Epalrestat (Z, Z)-Isomer NEW

Epalrestat (Z, Z)-Isomer

Product Information

• Product Code：E022004

• English Name：Epalrestat (Z, Z)-Isomer

• English Alias：2-((Z)-5-((Z)-2-methyl-3-phenylallylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid

• CAS No.：124782-63-4

• Molecular Formula：C₁₅H₁₃NO₃S₂

• Molecular Weight：319.4

Advantages

• High-Purity Reference Standard：Confirmed by HPLC (≥99.0%), NMR (1H, 13C), HRMS, and X-ray crystallography for stereostructure, suitable for cis-isomer impurity analysis of Epalrestat.

• Stability Assurance：Stable for 36 months at -20℃ under light-protected, sealed storage; degradation rate <0.1% in methanol-water solution within 6 months.

Applications

• Quality Control Testing：Used for UPLC-MS/MS detection of (Z,Z)-isomer in Epalrestat API and formulations, controlling impurity content to meet ICH Q3A standards (≤0.1%).

• Process Optimization Research：Monitors cis-isomer formation during Epalrestat synthesis, reducing generation by >50% by adjusting condensation temperature (e.g., 0-5℃) and reaction time.

• Method Validation：Serves as a chiral standard for developing isomer separation methods, verifying UPLC resolution (≥3.0) and LOD (0.005 ng/mL).

Background Description

Research Status

• Detection Technology：UPLC-MS/MS with Chiralpak IA column (1.7μm) and n-hexane-ethanol (85:15) gradient elution achieves separation within 4.5 minutes, with LOD of 0.002 ng/mL for trace chiral impurity analysis.

• Formation Mechanism：Formed by reaction of 2-methyl-3-phenylacrolein with thioxothiazolidinone under alkaline conditions (e.g., sodium carbonate catalysis). Using enzymatic catalysis (e.g., lipase) or asymmetric catalysis reduces cis-impurity formation by >80%.

• Safety Evaluation：In vitro cytotoxicity shows IC₅₀ of 182.5 μM against HepG2 cells (Epalrestat IC₅₀=12.6 μM), with low toxicity but requiring ≤0.1% limit. Accelerated stability testing is ongoing to monitor configuration conversion rates under different pH conditions.

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!

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E-mail: anna@molcoo.com

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