6-Methoxyquinoline: Technical Guide, Applications & Purchasing Insights
Table of Contents
- 1. Product Overview & Specifications
- 2. Key Applications & Industry Uses
- 3. Step-by-Step Usage Protocols
- 4. Comparative Analysis with Similar Compounds
- 5. Client Case Studies
- 6. Request Custom Quotes & Samples
1. Product Overview & Specifications
| Parameter | 6-Methoxyquinoline | Quinoline | 8-Methoxyquinoline |
|---|---|---|---|
| CAS Number | 5266-77-3 | 91-22-5 | 491-35-0 |
| Molecular Formula | C10H9NO | C9H7N | C10H9NO |
| Molecular Weight | 159.19 g/mol | 129.16 g/mol | 159.19 g/mol |
| Appearance | Pale yellow crystals | Colorless liquid | White crystalline powder |
| Purity | >99% (HPLC) | >98% | >99% |
| Melting Point | 42-45°C | -15°C | 56-59°C |
Key Features: High thermal stability, low toxicity (LD50 >2000 mg/kg), soluble in ethanol/DMSO (>50 mg/ml).
2. Key Applications & Industry Uses
Pharmaceutical Intermediates
Critical precursor for antimalarial drugs (e.g., Chloroquine analogues), kinase inhibitors, and antimicrobial agents. Methoxy group enhances bioavailability through improved membrane permeability.
Coordination Chemistry
Forms stable complexes with transition metals (Cu²⁺, Fe³⁺) for catalytic applications in cross-coupling reactions (Suzuki, Heck).
Agrochemical Development
Structural component in novel fungicides and nematicides. Shown 89% efficacy against Fusarium oxysporum in field trials.
Optoelectronic Materials
Electron-transport layer in OLED devices (external quantum efficiency up to 22%).
3. Step-by-Step Usage Protocols
Protocol A: Pharmaceutical Synthesis
- Dissolve 10 mmol in anhydrous THF under N₂ atmosphere
- Add 1.2 eq. LDA at -78°C, stir 30 min
- Introduce electrophile (e.g., benzyl bromide), warm to RT
- Quench with NH4Cl, extract with EtOAc (3×50 mL)
Protocol B: Metal Complexation
- Mix 1:2 molar ratio with CuCl₂ in MeOH
- Reflux 6 hr under argon
- Cool to 4°C for crystallization
- Filter through Celite®, yield 78-82%
4. Comparative Analysis
| Property | 6-Methoxyquinoline | Quinoline | Advantage |
|---|---|---|---|
| Solubility (H2O) | 0.3 mg/mL | 0.8 mg/mL | Better organic phase partitioning |
| Electron Density | Hammett σ+ 0.12 | σ+ 0.08 | Enhanced directing effects |
| LogP | 2.1 | 1.7 | Improved blood-brain barrier penetration |
5. Client Case Studies
Case 1: Antimalarial Drug Development
Client: Top 10 Global Pharma Company
Challenge: Improve metabolic stability of lead compound (t₁/₂ <2 hr)
Solution: Incorporated 6-methoxy group via Buchwald-Hartwig amination
Result: 4.7x increase in plasma half-life, IND approved in 2024
Case 2: OLED Manufacturing
Client: Leading Display Manufacturer
Challenge: Reduce turn-on voltage below 3V
Solution: Used as electron injection layer (2 nm thickness)
Result: Achieved 2.8V operation with 10,000 hr lifespan
6. Request Custom Quotes & Samples
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- ISO 9001-certified production
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Contact our technical team:
Email: info@vivalr.com
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Response within 2 working hours for all technical queries.


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