Vismodegib Impurity 10；1977536-53-0

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E-mail: anna@molcoo.com.

• Product Information

• Product Number: V043010

• English Name: Vismodegib Impurity 10

• English Alias: 1,2-bis(4-chloro-3-(pyridin-2-yl)phenyl)diazene

• CAS Number: 1977536-53-0

• Molecular Formula: C??H??Cl?N?

• Molecular Weight: 405.28

• Advantages

• As an azo impurity of Vismodegib, this compound has the following advantages:
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• Well-defined and highly characteristic structure: A symmetric structure with two chloropyridylphenyl groups linked by an azo bond (-N=N-), significantly different from the benzamide monomolecular structure of Vismodegib. It can be accurately identified by techniques like HPLC and LC-MS, providing a specific marker for impurity detection;

• High stability and traceability: The azo bond is relatively stable under dark conditions. As a product of oxidative coupling of aniline raw materials in Vismodegib synthesis, it directly reflects the degree of amino oxidation, improving the traceability accuracy of oxidation control in the process;

• High detection sensitivity: The azo bond forms a large conjugated system with two aromatic rings, showing characteristic absorption in the visible region (400-500nm). Trace analysis can be achieved via HPLC-UV/Vis, reducing detection difficulty and enhancing method specificity.

• Applications

• Pharmaceutical quality control: Used as an impurity reference standard to identify and quantify Impurity 10 in Vismodegib APIs, ensuring residual oxidative coupling products of aniline raw materials meet quality standards;

• Synthesis process optimization: Reducing azo impurity formation by monitoring its content and optimizing antioxidant measures (e.g., adding antioxidants) and inert gas protection conditions in the reaction system;

• Stability evaluation: Used to assess the oxidative degradation trend of Vismodegib formulations during storage, assisting in verifying the light protection and sealing performance of packaging materials.

• Background Description

• Vismodegib is a Hedgehog signaling pathway inhibitor used in the treatment of tumors such as basal cell carcinoma. Its synthetic raw material, 4-chloro-3-(pyridin-2-yl)aniline, may undergo oxidative coupling when exposed to oxygen during storage or reaction, generating azo impurities like 1,2-bis(4-chloro-3-(pyridin-2-yl)phenyl)diazene. Azo compounds may have potential toxicity (e.g., sensitization) and could affect the chemical stability of the drug, making their control a key part of ensuring Vismodegib quality and safety.

• Research Status

• Current research focuses on:
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• Detection method optimization: Using UPLC-DAD to optimize detection wavelengths based on the characteristic visible absorption of azo bonds, achieving trace detection of this impurity (detection limits up to ppm level);

• Oxidation inhibition strategies: Adding trace hindered phenol antioxidants (e.g., BHT) to the synthesis system to inhibit oxidative coupling of aniline raw materials and reduce impurity formation;

• Toxicological evaluation: Assessing the potential sensitization of this azo compound through skin sensitization tests to support strict impurity limit standards;

• Storage condition studies: Exploring the impact of temperature, light, and oxygen concentration on the formation rate of this impurity to establish optimal storage protocols for Vismodegib APIs

This product is intended for laboratory use only!

WhatsAPP: +86 17386083646
E-mail: anna@molcoo.com