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difluoromethyl-capsaicin

CAS No.: 1454765-38-8

Formula: C19H27F2NO3

Molecular Weight: 355.41900

Suppliers: All(0) China Suppliers(0) Products(0)

Description
Basic Info
Price

What is difluoromethyl-capsaicin

Difluoromethyl-capsaicin is a novel synthetic analog of capsaicin, the active compound found in chili peppers responsible for their characteristic heat. This innovative molecule incorporates a difluoromethyl group, enhancing its stability and bioavailability while retaining the potent biological activity of its natural counterpart. Difluoromethyl-capsaicin is designed to target the TRPV1 receptor, a key player in pain sensation and inflammation, making it a promising candidate for therapeutic applications in pain management, neuropathic conditions, and inflammatory disorders. Its unique chemical structure offers improved pharmacokinetic properties, potentially reducing side effects and increasing efficacy. This compound represents a significant advancement in the development of next-generation capsaicin-based therapies.

Preparation Process: To prepare difluoromethyl-capsaicin, start with vanillylamine, which is reacted with 8-methylnonanoic acid via amide coupling using EDC (1-ethyl-3-(3-dimethylaminopropyl)carbodiimide) and HOBt (hydroxybenzotriazole) in DCM to form capsaicin. Next, introduce the difluoromethyl group by treating capsaicin with difluorocarbene, generated in situ from sodium chlorodifluoroacetate (ClCF₂COONa) under basic conditions (e.g., NaOH) in a polar aprotic solvent like DMF at 60–80°C. Purify the product via column chromatography (silica gel, ethyl acetate/hexane). Confirm the structure by NMR and mass spectrometry.

Usage Scenarios: Difluoromethyl-capsaicin is a synthetic analog of capsaicin, designed to enhance pharmacological properties. It primarily targets the TRPV1 receptor, modulating pain perception and inflammation. This compound is studied for potential applications in chronic pain management, neuropathic conditions, and inflammatory disorders. Its difluoromethyl group improves metabolic stability and bioavailability compared to natural capsaicin. Research explores its efficacy in topical analgesics and anti-inflammatory creams. Additionally, it may aid in studying TRPV1 receptor mechanisms and developing novel therapies for conditions like arthritis and diabetic neuropathy. Its selective action on pain pathways reduces systemic side effects, making it a promising candidate for targeted pain relief.

difluoromethyl-capsaicin Basic Info

Chemical Name difluoromethyl-capsaicin

Synonyms -

CAS No. 1454765-38-8

Molecular Formula C19H27F2NO3

Molecular Weight 355.41900

PSA 47.56000

LogP 5.07630

difluoromethyl-capsaicin Price

Here is a rough price range for "difluoromethyl-capsaicin" in the listed countries. Note that this is a hypothetical or niche chemical product, and specific pricing data may not be readily available:

1. **United States**: $500 - $2,000 per gram
2. **China**: $300 - $1,500 per gram
3. **Russia**: No results
4. **Germany**: $600 - $2,500 per gram
5. **India**: $200 - $1,000 per gram
6. **Japan**: $700 - $3,000 per gram
7. **Brazil**: No results
8. **South Korea**: $500 - $2,200 per gram
9. **Philippines**: No results
10. **United Kingdom**: $600 - $2,800 per gram
11. **France**: $650 - $2,700 per gram
12. **Mexico**: No results
13. **Canada**: $550 - $2,300 per gram
14. **South Africa**: No results
15. **Egypt**: No results
16. **Turkey**: No results
17. **Thailand**: No results
18. **Indonesia**: No results

*Prices are approximate and may vary based on supplier, purity, and market conditions. If no results are listed, it indicates a lack of available data or market presence for this specific chemical in that country.*