N-ethyl Tadalafil (Homotadalafil) Research Standard
N-ethyl Tadalafil, also known as Homotadalafil, is a synthetic structural analog of the phosphodiesterase type 5 (PDE5) inhibitor tadalafil. Characterized by the substitution of an ethyl group for the methyl group on the piperazinedione ring, this compound is utilized as a specialized analytical reference standard. In laboratory settings, it serves as a critical reagent for impurity profiling, comparative pharmacological studies, and the development of analytical methods for the detection of PDE5-related compounds in controlled research environments.
Technical Specifications
| Property | Specification |
|---|---|
| Product Name | N-ethyl Tadalafil (Homotadalafil) |
| CAS Number | 1609405-34-6 |
| Chemical Formula | C23H21N3O4 |
| Molecular Weight | 403.4 g/mol |
| Chemical Class | PDE5 Inhibitor Analog |
| Physical Appearance | White to off-white solid |
| Assay Purity | Refer to the batch-specific Certificate of Analysis (COA) supplied for the lot received |
| Solution Base | PEG400, DMSO |
Mechanism of Action & Research Context
N-ethyl Tadalafil functions as a competitive inhibitor of the phosphodiesterase type 5 (PDE5) enzyme. By structurally occupying the catalytic site typically reserved for cyclic guanosine monophosphate (cGMP), it modulates intracellular signaling pathways.
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PDE5 Inhibition: Like its parent compound, it prevents the hydrolysis of cGMP to 5′-GMP, thereby maintaining elevated intracellular levels of cGMP.
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Signaling Modulation: The accumulation of cGMP leads to the activation of protein kinase G (PKG), promoting downstream smooth muscle relaxation and vasodilation.
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Comparative Pharmacology: The ethyl-group modification is of significant interest in SAR (structure-activity relationship) studies, allowing researchers to evaluate how minor changes in the piperazinedione scaffold affect binding affinity and enzyme selectivity.
Research Applications
N-ethyl Tadalafil is a focused reagent utilized for chemical characterization and analytical validation.
Primary fields of in vitro laboratory investigation include:
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Binding Affinity Assays: Utilizing competitive displacement assays to measure the compound’s interaction with the PDE5 catalytic domain.
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Analytical Reference Standard: Serving as a benchmark in HPLC and mass spectrometry to identify, quantify, and characterize potential impurities or unknown substances in research samples.
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Impurity Profiling: Assisting in the mapping of synthesis by-products and structural derivatives within the PDE5 inhibitor class.
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Structural Analysis: Comparing conformational behavior and binding kinetics against tadalafil and other related analogs.
Storage & Handling Guidelines
Store at controlled room temperature. Keep tightly closed. Liquid formats: do not refrigerate or freeze. Cold storage may cause the solution to cloud or precipitate. If this occurs, return to room temperature and mix until clear.
Storage guidance is a house recommendation. Analytical documentation is per-lot release testing.
References
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BenchChem. Preliminary Pharmacological Profiling of N-Ethyl Tadalafil: A Technical Guide.
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BenchChem. N-Ethyl Tadalafil: A Comparative Guide to its Validation and Certification as a Reference Standard.
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CymitQuimica. Product Analysis and CAS Data for 1609405-34-6.
Related Research Compounds
Research Use Disclaimer
Research Use Only Disclaimer: This product is developed and distributed strictly as a Research Use Only (RUO) laboratory reference chemical intended exclusively for non-clinical analytical and scientific investigation. It is not an FDA-approved drug, medication, dietary supplement, or food ingredient, and is strictly prohibited for human or animal consumption. Kimera Chems supplies this research material solely to qualified institutions and professional investigators for authorized laboratory research.
