Introduction of 1,1-Cyclohexanediacetic Acid Mono Amide
News 2025-04-10
1. Chemical Information
- CAS Number: 99189-60-3
- Chemical Formula: C₁₀H₁₇NO₃
- Molecular Weight: 199.24 g/mol
- Synonyms: 1,1-Cyclohexanediacetic acid monoamide, 3,3-Pentamethyleneglutaramic acid, 1-(2-Amino-2-oxoethyl)cyclohexaneacetic acid
2. Physical and Chemical Properties
- Appearance: White crystalline powder
- Melting Point: 141–146°C
- Solubility: Sparingly soluble in water; soluble in organic solvents such as ethanol and DMSO
- Stability: Stable under normal conditions; sensitive to moisture and high temperatures
3. Synthesis Method
1,1-Cyclohexanediacetic acid monoamide can be synthesized by reacting 1,1-cyclohexylene diacetic anhydride with ammonia in a controlled manner. The reaction typically involves:
- Feeding 1,1-cyclohexylene diacetic anhydride into ammonia (10–28% concentration) at a molar ratio of 2–6:1 (ammonia:anhydride).
- Maintaining the reaction temperature at -5–40°C initially, then gradually heating to 40–70°C post-feeding.
- Purifying the product via decolorization, acidification, and centrifugal separation.
4. Applications
- Pharmaceutical Intermediate: Serves as a crucial intermediate in the synthesis of gabapentin, an anticonvulsant and neuropathic pain medication.
- Research Chemical: Explored for potential applications in treating cancer and inflammation due to its bioactive properties.
- Organic Synthesis: Acts as a building block for introducing cyclohexane and acetic acid moieties into various pharmaceutical compounds.
5. Safety and Handling
- Safety Precautions:
- Wear appropriate PPE (gloves, goggles, lab coat) to avoid skin and eye contact.
- Store in a cool, dry place away from strong oxidizing agents, acids, and moisture.
- Toxicity: Limited data available; handle with care to minimize inhalation, ingestion, or skin exposure.
6. Market Availability
- Supplied by various chemical manufacturers globally, with purity ranging from 98% to 99%.
- Packaging options include 25g, 100g, 500g, and 1kg containers.
- Prices vary based on quantity and supplier, with bulk orders often offered at discounted rates.
7. Research and Development
- Ongoing studies focus on optimizing its synthesis for industrial-scale production and exploring its therapeutic potential in novel drug formulations.
