Sildenafil EP Impurity F;139755-82-1
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E-mail: anna@molcoo.com
Product Number: S005008
English Name: Sildenafil EP Impurity F
English Alias: 5-(2-ethoxy-5-(piperazin-1-ylsulfonyl)phenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one
CAS Number: 139755-82-1
Molecular Formula: C₂₁H₂₈N₆O₄S
Molecular Weight: 460.55
As a European Pharmacopoeia (EP) impurity of Sildenafil, this compound has the following advantages:
Well-defined and distinct structure: A pyrazolopyrimidinone derivative, differing from Sildenafil in the benzene ring substituent (ethoxy group instead of acetamido group). It can be accurately distinguished by techniques such as HPLC and LC-MS, providing a specific marker for impurity detection;
High stability and traceability: Containing sulfonyl group, piperazine ring, and pyrazolopyrimidinone skeleton with high chemical stability. As a product of incomplete benzene ring substitution in Sildenafil synthesis, it directly reflects the degree of competitive reactions between sulfonylation and amidation, improving the accuracy of process tracing;
Outstanding standard reference value: Compliant with European Pharmacopoeia (EP) impurity standards, it can serve as an official reference substance for quality control of Sildenafil APIs and formulations, ensuring the standardization of detection methods and reliability of data.
Pharmaceutical quality control: Used as an EP standard impurity reference in Sildenafil production to identify and quantify Sildenafil EP Impurity F, ensuring residual by-products from benzene ring substitution meet EP and regulatory requirements;
Synthesis process optimization: Reducing ethoxy by-products by monitoring impurity content and optimizing benzene ring amidation conditions (e.g., acylating agent dosage, reaction temperature) to enhance acetamido introduction efficiency;
Impurity profile analysis: Used to construct the impurity profile of Sildenafil, providing key data support for comprehensive evaluation of drug purity.
Sildenafil is a phosphodiesterase 5 (PDE5) inhibitor used to treat erectile dysfunction and pulmonary arterial hypertension, with a structure containing a sulfonylpiperazine group at the 5-position and an acetamido group at the 2-position of the benzene ring. During synthesis, incomplete acetamidation of the benzene ring (retaining ethoxy substitution) may generate impurities such as 5-(2-ethoxy-5-(piperazin-1-ylsulfonyl)phenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one. The biological activity of this impurity differs from Sildenafil, so it is listed as a controlled specific impurity in the European Pharmacopoeia, and its control is a key part of Sildenafil quality assurance.
Current research focuses on:
Detection method optimization: Using UPLC-MS/MS with optimized ionization conditions based on the strong electronegativity of sulfonyl groups to achieve trace detection of this impurity (detection limits up to ppb level);
Reaction selectivity enhancement: Developing novel catalysts to promote benzene ring acetamidation, inhibit ethoxy residue, and reduce impurity formation;
Toxicological assessment: Evaluating the potential toxicity of this impurity through in vitro cell experiments to provide a scientific basis for formulating reasonable impurity limits;
Quality standard improvement: Verifying the distribution pattern of this impurity in different processes based on multi-batch production data to support the revision of pharmacopoeial standards.
We can also customize related analogues and modified peptides including HPLC, MS, 1H-NMR, MS, HPLC, IR, UV, COA, MSDS.
This product is intended for laboratory use only!
WhatsAPP: +86 17386083646
E-mail: anna@molcoo.com
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