Tadalafil

General Information

Tadalafil Impurities and Tadalafil 

Daicel Pharma offers a comprehensive range of Tadalafil impurities, such as Tadalafil bis(2-aminopropanoate) dimer impurity. The presence of impurities plays a crucial role in assessing the quality, stability, and biological safety of Tadalafil, an active pharmaceutical ingredient. Daicel Pharma can synthesize Tadalafil impurities based on specific customer requirements, ensuring precise customization and worldwide delivery.

Tadalafil [CAS: 171596-29-5] is utilized for the management of erectile dysfunction (ED) and can be used alone or in combination with finasteride for the treatment of benign prostatic hyperplasia (BPH). Additionally, it treats pulmonary arterial hypertension (PAH), either as a standalone therapy or in combination with Macitentan or other endothelin-1 antagonists.

Tadalafil: Use and Commercial Availability  

Tadalafil treats erectile dysfunction (ED) by increasing sexual stimulation dependant smooth muscle relaxation in the penis. It helps to manage benign prostatic hyperplasia (BPH) by reducing the size of the prostate. It is also effective in treating pulmonary arterial hypertension (PAH) and helps to relax and widen blood vessels, improving blood flow and alleviating symptoms.

Tadalafil is available under many brand names. Some of them are Adcirca, Alyq, Cialis, and Tadliq.  All of these contain the active ingredient, Tadalafil.

Tadalafil Structure and Mechanism of Action

The chemical name of Tadalafil is (6R,12aR)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methylpyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione. Its chemical formula is C₂₂H₁₉N₃O₄, and its molecular weight is approximately 389.4 g/mol.

Tadalafil inhibits phosphodiesterase type 5 (PDE5), which enhances erectile function by increasing the amount of Cyclic GMP.

Tadalafil Impurities and Synthesis

During the synthesis¹ and storage of Tadalafil, impurities can arise, including related substances, degradation products, and residual solvents. It is essential to carefully monitor and control these impurities to ensure the medication’s safety, efficacy, and overall quality.

Daicel Pharma offers a comprehensive Certificate of Analysis (CoA) for Tadalafil impurity standards, like Tadalafil bis(2-aminopropanoate) dimer impurity. Its synthesis complies with current Good Manufacturing Practices (cGMP). The CoA includes detailed characterization data, such as 1H NMR, 13C NMR, IR, MASS, and HPLC purity², providing a thorough understanding of the impurity profile. Upon request, we can also give 13C-DEPT data.

Furthermore, Daicel Pharma possesses the technical expertise to synthesize any unknown impurities or degradation products of Tadalafil. We also offer labeled compounds to evaluate the effectiveness of generic versions of Tadalafil. For bioanalytical research and Bioavailability/Bioequivalence (BA/BE) studies, Daicel supplies Tadalafil – D3, a highly pure deuterium-labeled standard of Tadalafil.