Vismodegib Impurity NEW

Vismodegib Impurity；94088-68-3

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E-mail: anna@molcoo.com.

• Product Information

• Product Number: V043006

• English Name: Vismodegib Impurity 6

• English Alias: diethyl 2-(2-chloro-5-nitrobenzoyl)malonate

• CAS Number: 94088-68-3

• Molecular Formula: C₁₄H₁₄ClNO₇

• Molecular Weight: 343.72

• Advantages

• As a synthetic intermediate impurity of Vismodegib, this compound has the following advantages:
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• Well-defined and highly characteristic structure: Containing chlorine atom, nitro group, benzoyl group, and diethyl malonate structure, it is significantly different from the benzamide structure of Vismodegib. It can be accurately identified by techniques like HPLC and GC-MS, providing a specific marker for impurity detection;

• High stability and traceability: The ester and nitro structures are stable under conventional storage conditions. As a potential intermediate in the acylation step of Vismodegib synthesis, it can directly reflect incomplete condensation between diethyl malonate and nitrobenzoyl chloride, improving the accuracy of process tracing;

• High detection sensitivity: The conjugated structure of nitro and benzoyl groups has strong absorption in the UV region, enabling trace analysis via HPLC-UV, reducing detection costs and enhancing method applicability.

• Applications

• Pharmaceutical quality control: Used as an impurity reference standard to identify and quantify Impurity 6 in Vismodegib APIs, ensuring residual acylation intermediates meet quality standards during synthesis;

• Synthesis process optimization: Reducing intermediate residues and improving main product yield by monitoring the impurity content and optimizing condensation catalysts (e.g., triethylamine) and reaction temperature;

• Process validation: Used to verify the stability of the acylation step in Vismodegib synthesis, ensuring consistency of impurity content across batches.

• Background Description

• Vismodegib is a Hedgehog signaling pathway inhibitor used in the treatment of tumors such as basal cell carcinoma. Its synthesis may involve benzoyl malonate intermediates (e.g., diethyl 2-(2-chloro-5-nitrobenzoyl)malonate). Incomplete acylation or inadequate subsequent cyclization/decarboxylation can lead to residual impurities. Such ester impurities may affect drug purity and stability, making their control a key part of Vismodegib quality assurance.

• Research Status

• Current research focuses on:
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• Detection method optimization: Using HPLC-DAD with optimized separation conditions based on the characteristic UV absorption (254nm) of nitro and benzoyl groups to achieve trace detection (detection limits up to ppm level);

• Synthesis process improvement: Enhancing condensation conversion by adjusting solvents (e.g., dichloromethane) and raw material ratios to reduce intermediate residues;

• Impurity conversion studies: Exploring the transformation pathway of this impurity in subsequent decarboxylation and nitro reduction steps to assess its impact on final product purity;

• Quality standard development: Establishing reasonable impurity limits based on multi-batch production data, integrating them into the quality control system for Vismodegib APIs

Applications

This product is intended for laboratory use only!

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