(5-fluoro-2-methyl-1h-indene-3-yl)Acetic Acid

(5-fluoro-2-methyl-1h-indene-3-yl)acetic acid is a significant organic compound. It serves as an important intermediate in pharmaceutical manufacturing. Researchers also identify it as a known impurity in certain drug substances. Its proper management is necessary for ensuring the quality and safety of final medicinal products. Understanding its properties and applications is important for chemists and pharmaceutical scientists.

What is (5-Fluoro-2-methyl-1H-indene-3-yl)acetic Acid?

This compound is primarily known for its connection to the pharmaceutical industry. It is a key building block and an impurity related to the non-steroidal anti-inflammatory drug (NSAID) Sulindac. Therefore, you will often find it referred to by its synonym, Sulindac Impurity 7. Regulatory bodies and quality control laboratories use it as a reference standard. This helps them accurately detect and quantify its presence in drug formulations. This ensures the final product meets strict purity requirements.

Here are its core identifiers:

Chemical and Physical Properties of (5-Fluoro-2-methyl-1H-indene-3-yl)acetic acid

Understanding the chemical and physical characteristics of this substance is fundamental for its handling and use. These properties determine its behavior in chemical reactions and its requirements for storage.

• Molecular Weight: The compound has a molecular weight of 206.21 g/mol. This value is important for stoichiometric calculations in synthesis and analysis.
• Physical State: It typically appears as an off-white to light yellow crystalline powder. Its form can vary slightly depending on the purity and manufacturing process.
• Thermal Constants: The melting point of this substance is a key indicator of its purity. It generally melts in a range between 158°C and 162°C. Precise boiling point data is less common due to its tendency to decompose at high temperatures.
• Solubility Profile: Its solubility is limited in water. However, it shows good solubility in various organic solvents. For instance, it dissolves well in methanol, ethanol, and dimethylformamide (DMF). This solubility profile is a critical consideration for its purification and use in synthetic reactions.

Industrial and Pharmaceutical Applications

The applications of (5-fluoro-2-methyl-1h-indene-3-yl)acetic acid are highly specific. They center almost exclusively on the pharmaceutical field.

Pharmaceutical Synthesis

Its primary role is as an intermediate in the production of certain pharmaceuticals. It is a precursor in the multi-step synthesis of Sulindac. Chemists transform this intermediate through subsequent reactions to create the final active pharmaceutical ingredient (API). The efficiency of this conversion directly impacts the overall yield and cost of drug production.

Laboratory Reference Standards

Quality control is paramount in drug manufacturing. This compound serves as a certified reference standard for impurity profiling. Analytical chemists use it to calibrate instruments like High-Performance Liquid Chromatography (HPLC) systems. This calibration allows for the precise identification and quantification of Sulindac Impurity 7 in batches of the drug. Consequently, manufacturers can guarantee their products are within the safe limits set by health authorities like the FDA and EMA.

Biological Research

Researchers may also use this compound in studies related to anti-inflammatory mechanisms. By studying the biological activity of Sulindac and its related impurities, scientists can gain deeper insights. They can learn more about how NSAIDs work and potentially discover new therapeutic targets. This research contributes to the development of safer and more effective drugs.

Synthesis and Manufacturing of (5-Fluoro-2-methyl-1H-indene-3-yl)acetic acid

The creation of (5-fluoro-2-methyl-1h-indene-3-yl)acetic acid involves a specific series of chemical reactions. Manufacturers must carefully control the process to achieve high purity and yield.

Standard Reaction Route

The synthesis often starts with readily available raw materials. A common pathway involves a condensation reaction followed by cyclization. For example, a precursor like 4-fluorobenzaldehyde is reacted with another chemical to form an intermediate structure. This structure then undergoes an intramolecular reaction to form the indene ring system. Subsequent steps add the acetic acid side chain to complete the molecule.

Key Raw Materials

The choice of starting materials is important for an efficient synthesis. Common precursors include:

• 4-fluorobenzaldehyde
• Propionic anhydride
• Various acids and bases as catalysts

The purity of these raw materials directly affects the purity of the final product. Therefore, suppliers of these chemicals must also adhere to strict quality standards.

Industrial Production Conditions

On an industrial scale, manufacturers optimize several parameters. They carefully control reaction temperature, pressure, and timing to maximize the product yield. Following the reaction, a series of purification steps are necessary. These steps often include recrystallization from a suitable solvent to remove unreacted starting materials and other by-products. This ensures the final compound meets the high-purity specifications required for pharmaceutical use.

Safety, Storage, and Handling

Proper handling and storage procedures are necessary to maintain the compound’s integrity and ensure personnel safety.

GHS Hazard Identification

According to the Globally Harmonized System (GHS), this substance requires careful handling. It may cause skin irritation, serious eye irritation, and respiratory irritation. Therefore, direct contact should be avoided. A thorough review of the Safety Data Sheet (SDS) is mandatory before working with this chemical.

Storage Guidelines

For long-term stability, it is best to store (5-fluoro-2-methyl-1h-indene-3-yl)acetic acid in a cool and dry place. The ideal storage temperature is between 2°C and 8°C. The container should be tightly sealed to prevent moisture absorption and degradation. Storing it away from incompatible materials, such as strong oxidizing agents, is also important.

Personal Protective Equipment (PPE)

When handling this compound, laboratory personnel must use appropriate personal protective equipment. Standard PPE includes:

• Safety glasses or goggles
• Chemical-resistant gloves
• A laboratory coat

Work should be performed in a well-ventilated area or under a chemical fume hood to prevent inhalation of dust or vapors.

Frequently Asked Questions

What is (5-fluoro-2-methyl-1h-indene-3-yl)acetic acid used for?
It is primarily used as an advanced intermediate in the synthesis of the anti-inflammatory drug Sulindac. Additionally, it serves as a certified reference standard for quality control labs to detect and quantify impurities in pharmaceutical products.

How do you synthesize Sulindac Impurity 7?
The synthesis typically involves a multi-step process starting from precursors like 4-fluorobenzaldehyde. The process includes condensation and cyclization reactions to form the core indene structure, followed by the addition of the acetic acid group.

Where can I find high-purity CAS 32004-66-3 suppliers?
High-purity suppliers of CAS 32004-66-3 are typically specialized chemical companies that cater to the pharmaceutical industry. You can find them through chemical supplier directories, industry trade shows, and by searching for manufacturers of pharmaceutical intermediates and reference standards.