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-5-yl}-N-[2-(1-methylpyrrolidin-2-yl)ethyl]-4-propoxyben

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Udenafil is an oral phosphodiesterase 5 inhibitor.

Specifications

Synonyms

(S)-2-tert-butoxycarbonylamino-3-(4-hydroxyphenyl)propionic acid methyl ester | Q4815980 | UNII-L5IB4XLY36 | DA 8159 | UDENAFIL [WHO-DD] | 3-{1-methyl-7-oxo-3-propyl-1H, 4H, 7H-pyrazolo[4, 3-d]pyrimidin-5-yl}-N-[2-(1-methylpyrrolidin-2-yl)ethyl]-4-propoxyben

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

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). Uden

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Phosphodiesterase 5A inhibitor

Purity

≥98%

Product Properties

• pKa: pKₐ: 3.5 (Predicted)
• ALogP: 3

Names and Identifiers

• Canonical Smiles: CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)NCCC4CCCN4C)OCCC)C
• IUPAC Name: 3-(1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-[2-(1-methylpyrrolidin-2-yl)ethyl]-4-propoxybenzenesulfonamide
• 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)
• Isomeric SMILES: CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)NCCC4CCCN4C)OCCC)C
• PubChem CID: 135413547
• Molecular Weight: 516.66

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzenesulfonamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzenesulfonamides
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzenesulfonamides
• Alternative Parents: Benzenesulfonyl compounds Pyrazolopyrimidines Phenoxy compounds Phenol ethers Alkyl aryl ethers Pyrimidones N-alkylpyrrolidines Organosulfonamides Vinylogous amides Aminosulfonyl compounds Heteroaromatic compounds Pyrazoles Trialkylamines Azacyclic compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzenesulfonamide - Benzenesulfonyl group - Pyrazolopyrimidine - Phenoxy compound - Phenol ether - Alkyl aryl ether - Pyrimidone - Organosulfonic acid amide - N-alkylpyrrolidine - Pyrimidine - Azole - Pyrrolidine - Vinylogous amide - Heteroaromatic compound - Aminosulfonyl compound - Sulfonyl - Pyrazole - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Tertiary aliphatic amine - Tertiary amine - Ether - Azacycle - Organoheterocyclic compound - Organic oxide - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PDE5A Tclin cGMP-specific 3',5'-cyclic phosphodiesterase (0 Activities)

Discover Target: PDE5A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)

Discover Target: PDE5A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in chloroform, and methanol.
• Melt Point(°C): 154.0-155.0° C
• Molecular Weight: 516.700 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 516.252 Da
• Monoisotopic Mass: 516.252 Da
• Topological Polar Surface Area: 126.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 893.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Tian Wei, Yongyi Zhang, Jianxin Huang, Jinyi Yang, Yuanxin Tian, Yudong Shen.  (2024)  Rapid detection of multiple sildenafil and tadalafil adulterants in dietary supplements by dual-labeled probe time-resolved fluorescence immunochromatography assay.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.103905]