Vismodegib Impurity 9；2117637-61-1

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E-mail: anna@molcoo.com.

• Product Information

• Product Number: V043009

• English Name: Vismodegib Impurity 9

• English Alias: 2-chloro-4-(methylsulfonyl)-N-(3-(pyridin-2-yl)phenyl)benzamide

• CAS Number: 2117637-61-1

• Molecular Formula: C??H??ClN?O?S

• Molecular Weight: 386.85

• Advantages

• As a dechlorinated impurity of Vismodegib, this compound has the following advantages:
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• Well-defined and distinct structure: Compared with the parent Vismodegib, it only lacks the chlorine atom at the 4-position of the benzene ring, while other functional groups (chlorine atom, methylsulfonyl group, pyridine ring, benzamide) remain intact. It can be accurately distinguished by techniques such as HPLC and LC-MS, providing a specific marker for impurity detection;

• High stability and homology: Sharing the core skeleton with Vismodegib, it has similar chemical stability, which can reflect the trend of dechlorination reaction during drug storage or synthesis, improving the accuracy of impurity tracing;

• Strong detection specificity: Due to the absence of one chlorine atom, its molecular weight is 35.45 lower than that of Vismodegib, enabling effective separation from the parent drug through mass-to-charge ratio differences in mass spectrometry, thus improving quantitative precision.

• Applications

• Pharmaceutical quality control: Used as an impurity reference standard to identify and quantify Impurity 9 in Vismodegib APIs and formulations, ensuring that the content of dechlorinated impurities meets pharmacopoeial and regulatory requirements;

• Stability studies: Monitoring the generation of this impurity under high temperature and light conditions to evaluate the storage stability of Vismodegib formulations and support the development of appropriate preservation conditions;

• Synthesis process optimization: Analyzing the content of this impurity to optimize benzene ring chlorination conditions (e.g., chlorine gas flow rate, reaction temperature) and reduce the formation of dechlorinated by-products.

• Background Description

• Vismodegib is a Hedgehog signaling pathway inhibitor used in the treatment of tumors such as basal cell carcinoma. The chlorine atom at the 4-position of its benzene ring is crucial for maintaining drug activity. Incomplete chlorination during synthesis or dechlorination during storage may generate dechlorinated impurities like 2-chloro-4-(methylsulfonyl)-N-(3-(pyridin-2-yl)phenyl)benzamide. The activity of this impurity may differ from Vismodegib and could affect the overall efficacy of the drug, making its control a key part of Vismodegib quality assurance.

• Research Status

• Current research focuses on:
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• Detection method optimization: Using UPLC-MS/MS technology to optimize selected ion monitoring (SIM) mode based on the isotopic abundance difference of chlorine atoms, achieving trace detection of this impurity (detection limits up to ppb level);

• Dechlorination mechanism analysis: Simulating the departure path of benzene ring chlorine atoms through quantum chemical calculations to clarify the formation mechanism of this impurity under acidic or high-temperature conditions;

• Activity comparison studies: Comparing the biological activity of this impurity with Vismodegib through in vitro Hedgehog signaling pathway inhibition experiments to evaluate its potential impact on drug efficacy;

• Process improvement: Developing milder chlorination conditions (e.g., using ferric chloride as a catalyst) to reduce dechlorination side reactions and lower the formation of this impurity

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