6-Methoxyquinoline

Product Name:6-Methoxyquinoline
CAS:5263-87-6
MFC10H9NO
MW:159.18
EINECS:226-077-2
MOL File:5263-87-6.mol

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6-Methoxyquinoline: Technical Guide, Applications & Purchasing Insights

Table of Contents

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

  1. Dissolve 10 mmol in anhydrous THF under N₂ atmosphere
  2. Add 1.2 eq. LDA at -78°C, stir 30 min
  3. Introduce electrophile (e.g., benzyl bromide), warm to RT
  4. Quench with NH4Cl, extract with EtOAc (3×50 mL)

Protocol B: Metal Complexation

  1. Mix 1:2 molar ratio with CuCl₂ in MeOH
  2. Reflux 6 hr under argon
  3. Cool to 4°C for crystallization
  4. 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

Why Choose Us:

  • ISO 9001-certified production
  • Batch-to-batch consistency (HPLC chromatograms provided)
  • Global logistics support (DDP Incoterms available)

Contact our technical team:

Email: info@vivalr.com
Tel: (86) 15866781826

Response within 2 working hours for all technical queries.

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